2-Methyl-1-phenylpropan-2-amine (Phentermine)

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6 substances in Reaxys

2018-06-23 10h:55m:17s (UTC)

H 2N

1. Query

Search as: As drawn ) AND (IDE.XRN=970319) OR (IDE.XRN=3912379) OR (IDE.XRN=4623759) OR (IDE.XRN=18581811) OR (IDE.XRN=18665544) OR (IDE.XRN=18692515))

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Reaxys ID 970319 View in Reaxys

1/6 CAS Registry Number: 122-09-8 Chemical Name: Phentermin; Phentermine Linear Structure Formula: C10H15N Molecular Formula: C10H15N Molecular Weight: 149.236 Type of Substance: isocyclic InChI Key: DHHVAGZRUROJKS-UHFFFAOYSA-N Note:

H 2N

Substance Label (18) Label References 4a

Mancinelli, Andrea; Alamillo, Carla; Albert, Joan; Ariza, Xavier; Etxabe, Haizea; Farràs, Jaume; Garcia, Jordi; Granell, Jaume; Quijada, F. Javier; Organometallics; vol. 36; nb. 4; (2017); p. 911 - 919, View in Reaxys

7

Angeli, Andrea; Vaiano, Fabio; Mari, Francesco; Bertol, Elisabetta; Supuran, Claudiu T.; Journal of Enzyme Inhibition and Medicinal Chemistry; vol. 32; nb. 1; (2017); p. 1253 - 1259, View in Reaxys

1e

Patent; HELSINN HEALTHCARE SA; Giuliano, Claudio; Daina, Antoine; Pietra, Claudio; (254 pag.); US2017/275301; (2017); (A1) English, View in Reaxys

D

Yuan, Ming; Chen, Li; Wang, Junwei; Chen, Shenjie; Wang, Kongchao; Xue, Yongbo; Yao, Guangmin; Luo, Zengwei; Zhang, Yonghui; Organic Letters; vol. 17; nb. 2; (2015); p. 346 - 349, View in Reaxys

Formula 1

Patent; Institute of Pharmacology and Toxicology Academy of Military Medical Sciences P.L.A. China; LI, Song; GAO, Chunsheng; ZHONG, Wu; WANG, Yuli; YANG, Meiyan; SHAN, Li; ZHOU, Xinbo; ZHENG, Zhibing; WANG, Xiaokui; EP2829266; (2015); (A1) English, View in Reaxys; Patent; Institute of Pharmacology and Toxicology Academy of Military Medical Sciences P.L.A. China; LI, Song; Gao, Chunseng; Zhong, Wu; Wang, Yuli; Yang, Meiyan; Shan, Li; Zhou, Xinbo; Zheng, Zhibing; Wang, Xiaokui; US2015/44295; (2015); (A1) English, View in Reaxys

1d

Tanaka; Yamamura; Nakane; Kitamura; Chemical Communications; vol. 51; nb. 66; (2015); p. 13110 - 13112, View in Reaxys

2d

Tanaka, Shinji; Saburi, Hajime; Murase, Takanori; Yoshimura, Masahiro; Kitamura, Masato; Journal of Organic Chemistry; vol. 71; nb. 12; (2006); p. 4682 - 4684, View in Reaxys; Rodrguez, Aleix; Albert, Joan; Ariza, Xavier; Garcia, Jordi; Granell, Jaume; Farrs, Jaume; La Mela, Andrea; Nicols, Ernesto; Journal of Organic Chemistry; vol. 79; nb. 20; (2014); p. 9578 - 9585, View in Reaxys

3k

Albert, Joan; Ariza, Xavier; Calvet, Teresa; Font-Bardia, Merce; Garcia, Jordi; Granell, Jaume; Lamela, Andrea; Lopez, Blanca; Martinez, Manuel; Ortega, Laura; Rodriguez, Aleix; Santos, David; Organometallics; vol. 32; nb. 2; (2013); p. 649 - 659, View in Reaxys

15

Huang, Xianhai; Palani, Anandan; Xiao, Dong; Aslanian, Robert; Shih, Neng-Yang; Organic Letters; vol. 6; nb. 25; (2004); p. 4795 - 4798, View in Reaxys; Ito, Nobuhiro; Watahiki, Tsutomu; Maesawa, Tsuneaki; Maegawa, Tomohiro; Sajiki, Hironao; Synthesis; nb. 9; (2008); p. 1467 - 1478; Art.No: F03608SS, View in Reaxys

49

Lewin, Anita H.; Navarro, Hernan A.; Wayne Mascarella; Bioorganic and Medicinal Chemistry; vol. 16; nb. 15; (2008); p. 7415 - 7423, View in Reaxys

12

Lee, Peter J.; Chen, Weibin; Gebler, John C.; Analytical Chemistry; vol. 76; nb. 16; (2004); p. 4888 - 4893, View in Reaxys

phen

Tao, Rui; Fray, Anne; Aspley, Sue; Brammer, Richard; Heal, David; Auerbach, Sidney; European Journal of Pharmacology; vol. 445; nb. 1-2; (2002); p. 69 - 81, View in Reaxys

9b

Gai; Grigg; Collard; Muir; Chemical Communications; nb. 18; (2001); p. 1712 - 1713, View in Reaxys

3d (free base)

Jirgensons; Kauss; Kalvinsh; Gold; Synthesis; nb. 12; (2000); p. 1709 - 1712, View in Reaxys

8

Adams, Mortimer H.; Ameer, Farouk; Green, Ivan R.; Syce, James A.; Synthetic Communications; vol. 29; nb. 14; (1999); p. 2419 - 2430, View in Reaxys

Merck 7415

Wojnicki, Francis H. E.; Rothman, Richard B.; Rice, Kenner C.; Glowa, John R.; Journal of Pharmacology and Experimental Therapeutics; vol. 288; nb. 2; (1999); p. 550 - 560, View in Reaxys

amine a

Deyrup; Nowicki; Richards; Otero; Harrison; Baker; Naunyn-Schmiedeberg's Archives of Pharmacology; vol. 359; nb. 3; (1999); p. 168 - 177, View in Reaxys

PTM

Nakahara, Yuji; Kikura, Ruri; Archives of Toxicology; vol. 70; nb. 12; (1996); p. 841 - 849, View in Reaxys

Patent-Specific Data (5) Prophetic ComReferences pound

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Patent; Pathway Therapeutics Inc.; US2012/252802; (2012); (A1) English, View in Reaxys Patent; SUN PHARMA ADVANCED RESEARCH COMPANY LTD; WO2008/111096; (2008); (A2) English, View in Reaxys Patent; Caron, Marc G.; Sotnikova, Tatyana D.; Gainetdinov, Raul R.; US2007/27208; (2007); (A1) English, View in Reaxys Patent; AstraZeneca AB; US6369064; (2002); (B1) English, View in Reaxys prophetic product

Patent; University of Florida; US4771059; (1988); (A) English, View in Reaxys

Druglikeness (1) 1 of 1

LogP

2.179

H Bond Donors

1

H Bond Acceptors

1

Rotatable Bonds

2

TPSA

26.02

Lipinski Number

4

Veber Number

2

Derivative (7) Comment (Derivative)

Derivative

References

phentermine hydro- Jirgensons; Kauss; Kalvinsh; Gold; Synthesis; nb. 12; (2000); p. 1709 - 1712, View in Reaxys chloride Hydrochlorid: F: 200grad; IR, NMR

Marquardt; Edwards; The Journal of organic chemistry; vol. 37; nb. 11; (1972); p. 1861 - 1863, View in Reaxys

Hydrochlorid: IR

Mesley; Evans; Journal of Pharmacy and Pharmacology; vol. 22; (1970); p. 321,325-329, View in Reaxys

Hydrochlorid C10H15N*HCl. Duennschichtchromatogra. Verh. u. Nachweisreaktionen

Palitzsch et al.; Pharmazie; vol. 23; (1968); p. 246,248, View in Reaxys

Hydrochlorid = Wilpo

New Drugs; American Journal of Pharmacy and the Sciences Supporting Public Health (1937-1978); vol. 134; (1962); p. 6,21, View in Reaxys

Hydrochlorid. F:200-201grad(Tho mas-Hoover-Apparat; unkorr.)

Shetty; Journal of Organic Chemistry; vol. 26; (1961); p. 3002, View in Reaxys

Pikrat. F:109-110grad(Tho mas-Hoover-Apparat;unkorr.)

Shetty; Journal of Organic Chemistry; vol. 26; (1961); p. 3002, View in Reaxys

Boiling Point (7) Boiling Point [°C]

Pressure (Boiling Point) [Torr]

References

68

7.5

Wannagat, U.; Damrath, V.; Harder, U.; Monatshefte fuer Chemie; vol. 125; nb. 11; (1994); p. 1159 - 1170, View in Reaxys

110

20

Christol et al.; Bulletin de la Societe Chimique de France; (1961); p. 2317, View in Reaxys

106.5 - 107

31

Girault-Vexlearschi; Bulletin de la Societe Chimique de France; (1956); p. 589,596, View in Reaxys

86 - 88

13

Moed et al.; Recueil des Travaux Chimiques des Pays-Bas; vol. 74; (1955); p. 919,922, View in Reaxys

94

15

Kornblum; Iffland; Journal of the American Chemical Society; vol. 71; (1949); p. 2137,2138,2140, View in Reaxys

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89 - 90

10

Zenitz; Macks; Moore; Journal of the American Chemical Society; vol. 70; (1948); p. 955, View in Reaxys

203 - 205

760

Mentzer; Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences; vol. 213>1941>581; p. 583, View in Reaxys

Refractive Index (3) Refractive Index Wavelength (ReTemperature (Refractive Index) [nm] fractive Index) [°C]

References

1.5125

589

20

Wannagat, U.; Damrath, V.; Harder, U.; Monatshefte fuer Chemie; vol. 125; nb. 11; (1994); p. 1159 - 1170, View in Reaxys

1.5132

589

20

Kornblum; Iffland; Journal of the American Chemical Society; vol. 71; (1949); p. 2137,2138,2140, View in Reaxys

1.513

589

20

Zenitz; Macks; Moore; Journal of the American Chemical Society; vol. 70; (1948); p. 955, View in Reaxys

Chromatographic Data (3) Chromatographic References data HPLC (High performance liquid chromatography)

Paíga, Paula; Rodrigues, Manuela J.E.; Correia, Manuela; Amaral, Joana S.; Oliveira, M. Beatriz P.P.; DelerueMatos, Cristina; European Journal of Pharmaceutical Sciences; vol. 99; (2017); p. 219 - 227, View in Reaxys

LC (Liquid chromatography)

Jeong, Eun Sook; Kim, So-Hee; Cha, Eun-Ju; Lee, Kang Mi; Kim, Ho Jun; Lee, Sang-Won; Kwon, Oh-Seung; Lee, Jaeick; Rapid Communications in Mass Spectrometry; vol. 29; nb. 4; (2015); p. 367 - 384, View in Reaxys; Jeong, Eun Sook; Kim, So-Hee; Cha, Eun-Ju; Lee, Kang Mi; Kim, Ho Jun; Lee, Sang-Won; Kwon, Oh-Seung; Lee, Jaeick; Rapid Communications in Mass Spectrometry; vol. 29; nb. 4; (2015); p. 367 - 384, View in Reaxys

UPLC (Ultra performance liquid chromatography)

Lin, Huei-Ru; Liao, Chao-Chuan; Lin, Tzu-Chieh; Rapid Communications in Mass Spectrometry; vol. 28; nb. 19; (2014); p. 2043 - 2053, View in Reaxys

Crystal Property Description (2) Colour & Other Location Properties colourless

yellow

References Mancinelli, Andrea; Alamillo, Carla; Albert, Joan; Ariza, Xavier; Etxabe, Haizea; Farràs, Jaume; Garcia, Jordi; Granell, Jaume; Quijada, F. Javier; Organometallics; vol. 36; nb. 4; (2017); p. 911 - 919, View in Reaxys

supporting informa- Albert, Joan; Ariza, Xavier; Calvet, Teresa; Font-Bardia, Merce; Garcia, Jordi; Granell, tion Jaume; Lamela, Andrea; Lopez, Blanca; Martinez, Manuel; Ortega, Laura; Rodriguez, Aleix; Santos, David; Organometallics; vol. 32; nb. 2; (2013); p. 649 - 659, View in Reaxys

Dissociation Exponent (2) 1 of 2

Dissociation Exponent (pK)

9.33 - 10.12

Temperature (Dissociation Exponent) [°C]

26

Solvent (Dissociation Exponent)

methanol; H2O

Type (Dissociation Exponent)

a1/apparent

Comment (Dissociation Exponent)

Ratio of solvents: 10 to 80 percent v/v MeOH

Canals; Valko; Bosch; Hill; Roses; Analytical Chemistry; vol. 73; nb. 20; (2001); p. 4937 - 4945, View in Reaxys 2 of 2

Dissociation Exponent (pK)

10.13

Temperature (Dissociation Exponent) [°C]

20

Solvent (Dissociation Exponent)

H2O

Method (Dissociation Exponent)

potentiometric

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Type (Dissociation Exponent)

a/thermodynamic

Girault-Vexlearschi; Bulletin de la Societe Chimique de France; (1956); p. 589,596, View in Reaxys Enthalpies of Other Phase Transitions (1) Comment (Enthal- References pies of Other Phase Transitions) Enthalpies of other phase transition(s) given

Gobble, Chase; Rath, Nigam; Chickos, James; Journal of Chemical and Engineering Data; vol. 58; nb. 9; (2013); p. 2600 - 2609, View in Reaxys

Further Information (5) Description (FurReferences ther Information) Further information Cartoni et al.; Bollettino Chimico Farmaceutico; vol. 115; (1976); p. 347,350, View in Reaxys Further information Reisch; Alfes; Moellmann; Die Pharmazie; vol. 23; nb. 5; (1968); p. 245 - 246, View in Reaxys Further information Palitzsch et al.; Pharmazie; vol. 23; (1968); p. 246,248, View in Reaxys Further information New Drugs; American Journal of Pharmacy and the Sciences Supporting Public Health (1937-1978); vol. 134; (1962); p. 6,21, View in Reaxys Further information Shetty; Journal of Organic Chemistry; vol. 26; (1961); p. 3002, View in Reaxys Liquid/Liquid Systems (MCS) (1) 1 of 1

Description (Liquid/Liquid Distribution between solvent 1 + 2 Systems (MCS)) Mihailova; Testa; European Journal of Medicinal Chemistry; vol. 13; nb. 1; (1978); p. 49 - 52, View in Reaxys

Partition octan-1-ol/water (MCS) (2) 1 of 2

log POW

-0.55

pH

7.4

Location

supporting information

Comment (Partition octan-1-ol/water (MCS))

aq.buffer

Rankovic, Zoran; Journal of Medicinal Chemistry; vol. 60; nb. 14; (2017); p. 5943 - 5954, View in Reaxys 2 of 2

log POW

2.09

Location

supporting information

Rankovic, Zoran; Journal of Medicinal Chemistry; vol. 60; nb. 14; (2017); p. 5943 - 5954, View in Reaxys NMR Spectroscopy (9) 1 of 9

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 400 scopy) [MHz] Mancinelli, Andrea; Alamillo, Carla; Albert, Joan; Ariza, Xavier; Etxabe, Haizea; Farràs, Jaume; Garcia, Jordi; Granell, Jaume; Quijada, F. Javier; Organometallics; vol. 36; nb. 4; (2017); p. 911 - 919, View in Reaxys 2 of 9

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

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Frequency (NMR Spectro- 101 scopy) [MHz] Mancinelli, Andrea; Alamillo, Carla; Albert, Joan; Ariza, Xavier; Etxabe, Haizea; Farràs, Jaume; Garcia, Jordi; Granell, Jaume; Quijada, F. Javier; Organometallics; vol. 36; nb. 4; (2017); p. 911 - 919, View in Reaxys 3 of 9

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 400 scopy) [MHz] Location

supporting information

Albert, Joan; Ariza, Xavier; Calvet, Teresa; Font-Bardia, Merce; Garcia, Jordi; Granell, Jaume; Lamela, Andrea; Lopez, Blanca; Martinez, Manuel; Ortega, Laura; Rodriguez, Aleix; Santos, David; Organometallics; vol. 32; nb. 2; (2013); p. 649 - 659, View in Reaxys 4 of 9

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 101 scopy) [MHz] Location

supporting information

Albert, Joan; Ariza, Xavier; Calvet, Teresa; Font-Bardia, Merce; Garcia, Jordi; Granell, Jaume; Lamela, Andrea; Lopez, Blanca; Martinez, Manuel; Ortega, Laura; Rodriguez, Aleix; Santos, David; Organometallics; vol. 32; nb. 2; (2013); p. 649 - 659, View in Reaxys 5 of 9

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectroscopy)

chloroform-d1

Temperature (NMR Spectroscopy) [°C]

24.94

Frequency (NMR Spectro- 400 scopy) [MHz] Location

supporting information

Gildner, Peter G.; Gietter, Amber A. S.; Cui, Di; Watson, Donald A.; Journal of the American Chemical Society; vol. 134; nb. 24; (2012); p. 9942 - 9945, View in Reaxys 6 of 9

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Temperature (NMR Spectroscopy) [°C]

24.94

Frequency (NMR Spectro- 101 scopy) [MHz] Location

supporting information

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Gildner, Peter G.; Gietter, Amber A. S.; Cui, Di; Watson, Donald A.; Journal of the American Chemical Society; vol. 134; nb. 24; (2012); p. 9942 - 9945, View in Reaxys 7 of 9

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectroscopy)

CDCl3

Frequency (NMR Spectro- 600 scopy) [MHz] Tanaka, Shinji; Saburi, Hajime; Murase, Takanori; Yoshimura, Masahiro; Kitamura, Masato; Journal of Organic Chemistry; vol. 71; nb. 12; (2006); p. 4682 - 4684, View in Reaxys 8 of 9

Description (NMR Spectroscopy)

Spectrum

Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectroscopy)

CDCl3

Frequency (NMR Spectro- 600 scopy) [MHz] Tanaka, Shinji; Saburi, Hajime; Murase, Takanori; Yoshimura, Masahiro; Kitamura, Masato; Journal of Organic Chemistry; vol. 71; nb. 12; (2006); p. 4682 - 4684, View in Reaxys 9 of 9

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectroscopy)

CCl4

Wannagat, U.; Damrath, V.; Harder, U.; Monatshefte fuer Chemie; vol. 125; nb. 11; (1994); p. 1159 - 1170, View in Reaxys IR Spectroscopy (3) 1 of 3

Description (IR Spectroscopy)

ATR (attenuated total reflectance); Bands

Solvent (IR Spectroscopy)

neat (no solvent, solid phase)

Location

supporting information

Albert, Joan; Ariza, Xavier; Calvet, Teresa; Font-Bardia, Merce; Garcia, Jordi; Granell, Jaume; Lamela, Andrea; Lopez, Blanca; Martinez, Manuel; Ortega, Laura; Rodriguez, Aleix; Santos, David; Organometallics; vol. 32; nb. 2; (2013); p. 649 - 659, View in Reaxys 2 of 3

Description (IR Spectroscopy)

Bands

Location

supporting information

Comment (IR Spectroscopy)

film

Gildner, Peter G.; Gietter, Amber A. S.; Cui, Di; Watson, Donald A.; Journal of the American Chemical Society; vol. 134; nb. 24; (2012); p. 9942 - 9945, View in Reaxys 3 of 3

Description (IR Spectroscopy)

IR

Mesley; Evans; Journal of Pharmacy and Pharmacology; vol. 22; (1970); p. 321,325-329, View in Reaxys Mass Spectrometry (11) Description (Mass Location Spectrometry)

Comment (Mass Spectrometry)

electrospray ionisation (ESI); spectrum

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

References Jeong, Eun Sook; Kim, So-Hee; Cha, Eun-Ju; Lee, Kang Mi; Kim, Ho Jun; Lee, Sang-Won; Kwon, Oh-Seung; Lee, Jaeick; Rapid Communications in Mass Spectrometry; vol. 29; nb. 4; (2015); p. 367 - 384,

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View in Reaxys; Paíga, Paula; Rodrigues, Manuela J.E.; Correia, Manuela; Amaral, Joana S.; Oliveira, M. Beatriz P.P.; Delerue-Matos, Cristina; European Journal of Pharmaceutical Sciences; vol. 99; (2017); p. 219 227, View in Reaxys high resolution mass spectrometry (HRMS); electrospray ionisation (ESI); time-offlight mass spectra (TOFMS); spectrum

Mancinelli, Andrea; Alamillo, Carla; Albert, Joan; Ariza, Xavier; Etxabe, Haizea; Farràs, Jaume; Garcia, Jordi; Granell, Jaume; Quijada, F. Javier; Organometallics; vol. 36; nb. 4; (2017); p. 911 - 919, View in Reaxys

liquid chromatography mass spectrometry (LCMS); electrospray ionisation (ESI); spectrum

Jeong, Eun Sook; Kim, So-Hee; Cha, Eun-Ju; Lee, Kang Mi; Kim, Ho Jun; Lee, Sang-Won; Kwon, Oh-Seung; Lee, Jaeick; Rapid Communications in Mass Spectrometry; vol. 29; nb. 4; (2015); p. 367 - 384, View in Reaxys

liquid chromatography mass spectrometry (LCMS); CID (collision-induced dissociation); spectrum

Lin, Huei-Ru; Liao, Chao-Chuan; Lin, Tzu-Chieh; Rapid Communications in Mass Spectrometry; vol. 28; nb. 19; (2014); p. 2043 - 2053, View in Reaxys

electrospray ionisa- supporting information (ESI); high res- tion olution mass spectrometry (HRMS); spectrum

Albert, Joan; Ariza, Xavier; Calvet, Teresa; Font-Bardia, Merce; Garcia, Jordi; Granell, Jaume; Lamela, Andrea; Lopez, Blanca; Martinez, Manuel; Ortega, Laura; Rodriguez, Aleix; Santos, David; Organometallics; vol. 32; nb. 2; (2013); p. 649 - 659, View in Reaxys

IT (ion trap); CID (collision-induced dissociation); Spectrum

Oberacher, Herbert; Pitterl, Florian; Siapi, Eleni; Steele, Barry R.; Letzel, Thomas; Grosse, Sylvia; Poschner, Bernhard; Tagliaro, Franco; Gottardo, Rossella; Chacko, Silvi A.; Josephs, Jonathan L.; Journal of Mass Spectrometry; vol. 47; nb. 2; (2012); p. 263 - 270, View in Reaxys

HRMS (High resolution mass spectrometry); Spectrum

supporting information

Gildner, Peter G.; Gietter, Amber A. S.; Cui, Di; Watson, Donald A.; Journal of the American Chemical Society; vol. 134; nb. 24; (2012); p. 9942 - 9945, View in Reaxys

ESI (Electrospray ionisation); Spectrum

supporting information

Gildner, Peter G.; Gietter, Amber A. S.; Cui, Di; Watson, Donald A.; Journal of the American Chemical Society; vol. 134; nb. 24; (2012); p. 9942 - 9945, View in Reaxys

HRMS (High resolution mass spectrometry); TOFMS (Time of flight mass spectrum); ESI (Electrospray ionisation); LCMS (Liquid chromatography mass spectrometry); Spectrum

Vonaparti; Lyris; Angelis; Panderi; Koupparis; Tsantili-Kakoulidou; Peters; Nielen; Georgakopoulos; Rapid Communications in Mass Spectrometry; vol. 24; nb. 11; (2010); p. 1595 - 1609, View in Reaxys

LCMS (Liquid chromatography mass spectrometry); ESI (Electrospray ionisation); Tandem mass spectrometry; Spectrum

mol peak

Thoerngren, John-Olof; Oestervall, Fredrik; Garle, Mats; Journal of Mass Spectrometry; vol. 43; nb. 7; (2008); p. 980 - 992, View in Reaxys

Reisch et al.; Journal of Pharmacy and Pharmacology; vol. 20; (1968); p. 81,85, View in Reaxys; Cartoni et al.; Bollettino Chimico Farmaceutico; vol. 115; (1976); p. 347,350, View in Reaxys Use (379) Use Pattern

Location

References

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Pharmaceuticals

Page/Page column 22

Patent; Institute of Pharmacology and Toxicology Academy of Military Medical Sciences P.L.A. China; LI, Song; GAO, Chunsheng; ZHONG, Wu; WANG, Yuli; YANG, Meiyan; SHAN, Li; ZHOU, Xinbo; ZHENG, Zhibing; WANG, Xiaokui; EP2829266; (2015); (A1) English, View in Reaxys

lowering blood pressure

Page/Page column 22

Patent; Institute of Pharmacology and Toxicology Academy of Military Medical Sciences P.L.A. China; LI, Song; GAO, Chunsheng; ZHONG, Wu; WANG, Yuli; YANG, Meiyan; SHAN, Li; ZHOU, Xinbo; ZHENG, Zhibing; WANG, Xiaokui; EP2829266; (2015); (A1) English, View in Reaxys

manufacture of a Page/Page column medicament for re- 22 ducing body weight

Patent; Institute of Pharmacology and Toxicology Academy of Military Medical Sciences P.L.A. China; LI, Song; GAO, Chunsheng; ZHONG, Wu; WANG, Yuli; YANG, Meiyan; SHAN, Li; ZHOU, Xinbo; ZHENG, Zhibing; WANG, Xiaokui; EP2829266; (2015); (A1) English, View in Reaxys

manufacture of a medicament for treatment of coronary heart disease

Page/Page column 22

Patent; Institute of Pharmacology and Toxicology Academy of Military Medical Sciences P.L.A. China; LI, Song; GAO, Chunsheng; ZHONG, Wu; WANG, Yuli; YANG, Meiyan; SHAN, Li; ZHOU, Xinbo; ZHENG, Zhibing; WANG, Xiaokui; EP2829266; (2015); (A1) English, View in Reaxys

manufacture of a medicament for treatment of diabetes

Page/Page column 22

Patent; Institute of Pharmacology and Toxicology Academy of Military Medical Sciences P.L.A. China; LI, Song; GAO, Chunsheng; ZHONG, Wu; WANG, Yuli; YANG, Meiyan; SHAN, Li; ZHOU, Xinbo; ZHENG, Zhibing; WANG, Xiaokui; EP2829266; (2015); (A1) English, View in Reaxys

manufacture of a medicament for treatment of hyperlipidemia

Page/Page column 22

Patent; Institute of Pharmacology and Toxicology Academy of Military Medical Sciences P.L.A. China; LI, Song; GAO, Chunsheng; ZHONG, Wu; WANG, Yuli; YANG, Meiyan; SHAN, Li; ZHOU, Xinbo; ZHENG, Zhibing; WANG, Xiaokui; EP2829266; (2015); (A1) English, View in Reaxys

manufacture of a medicament for treatment of hypertension

Page/Page column 22

Patent; Institute of Pharmacology and Toxicology Academy of Military Medical Sciences P.L.A. China; LI, Song; GAO, Chunsheng; ZHONG, Wu; WANG, Yuli; YANG, Meiyan; SHAN, Li; ZHOU, Xinbo; ZHENG, Zhibing; WANG, Xiaokui; EP2829266; (2015); (A1) English, View in Reaxys

realizing antihypertension

Page/Page column 22

Patent; Institute of Pharmacology and Toxicology Academy of Military Medical Sciences P.L.A. China; LI, Song; GAO, Chunsheng; ZHONG, Wu; WANG, Yuli; YANG, Meiyan; SHAN, Li; ZHOU, Xinbo; ZHENG, Zhibing; WANG, Xiaokui; EP2829266; (2015); (A1) English, View in Reaxys

realizing blood fat reduction

Page/Page column 22

Patent; Institute of Pharmacology and Toxicology Academy of Military Medical Sciences P.L.A. China; LI, Song; GAO, Chunsheng; ZHONG, Wu; WANG, Yuli; YANG, Meiyan; SHAN, Li; ZHOU, Xinbo; ZHENG, Zhibing; WANG, Xiaokui; EP2829266; (2015); (A1) English, View in Reaxys

realizing weight loss

Page/Page column 22

Patent; Institute of Pharmacology and Toxicology Academy of Military Medical Sciences P.L.A. China; LI, Song; GAO, Chunsheng; ZHONG, Wu; WANG, Yuli; YANG, Meiyan; SHAN, Li; ZHOU, Xinbo; ZHENG, Zhibing; WANG, Xiaokui; EP2829266; (2015); (A1) English, View in Reaxys

reducing blood fat

Page/Page column 22

Patent; Institute of Pharmacology and Toxicology Academy of Military Medical Sciences P.L.A. China; LI, Song; GAO, Chunsheng; ZHONG, Wu; WANG, Yuli; YANG, Meiyan; SHAN, Li; ZHOU, Xinbo; ZHENG, Zhibing; WANG, Xiaokui; EP2829266; (2015); (A1) English, View in Reaxys

treatment of mental or nervous diseases

Page/Page column 22

Patent; Institute of Pharmacology and Toxicology Academy of Military Medical Sciences P.L.A. China; LI, Song; GAO, Chunsheng; ZHONG, Wu; WANG, Yuli; YANG, Meiyan; SHAN, Li; ZHOU, Xinbo; ZHENG, Zhibing; WANG, Xiaokui; EP2829266; (2015); (A1) English, View in Reaxys

Anti-obesity agent

Page/Page column 55

Patent; AUSPEX PHARMACEUTICAL, INC.; GANT, Thomas, G.; SHAHBAZ, Manoucherhr; WO2010/48358; (2010); (A2) English, View in Reaxys

Appetite-regulating agent

Page/Page column 55

Patent; AUSPEX PHARMACEUTICAL, INC.; GANT, Thomas, G.; SHAHBAZ, Manoucherhr; WO2010/48358; (2010); (A2) English, View in Reaxys

Obesity

Page/Page column 55

Patent; AUSPEX PHARMACEUTICAL, INC.; GANT, Thomas, G.; SHAHBAZ, Manoucherhr; WO2010/48358; (2010); (A2) English, View in Reaxys

dopamine reuptake inhibitor

Patent; OREXIGEN THERAPEUTICS, INC.; WO2006/17504; (2006); (A1) English, View in Reaxys; Patent; Orexigen Therapeutics, Inc; US2008/113026; (2008); (A1) English, View in Reaxys

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2018-06-23 10:56:32


Weight loss

Patent; OREXIGEN THERAPEUTICS, INC.; WO2007/16108; (2007); (A1) English, View in Reaxys; Patent; Orexigen Therapeutics, Inc; US2008/113026; (2008); (A1) English, View in Reaxys

Suppressing appetite

Patent; Orexigen Therapeutics, Inc; US2008/113026; (2008); (A1) English, View in Reaxys

Obesity-related conditions

Patent; Orexigen Therapeutics, Inc; US2008/113026; (2008); (A1) English, View in Reaxys

in combination with dapagliflozin or its propylene glycol hydrate

Patent; Bristol-Myers Squibb; US2008/234366; (2008); (A1) English, View in Reaxys

antiobesity agent

Patent; PHARMACOPEIA DRUG DISCOVERY, INC.; WO2006/44293; (2006); (A2) English, View in Reaxys; Patent; Avestha Gengraine Technologies Pvt. Ltd.; US2008/20971; (2008); (A1) English, View in Reaxys; Patent; Bristol-Myers Squibb; US2008/234366; (2008); (A1) English, View in Reaxys

in combination with SGLT2 inhibitor

Patent; BRISTOL-MYERS SQUIBB; US2008/234367; (2008); (A1) English, View in Reaxys

obesity

Patent; OREXIGEN THERAPEUTICS, INC.; WO2006/17504; (2006); (A1) English, View in Reaxys; Patent; GELESIS, INC.; WO2007/112436; (2007); (A2) English, View in Reaxys; Patent; BRISTOL-MYERS SQUIBB; US2008/234367; (2008); (A1) English, View in Reaxys

anti-obesity agent

Patent; BRISTOL-MYERS SQUIBB; US2008/234367; (2008); (A1) English, View in Reaxys

anorectic agent

Patent; PHARMACOPEIA DRUG DISCOVERY, INC.; WO2006/44293; (2006); (A2) English, View in Reaxys; Patent; Bristol-Myers Squibb; US2008/234366; (2008); (A1) English, View in Reaxys; Patent; BRISTOL-MYERS SQUIBB; US2008/234367; (2008); (A1) English, View in Reaxys

Weight control

Patent; ALPEX PHARMA S.A.; US2008/206327; (2008); (A1) English, View in Reaxys

epilepsy

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys; Patent; Tam, Peter Y.; Wilson, Leland F.; US2008/103179; (2008); (A1) English, View in Reaxys

diabetes

Patent; Tam, Peter Y.; Wilson, Leland F.; US2008/103179; (2008); (A1) English, View in Reaxys

hypertension

Patent; Yancopoulos, George D.; Wiegand, Stanley J.; Sleeman, Mark W.; Koehler-Stec, Ellen-Marie; US2006/58224; (2006); (A1) English, View in Reaxys; Patent; Tam, Peter Y.; Wilson, Leland F.; US2008/103179; (2008); (A1) English, View in Reaxys

pulmonary hypertension

Patent; Tam, Peter Y.; Wilson, Leland F.; US2008/103179; (2008); (A1) English, View in Reaxys

migraine

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys; Patent; Tam, Peter Y.; Wilson, Leland F.; US2008/103179; (2008); (A1) English, View in Reaxys

sleep apnea

Patent; Tam, Peter Y.; Wilson, Leland F.; US2008/103179; (2008); (A1) English, View in Reaxys

depression

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys; Patent; Tam, Peter Y.; Wilson, Leland F.; US2008/103179; (2008); (A1) English, View in Reaxys

impulse control disorders

Patent; Tam, Peter Y.; Wilson, Leland F.; US2008/103179; (2008); (A1) English, View in Reaxys

alcohol addiction

Patent; Tam, Peter Y.; Wilson, Leland F.; US2008/103179; (2008); (A1) English, View in Reaxys

sympathomimetic agent

Patent; Tam, Peter Y.; Wilson, Leland F.; US2008/103179; (2008); (A1) English, View in Reaxys

second agent of the composition with antiepileptic agent

Patent; Tam, Peter Y.; Wilson, Leland F.; US2008/103179; (2008); (A1) English, View in Reaxys

second agent of the composition with

Patent; Tam, Peter Y.; Wilson, Leland F.; US2008/103179; (2008); (A1) English, View in Reaxys

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10/98

2018-06-23 10:56:32


anticonvulsant sulfamate or sulfonylurea compound Antiobesity

Patent; Sattigeri, Jitendra A.; Andappan, Murugaiah M.S.; Kishore, Kaushal; Sethi, Sachin; Kandalkar, Sachin Ramesh; Pal, Chanchal Kumar; Mahajan, Dipak C.; Ahmed, Shahadat; Parkale, Santhosh Sadashiv; Srinivasan, T.; Sharma, Lalima; Bansal, Vinay S.; Chugh, Anita; Davis, Joseph Alexanand; US2008/300251; (2008); (A1) English, View in Reaxys

Anti-obesity agent

Patent; Bhanot, Sanjay; Dobie, Kenneth W.; US2005/261233; (2005); (A1) English, View in Reaxys; Patent; IRM LLC; WO2005/113506; (2005); (A1) English, View in Reaxys; Patent; JOHN I. HASS, INC.; WO2006/55985; (2006); (A1) English, View in Reaxys; Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2006/71752; (2006); (A1) English, View in Reaxys; Patent; PROTEMIX CORPORATION LIMITED; WO2006/104397; (2006); (A1) English, View in Reaxys; Patent; NOVARTIS AG; NOVARTIS PHARMA GmbH; WO2007/41366; (2007); (A1) English, View in Reaxys; Patent; Bristol-Myers Squibb Company; US2007/99913; (2007); (A1) English, View in Reaxys; Patent; AMYLIN PHARMACEUTICALS, INC.; WO2007/55728; (2007); (A1) English, View in Reaxys; Patent; IRM LLC; WO2007/89557; (2007); (A2) English, View in Reaxys; Patent; IRM LLC; WO2007/89667; (2007); (A1) English, View in Reaxys; Patent; Bristol-Myers Squibb Company; US2008/9533; (2008); (A1) English, View in Reaxys; Patent; IRM LLC; WO2005/113519; (2005); (A1) English, View in Reaxys

anti-diabetic agent

Page/Page column 10; 32

Patent; Bristol-Myers Squibb Company; US2008/9534; (2008); (A1) English, View in Reaxys

Anorectic agent

Page/Page column 10; 32

Patent; Bristol-Myers Squibb Company; US2008/9534; (2008); (A1) English, View in Reaxys

Insulin resistance

Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/49088; (2005); (A2) English, View in Reaxys; Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

Antiobesity agent

Patent; Novo Nordisk, A/S; US6972294; (2005); (B1) English, View in Reaxys; Patent; NOVO NORDISK A/S; WO2007/144394; (2007); (A2) English, View in Reaxys

Appetite suppressant

Patent; Bhanot, Sanjay; Dobie, Kenneth W.; US2005/261233; (2005); (A1) English, View in Reaxys; Patent; POMYTKIN, Igor Anatolievich; SOLOVIEV, Sergey Pavlovich; WO2007/69932; (2007); (A1) English, View in Reaxys

metabolic syndrome

Patent; Yancopoulos, George D.; Wiegand, Stanley J.; Sleeman, Mark W.; Koehler-Stec, Ellen-Marie; US2006/58224; (2006); (A1) English, View in Reaxys; Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

Anti-obesity compound

Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/67428; (2006); (A2) English, View in Reaxys; Patent; PFIZER PRODUCTS INC.; WO2006/90250; (2006); (A1) English, View in Reaxys; Patent; ASTRAZENECA AB; WO2007/64272; (2007); (A1) English, View in Reaxys

food-related disorders

Patent; LABORATORIOS DEL DR. ESTEVE, S.A.; EP1743636; (2007); (A1) English, View in Reaxys

Antiobesity compound

Patent; MERCK and CO., INC.; WO2006/127530; (2006); (A2) English, View in Reaxys; Patent; MERCK FROSST CANADA LTD.; WO2007/134457; (2007); (A1) English, View in Reaxys

cannabinoid 1 (CB1) receptor modulator; lipase inhibitor

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

Food-related disorders

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

Digestive metabolism

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

Regulate food intake

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

Modulate energy expenditure

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

Reduce central anorexigenic effects

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

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11/98

2018-06-23 10:56:32


Reduce peripheral anorexigenic effects

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

bulimia

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

anorexia

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

cachexia

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

drug-induced obesity

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

appetence disorder

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

appetite disorders

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

eating disorders associated with excessive food intake

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

type Il diabetus mellitus

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

non-insuline dependent diabetes mellitus

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

Improve cardiovascular

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

Improve metabolic risk factor

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

Elevated triglycerides

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

Lower HDL cholesterol

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

Impaired fasting glucose

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

Dyslipidemia

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

weight independent aspects of metabolic syndrome

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

Restenosis

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

Psychosis

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

alcohol abuse

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

nicotine abuse

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

drug abuse

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

medicament abuse

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

schizophrenia

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

anxiety

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

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12/98

2018-06-23 10:56:32


neurodegenerative disorders

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

Morbus Parkinson

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

Morbus Huntington

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

Morbus Alzheimer

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

Multiple Sclerosis

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

cerebellar disorders

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

spinocerebellar disorders

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

cognitive disorders

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

cranial trauma

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

panic attacks

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

peripheric neuropathy

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

glaucoma

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

Raynaud's disease

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

tremblement disorders

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

compulsive disorders

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

senile dementia

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

thymic disorders

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

tardive dyskinesia

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

bone disorders

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

osteoporosis

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

Paget's disease of bone

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

cancer

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

brain cancer

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

bone cancer

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

lip cancer

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

mouth cancer

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

13/98

2018-06-23 10:56:32


esophageal cancer

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

stomach cancer

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

liver cancer

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

bladder cancer

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

pancreas cancer

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

ovary cancer

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

cervical cancer

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

lung cancer

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

breast cancer

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

skin cancer

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

colon cancer

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

bowl cancer

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

prostate cancer

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

colcon cancer

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

bowel cancer

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

medicament-induced movement disorders

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

dystonia

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

endotoxemic shock

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

stroke

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

hemorrhagic shock

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

hypotension

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

insomnia

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

immunologic disorders

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

sclerotic plaques

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

diarrhea

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

asthma

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

14/98

2018-06-23 10:56:32


memory disorders

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

pruritus

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

pain

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

potentiation of the analgesic effect of narcotic

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

influencing intestinal transit

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

potentiation of the non-narcotic analgesics effect of narcotic

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

dementia

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

memory loss

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

vascular dementia

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

mild cognitive impairment

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

frontotemporal dementia

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

Pick's disease

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

binge eating disorders

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

juvenile obesity

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

drug induced obesity

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

atypical depression

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

behavioural addictions

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

attention deficit disorders

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

Tourette's syndrome

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

suppression of reward- related behaviours

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

conditioned place avoidance

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

suppression of cocaine-induced conditioned place preference

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

suppression of morphine-induced conditioned place preference

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

15/98

2018-06-23 10:56:32


impulsivity

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

sexual dysfunction

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

erectile difficulty

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

female sexual dysfunction

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

seizure disorders

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

nausea

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

emesis

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

neuroinflammatory disease

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

demyelinisation related disorders

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

Guillan-Barre syndrome

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

viral encephalitis

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

cerebrovascular accidents

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

Neurological disorder

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

muscle spasticity

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

traumatic brain injury

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

spinal cord injury

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

inflammation

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

immunomodulatory disorders

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

cutaneous T-cell lymphoma

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

rheumatoid arthritis

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

systemic lupus erythematosus

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

sepsis

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

sarcoidosis

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

idiopathic pulmonary fibrosis

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

bronchopulmonary dysplasia

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

retinal disease

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

16/98

2018-06-23 10:56:32


Scleroderma

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

renal ischemia

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

mycocardial infarction

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

cerebral ischemia

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

nephritis

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

hepatitis

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

glomerulonephritis

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

cryptogenic fibrosing aveolitis

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

psoriasis

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

transplant rejection

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

atopic dermatitis

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

vasculitis

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

allergy

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

Seasonal allergic rhinitis

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

Crohn's disease

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

inflammatory bowel disease

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

reversible airway obstruction

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

adult respiratory distress syndrome

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

chronic obstructive pulmonary disease

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

bronchitis

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

cerebral apoplexy

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

craniocerebral trauma

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

neuropathic pain disorders

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

gastric ulcers

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

atheriosclerosis

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

liver cirrhosis

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

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17/98

2018-06-23 10:56:32


Acute health problems

Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

melanocortin 3 receptor (MC3-R) agonist; (MC4-R) agonist; α-melanocyte stimulating hormone (α-MSH) activity enhancer; POMC neuron activity promoter; selective serotonin reuptake inhibitor (SSRI); serotonin 2C agonist; serotonin 1B agonist; agouti-related protein (AgRP) inhibitor; neruopeptide Y (NPY) inhibitor; αamino butyric acid (GABA) inhibitor; GABA receptor antagonist; GABA channel antagonist; dopamine agonist; dopamine reuptake inhibitor; norepinephrine agonist

Patent; OREXIGEN THERAPEUTICS, INC.; WO2007/16108; (2007); (A1) English, View in Reaxys

Anti-obesity

Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2007/10222; (2007); (A2) English, View in Reaxys; Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2007/39740; (2007); (A2) English, View in Reaxys

weight loss agent

Patent; Schering Corporation; US2007/66644; (2007); (A1) English, View in Reaxys

α-adrenergic receptor agonist, preferably α-3 receptor agonist

Patent; MELIOR DISCOVERY, INC.; WO2007/24863; (2007); (A2) English, View in Reaxys

anti-obesity drug

Patent; MELIOR DISCOVERY, INC.; WO2007/24863; (2007); (A2) English, View in Reaxys

selective serotonin reuptalce inhibitor

Patent; AMYLIN PHARMACEUTICALS, INC.; WO2007/55728; (2007); (A1) English, View in Reaxys

Obesity-related disorder

Patent; AMYLIN PHARMACEUTICALS, INC.; WO2007/55728; (2007); (A1) English, View in Reaxys

Insulin-resistance syndrome

Patent; AMYLIN PHARMACEUTICALS, INC.; WO2007/55728; (2007); (A1) English, View in Reaxys; Patent; AMYLIN PHARMACEUTICALS, INC.; WO2007/55743; (2007); (A2) English, View in Reaxys

Lipodystrophy

Patent; AMYLIN PHARMACEUTICALS, INC.; WO2007/55728; (2007); (A1) English, View in Reaxys; Patent; AMYLIN PHARMACEUTICALS, INC.; WO2007/55743; (2007); (A2) English, View in Reaxys

Nonalcoholic steatohepatitis

Patent; AMYLIN PHARMACEUTICALS, INC.; WO2007/55728; (2007); (A1) English, View in Reaxys

Cardiovascular disease

Patent; AMYLIN PHARMACEUTICALS, INC.; WO2007/55728; (2007); (A1) English, View in Reaxys; Patent; AMYLIN PHARMACEUTICALS, INC.; WO2007/55743; (2007); (A2) English, View in Reaxys

Obesity related disorders

Patent; AMYLIN PHARMACEUTICALS, INC.; WO2007/55743; (2007); (A2) English, View in Reaxys

Nonalcoholic steatohepatitis (NASH)

Patent; AMYLIN PHARMACEUTICALS, INC.; WO2007/55743; (2007); (A2) English, View in Reaxys

Desire to lose body weight

Patent; AMYLIN PHARMACEUTICALS, INC.; WO2007/55743; (2007); (A2) English, View in Reaxys

Metabolic conditions

Patent; AMYLIN PHARMACEUTICALS, INC.; WO2007/55743; (2007); (A2) English, View in Reaxys

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18/98

2018-06-23 10:56:32


Type 2 dependent diabetes

Patent; AMYLIN PHARMACEUTICALS, INC.; WO2007/55743; (2007); (A2) English, View in Reaxys

Non-insulin dependent diabetes

Patent; AMYLIN PHARMACEUTICALS, INC.; WO2007/55743; (2007); (A2) English, View in Reaxys

gestational diabetes

Patent; AMYLIN PHARMACEUTICALS, INC.; WO2007/55743; (2007); (A2) English, View in Reaxys

Eating disorders

Patent; AMYLIN PHARMACEUTICALS, INC.; WO2007/55743; (2007); (A2) English, View in Reaxys

Therapeutic agent

Patent; Mallinckrodt Inc.; US2007/129444; (2007); (A1) English, View in Reaxys

Diabetes

Patent; Essentialis, Inc.; US2006/51418; (2006); (A1) English, View in Reaxys; Patent; AMYLIN PHARMACEUTICALS, INC.; WO2007/55728; (2007); (A1) English, View in Reaxys; Patent; AMYLIN PHARMACEUTICALS, INC.; WO2007/55743; (2007); (A2) English, View in Reaxys

Hypertension

Patent; Essentialis, Inc.; US2006/51418; (2006); (A1) English, View in Reaxys; Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

Metabolic syndrome

Patent; Essentialis, Inc.; US2006/51418; (2006); (A1) English, View in Reaxys; Patent; AMYLIN PHARMACEUTICALS, INC.; WO2007/55728; (2007); (A1) English, View in Reaxys; Patent; AMYLIN PHARMACEUTICALS, INC.; WO2007/55743; (2007); (A2) English, View in Reaxys

Polycystic ovary syndrome

Patent; Essentialis, Inc.; US2006/51418; (2006); (A1) English, View in Reaxys; Patent; AMYLIN PHARMACEUTICALS, INC.; WO2007/55728; (2007); (A1) English, View in Reaxys; Patent; AMYLIN PHARMACEUTICALS, INC.; WO2007/55743; (2007); (A2) English, View in Reaxys

Type 1 diabetes

Patent; Essentialis, Inc.; US2006/51418; (2006); (A1) English, View in Reaxys; Patent; AMYLIN PHARMACEUTICALS, INC.; WO2007/55743; (2007); (A2) English, View in Reaxys

vomiting

Patent; Essentialis, Inc.; US2006/51418; (2006); (A1) English, View in Reaxys; Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

Appetite regulating agent

Patent; IRM LLC; WO2007/89557; (2007); (A2) English, View in Reaxys; Patent; IRM LLC; WO2007/89667; (2007); (A1) English, View in Reaxys

bipolar disorders

Patent; OREXIGEN THERAPEUTICS, INC.; WO2006/17504; (2006); (A1) English, View in Reaxys; Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys

appetite suppresant; antiobesity agent

Patent; GELESIS, INC.; WO2007/112436; (2007); (A2) English, View in Reaxys

enhancing gastric retention

Patent; GELESIS, INC.; WO2007/112436; (2007); (A2) English, View in Reaxys

controlled drug delivery

Patent; GELESIS, INC.; WO2007/112436; (2007); (A2) English, View in Reaxys

inducing weight loss

Patent; GELESIS, INC.; WO2007/112436; (2007); (A2) English, View in Reaxys

gastrointestinal disorders

Patent; GELESIS, INC.; WO2007/112436; (2007); (A2) English, View in Reaxys

Obesity

Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/49088; (2005); (A2) English, View in Reaxys; Patent; Essentialis, Inc.; US2006/51418; (2006); (A1) English, View in Reaxys; Patent; LABORATORIOS DEL DR.ESTEVE, S.A; WO2007/9693; (2007); (A1) English, View in Reaxys; Patent; AMYLIN PHARMACEUTICALS, INC.; WO2007/55743; (2007); (A2) English, View in Reaxys; Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2005/95354; (2005); (A1) English, View in Reaxys

anti-obesity compound

Page/Page column 26

Patent; ASTRAZENECA AB; WO2007/18460; (2007); (A1) English, View in Reaxys

Anorectic agent

Page/Page column 13

Patent; KARO BIO AB; WO2007/39125; (2007); (A2) English, View in Reaxys

Anti-obesity drug

Page/Page column 31

Patent; NOVARTIS AG; NOVARTIS PHARMA GmbH; WO2007/67613; (2007); (A1) English, View in Reaxys

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

19/98

2018-06-23 10:56:32


Anti-obesity agent

Page/Page column 36

Patent; NOVARTIS AG; NOVARTIS PHARMA GmbH; WO2007/67615; (2007); (A2) English, View in Reaxys

Syndrome X

Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/49088; (2005); (A2) English, View in Reaxys; Patent; Essentialis, Inc.; US2006/51418; (2006); (A1) English, View in Reaxys

Stroke

Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/49088; (2005); (A2) English, View in Reaxys; Patent; Essentialis, Inc.; US2006/51418; (2006); (A1) English, View in Reaxys

Hyperlipidemia

Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/49088; (2005); (A2) English, View in Reaxys; Patent; Essentialis, Inc.; US2006/51418; (2006); (A1) English, View in Reaxys

A component of composition for treatment of obesity or an obesity-related condition

Patent; Yancopoulos, George D.; Wiegand, Stanley J.; Sleeman, Mark W.; Koehler-Stec, Ellen-Marie; US2006/58224; (2006); (A1) English, View in Reaxys

reduction in body weight

Patent; Yancopoulos, George D.; Wiegand, Stanley J.; Sleeman, Mark W.; Koehler-Stec, Ellen-Marie; US2006/58224; (2006); (A1) English, View in Reaxys

improvement in diabetic parameters

Patent; Yancopoulos, George D.; Wiegand, Stanley J.; Sleeman, Mark W.; Koehler-Stec, Ellen-Marie; US2006/58224; (2006); (A1) English, View in Reaxys

liver steatosis

Patent; Yancopoulos, George D.; Wiegand, Stanley J.; Sleeman, Mark W.; Koehler-Stec, Ellen-Marie; US2006/58224; (2006); (A1) English, View in Reaxys

fasting glucose and insulin levels

Patent; Yancopoulos, George D.; Wiegand, Stanley J.; Sleeman, Mark W.; Koehler-Stec, Ellen-Marie; US2006/58224; (2006); (A1) English, View in Reaxys

oral glucose tolerance, triglycerides and non-esterified free-fatty acids

Patent; Yancopoulos, George D.; Wiegand, Stanley J.; Sleeman, Mark W.; Koehler-Stec, Ellen-Marie; US2006/58224; (2006); (A1) English, View in Reaxys

type II diabetes

Patent; Yancopoulos, George D.; Wiegand, Stanley J.; Sleeman, Mark W.; Koehler-Stec, Ellen-Marie; US2006/58224; (2006); (A1) English, View in Reaxys

therapeutic agent

Patent; Yancopoulos, George D.; Wiegand, Stanley J.; Sleeman, Mark W.; Koehler-Stec, Ellen-Marie; US2006/58224; (2006); (A1) English, View in Reaxys

vasoconstricting agent

Patent; Higuchi, John; Li, S. Kevin; Higuchi, William I.; Hastings, Matthew S.; US2006/88515; (2006); (A1) English, View in Reaxys

sympathomimetic

Patent; Higuchi, John; Li, S. Kevin; Higuchi, William I.; Hastings, Matthew S.; US2006/88515; (2006); (A1) English, View in Reaxys

Anti-obezity agent

Patent; Meng, Wei; Hamann, Lawrence G.; Brigance, Robert; US2006/142576; (2006); (A1) English, View in Reaxys

stimulant

Patent; Kirk, Randal J.; US2006/100136; (2006); (A1) English, View in Reaxys

Anti-diabetic agent

Patent; JOHN I. HASS, INC.; WO2006/55985; (2006); (A1) English, View in Reaxys

sympathomimetic agent of controlledrelease pharmaceutical composition which is capable of delivering therapeutic amounts of active agent to specific region of gastrointestinal tract

Patent; Elan Corporation, plc; US2006/121112; (2006); (A1) English, View in Reaxys

in combination with topiramate

Patent; Elan Corporation, plc; US2006/121112; (2006); (A1) English, View in Reaxys

partial seizures with or without secondarily generalized seizures

Patent; Elan Corporation, plc; US2006/121112; (2006); (A1) English, View in Reaxys

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

20/98

2018-06-23 10:56:32


primary generalized tonic-clonic seizures

Patent; Elan Corporation, plc; US2006/121112; (2006); (A1) English, View in Reaxys

seizures associated with Lennox Gastaut Syndrome

Patent; Elan Corporation, plc; US2006/121112; (2006); (A1) English, View in Reaxys

migraines

Patent; Elan Corporation, plc; US2006/121112; (2006); (A1) English, View in Reaxys

potassium ATP (KATP) channel opener; inhibition of fasting insulin secretion; inhibition of stimulated insulin secretion; elevation of energy expenditure; elevation of beta oxidation of fat; Reduced glyceraldehyde phosphate dehydrogenase activity of adipocytes; Reduced expression of fatty acid synthase by adipocytes; Enhanced lipolysis by adipocytes; Reduced production of lipoprotein lipase by adipocytes; enhanced expression of α3 Adrenergic Receptor (α3AR)

Patent; Essentialis, Inc.; US2006/51418; (2006); (A1) English, View in Reaxys

Disease involving KATP channels

Patent; Essentialis, Inc.; US2006/51418; (2006); (A1) English, View in Reaxys

Hyperphagia

Patent; Essentialis, Inc.; US2006/51418; (2006); (A1) English, View in Reaxys

Hypoglycemia

Patent; Essentialis, Inc.; US2006/51418; (2006); (A1) English, View in Reaxys

Obesity associated co-morbidities

Patent; Essentialis, Inc.; US2006/51418; (2006); (A1) English, View in Reaxys

weight loss

Patent; Essentialis, Inc.; US2006/51418; (2006); (A1) English, View in Reaxys

Reducing visceral fat

Patent; Essentialis, Inc.; US2006/51418; (2006); (A1) English, View in Reaxys

Restore normal glucose tolerance

Patent; Essentialis, Inc.; US2006/51418; (2006); (A1) English, View in Reaxys

weight gain

Patent; Essentialis, Inc.; US2006/51418; (2006); (A1) English, View in Reaxys

Impaired glucose tolerance

Patent; Essentialis, Inc.; US2006/51418; (2006); (A1) English, View in Reaxys

Dyslipidemia associated with the use of the anti-psychotics

Patent; Essentialis, Inc.; US2006/51418; (2006); (A1) English, View in Reaxys

Prader-Willi Syndrome

Patent; Essentialis, Inc.; US2006/51418; (2006); (A1) English, View in Reaxys

Froelich's Syndrome

Patent; Essentialis, Inc.; US2006/51418; (2006); (A1) English, View in Reaxys

Cohen Syndrome

Patent; Essentialis, Inc.; US2006/51418; (2006); (A1) English, View in Reaxys

Summit Syndrome

Patent; Essentialis, Inc.; US2006/51418; (2006); (A1) English, View in Reaxys

Alstrom Syndrome

Patent; Essentialis, Inc.; US2006/51418; (2006); (A1) English, View in Reaxys

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

21/98

2018-06-23 10:56:32


Borjeson Syndrome

Patent; Essentialis, Inc.; US2006/51418; (2006); (A1) English, View in Reaxys

Bardet-Biedl Syndrome

Patent; Essentialis, Inc.; US2006/51418; (2006); (A1) English, View in Reaxys

Hyperlipoproteinemia type I

Patent; Essentialis, Inc.; US2006/51418; (2006); (A1) English, View in Reaxys

Hyperlipoproteinemia type II

Patent; Essentialis, Inc.; US2006/51418; (2006); (A1) English, View in Reaxys

Hyperlipoproteinemia type III

Patent; Essentialis, Inc.; US2006/51418; (2006); (A1) English, View in Reaxys

Hyperlipoproteinemia type IV

Patent; Essentialis, Inc.; US2006/51418; (2006); (A1) English, View in Reaxys

Reducing the incidence of adverse effects

Patent; Essentialis, Inc.; US2006/51418; (2006); (A1) English, View in Reaxys

Prediabetes

Patent; Essentialis, Inc.; US2006/51418; (2006); (A1) English, View in Reaxys

Type 2 diabetes

Patent; Essentialis, Inc.; US2006/51418; (2006); (A1) English, View in Reaxys

Osteoarthritis

Patent; Essentialis, Inc.; US2006/51418; (2006); (A1) English, View in Reaxys

Cardiovascular condition

Patent; Essentialis, Inc.; US2006/51418; (2006); (A1) English, View in Reaxys

Metabolic disease

Patent; Essentialis, Inc.; US2006/51418; (2006); (A1) English, View in Reaxys

Hyperinsulemia

Patent; Essentialis, Inc.; US2006/51418; (2006); (A1) English, View in Reaxys

Hyperinsulinism

Patent; Essentialis, Inc.; US2006/51418; (2006); (A1) English, View in Reaxys

Preservation of pancreatic function in type 1 diabetics

Patent; Essentialis, Inc.; US2006/51418; (2006); (A1) English, View in Reaxys

Prevention of the transition from prediabetes to diabetes

Patent; Essentialis, Inc.; US2006/51418; (2006); (A1) English, View in Reaxys

Correction of the defects in insulin secretion contributing to prediabetes

Patent; Essentialis, Inc.; US2006/51418; (2006); (A1) English, View in Reaxys

Correction of the defects in insulin secretion contributing to type II diabetes

Patent; Essentialis, Inc.; US2006/51418; (2006); (A1) English, View in Reaxys

Correction of the defects in insulin sensitivity contributing to prediabetes

Patent; Essentialis, Inc.; US2006/51418; (2006); (A1) English, View in Reaxys

Correction of the defects in insulin sensitivity contributing to type II diabetes

Patent; Essentialis, Inc.; US2006/51418; (2006); (A1) English, View in Reaxys

Ischemic injury

Patent; Essentialis, Inc.; US2006/51418; (2006); (A1) English, View in Reaxys

Reperfusion injury

Patent; Essentialis, Inc.; US2006/51418; (2006); (A1) English, View in Reaxys

Provide beta cell rest

Patent; Essentialis, Inc.; US2006/51418; (2006); (A1) English, View in Reaxys

Beta cell failure

Patent; Essentialis, Inc.; US2006/51418; (2006); (A1) English, View in Reaxys

Improved glycemic control

Patent; Essentialis, Inc.; US2006/51418; (2006); (A1) English, View in Reaxys

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Reduction in blood pressure

Patent; Essentialis, Inc.; US2006/51418; (2006); (A1) English, View in Reaxys

Myocardial infarct

Patent; Essentialis, Inc.; US2006/51418; (2006); (A1) English, View in Reaxys

Edema

Patent; Essentialis, Inc.; US2006/51418; (2006); (A1) English, View in Reaxys

Fluid retention

Patent; Essentialis, Inc.; US2006/51418; (2006); (A1) English, View in Reaxys

Reduced rates of excretion of sodium

Patent; Essentialis, Inc.; US2006/51418; (2006); (A1) English, View in Reaxys

Reduced rates of excretion of chloride

Patent; Essentialis, Inc.; US2006/51418; (2006); (A1) English, View in Reaxys

Reduced rates of excretion of uric acid

Patent; Essentialis, Inc.; US2006/51418; (2006); (A1) English, View in Reaxys

ketoacidosis

Patent; Essentialis, Inc.; US2006/51418; (2006); (A1) English, View in Reaxys

Nausea

Patent; Essentialis, Inc.; US2006/51418; (2006); (A1) English, View in Reaxys

Dyspepsia

Patent; Essentialis, Inc.; US2006/51418; (2006); (A1) English, View in Reaxys

Ileus

Patent; Essentialis, Inc.; US2006/51418; (2006); (A1) English, View in Reaxys

Headaches

Patent; Essentialis, Inc.; US2006/51418; (2006); (A1) English, View in Reaxys

compositions for affecting weight loss

Patent; OREXIGEN THERAPEUTICS, INC.; WO2006/17504; (2006); (A1) English, View in Reaxys

increasing energy expenditure

Patent; OREXIGEN THERAPEUTICS, INC.; WO2006/17504; (2006); (A1) English, View in Reaxys

increasing satiety

Patent; OREXIGEN THERAPEUTICS, INC.; WO2006/17504; (2006); (A1) English, View in Reaxys

suppressing the appetite of an individual

Patent; OREXIGEN THERAPEUTICS, INC.; WO2006/17504; (2006); (A1) English, View in Reaxys

Composition for the Page/Page column treating, preventing, 53; 96 or ameliorating one or more symptoms of a protein tyrosine phosphatase mediated disease

Patent; CENGENT THERAPEUTICS, INC.; WO2006/28970; (2006); (A1) English, View in Reaxys

Anti-obesity agent

Patent; PFIZER PRODUCTS INC.; WO2006/33001; (2006); (A1) English, View in Reaxys

Page/Page column 30

modulating central norepinephrine and dopamine receptors through the promotion of catecholamine release

Patent; PFIZER PRODUCTS INC.; WO2005/61506; (2005); (A1) English, View in Reaxys; Patent; PFIZER PRODUCTS INC.; WO2005/61507; (2005); (A1) English, View in Reaxys

Adrenergic agent

Patent; PFIZER PRODUCTS INC.; WO2005/61506; (2005); (A1) English, View in Reaxys; Patent; PFIZER PRODUCTS INC.; WO2005/61507; (2005); (A1) English, View in Reaxys

Type 2 diabetes mellitus

Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/49088; (2005); (A2) English, View in Reaxys

Hypertension including hypertension in the elderly

Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/49088; (2005); (A2) English, View in Reaxys

Familial dyslipidemic hypertension

Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/49088; (2005); (A2) English, View in Reaxys

Isolated systolic hypertension(ISH)

Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/49088; (2005); (A2) English, View in Reaxys

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Increased collagen formation

Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/49088; (2005); (A2) English, View in Reaxys

Fibrosis

Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/49088; (2005); (A2) English, View in Reaxys

Remodeling following hypertension

Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/49088; (2005); (A2) English, View in Reaxys

Erectile dysfunction

Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/49088; (2005); (A2) English, View in Reaxys

Impaired vascular compliance

Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/49088; (2005); (A2) English, View in Reaxys

Congestive heart failure

Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/49088; (2005); (A2) English, View in Reaxys

Left ventricular hypertrophy

Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/49088; (2005); (A2) English, View in Reaxys

Survival post myocardial infarction(MI)

Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/49088; (2005); (A2) English, View in Reaxys

Coronary artery diseases

Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/49088; (2005); (A2) English, View in Reaxys

Atherosclerosis

Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/49088; (2005); (A2) English, View in Reaxys

Angina pectoris

Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/49088; (2005); (A2) English, View in Reaxys

Thrombosis

Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/49088; (2005); (A2) English, View in Reaxys

Renal failure

Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/49088; (2005); (A2) English, View in Reaxys

Chronic renal failure

Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/49088; (2005); (A2) English, View in Reaxys

Glomerulosclerosis

Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/49088; (2005); (A2) English, View in Reaxys

Nephropathy

Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/49088; (2005); (A2) English, View in Reaxys

Hypothyroidism

Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/49088; (2005); (A2) English, View in Reaxys

Endothelial dysfunction with or without hypertension

Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/49088; (2005); (A2) English, View in Reaxys

Hyperlipoproteinemia

Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/49088; (2005); (A2) English, View in Reaxys

Hypertryglyceridemia

Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/49088; (2005); (A2) English, View in Reaxys

Hypercholesterolemia

Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/49088; (2005); (A2) English, View in Reaxys

Macular degeneration

Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/49088; (2005); (A2) English, View in Reaxys

Cataract

Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/49088; (2005); (A2) English, View in Reaxys

Glaucoma

Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/49088; (2005); (A2) English, View in Reaxys

Skin and connective tissue disorders

Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/49088; (2005); (A2) English, View in Reaxys

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Restenosis after percutaneous transluminal angioplasty

Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/49088; (2005); (A2) English, View in Reaxys

Restenosis after coronary artery bypass surgery

Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/49088; (2005); (A2) English, View in Reaxys

Peripheral vascular disease

Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/49088; (2005); (A2) English, View in Reaxys

Reproductive disorders

Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/49088; (2005); (A2) English, View in Reaxys

Pulmonary disease

Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/49088; (2005); (A2) English, View in Reaxys

Gallstones

Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/49088; (2005); (A2) English, View in Reaxys

Fasting-inducedcholecystitis

Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/49088; (2005); (A2) English, View in Reaxys

Cancers

Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/49088; (2005); (A2) English, View in Reaxys

Cutaneous disease

Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/49088; (2005); (A2) English, View in Reaxys

Cushing's syndrome

Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/49088; (2005); (A2) English, View in Reaxys

Insulinoma

Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/49088; (2005); (A2) English, View in Reaxys

Craniopharyngioma

Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/49088; (2005); (A2) English, View in Reaxys

Premenstrual syndrome

Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/49088; (2005); (A2) English, View in Reaxys

anorectic

Patent; Boehringer Ingelheim International GmbH; US2005/245500; (2005); (A1) English, View in Reaxys

appetite suppressant

Patent; BLM Group, Inc.; US2005/222040; (2005); (A1) English, View in Reaxys

weight loss promotor

Patent; BLM Group, Inc.; US2005/222040; (2005); (A1) English, View in Reaxys

noradrenergic agent

Patent; BLM Group, Inc.; US2005/222040; (2005); (A1) English, View in Reaxys

pharmaceutical composition

Patent; BLM Group, Inc.; US2005/222040; (2005); (A1) English, View in Reaxys

combination therapy

Patent; BLM Group, Inc.; US2005/222040; (2005); (A1) English, View in Reaxys

Appetite-regulating agent

Patent; IRM LLC; WO2005/113506; (2005); (A1) English, View in Reaxys; Patent; IRM LLC; WO2005/113519; (2005); (A1) English, View in Reaxys

Anorectic agent

Patent; MERCK and CO., INC.; WO2003/87037; (2003); (A1) English, View in Reaxys

Isolation from Natural Product (1) Isolation from Nat- References ural Product Rabbit liver

Beckett; Belanger; Journal of Pharmacy and Pharmacology; vol. 27; nb. 12; (1975); p. 928 - 936, View in Reaxys

Medchem (81) 1 of 81

Bioassay Category

In Vivo (Animal models)

Bioassay Name

In vivo Measurement

Bioassay Details

Effect : Body weight and food intake; effect onTarget : Diet-Induced Obesity; AKR/J mouseBioassay : A study was conducted to determine the effect of the combination of phentermine and Axokine™ on body weight and food intake in a mouse model of obesity. 30 DIO (Diet-Induced

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25/98

2018-06-23 10:56:32


Obesity; AKR/J mice fed a high fat diet) mice were divided into 5 equal groups (n=6 per group). Four groups were treated Substance RN

970319View in Reaxys

Substance Name

4834

Substance Route of Adm.

intraperitoneal administration

Qualitative Results

After 21 days of treatment, animals receiving test compound lost approximately 15% of their starting body weight, while control animals had a decrease of 2%. Test compound treated mice also had decreased food intake relative to control but the overall

Measurement Parameter

qualitative

Patent; Yancopoulos, George D.; Wiegand, Stanley J.; Sleeman, Mark W.; Koehler-Stec, Ellen-Marie; US2006/58224; (2006); (A1) English, View in Reaxys 2 of 81

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

In Vitro (others)

Bioassay Details

Effect : locomotor behaviors; effect onTarget : DAT-KO mouseBioassay : Experimental We report here that the pharmacologic inhibition of the rate-limiting enzyme of DA synthesis, TH, almost immediately depletes brain DA to undetectable levels in DAT-KO mice and induces a transient recapitulation of essentially all PD symptoms for up to 16 h. DA-deficient DAT-KO mice (DDD

Substance RN

970319View in Reaxys

Substance Name

4834

Qualitative Results

Akinesia test: ~10-40 number of steps; at Catalepsy test: ~30-180sec; at Grasping test: ~10-30 seconds time spent on the rod of the title compound administered after 1h of αMT treatment; figure is given

Measurement Parameter

qualitative

Patent; Caron, Marc G.; Sotnikova, Tatyana D.; Gainetdinov, Raul R.; US2007/27208; (2007); (A1) English, View in Reaxys 3 of 81

Target Name

alpha-adrenergic receptor [rat]

Target Synonyms

alpha-adrenergic receptor

Target, Subunit, Species

alpha-adrenergic receptor [rat]

Target Mutant/Chimera Details

alpha-adrenergic receptor [rat]:Wild

Target Species (Bioactivity)

rat

Target Transfection

Non Transfected

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

Binding

Biological Species/NCBI ID

Sprague Dawley rat

Organs/Tissues

brain

Substance RN

970319View in Reaxys

Substance Name

Phentermine

Measurement Parameter

Ki (inhibition constant)

Unit

nM

Quantitative value

1400

Deviation

100

Measurement pX

5.85

Concomitants: Compound RN

883415; 2804840

Concomitants: Compound name

[3H]-Clonidine; Norepinephrine

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

26/98

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4 of 81

5 of 81

Concomitants: Compound role

RAD; NSB

Target Name

alpha-adrenergic receptor [rat]

Target Synonyms

alpha-adrenergic receptor

Target, Subunit, Species

alpha-adrenergic receptor [rat]

Target Mutant/Chimera Details

alpha-adrenergic receptor [rat]:Wild

Target Species (Bioactivity)

rat

Target Transfection

Non Transfected

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

Binding

Biological Species/NCBI ID

Sprague Dawley rat

Organs/Tissues

brain

Substance RN

970319View in Reaxys

Substance Name

Phentermine

Measurement Parameter

Ki (inhibition constant)

Unit

nM

Quantitative value

24000

Deviation

3100

Measurement pX

4.62

Concomitants: Compound RN

2804840; 4206776

Concomitants: Compound name

Norepinephrine; [3H]-WB 4101

Concomitants: Compound role

NSB; RAD

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

In Vitro (others)

Substance RN

970319View in Reaxys

Substance Name

4834

Qualitative Results

inhibition of rat pancreatic lipase

Measurement Parameter

qualitative

Comai; Sullivan; Journal of Pharmaceutical Sciences; vol. 71; nb. 4; (1982); p. 418 - 421, View in Reaxys 6 of 81

Substance Effect

Antiobesity

Bioassay Category

In Vivo (Animal models)

Bioassay Name

In vivo Measurement

Bioassay Details

Bioassay : overweight rats were used; TG: total triacylglycerol; TC: total cholesterol; AST and ALT: aspartate and alanine transaminase; HOMA: homeostasis model assessment; untreated control title comp. administered; body weight and food intake recorded; rats were killed; body composition (energy, lipid) determined using bomb calorimeter; serum TG, TC, insulin, glucose, AST, ALT, 3-hydroxybutyrate levels, HOMA score measured

Biological Species/NCBI ID

rat

Substance RN

970319View in Reaxys

Substance Name

4834

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27/98

2018-06-23 10:56:32


Substance Dose

5 mg/kg

Substance Route of Adm.

oral administration

Qualitative Results

title comp. did not significantly affect body weight and energy, food intake; title comp. did not reduce glucose, 3-hydroxybutyrate, AST but induced increase in ALT levels (diagram, table)

Measurement Parameter

qualitative

Ferrer-Lorente, Raquel; Cabot, Cristina; Fernandez-Lopez, Jose-Antonio; Remesar, Xavier; Alemany, Maria; European Journal of Pharmacology; vol. 513; nb. 3; (2005); p. 243 - 248, View in Reaxys 7 of 81

8 of 81

Target Name

trace amine-associated receptor 1 [human]

Target Synonyms

ta1; taar1; tar-1; tar1; trace amine receptor 1; trace amine-associated receptor 1; trar1

Target Uniprot ID

q96rj0

Target, Subunit, Species

trace amine-associated receptor 1 [human]

Target Mutant/Chimera Details

trace amine-associated receptor 1 [human]:Wild

Target Species (Bioactivity)

human

Target Transfection

Transfected

Substance Action on Target

Agonist

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

cAMP production

Cells/Cell Lines

HEK293T cell line

Substance RN

970319View in Reaxys

Substance Name

Phentermine

Substance Dose

1.00000E-10 M

Measurement Parameter

EC50

Unit

M

Quantitative value

1.08E-06

Deviation

4.00000E-08

Measurement pX

5.97

Concomitants: Compound RN

902535

Concomitants: Compound name

Coelenterazine

Concomitants: Compound role

COM

Target Name

trace amine-associated receptor 1 [human]

Target Synonyms

ta1; taar1; tar-1; tar1; trace amine receptor 1; trace amine-associated receptor 1; trar1

Target Uniprot ID

q96rj0

Target, Subunit, Species

trace amine-associated receptor 1 [human]

Target Mutant/Chimera Details

trace amine-associated receptor 1 [human]:Wild

Target Species (Bioactivity)

human

Target Transfection

Transfected

Substance Action on Target

Agonist

Bioassay Category

In Vitro (Efficacy)

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28/98

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9 of 81

10 of 81

Bioassay Name

cAMP production

Cells/Cell Lines

HEK293T cell line

Substance RN

970319View in Reaxys

Substance Name

Phentermine

Substance Dose

1.00000E-10 M

Measurement Parameter

Emax

Unit

%

Quantitative value

87.7

Deviation

1.10000

Concomitants: Compound RN

902535

Concomitants: Compound name

Coelenterazine

Concomitants: Compound role

COM

Target Name

Potassium channel

Target Synonyms

potassium channel; potassium channel activity

Target, Subunit, Species

Potassium channel

Target Mutant/Chimera Details

Potassium channel:Wild

Target Transfection

Non Transfected

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

Electrophysiology

Bioassay Details

Effect : potassium channel; inhibition ofBioassay : cells expressing human Kv1.5 voltage-gated potassium channel; further studies on voltage-dependence potassium outward current measured at 23-25 deg C, in whole cell configuration of patch-clamp technique; voltage-clamp protocols applied; amplitude of current assessed at end of 250-ms command pulse voltages applied every 15 s from -70 to +50 mV

Cells/Cell Lines

CHO cell line

Substance RN

970319View in Reaxys

Substance Name

4834

Substance Dose

30 µM

Qualitative Results

title comp. dose-dependently inhibited potassium current, at 300 μmol/l 21 percent of current blocked

Measurement Parameter

qualitative

Bioassay Category

In Vivo (Animal models)

Bioassay Name

In vivo Measurement

Bioassay Details

Effect : incorporation into hairTarget : Dark-Agouti ratsBioassay : rats of 95-105 g, 5 wks old; back hair of rats shaved; hair collected; blood collected 5, 15, 30, 60, 120, 360 min after dosing; plasma prepared; areas under conc. vs. time curve (AUCs) calculated; incorporated rates (ICRs) determination

Substance RN

970319View in Reaxys

Substance Name

4834

Substance Dose

5 mg/kg

Substance Route of Adm.

intraperitoneal administration

Qualitative Results

AUC, 211.4 μg*min/ml; 35.55 ng/mg conc. in hair; ICR, 0.17

Measurement Parameter

qualitative

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

29/98

2018-06-23 10:56:32


Nakahara, Yuji; Kikura, Ruri; Archives of Toxicology; vol. 70; nb. 12; (1996); p. 841 - 849, View in Reaxys 11 of 81

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

In Vitro (others)

Bioassay Details

Effect : |transmitter releasing Target : rat caudate putamen crude vesicular fractionBioassay : EC50 for title comp. inhibition of <3H>dopamine release vesicular fraction preloaded with 60 nmol/l <3H>dopamine for 20 min at 25 deg C, incubated with title comp. for 10 min at 25 deg C; rapid filtration; liquid scintillation counting; <3H>dopamine release evaluated

Substance RN

970319View in Reaxys

Substance Name

4834

Measurement Parameter

EC50

Unit

µM

Quantitative value

100

Measurement pX

4

Partilla, John S.; Dempsey, Allison G.; Nagpal, Ameet S.; Blough, Bruce E.; Baumann, Michael H.; Rothman, Richard B.; Journal of Pharmacology and Experimental Therapeutics; vol. 319; nb. 1; (2006); p. 237 - 246, View in Reaxys 12 of 81

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

In Vitro (others)

Bioassay Details

Effect : |transmitter releasing Target : rat caudate putamen crude vesicular fractionBioassay : EC50 for title comp. inhibition of <3H>tyramine release vesicular fraction preloaded with 60 nmol/l <3H>tyramine for 20 min at 25 deg C, incubated with title comp. for 2 min at 25 deg C; rapid filtration; liquid scintillation counting; <3H>tyramine release evaluated

Substance RN

970319View in Reaxys

Substance Name

4834

Measurement Parameter

EC50

Unit

µM

Quantitative value

100

Measurement pX

4

Partilla, John S.; Dempsey, Allison G.; Nagpal, Ameet S.; Blough, Bruce E.; Baumann, Michael H.; Rothman, Richard B.; Journal of Pharmacology and Experimental Therapeutics; vol. 319; nb. 1; (2006); p. 237 - 246, View in Reaxys 13 of 81

Target Name

Synaptic vesicular amine transporter

Target Synonyms

monoamine transporter; slc18a2; solute carrier family 18 member 2; svat; svmt; synaptic vesicular amine transporter; vat2; vesicular amine transporter 2; vmat2

Target, Subunit, Species

Synaptic vesicular amine transporter

Target Mutant/Chimera Details

Synaptic vesicular amine transporter:Wild

Target Transfection

Non Transfected

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

In Vitro (others)

Bioassay Details

Effect : monoamine transporter; interaction withBioassay : DHTBZ: dihydrotetrabenazine; VMAT2: vesicular monoamine transporter type 2; IC50 for title comp. inhibition of <3H>DHTBZ binding vesicular fraction incubated with title comp. and 2 nmol/l <3H>DHTBZ for 4 h at 25 deg C; rapid filtration; liquid scintillation counting

Substance RN

970319View in Reaxys

Substance Name

4834

Measurement Parameter

IC50

Unit

µM

Quantitative value

100

Measurement pX

4

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Partilla, John S.; Dempsey, Allison G.; Nagpal, Ameet S.; Blough, Bruce E.; Baumann, Michael H.; Rothman, Richard B.; Journal of Pharmacology and Experimental Therapeutics; vol. 319; nb. 1; (2006); p. 237 - 246, View in Reaxys 14 of 81

Target Name

Synaptic vesicular amine transporter

Target Synonyms

monoamine transporter; slc18a2; solute carrier family 18 member 2; svat; svmt; synaptic vesicular amine transporter; vat2; vesicular amine transporter 2; vmat2

Target, Subunit, Species

Synaptic vesicular amine transporter

Target Mutant/Chimera Details

Synaptic vesicular amine transporter:Wild

Target Transfection

Non Transfected

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

In Vitro (others)

Bioassay Details

Effect : monoamine transporter; interaction withBioassay : DHTBZ: dihydrotetrabenazine; VMAT2: vesicular monoamine transporter type 2; IC50 for title comp. inhibition of <3H>dopamine uptake vesicular fraction incubated with title comp. and 60 nmol/l <3H>dopamine for 5 min at 25 deg C; rapid filtration; liquid scintillation counting

Substance RN

970319View in Reaxys

Substance Name

4834

Measurement Parameter

IC50

Unit

µM

Quantitative value

100

Measurement pX

4

Partilla, John S.; Dempsey, Allison G.; Nagpal, Ameet S.; Blough, Bruce E.; Baumann, Michael H.; Rothman, Richard B.; Journal of Pharmacology and Experimental Therapeutics; vol. 319; nb. 1; (2006); p. 237 - 246, View in Reaxys 15 of 81

Bioassay Category

In Vivo (Animal models)

Bioassay Name

In vivo Measurement

Bioassay Details

Effect : fat mass; effect onTarget : DIO (Levin) ratBioassay : EXAMPLE 4[00268] To demonstrate effects of the combination of amylin and a serotonergic/noradrenergic reuptake inhibitor on changes in body weight and body composition, DIO male rats were fattened and divided into four treatment groups, as described in Example 2. Rat amylin was dissolved in 50% DMSO

Substance RN

970319View in Reaxys

Substance Name

4834

Substance Route of Adm.

oral administration

Qualitative Results

title compound at 10 mg/kg/day produced the fat mass loss to be ~-5 grams at ~0-2w treatment; synergistic effect at ~-40 grams was observed when the compound was administered with amylin; figure is given

Measurement Parameter

qualitative

Patent; AMYLIN PHARMACEUTICALS, INC.; WO2006/105527; (2006); (A3) English, View in Reaxys 16 of 81

Bioassay Category

In Vivo (Animal models)

Bioassay Name

In vivo Measurement

Bioassay Details

Effect : lean (protein) mass; effect onTarget : DIO (Levin) ratBioassay : EXAMPLE 4[00268] To demonstrate effects of the combination of amylin and a serotonergic/noradrenergic reuptake inhibitor on changes in body weight and body composition, DIO male rats were fattened and divided into four treatment groups, as described in Example 2. Rat amylin was dissolved in 50% DMSO

Substance RN

970319View in Reaxys

Substance Name

4834

Substance Route of Adm.

oral administration

Qualitative Results

title compound at 10mg/kg/day did not change the lean (protein) mass at ~0-2w treatment; title compound administered with amylin tended to have the greatest increase in the lean (protein) mass at ~6 grams; figure is given

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Measurement Parameter

qualitative

Patent; AMYLIN PHARMACEUTICALS, INC.; WO2006/105527; (2006); (A3) English, View in Reaxys 17 of 81

Substance Effect

Body Weight

Bioassay Category

In Vivo (Animal models)

Bioassay Name

In vivo Measurement

Bioassay Details

Target : DIO (Levin) ratBioassay : EXAMPLE 4[00268] To demonstrate effects of the combination of amylin and a serotonergic/noradrenergic reuptake inhibitor on changes in body weight and body composition, DIO male rats were fattened and divided into four treatment groups, as described in Example 2. Rat amylin was dissolved in 50% DMSO

Substance RN

970319View in Reaxys

Substance Name

4834

Substance Route of Adm.

oral administration

Qualitative Results

title compound at 10 mg/kg/day produced ~5% decrease in body weight at ~0-2w treatment; administration with amylin produced ~12% decrease in body weight; figure is given

Measurement Parameter

qualitative

Patent; AMYLIN PHARMACEUTICALS, INC.; WO2006/105527; (2006); (A3) English, View in Reaxys 18 of 81

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

In Vitro (others)

Bioassay Details

Effect : body fat; effect onTarget : Diet-induced obesity (DIO) ratBioassay : EXAMPLE 4[00270] To demonstrate effects of the combination of amylin and a serotonergic/noradrenergic reuptake inhibitor on changes in body weight and body composition, DIO male rats were fattened and divided into four treatment groups, as described in Example 2. Rat amylin was dissolved in 50% DMSO

Substance RN

970319View in Reaxys

Substance Name

4834

Qualitative Results

modest amount of fat loss was evident with title compound treatment; figure is given

Measurement Parameter

qualitative

Patent; AMYLIN PHARMACEUTICALS, INC.; WO2006/105527; (2006); (A3) English, View in Reaxys 19 of 81

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

In Vitro (others)

Bioassay Details

Effect : body protein; effect onTarget : Diet-induced obesity (DIO) ratBioassay : EXAMPLE 4[00270] To demonstrate effects of the combination of amylin and a serotonergic/noradrenergic reuptake inhibitor on changes in body weight and body composition, DIO male rats were fattened and divided into four treatment groups, as described in Example 2. Rat amylin was dissolved in 50% DMSO

Substance RN

970319View in Reaxys

Substance Name

4834

Measurement Parameter

qualitative

Qualitative value

NA

Measurement pX

1

Patent; AMYLIN PHARMACEUTICALS, INC.; WO2006/105527; (2006); (A3) English, View in Reaxys 20 of 81

Substance Effect

Body Weight

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

In Vitro (others)

Bioassay Details

Target : Diet-induced obesity (DIO) ratBioassay : EXAMPLE 4[00270] To demonstrate effects of the combination of amylin and a serotonergic/noradrenergic reuptake inhibitor on changes in body weight and body composition, DIO male rats were fattened and divided into four treatment groups, as described in Example 2. Rat amylin was dissolved in 50% DMSO

Substance RN

970319View in Reaxys

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Substance Name

4834

Qualitative Results

title compound resulted in about a 5% decrease in body weight; figure is given

Measurement Parameter

qualitative

Patent; AMYLIN PHARMACEUTICALS, INC.; WO2006/105527; (2006); (A3) English, View in Reaxys 21 of 81

Substance Effect

Neuroregulatoric

Bioassay Category

In Vivo (Animal models)

Bioassay Name

In vivo Measurement

Bioassay Details

Bioassay : rats perfused, title comp. added, samples collected from striatal dialysis, dopamine (DA) and serotonin (5-HT) measured with HPLC

Biological Species/NCBI ID

rat

Substance RN

970319View in Reaxys

Substance Name

4834

Substance Dose

20 mg/kg

Substance Route of Adm.

intraperitoneal administration

Qualitative Results

title comp. increased striatal DA concentrations (148 +/- 17 percent) without affecting those of 5HT

Measurement Parameter

qualitative

Balcioglu, Aygul; Wurtman, Richard J.; Journal of Pharmacology and Experimental Therapeutics; vol. 284; nb. 3; (1998); p. 991 - 997, View in Reaxys 22 of 81

Bioassay Category

In Vivo (Animal models)

Bioassay Name

In vivo Measurement

Bioassay Details

Effect : modulation of discriminative effect of cocaineBioassay : lever-responding drug discrimination test; rats trained to discriminate i.p. injected 10.0 mg/kg cocaine from saline; substitution test of title comp. at 20 min pre-session; percentage of rats making cocaine-lever selections counted

Biological Species/NCBI ID

rat

Substance RN

970319View in Reaxys

Substance Name

4834

Substance Dose

1.25000 mg/kg

Substance Route of Adm.

intraperitoneal administration

Measurement Parameter

ED50

Unit

mg/kg

Quantitative value

2.356

Schechter, Martin D.; McBurney, Denise; Life Sciences; vol. 59; nb. 20; (1996); p. PL303-PL308, View in Reaxys 23 of 81

Bioassay Category

In Vivo (Animal models)

Bioassay Name

In vivo Measurement

Bioassay Details

Effect : modulation of discriminative effect of cocaineBioassay : fenfluramine coadministered at 2 mg/kg lever-responding drug discrimination test; rats trained to discriminate 10.0 mg/kg cocaine from saline; substitution test of title comp. in combination with fenfluramine at 20 min pre-session; percentage of rats making cocaine-lever selections counted

Biological Species/NCBI ID

rat

Substance RN

970319View in Reaxys

Substance Name

4834

Substance Dose

1.25000 mg/kg

Substance Route of Adm.

intraperitoneal administration

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Measurement Parameter

ED50

Unit

mg/kg

Quantitative value

2.356

Schechter, Martin D.; McBurney, Denise; Life Sciences; vol. 59; nb. 20; (1996); p. PL303-PL308, View in Reaxys 24 of 81

Bioassay Category

In Vivo (Animal models)

Bioassay Name

In vivo Measurement

Bioassay Details

Effect : |antagonist Target : adult rhesus monkeys (Macaca mulatta)Bioassay : acute treatment (0.3-10 mg/kg) with 10-100 μg/kg cocaine; subacute treatment (3 or 5.6 mg/kg); assessement with GBR 12909-maiintained responding (30 μg/kg) monkeys trained to sit in a chair, examined in an operant chamber; i.v. jugular catheter and vascular-access port inplanted; various light effects connected with various actions; effect of title comp. on cocaine abuse examined

Substance RN

970319View in Reaxys

Substance Name

4834

Substance Dose

0.100000 mg/kg

Substance Route of Adm.

intravenous administration

Qualitative Results

acute treatment with title comp. decreased cocaine maintained responding; subacute treatment also decreased cocaine-maintained responding more than food.maintained responding; decreased responding mainitained by GBR 12909 (30 μg/kg)

Measurement Parameter

qualitative

Wojnicki, Francis H. E.; Rothman, Richard B.; Rice, Kenner C.; Glowa, John R.; Journal of Pharmacology and Experimental Therapeutics; vol. 288; nb. 2; (1999); p. 550 - 560, View in Reaxys 25 of 81

Target Name

Cytochrome P450 1A2 [human]

Target Synonyms

cholesterol 25-hydroxylase; cyp1a2; cypia2; cytochrome p(3)450; cytochrome p450 1a2; cytochrome p450 4; cytochrome p450-p3

Target Uniprot ID

p05177

Target PDB ID

2hi4

Target, Subunit, Species

Cytochrome P450 1A2 [human]

Target Mutant/Chimera Details

Cytochrome P450 1A2 [human]:Wild

Target Species (Bioactivity)

human

Target Transfection

Non Transfected

Bioassay Category

Metabolism/Transport

Bioassay Name

Enzymology inhibition

Biological Species/NCBI ID

human

Organs/Tissues

liver

Cell Fraction

Microsome

Substance RN

970319View in Reaxys

Substance Name

phentermine

Substance Dose

0 µM

Measurement Parameter

IC50

Unit

µM

Qualitative value

>

Quantitative value

250

Measurement pX

1

Metabolite RN

2208089

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27 of 81

Metabolite name

acetaminophen

Concomitants: Compound RN

1727945; 1869238; 3885115

Concomitants: Compound name

(+/-)-Isocitric acid; Phenacetin; NADP

Concomitants: Compound role

COM; SUB; COE

Target Name

Cytochrome P450 2C9 [human]

Target Synonyms

(r)-limonene 6-monooxygenase; (s)-limonene 6-monooxygenase; (s)-limonene 7-monooxygenase; cholesterol 25-hydroxylase; cyp2c10; cyp2c9; cypiic9; cytochrome p-450mp; cytochrome p450 2c9; cytochrome p450 mp-4; cytochrome p450 mp-8; cytochrome p450 pb-1; s-mephenytoin 4-hydroxylase

Target Uniprot ID

p11712

Target PDB ID

1og2; 1og5; 1r9o; 4nz2; 5a5i; 5a5j

Target, Subunit, Species

Cytochrome P450 2C9 [human]

Target Mutant/Chimera Details

Cytochrome P450 2C9 [human]:Wild

Target Species (Bioactivity)

human

Target Transfection

Non Transfected

Bioassay Category

Metabolism/Transport

Bioassay Name

Enzymology inhibition

Biological Species/NCBI ID

human

Organs/Tissues

liver

Cell Fraction

Microsome

Substance RN

970319View in Reaxys

Substance Name

phentermine

Substance Dose

0 µM

Measurement Parameter

IC50

Unit

µM

Qualitative value

>

Quantitative value

250

Measurement pX

1

Metabolite RN

2867981

Metabolite name

OH-tolbutamide

Concomitants: Compound RN

1984428; 1727945; 3885115

Concomitants: Compound name

Tolbutamide; (+/-)-Isocitric acid; NADP

Concomitants: Compound role

SUB; COM; COE

Target Name

Cytochrome P450 2D6 [human]

Target Synonyms

cholesterol 25-hydroxylase; cyp2d6; cyp2dl1; cypiid6; cytochrome p450 2d6; cytochrome p450db1; debrisoquine 4-hydroxylase

Target Uniprot ID

p10635

Target PDB ID

2f9q; 3qm4; 3tbg; 3tda; 4wnt; 4wnu; 4wnv; 4wnw; 4xry; 4xrz; 5tft; 5tfu

Target, Subunit, Species

Cytochrome P450 2D6 [human]

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28 of 81

Target Mutant/Chimera Details

Cytochrome P450 2D6 [human]:Wild

Target Species (Bioactivity)

human

Target Transfection

Non Transfected

Bioassay Category

Metabolism/Transport

Bioassay Name

Enzymology inhibition

Biological Species/NCBI ID

human

Organs/Tissues

liver

Cell Fraction

Microsome

Substance RN

970319View in Reaxys

Substance Name

phentermine

Substance Dose

0 µM

Measurement Parameter

IC50

Unit

µM

Qualitative value

>

Quantitative value

250

Measurement pX

1

Metabolite RN

88093

Metabolite name

dextrorphan

Concomitants: Compound RN

88549; 1727945; 3885115

Concomitants: Compound name

Dextromethorphan; (+/-)-Isocitric acid; NADP

Concomitants: Compound role

SUB; COM; COE

Target Name

Cytochrome P450 2E1 [human]

Target Synonyms

4-nitrophenol 2-hydroxylase; cyp2e; cyp2e1; cypiie1; cytochrome p450 2e1; cytochrome p450-j

Target Uniprot ID

p05181

Target PDB ID

3e4e; 3e6i; 3gph; 3koh; 3lc4; 3t3z

Target, Subunit, Species

Cytochrome P450 2E1 [human]

Target Mutant/Chimera Details

Cytochrome P450 2E1 [human]:Wild

Target Species (Bioactivity)

human

Target Transfection

Non Transfected

Bioassay Category

Metabolism/Transport

Bioassay Name

Enzymology inhibition

Biological Species/NCBI ID

human

Organs/Tissues

liver

Cell Fraction

Microsome

Substance RN

970319View in Reaxys

Substance Name

phentermine

Substance Dose

0 µM

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

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30 of 81

Measurement Parameter

IC50

Unit

µM

Qualitative value

>

Quantitative value

250

Measurement pX

1

Metabolite RN

8407512

Metabolite name

6-OH-chlorzoxazone

Concomitants: Compound RN

1727945; 638882; 3885115

Concomitants: Compound name

(+/-)-Isocitric acid; Chlorzoxazone; NADP

Concomitants: Compound role

COM; SUB; COE

Target Name

Cytochrome P450 3A [human]

Target Synonyms

cytochrome p450 3a

Target, Subunit, Species

Cytochrome P450 3A [human]

Target Mutant/Chimera Details

Cytochrome P450 3A [human]:Wild

Target Species (Bioactivity)

human

Target Transfection

Non Transfected

Bioassay Category

Metabolism/Transport

Bioassay Name

Enzymology inhibition

Biological Species/NCBI ID

human

Organs/Tissues

liver

Cell Fraction

Microsome

Substance RN

970319View in Reaxys

Substance Name

phentermine

Substance Dose

0 µM

Measurement Parameter

IC50

Unit

µM

Qualitative value

>

Quantitative value

250

Measurement pX

1

Metabolite RN

899031

Metabolite name

alpha-OH-midazolam

Concomitants: Compound RN

625572; 1727945; 3885115

Concomitants: Compound name

Midazolam; (+/-)-Isocitric acid; NADP

Concomitants: Compound role

SUB; COM; COE

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

Binding

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Biological Species/NCBI ID

Sprague Dawley rat

Organs/Tissues

telencephalon

Substance RN

970319View in Reaxys

Substance Name

Phentermine

Measurement Parameter

IC50

Unit

µM

Quantitative value

158

Deviation

2

Measurement pX

3.8

Concomitants: Compound RN

2205872

Concomitants: Compound name

[3H]-d-Amphetamine

Concomitants: Compound role

RAD

Zaczek; Culp; Goldberg; Mccann; De Souza; The Journal of pharmacology and experimental therapeutics; vol. 257; nb. 2; (1991); p. 820 - 829, View in Reaxys 31 of 81

Bioassay Category

In Vivo (Animal models)

Bioassay Name

In vivo Measurement

Bioassay Details

Effect : |transmitter releasing Bioassay : title comp. administered with 5-HT1A receptor agonist, 8OH-DPAT (0.1 mg/kg, s.c.), fluoxetine (10 mg/kg), or D-fenfluramine (1 mg/kg); title comp. administered locally into hypothalamus followed by systemic title comp. injection; 5-HT: serotonin title comp. administered; microdialysis of hypothalamus performed; dialysate samples collected every 30 min and analyzed for 5-HT by high-performance liquid chromatography

Biological Species/NCBI ID

rat

Substance RN

970319View in Reaxys

Substance Name

4834

Substance Dose

1 mg/kg

Substance Route of Adm.

intraperitoneal administration

Qualitative Results

title comp. produced dose-dependent increases in extracellular 5-HT in hypothalamus; fluoxetine attenuated increase in 5-HT induced by title comp.; effect of title comp. increased in presence of Dfenfluramine

Measurement Parameter

qualitative

Tao, Rui; Fray, Anne; Aspley, Sue; Brammer, Richard; Heal, David; Auerbach, Sidney; European Journal of Pharmacology; vol. 445; nb. 1-2; (2002); p. 69 - 81, View in Reaxys 32 of 81

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Percent reduction in expression of dopamine transporter in mouse by compound was determined

Biological Species/NCBI ID

mouse

Substance RN

970319View in Reaxys

Measurement Parameter

percentage

Unit

%

Measurement Object

Reduction activity

Qualitative value

<

Quantitative value

10

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Sotnikova, Tatyana D; Beaulieu, Jean-Martin; Gainetdinov, Raul R; Caron, Marc G; CNS and neurological disorders drug targets; vol. 5; nb. 1; (2006); p. 45 - 56, View in Reaxys 33 of 81

Bioassay Category

In Vivo (Animal models)

Bioassay Details

Oral dose of the compound suppressing food consumption by 50 in rat after 1hr

Biological Species/NCBI ID

rat

Substance RN

970319View in Reaxys

Substance Route of Adm.

oral administration

Measurement Parameter

ED50

Unit

mg/kg

Qualitative value

=

Quantitative value

1.76

Aeberli; Eden; Gogerty; Houlihan; Penberthy; Journal of Medicinal Chemistry; vol. 18; nb. 2; (1975); p. 177 - 182, View in Reaxys 34 of 81

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Oral dose of the compound suppressing food consumption by 50 in rat after 4hr

Biological Species/NCBI ID

rat

Substance RN

970319View in Reaxys

Substance Route of Adm.

oral administration

Measurement Parameter

ED50

Unit

mg/kg

Qualitative value

=

Quantitative value

5.26

Aeberli; Eden; Gogerty; Houlihan; Penberthy; Journal of Medicinal Chemistry; vol. 18; nb. 2; (1975); p. 177 - 182, View in Reaxys 35 of 81

Bioassay Category

In Vivo (Animal models)

Bioassay Details

Oral dose of the compound suppressing food consumption by 50 in monkey after 90min

Biological Species/NCBI ID

Cercopithecidae

Substance RN

970319View in Reaxys

Substance Route of Adm.

oral administration

Measurement Parameter

ED50

Unit

mg/kg

Measurement Object

suppressing food consumption by 50% in monkey after 90min

Qualitative value

=

Quantitative value

0.29

Aeberli; Eden; Gogerty; Houlihan; Penberthy; Journal of Medicinal Chemistry; vol. 18; nb. 2; (1975); p. 177 - 182, View in Reaxys 36 of 81

Substance Action on Target

Inhibitor

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Concentration of compound required to inhibit binding of amphetamine-3H by Anti-methamphetamine serum upon incubation at 37 degree C for 1 h

Substance RN

970319View in Reaxys

Measurement Parameter

IC50

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Unit

ng

Qualitative value

=

Quantitative value

95

Concomitants: Compound name

[3H]Amphetamine

Concomitants: Compound role

RAD

Faraj; Israili; Kight; Smissman; Pazdernik; Journal of medicinal chemistry; vol. 19; nb. 1; (1976); p. 20 - 25, View in Reaxys 37 of 81

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

In vivo effect of compound on 30 min light-induced acute retinal degeneration in Abca4-/- Rdh8-/mouse after oral administration of 14 mg/kg dose was determined by measuring the rhodopsin level after light expose; n = 3

Biological Species/NCBI ID

mouse

Cells/Cell Lines

retina cell

Substance RN

970319View in Reaxys

Substance Route of Adm.

oral administration

Qualitative Results

RHODOPSIN LEVELS not calculated

Measurement Parameter

qualitative

Measurement Object

RHODOPSIN LEVELS

Maeda, Akiko; Golczak, Marcin; Chen, Yu; Okano, Kiichiro; Kohno, Hideo; Shiose, Satomi; Ishikawa, Kaede; Harte, William; Palczewska, Grazyna; Maeda, Tadao; Palczewski, Krzysztof; Nature Chemical Biology; vol. 8; nb. 2; (2012); p. 170 - 178, View in Reaxys 38 of 81

Bioassay Category

Toxicity/Safety Pharmacology

Bioassay Details

Lethal dose of the compound in Abca4-/- Rdh8-/- mouse after oral administration was determined

Biological Species/NCBI ID

mouse

Substance RN

970319View in Reaxys

Substance Route of Adm.

oral administration

Qualitative Results

Unknown or not determined

Measurement Parameter

qualitative

Measurement Object

LD50

Maeda, Akiko; Golczak, Marcin; Chen, Yu; Okano, Kiichiro; Kohno, Hideo; Shiose, Satomi; Ishikawa, Kaede; Harte, William; Palczewska, Grazyna; Maeda, Tadao; Palczewski, Krzysztof; Nature Chemical Biology; vol. 8; nb. 2; (2012); p. 170 - 178, View in Reaxys 39 of 81

Bioassay Category

In Vivo (Animal models)

Bioassay Details

In vivo effect of compound on 30 min light-induced acute retinal degeneration in Abca4-/- Rdh8-/mouse after oral administration of 14 mg/kg dose was determined by measuring the optical coherence tomography score; n = 3

Biological Species/NCBI ID

mouse

Cells/Cell Lines

retina cell

Substance RN

970319View in Reaxys

Substance Route of Adm.

oral administration

Measurement Parameter

number

Measurement Object

OPTICAL COHERENCE TOMOGRAPHY SCORE

Quantitative value

1

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Maeda, Akiko; Golczak, Marcin; Chen, Yu; Okano, Kiichiro; Kohno, Hideo; Shiose, Satomi; Ishikawa, Kaede; Harte, William; Palczewska, Grazyna; Maeda, Tadao; Palczewski, Krzysztof; Nature Chemical Biology; vol. 8; nb. 2; (2012); p. 170 - 178, View in Reaxys 40 of 81

41 of 81

42 of 81

Target Name

Sodium-dependent noradrenaline transporter [rat]

Target Synonyms

sodium-dependent noradrenaline transporter

Target, Subunit, Species

Sodium-dependent noradrenaline transporter [rat]

Target Mutant/Chimera Details

Sodium-dependent noradrenaline transporter [rat]:Wild

Target Species (Bioactivity)

rat

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Effective concentration of the compound required for release of Norepinephrine transporter from rat brain synaptosomes using [3H]MPP+ as radioligand

Biological Species/NCBI ID

rat

Substance RN

970319View in Reaxys

Measurement Parameter

EC50

Unit

nM

Measurement Object

Release of Norepinephrine transporter from rat brain synaptosomes

Qualitative value

=

Quantitative value

39.4

Deviation

6.6

Measurement pX

7.4

Concomitants: Compound name

[3H]MPP

Concomitants: Compound role

RAD

Target Name

5-hydroxytryptamine receptor 2b [human]

Target Synonyms

5-ht-2b; 5-ht2b; 5-hydroxytryptamine receptor 2b; htr2b; serotonin receptor 2b

Target Uniprot ID

p41595

Target PDB ID

4ib4; 4nc3; 5tvn

Target, Subunit, Species

5-hydroxytryptamine receptor 2b [human]

Target Mutant/Chimera Details

5-hydroxytryptamine receptor 2b [human]:Wild

Target Species (Bioactivity)

human

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Effective concentration of the compound towards human 5-hydroxytryptamine 2B receptor mediated Ca2+ mobilization; Inactive

Biological Species/NCBI ID

human

Substance RN

970319View in Reaxys

Qualitative Results

Inactive

Measurement Parameter

EC50

Qualitative value

NA

Measurement pX

1

Target Name

Sodium-dependent serotonin transporter [rat]

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43 of 81

44 of 81

Target Synonyms

5ht transporter; 5htt; sert; slc6a4; sodium-dependent serotonin transporter; solute carrier family 6 member 4

Target Uniprot ID

p31652

Target, Subunit, Species

Sodium-dependent serotonin transporter [rat]

Target Mutant/Chimera Details

Sodium-dependent serotonin transporter [rat]:Wild

Target Species (Bioactivity)

rat

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Effective concentration of the compound required for release of Serotonin transporter from rat brain synaptosomes

Biological Species/NCBI ID

rat

Substance RN

970319View in Reaxys

Measurement Parameter

EC50

Unit

nM

Qualitative value

=

Quantitative value

3511

Deviation

253

Measurement pX

5.45

Target Name

Sodium-dependent dopamine transporter [rat]

Target Synonyms

da transporter; dat; slc6a3; sodium-dependent dopamine transporter; solute carrier family 6 member 3

Target Uniprot ID

p23977

Target, Subunit, Species

Sodium-dependent dopamine transporter [rat]

Target Mutant/Chimera Details

Sodium-dependent dopamine transporter [rat]:Wild

Target Species (Bioactivity)

rat

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Effective concentration of the compound required for release of Dopamine transporter from rat brain synaptosomes using [3H]MPP+ as radioligand

Biological Species/NCBI ID

rat

Substance RN

970319View in Reaxys

Measurement Parameter

EC50

Unit

nM

Measurement Object

Eelease of Dopamine transporter from rat brain synaptosomes

Qualitative value

=

Quantitative value

262

Deviation

21

Measurement pX

6.58

Concomitants: Compound name

[3H]MPP

Concomitants: Compound role

RAD

Target Name

5-hydroxytryptamine receptor 2a [human]

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45 of 81

46 of 81

Target Synonyms

5-ht-2; 5-ht-2a; 5-hydroxytryptamine receptor 2a; htr2; htr2a; serotonin receptor 2a

Target Uniprot ID

p28223

Target, Subunit, Species

5-hydroxytryptamine receptor 2a [human]

Target Mutant/Chimera Details

5-hydroxytryptamine receptor 2a [human]:Wild

Target Species (Bioactivity)

human

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Effective concentration of the compound towards human 5-hydroxytryptamine 2A receptor mediated Ca2+ mobilization; Inactive

Biological Species/NCBI ID

human

Substance RN

970319View in Reaxys

Qualitative Results

Inactive

Measurement Parameter

EC50

Measurement Object

Ca2+ mobilization

Qualitative value

NA

Measurement pX

1

Target Name

5-hydroxytryptamine receptor 2c [human]

Target Synonyms

5-ht-1c; 5-ht-2c; 5-ht1c; 5-ht2c; 5-htr2c; 5-hydroxytryptamine receptor 1c; 5-hydroxytryptamine receptor 2c; htr1c; htr2c; serotonin receptor 2c

Target Uniprot ID

p28335

Target, Subunit, Species

5-hydroxytryptamine receptor 2c [human]

Target Mutant/Chimera Details

5-hydroxytryptamine receptor 2c [human]:Wild

Target Species (Bioactivity)

human

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Effective concentration of the compound towards human 5-hydroxytryptamine 2C receptor mediated Ca2+ mobilization; Inactive

Biological Species/NCBI ID

human

Substance RN

970319View in Reaxys

Qualitative Results

Inactive

Measurement Parameter

EC50

Measurement Object

Ca2+ mobilization

Qualitative value

NA

Measurement pX

1

Bioassay Category

Toxicity/Safety Pharmacology

Bioassay Details

Intravenous lethal dose

Biological Species/NCBI ID

mouse

Substance RN

970319View in Reaxys

Substance Route of Adm.

intravenous administration

Measurement Parameter

LD50

Unit

mg/kg

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Qualitative value

=

Quantitative value

14

Mori; Uemura; Kobayashi; Miyahara; Kozuka; Xenobiotica; vol. 23; nb. 6; (1993); p. 709 - 716, View in Reaxys 47 of 81

Bioassay Category

Toxicity/Safety Pharmacology

Bioassay Details

Oral lethal dose

Biological Species/NCBI ID

mouse

Substance RN

970319View in Reaxys

Measurement Parameter

LD50

Unit

mg/kg

Qualitative value

=

Quantitative value

105

Mori; Uemura; Kobayashi; Miyahara; Kozuka; Xenobiotica; vol. 23; nb. 6; (1993); p. 709 - 716, View in Reaxys 48 of 81

Bioassay Category

Toxicity/Safety Pharmacology

Bioassay Details

Lowest published toxic dose

Biological Species/NCBI ID

human

Substance RN

970319View in Reaxys

Measurement Parameter

TDLo

Unit

mg/kg

Measurement Object

Lowest published toxic dose

Qualitative value

=

Quantitative value

1.429

Yelnosky; Panasevich; Borrelli; Lawlor; Archives internationales de pharmacodynamie et de thérapie; vol. 178; nb. 1; (1969); p. 62 - 76, View in Reaxys 49 of 81

Target Name

trace amine-associated receptor 1 [human]

Target Synonyms

ta1; taar1; tar-1; tar1; trace amine receptor 1; trace amine-associated receptor 1; trar1

Target Uniprot ID

q96rj0

Target, Subunit, Species

trace amine-associated receptor 1 [human]

Target Mutant/Chimera Details

trace amine-associated receptor 1 [human]:Wild

Target Species (Bioactivity)

human

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Effective concentration of the compound for activation of human Trace amine-associated receptor 1 in CHO cells expressing Galpha 16 (RDHGA16 cells) measured by calcium flux

Biological Species/NCBI ID

human

Cells/Cell Lines

CHO cell line

Substance RN

970319View in Reaxys

Measurement Parameter

EC50

Unit

nM

Measurement Object

Calcium flux

Qualitative value

=

Quantitative value

5470

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

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Deviation

1900

Measurement pX

5.26

Lewin, Anita H.; Navarro, Hernan A.; Wayne Mascarella; Bioorganic and Medicinal Chemistry; vol. 16; nb. 15; (2008); p. 7415 - 7423, View in Reaxys 50 of 81

51 of 81

Target Name

Dopamine receptor family

Target Synonyms

dopamine receptor family

Target, Subunit, Species

Dopamine receptor family

Target Mutant/Chimera Details

Dopamine receptor family:Wild

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Effective concentration of the compound against dopamine receptor mediated release of [3H]-dopamine

Substance RN

970319View in Reaxys

Measurement Parameter

EC50

Unit

nM

Measurement Object

Effective concentration

Qualitative value

=

Quantitative value

262

Deviation

21

Measurement pX

6.58

Target Name

trace amine-associated receptor 1 [human]

Target Synonyms

ta1; taar1; tar-1; tar1; trace amine receptor 1; trace amine-associated receptor 1; trar1

Target Uniprot ID

q96rj0

Target, Subunit, Species

trace amine-associated receptor 1 [human]

Target Mutant/Chimera Details

trace amine-associated receptor 1 [human]:Wild

Target Species (Bioactivity)

human

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Maximum efficacy of the compound for activation of human Trace amine-associated receptor 1 in CHO cells expressing Galpha 16 (RDHGA16 cells) measured by calcium flux at 37 degree C for 1 hour

Biological Species/NCBI ID

human

Cells/Cell Lines

CHO cell line

Substance RN

970319View in Reaxys

Measurement Parameter

Emax

Unit

%

Measurement Object

Calcium flux

Qualitative value

=

Quantitative value

68

Deviation

4

Lewin, Anita H.; Navarro, Hernan A.; Wayne Mascarella; Bioorganic and Medicinal Chemistry; vol. 16; nb. 15; (2008); p. 7415 - 7423, View in Reaxys 52 of 81

Target Name

5-hydroxytryptamine receptor

Target Synonyms

5-ht receptor; 5-hydroxytryptamine receptor; serotonin receptor

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53 of 81

Target, Subunit, Species

5-hydroxytryptamine receptor

Target Mutant/Chimera Details

5-hydroxytryptamine receptor:Wild

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Effective concentration of the compound against 5-hydroxytryptamine receptor mediated release of [3H]-5-hydroxytryptamine

Substance RN

970319View in Reaxys

Measurement Parameter

EC50

Unit

nM

Measurement Object

[3H]-5-hydroxytryptamine release

Qualitative value

=

Quantitative value

3511

Deviation

253

Measurement pX

5.45

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Tested for its ability to elevate blood pressure in rat when administered for 5 days; Produced marked elevation

Biological Species/NCBI ID

rat

Substance RN

970319View in Reaxys

Measurement Parameter

Activity

Qualitative value

ND

John Krapcho; Annual reports in medicinal chemistry; vol. 5; (1969); p. 13 - 22, View in Reaxys 54 of 81

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Anorectic activity of the compound was determined; Active

Substance RN

970319View in Reaxys

Qualitative Results

Acitve

Measurement Parameter

Activity

Qualitative value

@

George I. Poos; Annual reports in medicinal chemistry; vol. 1; (1965); p. 51 - 58, View in Reaxys 55 of 81

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Compound was tested for reduction in weight in a double blind study; significant weight loss observed

Substance RN

970319View in Reaxys

Measurement Parameter

Activity

Measurement Object

Reduction in weight

Qualitative value

ND

Ann C. Sullivan; Lorraine Cheng; James G. Hamilton; Annual reports in medicinal chemistry; vol. 11; (1976); p. 200 - 209, View in Reaxys 56 of 81

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Compound was tested for anorectic activity in humans; active

Biological Species/NCBI ID

human

Substance RN

970319View in Reaxys

Measurement Parameter

Activity

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Qualitative value

ND

Ann C. Sullivan; Lorraine Cheng; James G. Hamilton; Annual reports in medicinal chemistry; vol. 11; (1976); p. 200 - 209, View in Reaxys 57 of 81

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Tested for its ability to increase blood pressure in dog; Effective

Biological Species/NCBI ID

dog

Substance RN

970319View in Reaxys

Qualitative Results

Effective

Measurement Parameter

Activity

Measurement Object

Increase blood pressure

Qualitative value

@

John Krapcho; Annual reports in medicinal chemistry; vol. 5; (1969); p. 13 - 22, View in Reaxys 58 of 81

Bioassay Category

Metabolism/Transport

Bioassay Details

Amount of the compound in urine after administration to rats was determined

Biological Species/NCBI ID

rat

Substance RN

970319View in Reaxys

Measurement Parameter

amount

Unit

%

Qualitative value

=

Quantitative value

4

George I. Poos; Annual reports in medicinal chemistry; vol. 2; (1966); p. 44 - 47, View in Reaxys 59 of 81

Target Name

Indoleamine 2,3-dioxygenase 1 [human]

Target Synonyms

ido; ido-1; ido1; indo; indoleamine 2,3-dioxygenase 1; indoleamine-pyrrole 2,3-dioxygenase

Target Uniprot ID

p14902

Target PDB ID

2d0t; 2d0u; 4pk5; 4pk6; 4u72; 4u74; 5ek2; 5ek3; 5ek4; 5etw; 5xe1

Target, Subunit, Species

Indoleamine 2,3-dioxygenase 1 [human]

Target Mutant/Chimera Details

Indoleamine 2,3-dioxygenase 1 [human]:Wild

Target Species (Bioactivity)

human

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

Enzymology inhibition

Substance RN

970319View in Reaxys

Substance Name

page S6, Name Phentermine

Substance Dose

1000 µM

Measurement Parameter

% Inhibition

Unit

%

Quantitative value

0

Measurement pX

1

Concomitants: Compound RN

86197; 2114647; 506008; 3599847; 84272

Concomitants: Compound name

L-Tryptophan; Triton X100; DMSO; Methylene blue; L-(+)-Ascorbic acid

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60 of 81

Concomitants: Compound role

SUB; COM; SLV; COM; COM

Substance Effect

Anorectic

Bioassay Category

In Vivo (Animal models)

Biological Species/NCBI ID

rat

Substance RN

970319View in Reaxys

Substance Name

phentermine

Substance Dose

1 mg

Substance Route of Adm.

oral administration

Measurement Parameter

% Inhibition

Qualitative value

Not active

Measurement pX

1

Patent; PROXIMAGEN LIMITED; RICHARDSON, Peter; CAMPBELL, Bruce; WO2015/1359; (2015); (A1) English, View in Reaxys 61 of 81

Target Name

Muscarinic acetylcholine receptor M1

Target Synonyms

chrm-1; chrm1; muscarinic acetylcholine receptor m1

Target, Subunit, Species

Muscarinic acetylcholine receptor M1

Target Mutant/Chimera Details

Muscarinic acetylcholine receptor M1:Wild

Substance Action on Target

Antagonist

Substance Effect

antagonistic activity

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Antagonistic activity of the compound against Muscarinic acetylcholine receptor M1

Substance RN

970319View in Reaxys

Qualitative Results

Not Published

Measurement Parameter

qualitative

Qualitative value

Not Published

Patent; Brain Seed; Jordan Mechanic; US2007/293481; (A1); (2007), View in Reaxys 62 of 81

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Percent reduction in weight gain of rat upon subcutaneous administration of the compound at a dose of 4 mg/kg along with Telenzepine (0.3 mg/kg)

Biological Species/NCBI ID

rat

Substance RN

970319View in Reaxys

Measurement Parameter

percentage

Unit

%

Measurement Object

Reduction activity

Qualitative value

=

Quantitative value

-3

Patent; Brain Seed; Jordan Mechanic; US2007/293481; (A1); (2007), View in Reaxys 63 of 81

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Percent reduction in weight gain of rat upon subcutaneous administration of the compound at a dose of 4 mg/kg

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Biological Species/NCBI ID

rat

Substance RN

970319View in Reaxys

Measurement Parameter

percentage

Unit

%

Measurement Object

Reduction activity

Qualitative value

=

Quantitative value

-1.1

Patent; Brain Seed; Jordan Mechanic; US2007/293481; (A1); (2007), View in Reaxys 64 of 81

Bioassay Category

Pharmacokinetic

Biological Species/NCBI ID

human

Population State

obesity

Substance RN

970319View in Reaxys

Substance Name

phentermine

Substance Dose

15 mg

Substance Dosing Regimen

Repeated

Measurement Parameter

AUC (0-tau)

Unit

ng*h/ml

Measurement Object

0 - tau

Quantitative value

2250

Concomitants: Compound RN

5988957

Concomitants: Compound name

2,3:4,5-bis-O-(1-methylethylidene)-α-D-fructopyranose sulfamate

Concomitants: Compound role

ICP

Patent; Vivus, Inc.; Najarian, Thomas; Tam, Peter Y.; Wilson, Leland F.; (16 pag.); US2016/22630; (2016); (A1) English, View in Reaxys 65 of 81

Bioassay Category

Pharmacokinetic

Biological Species/NCBI ID

human

Population State

obesity

Substance RN

970319View in Reaxys

Substance Name

phentermine

Substance Dose

15 mg

Substance Dosing Regimen

Repeated

Measurement Parameter

AUC (0-96 h)

Unit

ng*h/ml

Measurement Object

0 - tau

Quantitative value

4640

Concomitants: Compound RN

5988957

Concomitants: Compound name

2,3:4,5-bis-O-(1-methylethylidene)-α-D-fructopyranose sulfamate

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Concomitants: Compound role

ICP

Patent; Vivus, Inc.; Najarian, Thomas; Tam, Peter Y.; Wilson, Leland F.; (16 pag.); US2016/22630; (2016); (A1) English, View in Reaxys 66 of 81

Bioassay Category

Pharmacokinetic

Biological Species/NCBI ID

human

Population State

obesity

Substance RN

970319View in Reaxys

Substance Name

phentermine

Substance Dose

15 mg

Substance Dosing Regimen

Repeated

Measurement Parameter

AUC (0-96 h)

Unit

ng*h/ml

Measurement Object

0-t

Quantitative value

4640

Concomitants: Compound RN

5988957

Concomitants: Compound name

2,3:4,5-bis-O-(1-methylethylidene)-α-D-fructopyranose sulfamate

Concomitants: Compound role

ICP

Patent; Vivus, Inc.; Najarian, Thomas; Tam, Peter Y.; Wilson, Leland F.; (16 pag.); US2016/22630; (2016); (A1) English, View in Reaxys 67 of 81

Bioassay Category

Pharmacokinetic

Biological Species/NCBI ID

human

Population State

obesity

Substance RN

970319View in Reaxys

Substance Name

phentermine

Substance Dose

15 mg

Substance Dosing Regimen

Repeated

Measurement Parameter

tmax

Unit

h

Quantitative value

4.01

Concomitants: Compound RN

5988957

Concomitants: Compound name

2,3:4,5-bis-O-(1-methylethylidene)-α-D-fructopyranose sulfamate

Concomitants: Compound role

ICP

Patent; Vivus, Inc.; Najarian, Thomas; Tam, Peter Y.; Wilson, Leland F.; (16 pag.); US2016/22630; (2016); (A1) English, View in Reaxys 68 of 81

Bioassay Category

Pharmacokinetic

Biological Species/NCBI ID

human

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Population State

obesity

Substance RN

970319View in Reaxys

Substance Name

phentermine

Substance Dose

15 mg

Substance Dosing Regimen

Repeated

Measurement Parameter

t1/2

Unit

h

Quantitative value

23.3

Concomitants: Compound RN

5988957

Concomitants: Compound name

2,3:4,5-bis-O-(1-methylethylidene)-α-D-fructopyranose sulfamate

Concomitants: Compound role

ICP

Patent; Vivus, Inc.; Najarian, Thomas; Tam, Peter Y.; Wilson, Leland F.; (16 pag.); US2016/22630; (2016); (A1) English, View in Reaxys 69 of 81

Bioassay Category

Pharmacokinetic

Biological Species/NCBI ID

human

Population State

obesity

Substance RN

970319View in Reaxys

Substance Name

phentermine

Substance Dose

15 mg

Substance Dosing Regimen

Repeated

Measurement Parameter

Cl ss/F

Unit

l/h

Quantitative value

7.1

Concomitants: Compound RN

5988957

Concomitants: Compound name

2,3:4,5-bis-O-(1-methylethylidene)-α-D-fructopyranose sulfamate

Concomitants: Compound role

ICP

Patent; Vivus, Inc.; Najarian, Thomas; Tam, Peter Y.; Wilson, Leland F.; (16 pag.); US2016/22630; (2016); (A1) English, View in Reaxys 70 of 81

Bioassay Category

Pharmacokinetic

Biological Species/NCBI ID

human

Population State

obesity

Substance RN

970319View in Reaxys

Substance Name

phentermine

Substance Dose

15 mg

Substance Dosing Regimen

Repeated

Measurement Parameter

V2/F

Unit

l/h

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Quantitative value

229

Concomitants: Compound RN

5988957

Concomitants: Compound name

2,3:4,5-bis-O-(1-methylethylidene)-α-D-fructopyranose sulfamate

Concomitants: Compound role

ICP

Patent; Vivus, Inc.; Najarian, Thomas; Tam, Peter Y.; Wilson, Leland F.; (16 pag.); US2016/22630; (2016); (A1) English, View in Reaxys 71 of 81

Target Name

Carbonic anhydrase 2 [human]

Target Synonyms

ca-ii; ca2; cac; carbonate dehydratase ii; carbonic anhydrase 2; carbonic anhydrase c; carbonic anhydrase ii

Target Uniprot ID

p00918

Target PDB ID

12ca; 1a42; 1am6; 1avn; 1bn4; 1bnm; 1bnn; 1bnq; 1bnt; 1bnu; 1bnv; 1cah; 1cai; 1caj; 1cak; 1cal; 1cam; 1ccs; 1cct; 1ccu; 1cil; 1cim; 1cin; 1cnb; 1cnj; 1cnk; 1cnw; 1cnx; 1cny; 1cra; 1cva; 1cvf; 1cvh; 1dca; 1dcb; 1eou; 1f2w; 1fr4; 1fr7; 1fsn; 1fsq; 1fsr; 1g0e; 1g0f; 1g48; 1g4j; 1g4o; 1g52; 1g53; 1g54; 1h4n; 1heb; 1hec; 1hed; 1hva; 1i8z; 1i90; 1i9o; 1i9p; 1i9q; 1if4; 1if5; 1if6; 1if7; 1lg5; 1lg6; 1lgd; 1lug; 1lzv; 1moo; 1mua; 1ray; 1raz; 1rza; 1rzb; 1rzc; 1rzd; 1te3; 1teq; 1teu; 1tg3; 1tg9; 1th9; 1thk; 1ugd; 1uge; 1ugf; 1ugg; 1xeg; 1xev; 1xpz; 1ydd; 1yo0; 1yo1; 1yo2; 1z9y; 1ze8; 1zh9; 1zsa; 1zsb; 1zsc; 2abe; 2aw1; 2ax2; 2cbd; 2cbe; 2eu2; 2eu3; 2ez7; 2f14; 2fmg; 2foq; 2fos; 2fou; 2fov; 2gd8; 2geh; 2hl4; 2hnc; 2hoc; 2ili; 2nng; 2nno; 2nns; 2nwz; 2nxr; 2nxs; 2nxt; 2o4z; 2osf; 2osm; 2q1q; 2q38; 2qo8; 2qoa; 2qp6; 2vva; 2weh; 2wej; 2weo; 2x7s; 2x7t; 2x7u; 3b4f; 3ca2; 3caj; 3cyu; 3d8w; 3d92; 3d93; 3d9z; 3dcc; 3dcs; 3dcw; 3dd0; 3dd8; 3dv7; 3eft; 3f4x; 3f8e; 3ffp; 3gz0; 3hfp; 3hkn; 3hs4; 3ibi; 3ibl; 3ibn; 3ibu; 3ieo; 3igp; 3kkx; 3kne; 3koi; 3kok; 3kon; 3ks3; 3m1j; 3m1k; 3m1q; 3m1w; 3m2n; 3m2x; 3m2y; 3m5s; 3m5t; 3m67; 3m96; 3m98; 3mhc; 3mhi; 3mmf; 3mna; 3mnh; 3mni; 3mnj; 3mnk; 3n0n; 3n2p; 3n3j; 3n4b; 3nb5; 3ni5; 3nj9; 3okv; 3oy0; 3oyq; 3oys; 3p3h; 3p3j; 3p44; 3p5l; 3pjj; 3po6; 3pyk; 3qyk; 3r16; 3rj7; 3rld; 3ryj; 3ryv; 3ryx; 3ryy; 3ryz; 3rz8; 3s71; 3s72; 3s73; 3s74; 3s75; 3s76; 3sap; 3sax; 3sbh; 3sbi; 3t5u; 3t5z; 3tmj; 3tvn; 3tvo; 3u3a; 3u45; 3u47; 3u7c; 3v3h; 3v3i; 3v3j; 3v5g; 3v7x; 3vbd; 3zp9; 4cac; 4cq0; 4dz7; 4dz9; 4e3d; 4e3f; 4e5q; 4fik; 4fl7; 4fpt; 4frc; 4fu5; 4fvn; 4hew; 4hey; 4hez; 4hf3; 4ht0; 4idr; 4ilx; 4jsa; 4jss; 4jsw; 4jsz; 4k0s; 4k0t; 4kni; 4knj; 4kuv; 4kuw; 4kuy; 4kv0; 4l5u; 4m2r; 4m2u; 4m2v; 4m2w; 4mdg; 4mdl; 4mdm; 4n0x; 4n16; 4pq7; 4pxx; 4pyx; 4pyy; 4q09; 4q49; 4q6d; 4q6e; 4q78; 4q7p; 4q7s; 4q87; 4q8x; 4q8y; 4q8z; 4q90; 4q99; 4q9y; 4qk2; 4qk3; 4qsa; 4qsb; 4qsi; 4qtl; 4rfc; 4rfd; 4rh2; 4riu; 4riv; 4rn4; 4rux; 4xe1; 4y0j; 4ygj; 4ygk; 4ygl; 4ygn; 4yxu; 4yyt; 4z0q; 4z1e; 4z1j; 4z1k; 4zwy; 4zwz; 4zx0; 4zx1; 5a6h; 5amd; 5amg; 5brw; 5byi; 5c8i; 5ca2; 5cac; 5cjl; 5dsj; 5dsk; 5dsl; 5dsm; 5dsn; 5dso; 5e2k; 5e2r; 5e2s; 5eh5; 5eh7; 5eh8; 5ehe; 5ekj; 5ekm; 5eoi; 5fdc; 5fdi; 5flo; 5fng; 5fnh; 5fni; 5fnj; 5fnk; 5fnl; 5g0c; 5j8z; 5jdv; 5je7; 5jeg; 5jeh; 5jep; 5jgt; 5jmz; 5jn1; 5jn3; 5jn7; 5jq0; 5n0d; 5n0e; 5sz0; 5sz1; 5sz2; 5sz3; 5th4; 5thi; 5thj; 5thn; 5ti0; 6ca2; 7ca2

Target, Subunit, Species

Carbonic anhydrase 2 [human]

Target Mutant/Chimera Details

Carbonic anhydrase 2 [human]:Wild

Target Species (Bioactivity)

human

Substance Action on Target

Activator

Bioassay Category

In Vitro (Efficacy)

Cells/Cell Lines

cell line

Substance RN

970319View in Reaxys

Substance Name

phentermine

Measurement Parameter

Ka

Unit

μM

Qualitative value

>

Quantitative value

150

Measurement pX

1

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Angeli, Andrea; Vaiano, Fabio; Mari, Francesco; Bertol, Elisabetta; Supuran, Claudiu T.; Journal of Enzyme Inhibition and Medicinal Chemistry; vol. 32; nb. 1; (2017); p. 1253 - 1259, View in Reaxys 72 of 81

Target Name

Carbonic anhydrase 1 [human]

Target Synonyms

ca-i; ca1; cab; carbonate dehydratase i; carbonic anhydrase 1; carbonic anhydrase b; carbonic anhydrase i

Target Uniprot ID

p00915

Target PDB ID

1azm; 1bzm; 1crm; 1czm; 1hcb; 1hug; 1huh; 1j9w; 1jv0; 2cab; 2foy; 2fw4; 2it4; 2nmx; 2nn1; 2nn7; 3lxe; 3w6h; 3w6i; 4wr7; 4wup; 4wuq; 5e2m

Target, Subunit, Species

Carbonic anhydrase 1 [human]

Target Mutant/Chimera Details

Carbonic anhydrase 1 [human]:Wild

Target Species (Bioactivity)

human

Substance Action on Target

Activator

Bioassay Category

In Vitro (Efficacy)

Cells/Cell Lines

cell line

Substance RN

970319View in Reaxys

Substance Name

phentermine

Measurement Parameter

Ka

Unit

μM

Qualitative value

>

Quantitative value

150

Measurement pX

1

Angeli, Andrea; Vaiano, Fabio; Mari, Francesco; Bertol, Elisabetta; Supuran, Claudiu T.; Journal of Enzyme Inhibition and Medicinal Chemistry; vol. 32; nb. 1; (2017); p. 1253 - 1259, View in Reaxys 73 of 81

Target Name

Carbonic anhydrase 4 [human]

Target Synonyms

ca-iv; ca4; carbonate dehydratase iv; carbonic anhydrase 4; carbonic anhydrase iv

Target Uniprot ID

p22748

Target PDB ID

1znc; 3f7b; 3f7u; 3fw3; 5ipz; 5jn8; 5jn9; 5jna; 5jnc

Target, Subunit, Species

Carbonic anhydrase 4 [human]

Target Mutant/Chimera Details

Carbonic anhydrase 4 [human]:Wild

Target Species (Bioactivity)

human

Substance Action on Target

Activator

Bioassay Category

In Vitro (Efficacy)

Cells/Cell Lines

cell line

Substance RN

970319View in Reaxys

Substance Name

phentermine

Measurement Parameter

Ka

Unit

μM

Quantitative value

0.074

Measurement pX

7.13

Angeli, Andrea; Vaiano, Fabio; Mari, Francesco; Bertol, Elisabetta; Supuran, Claudiu T.; Journal of Enzyme Inhibition and Medicinal Chemistry; vol. 32; nb. 1; (2017); p. 1253 - 1259, View in Reaxys

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74 of 81

Target Name

Carbonic anhydrase 7 [human]

Target Synonyms

ca-vii; ca7; carbonate dehydratase vii; carbonic anhydrase 7; carbonic anhydrase vii

Target Uniprot ID

p43166

Target PDB ID

3mdz; 3ml5

Target, Subunit, Species

Carbonic anhydrase 7 [human]

Target Mutant/Chimera Details

Carbonic anhydrase 7 [human]:Wild

Target Species (Bioactivity)

human

Substance Action on Target

Activator

Bioassay Category

In Vitro (Efficacy)

Cells/Cell Lines

cell line

Substance RN

970319View in Reaxys

Substance Name

phentermine

Measurement Parameter

Ka

Unit

μM

Quantitative value

0.89

Measurement pX

6.05

Angeli, Andrea; Vaiano, Fabio; Mari, Francesco; Bertol, Elisabetta; Supuran, Claudiu T.; Journal of Enzyme Inhibition and Medicinal Chemistry; vol. 32; nb. 1; (2017); p. 1253 - 1259, View in Reaxys 75 of 81

Target Name

Carbonic anhydrase 13 [human]

Target Synonyms

ca-xiii; ca13; carbonate dehydratase xiii; carbonic anhydrase 13; carbonic anhydrase xiii

Target Uniprot ID

q8n1q1

Target PDB ID

3czv; 3d0n; 3da2; 4hu1; 4knm; 4knn; 4qiz; 4qjp; 4qjx; 4qsj; 5e2n

Target, Subunit, Species

Carbonic anhydrase 13 [human]

Target Mutant/Chimera Details

Carbonic anhydrase 13 [human]:Wild

Target Species (Bioactivity)

human

Substance Action on Target

Activator

Bioassay Category

In Vitro (Efficacy)

Cells/Cell Lines

cell line

Substance RN

970319View in Reaxys

Substance Name

phentermine

Measurement Parameter

Ka

Unit

μM

Quantitative value

54.2

Measurement pX

4.27

Angeli, Andrea; Vaiano, Fabio; Mari, Francesco; Bertol, Elisabetta; Supuran, Claudiu T.; Journal of Enzyme Inhibition and Medicinal Chemistry; vol. 32; nb. 1; (2017); p. 1253 - 1259, View in Reaxys 76 of 81

Target Name

Carbonic anhydrase 12 [human]

Target Synonyms

ca-xii; ca12; carbonate dehydratase xii; carbonic anhydrase 12; carbonic anhydrase xii; tumor antigen hom-rcc-3.1.3

Target Uniprot ID

o43570

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Target PDB ID

1jcz; 1jd0; 4ht2; 4kp5; 4kp8; 4q0l; 4qj0; 4qjo; 4qjw; 4ww8

Target, Subunit, Species

Carbonic anhydrase 12 [human]

Target Mutant/Chimera Details

Carbonic anhydrase 12 [human]:Wild

Target Species (Bioactivity)

human

Substance Action on Target

Activator

Bioassay Category

In Vitro (Efficacy)

Cells/Cell Lines

cell line

Substance RN

970319View in Reaxys

Substance Name

phentermine

Measurement Parameter

Ka

Unit

μM

Quantitative value

12.7

Measurement pX

4.9

Angeli, Andrea; Vaiano, Fabio; Mari, Francesco; Bertol, Elisabetta; Supuran, Claudiu T.; Journal of Enzyme Inhibition and Medicinal Chemistry; vol. 32; nb. 1; (2017); p. 1253 - 1259, View in Reaxys 77 of 81

Target Name

Carbonic anhydrase 14 [human]

Target Synonyms

ca-xiv; ca14; carbonate dehydratase xiv; carbonic anhydrase 14; carbonic anhydrase xiv

Target Uniprot ID

q9ulx7

Target PDB ID

4lu3; 5cjf

Target, Subunit, Species

Carbonic anhydrase 14 [human]

Target Mutant/Chimera Details

Carbonic anhydrase 14 [human]:Wild

Target Species (Bioactivity)

human

Substance Action on Target

Activator

Bioassay Category

In Vitro (Efficacy)

Cells/Cell Lines

cell line

Substance RN

970319View in Reaxys

Substance Name

phentermine

Measurement Parameter

Ka

Unit

μM

Quantitative value

12.7

Measurement pX

4.9

Angeli, Andrea; Vaiano, Fabio; Mari, Francesco; Bertol, Elisabetta; Supuran, Claudiu T.; Journal of Enzyme Inhibition and Medicinal Chemistry; vol. 32; nb. 1; (2017); p. 1253 - 1259, View in Reaxys 78 of 81

Target Name

Carbonic anhydrase 5A, mitochondrial [human]

Target Synonyms

ca-va; ca5; ca5a; carbonate dehydratase va; carbonic anhydrase 5a, mitochondrial; carbonic anhydrase va

Target Uniprot ID

p35218

Target, Subunit, Species

Carbonic anhydrase 5A, mitochondrial [human]

Target Mutant/Chimera Details

Carbonic anhydrase 5A, mitochondrial [human]:Wild

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Target Species (Bioactivity)

human

Substance Action on Target

Activator

Bioassay Category

In Vitro (Efficacy)

Cells/Cell Lines

cell line

Substance RN

970319View in Reaxys

Substance Name

phentermine

Measurement Parameter

Ka

Unit

μM

Quantitative value

0.53

Measurement pX

6.28

Angeli, Andrea; Vaiano, Fabio; Mari, Francesco; Bertol, Elisabetta; Supuran, Claudiu T.; Journal of Enzyme Inhibition and Medicinal Chemistry; vol. 32; nb. 1; (2017); p. 1253 - 1259, View in Reaxys 79 of 81

Target Name

Carbonic anhydrase 5B, mitochondrial [human]

Target Synonyms

ca-vb; ca5b; carbonate dehydratase vb; carbonic anhydrase 5b, mitochondrial; carbonic anhydrase vb

Target Uniprot ID

q9y2d0

Target, Subunit, Species

Carbonic anhydrase 5B, mitochondrial [human]

Target Mutant/Chimera Details

Carbonic anhydrase 5B, mitochondrial [human]:Wild

Target Species (Bioactivity)

human

Substance Action on Target

Activator

Bioassay Category

In Vitro (Efficacy)

Cells/Cell Lines

cell line

Substance RN

970319View in Reaxys

Substance Name

phentermine

Measurement Parameter

Ka

Unit

μM

Quantitative value

0.62

Measurement pX

6.21

Angeli, Andrea; Vaiano, Fabio; Mari, Francesco; Bertol, Elisabetta; Supuran, Claudiu T.; Journal of Enzyme Inhibition and Medicinal Chemistry; vol. 32; nb. 1; (2017); p. 1253 - 1259, View in Reaxys 80 of 81

Target Name

Carbonic anhydrase 6 [human]

Target Synonyms

ca-vi; ca6; carbonate dehydratase vi; carbonic anhydrase 6; carbonic anhydrase vi; salivary carbonic anhydrase; secreted carbonic anhydrase

Target Uniprot ID

p23280

Target PDB ID

3fe4

Target, Subunit, Species

Carbonic anhydrase 6 [human]

Target Mutant/Chimera Details

Carbonic anhydrase 6 [human]:Wild

Target Species (Bioactivity)

human

Substance Action on Target

Activator

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Bioassay Category

In Vitro (Efficacy)

Cells/Cell Lines

cell line

Substance RN

970319View in Reaxys

Substance Name

phentermine

Measurement Parameter

Ka

Unit

μM

Qualitative value

>

Quantitative value

150

Measurement pX

1

Angeli, Andrea; Vaiano, Fabio; Mari, Francesco; Bertol, Elisabetta; Supuran, Claudiu T.; Journal of Enzyme Inhibition and Medicinal Chemistry; vol. 32; nb. 1; (2017); p. 1253 - 1259, View in Reaxys 81 of 81

Target Name

Carbonic anhydrase 9 [human]

Target Synonyms

ca-ix; ca9; caix; carbonate dehydratase ix; carbonic anhydrase 9; carbonic anhydrase ix; g250; membrane antigen mn; mn; p54/58n; pmw1; rcc-associated antigen g250; renal cell carcinoma-associated antigen g250

Target Uniprot ID

q16790

Target PDB ID

2hkf; 3iai; 5dvx; 5fl4; 5fl5; 5fl6

Target, Subunit, Species

Carbonic anhydrase 9 [human]

Target Mutant/Chimera Details

Carbonic anhydrase 9 [human]:Wild

Target Species (Bioactivity)

human

Substance Action on Target

Activator

Bioassay Category

In Vitro (Efficacy)

Cells/Cell Lines

cell line

Substance RN

970319View in Reaxys

Substance Name

phentermine

Measurement Parameter

Ka

Unit

μM

Quantitative value

34.6

Measurement pX

4.46

Angeli, Andrea; Vaiano, Fabio; Mari, Francesco; Bertol, Elisabetta; Supuran, Claudiu T.; Journal of Enzyme Inhibition and Medicinal Chemistry; vol. 32; nb. 1; (2017); p. 1253 - 1259, View in Reaxys

Reaxys ID 3912379 View in Reaxys

2/6 CAS Registry Number: 1197-21-3 Chemical Name: phentermine hydrochloride; α,α-dimethylphenethylamine hydrochloride; Phentermine hydrochloride; 1,1-dimethyl-2-phenyl-ethylamine hydrochloride; 1,1-Dimethyl-2-phenylethylamine hydrochloride; 1,1-dimethyl-2-phenylethylamine HCl; phentermine HCl Linear Structure Formula: C6H5CH2C(CH3)2NH3 (1+)*Cl(1-)=C H CH C(CH )2NH Cl 6 5 2 3 3 Molecular Formula: C10H16N*Cl Molecular Weight: 185.697 Type of Substance: isocyclic InChI Key: NCAIGTHBQTXTLR-UHFFFAOYSA-N

H 2N Cl

H

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Note: Substance Label (7) Label References Intermediate 75

Patent; GLAXOSMITHKLINE LLC; AXTEN, Jeffrey, Michael; BLACKLEDGE, Charles, William; BRADY, Gerald, Patrick; FENG, Yanhoug, G.; GRANT, Seth, W.; MEDINA, Jesus, Rahul; MILLER, William, H.; ROMERIL, Stuart, P.; WO2010/59658; (2010); (A1) English, View in Reaxys

Phent

Li, Su-Min; Campbell, Bettye L.; Katz, Jonathan L.; Journal of Pharmacology and Experimental Therapeutics; vol. 317; nb. 3; (2006); p. 1088 - 1096, View in Reaxys

14

Shao, Ning; Wang, Cheng; Huang, Xianhai; Xiao, Dong; Palani, Anandan; Aslanian, Robert; Shih, Neng-Yang; Tetrahedron Letters; vol. 47; nb. 38; (2006); p. 6743 - 6746, View in Reaxys

phen

Zolkowska, Dorota; Rothman, Richard B.; Baumann, Michael H.; Journal of Pharmacology and Experimental Therapeutics; vol. 318; nb. 2; (2006); p. 604 - 610, View in Reaxys

13

Katritzky, Alan R.; Cui, Xilin; Long, Qiuhe; Yang, Baozhen; Wilcox, Allan L.; Zhang, Yong-Kang; Organic Preparations and Procedures International; vol. 32; nb. 2; (2000); p. 175 - 183, View in Reaxys

3d

Jirgensons; Kauss; Kalvinsh; Gold; Synthesis; nb. 12; (2000); p. 1709 - 1712, View in Reaxys

2e

Gajda; Koziara; Napieraj; Sikora; Zwierzak; Polish Journal of Chemistry; vol. 74; nb. 10; (2000); p. 1385 - 1387, View in Reaxys

Patent-Specific Data (3) Location in Patent References Page/Page column

Patent; King, Clifford Riley; Bristol, David W.; English, Michael L.; US2014/178480; (2014); (A1) English, View in Reaxys

Claim

Patent; Louisiana State University Medical Center Foundation; US5795880; (1998); (A) English, View in Reaxys; Patent; General Mills, Inc.; US2002/44968; (2002); (A1) English, View in Reaxys; Patent; The Procter and Gamble Company; US5614178; (1997); (A) English, View in Reaxys Patent; G.D. Searle and Co.; US6337398; (2002); (B1) English, View in Reaxys

Druglikeness (1) 1 of 1

LogP

2.691

H Bond Donors

1

H Bond Acceptors

1

Rotatable Bonds

2

TPSA

26.02

Lipinski Number

4

Veber Number

2

Highest Clinical Phase (1) Highest Clinical Phase Withdrawn Melting Point (5) 1 of 5

Melting Point [°C]

196 - 200

Jirgensons; Kauss; Kalvinsh; Gold; Synthesis; nb. 12; (2000); p. 1709 - 1712, View in Reaxys 2 of 5

Melting Point [°C]

200 - 202

Dube, Michael F.; Timberlake, Jack W.; Tetrahedron; vol. 36; (1980); p. 1753 - 1756, View in Reaxys 3 of 5

Melting Point [°C]

203

Comment (Melting Point)

Decomposition.

Girault-Vexlearschi; Bulletin de la Societe Chimique de France; (1956); p. 589,596, View in Reaxys 4 of 5

Melting Point [°C]

199 - 200

Solvent (Melting Point)

propan-2-ol; diisopropyl ether

Zenitz; Macks; Moore; Journal of the American Chemical Society; vol. 70; (1948); p. 955, View in Reaxys 5 of 5

Melting Point [°C]

198 - 198.5

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Ritter; Kalish; Journal of the American Chemical Society; vol. 70; (1948); p. 4048; Organic Syntheses; vol. 44; (1964); p. 44,45, View in Reaxys Crystal Phase (1) Description (Crystal Phase)

References

Crystal habit

Jordan; Journal of Pharmaceutical Sciences; vol. 82; nb. 12; (1993); p. 1269 - 1271, View in Reaxys

Crystal Property Description (3) Colour & Other Location Properties

References

white

Page/Page column 158

Patent; GLAXOSMITHKLINE LLC; AXTEN, Jeffrey, Michael; BLACKLEDGE, Charles, William; BRADY, Gerald, Patrick; FENG, Yanhoug, G.; GRANT, Seth, W.; MEDINA, Jesus, Rahul; MILLER, William, H.; ROMERIL, Stuart, P.; WO2010/59658; (2010); (A1) English, View in Reaxys

white

Page/Page column 115

Patent; GLAXOSMITHKLINE LLC; AXTEN, Jeffrey, Michael; BRADY, Gerald, Patrick, Jr.; GALLAGHER, Timothy, Francis; HEERDING, Dirk, A.; MEDINA, Jesus, Raul; ROMERIL, Stuart, Paul; WO2010/120854; (2010); (A1) English, View in Reaxys

white

Page/Page column 16

Patent; Andersen, Denise Lyn; Chang, Catherine H.; Falsey, James R.; Frohn, Michael J.; Hong, Fang-Tsao; Liao, Hongyu; Liu, Longbin; Lopez, Patricia; Retz, Daniel Martin; Rishton, Gilbert M.; Rzasa, Robert M.; Siegmund, Aaron; Tadesse, Seifu; Tamayo, Nuria; Tegley, Christopher M.; US2006/69110; (2006); (A1) English, View in Reaxys

Optics (2) Description (Optics)

References

Crystal refractive indices

Jordan; Journal of Pharmaceutical Sciences; vol. 82; nb. 12; (1993); p. 1269 - 1271, View in Reaxys

Natural birefringence

Jordan; Journal of Pharmaceutical Sciences; vol. 82; nb. 12; (1993); p. 1269 - 1271, View in Reaxys

Solubility (MCS) (1) 1 of 1

Location

Paragraph 0212-0218

Comment (Solubility (MCS))

phentermine hydrochloride was completely soluble at pH 4.5 and pH 7.0

Patent; King, Clifford Riley; Bristol, David W.; English, Michael L.; US2014/178480; (2014); (A1) English, View in Reaxys NMR Spectroscopy (4) 1 of 4

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectroscopy)

CDCl3

Frequency (NMR Spectro- 200 scopy) [MHz] Jirgensons; Kauss; Kalvinsh; Gold; Synthesis; nb. 12; (2000); p. 1709 - 1712, View in Reaxys 2 of 4

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

CDCl3

Frequency (NMR Spectro- 50 scopy) [MHz] Jirgensons; Kauss; Kalvinsh; Gold; Synthesis; nb. 12; (2000); p. 1709 - 1712, View in Reaxys 3 of 4

Description (NMR Spectroscopy)

Chemical shifts

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Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectroscopy)

D2O

Frequency (NMR Spectro- 250 scopy) [MHz] Gajda; Koziara; Napieraj; Sikora; Zwierzak; Polish Journal of Chemistry; vol. 74; nb. 10; (2000); p. 1385 - 1387, View in Reaxys 4 of 4

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectroscopy)

D2O

Koziara, Anna; Osowska-Pacewicka, Krystyna; Zawadzki, Stefan; Zwierzak, Andrzej; Synthesis; nb. 5; (1987); p. 487 489, View in Reaxys IR Spectroscopy (2) 1 of 2

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

KBr

Gajda; Koziara; Napieraj; Sikora; Zwierzak; Polish Journal of Chemistry; vol. 74; nb. 10; (2000); p. 1385 - 1387, View in Reaxys 2 of 2

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

KBr

Comment (IR Spectroscopy)

2960 - 990 cm**(-1)

Koziara, Anna; Osowska-Pacewicka, Krystyna; Zawadzki, Stefan; Zwierzak, Andrzej; Synthesis; nb. 5; (1987); p. 487 489, View in Reaxys Mass Spectrometry (2) Description (Mass Location Spectrometry)

References

LCMS (Liquid chromatography mass spectrometry); ESI (Electrospray ionisation)

Page/Page column 158

Patent; GLAXOSMITHKLINE LLC; AXTEN, Jeffrey, Michael; BLACKLEDGE, Charles, William; BRADY, Gerald, Patrick; FENG, Yanhoug, G.; GRANT, Seth, W.; MEDINA, Jesus, Rahul; MILLER, William, H.; ROMERIL, Stuart, P.; WO2010/59658; (2010); (A1) English, View in Reaxys

LCMS (Liquid chromatography mass spectrometry); ESI (Electrospray ionisation)

Page/Page column 115

Patent; GLAXOSMITHKLINE LLC; AXTEN, Jeffrey, Michael; BRADY, Gerald, Patrick, Jr.; GALLAGHER, Timothy, Francis; HEERDING, Dirk, A.; MEDINA, Jesus, Raul; ROMERIL, Stuart, Paul; WO2010/120854; (2010); (A1) English, View in Reaxys

Use (1) Use Pattern

References

weight-control

Patent; ALPEX PHARMA S.A.; US2008/206327; (2008); (A1) English, View in Reaxys

Medchem (83) 1 of 83

Target Name

Amine oxidase [flavin-containing] A [rat]

Target Synonyms

amine oxidase; mao-a; maoa; monoamine oxidase type a

Target Uniprot ID

p21396

Target, Subunit, Species

Amine oxidase [flavin-containing] A [rat]

Target Mutant/Chimera Details

Amine oxidase [flavin-containing] A [rat]:Wild

Target Species (Bioactivity)

rat

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

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2 of 83

Target Transfection

Non Transfected

Bioassay Category

Metabolism/Transport

Bioassay Name

Enzymology inhibition

Biological Species/NCBI ID

Sprague Dawley rat

Organs/Tissues

lung

Cell Fraction

Homogenate

Substance RN

3912379View in Reaxys

Substance Name

Phentermine HCl

Measurement Parameter

Ki (inhibition constant)

Unit

µM

Quantitative value

85

Deviation

10

Measurement pX

4.07

Metabolite RN

1453495

Metabolite name

5-hydroxyindole-3-acetaldehyde

Concomitants: Compound RN

3886526

Concomitants: Compound name

[14C]-5-HT creatinine sulfate

Concomitants: Compound role

SUB

Target Name

Amine oxidase [flavin-containing] A [rat]

Target Synonyms

amine oxidase; mao-a; maoa; monoamine oxidase type a

Target Uniprot ID

p21396

Target, Subunit, Species

Amine oxidase [flavin-containing] A [rat]

Target Mutant/Chimera Details

Amine oxidase [flavin-containing] A [rat]:Wild

Target Species (Bioactivity)

rat

Target Transfection

Non Transfected

Bioassay Category

Metabolism/Transport

Bioassay Name

Enzymology inhibition

Biological Species/NCBI ID

Sprague Dawley rat

Organs/Tissues

liver

Cell Fraction

Homogenate

Substance RN

3912379View in Reaxys

Substance Name

Phentermine HCl

Measurement Parameter

Ki (inhibition constant)

Unit

µM

Quantitative value

85

Deviation

4

Measurement pX

4.07

Metabolite RN

1453495

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

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3 of 83

4 of 83

Metabolite name

5-hydroxyindole-3-acetaldehyde

Concomitants: Compound RN

3886526

Concomitants: Compound name

[14C]-5-HT creatinine sulfate

Concomitants: Compound role

SUB

Target Name

Amine oxidase [flavin-containing] A [rat]

Target Synonyms

amine oxidase; mao-a; maoa; monoamine oxidase type a

Target Uniprot ID

p21396

Target, Subunit, Species

Amine oxidase [flavin-containing] A [rat]

Target Mutant/Chimera Details

Amine oxidase [flavin-containing] A [rat]:Wild

Target Species (Bioactivity)

rat

Target Transfection

Non Transfected

Bioassay Category

Metabolism/Transport

Bioassay Name

Enzymology inhibition

Biological Species/NCBI ID

Sprague Dawley rat

Organs/Tissues

brain

Cell Fraction

Homogenate

Substance RN

3912379View in Reaxys

Substance Name

Phentermine HCl

Measurement Parameter

Ki (inhibition constant)

Unit

µM

Quantitative value

88

Deviation

9

Measurement pX

4.06

Metabolite RN

1453495

Metabolite name

5-hydroxyindole-3-acetaldehyde

Concomitants: Compound RN

3886526

Concomitants: Compound name

[14C]-5-HT creatinine sulfate

Concomitants: Compound role

SUB

Target Name

Amine oxidase [flavin-containing] A [rat]

Target Synonyms

amine oxidase; mao-a; maoa; monoamine oxidase type a

Target Uniprot ID

p21396

Target, Subunit, Species

Amine oxidase [flavin-containing] A [rat]

Target Mutant/Chimera Details

Amine oxidase [flavin-containing] A [rat]:Wild

Target Species (Bioactivity)

rat

Target Transfection

Non Transfected

Bioassay Category

Metabolism/Transport

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

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5 of 83

Bioassay Name

Enzymology inhibition

Biological Species/NCBI ID

Sprague Dawley rat

Organs/Tissues

lung

Cell Fraction

Homogenate

Substance RN

3912379View in Reaxys

Substance Name

Phentermine HCl

Measurement Parameter

Ki (inhibition constant)

Unit

µM

Quantitative value

326

Deviation

43

Measurement pX

3.49

Metabolite RN

505944

Metabolite name

Ethanolamine

Concomitants: Compound RN

3624163

Concomitants: Compound name

[14C]-beta-Phenylethylamine hydrochloride

Concomitants: Compound role

SUB

Target Name

Amine oxidase [flavin-containing] A [rat]

Target Synonyms

amine oxidase; mao-a; maoa; monoamine oxidase type a

Target Uniprot ID

p21396

Target, Subunit, Species

Amine oxidase [flavin-containing] A [rat]

Target Mutant/Chimera Details

Amine oxidase [flavin-containing] A [rat]:Wild

Target Species (Bioactivity)

rat

Target Transfection

Non Transfected

Bioassay Category

Metabolism/Transport

Bioassay Name

Enzymology inhibition

Biological Species/NCBI ID

Sprague Dawley rat

Organs/Tissues

liver

Cell Fraction

Homogenate

Substance RN

3912379View in Reaxys

Substance Name

Phentermine HCl

Measurement Parameter

Ki (inhibition constant)

Unit

µM

Quantitative value

416

Deviation

57

Measurement pX

3.38

Metabolite RN

505944

Metabolite name

Ethanolamine

Concomitants: Compound RN

3624163

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

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6 of 83

7 of 83

Concomitants: Compound name

[14C]-beta-Phenylethylamine hydrochloride

Concomitants: Compound role

SUB

Target Name

Amine oxidase [flavin-containing] A [rat]

Target Synonyms

amine oxidase; mao-a; maoa; monoamine oxidase type a

Target Uniprot ID

p21396

Target, Subunit, Species

Amine oxidase [flavin-containing] A [rat]

Target Mutant/Chimera Details

Amine oxidase [flavin-containing] A [rat]:Wild

Target Species (Bioactivity)

rat

Target Transfection

Non Transfected

Bioassay Category

Metabolism/Transport

Bioassay Name

Enzymology inhibition

Biological Species/NCBI ID

Sprague Dawley rat

Organs/Tissues

brain

Cell Fraction

Homogenate

Substance RN

3912379View in Reaxys

Substance Name

Phentermine HCl

Measurement Parameter

Ki (inhibition constant)

Unit

µM

Quantitative value

310

Deviation

90

Measurement pX

3.51

Metabolite RN

505944

Metabolite name

Ethanolamine

Concomitants: Compound RN

3624163

Concomitants: Compound name

[14C]-beta-Phenylethylamine hydrochloride

Concomitants: Compound role

SUB

Target Name

Amine oxidase [flavin-containing] A [rat]

Target Synonyms

amine oxidase; mao-a; maoa; monoamine oxidase type a

Target Uniprot ID

p21396

Target, Subunit, Species

Amine oxidase [flavin-containing] A [rat]

Target Mutant/Chimera Details

Amine oxidase [flavin-containing] A [rat]:Wild

Target Species (Bioactivity)

rat

Target Transfection

Non Transfected

Bioassay Category

Metabolism/Transport

Bioassay Name

Enzymology inhibition

Biological Species/NCBI ID

Sprague Dawley rat

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

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8 of 83

Organs/Tissues

liver

Cell Fraction

Homogenate

Substance RN

3912379View in Reaxys

Substance Name

Phentermine HCl

Substance Dose

0.0750000 mM

Measurement Parameter

% Inhibition

Unit

%

Quantitative value

0.89

Measurement pX

1

Metabolite RN

1453495

Metabolite name

5-hydroxyindole-3-acetaldehyde

Concomitants: Compound RN

3886526

Concomitants: Compound name

[14C]-5-HT creatinine sulfate

Concomitants: Compound role

SUB

Target Name

Amine oxidase [flavin-containing] A [rat]

Target Synonyms

amine oxidase; mao-a; maoa; monoamine oxidase type a

Target Uniprot ID

p21396

Target, Subunit, Species

Amine oxidase [flavin-containing] A [rat]

Target Mutant/Chimera Details

Amine oxidase [flavin-containing] A [rat]:Wild

Target Species (Bioactivity)

rat

Target Transfection

Non Transfected

Bioassay Category

Metabolism/Transport

Bioassay Name

Enzymology inhibition

Biological Species/NCBI ID

Sprague Dawley rat

Organs/Tissues

liver

Cell Fraction

Homogenate

Substance RN

3912379View in Reaxys

Substance Name

Phentermine HCl

Substance Dose

0.130000 mM

Measurement Parameter

% Inhibition

Unit

%

Quantitative value

22

Measurement pX

1

Metabolite RN

1453495

Metabolite name

5-hydroxyindole-3-acetaldehyde

Concomitants: Compound RN

3886526

Concomitants: Compound name

[14C]-5-HT creatinine sulfate

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

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9 of 83

10 of 83

Concomitants: Compound role

SUB

Target Name

Amine oxidase [flavin-containing] A [rat]

Target Synonyms

amine oxidase; mao-a; maoa; monoamine oxidase type a

Target Uniprot ID

p21396

Target, Subunit, Species

Amine oxidase [flavin-containing] A [rat]

Target Mutant/Chimera Details

Amine oxidase [flavin-containing] A [rat]:Wild

Target Species (Bioactivity)

rat

Target Transfection

Non Transfected

Bioassay Category

Metabolism/Transport

Bioassay Name

Enzymology inhibition

Biological Species/NCBI ID

Sprague Dawley rat

Organs/Tissues

liver

Cell Fraction

Homogenate

Substance RN

3912379View in Reaxys

Substance Name

Phentermine HCl

Substance Dose

320 µM

Measurement Parameter

% Inhibition

Unit

%

Quantitative value

87

Measurement pX

4.32

Metabolite RN

1453495

Metabolite name

5-hydroxyindole-3-acetaldehyde

Concomitants: Compound RN

3886526

Concomitants: Compound name

[14C]-5-HT creatinine sulfate

Concomitants: Compound role

SUB

Target Name

Amine oxidase [flavin-containing] A [rat]

Target Synonyms

amine oxidase; mao-a; maoa; monoamine oxidase type a

Target Uniprot ID

p21396

Target, Subunit, Species

Amine oxidase [flavin-containing] A [rat]

Target Mutant/Chimera Details

Amine oxidase [flavin-containing] A [rat]:Wild

Target Species (Bioactivity)

rat

Target Transfection

Non Transfected

Bioassay Category

Metabolism/Transport

Bioassay Name

Enzymology inhibition

Biological Species/NCBI ID

Sprague Dawley rat

Organs/Tissues

liver

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

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11 of 83

12 of 83

Cell Fraction

Homogenate

Substance RN

3912379View in Reaxys

Substance Name

Phentermine HCl

Substance Dose

320 µM

Measurement Parameter

% Inhibition

Unit

%

Quantitative value

489

Measurement pX

4.77

Metabolite RN

505944

Metabolite name

Ethanolamine

Concomitants: Compound RN

3624163

Concomitants: Compound name

[14C]-beta-Phenylethylamine hydrochloride

Concomitants: Compound role

SUB

Target Name

Amine oxidase [flavin-containing] B

Target Synonyms

amine oxidase; mao-b; maob; monoamine oxidase type b

Target, Subunit, Species

Amine oxidase [flavin-containing] B

Target Mutant/Chimera Details

Amine oxidase [flavin-containing] B:Wild

Target Transfection

Non Transfected

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

In Vitro (others)

Bioassay Details

Effect : |enzyme; inhib. of Bioassay : MAO B: monoamine oxidase B; oxidation was monitored at 250 nm; further investigations using preincubation with title comp. for >= 15 min before addition of MAO B recombinant human liver MAO B was incubated in 50 mmol/l potassium phosphate pH 7.5, 0.5 percent (w/v) Triton X-100 at 25 deg C in presence of title comp.; MAO B-catalyzed oxidation of benzylamine was determined; spectrophotometric assay

Biological Species/NCBI ID

human

Substance RN

3912379View in Reaxys

Substance Name

70808

Substance Dose

1000 µM

Measurement Parameter

Ki (inhibition constant)

Unit

µM

Quantitative value

375

Measurement pX

3.43

Target Name

Amine oxidase [flavin-containing] A

Target Synonyms

amine oxidase; mao-a; maoa; monoamine oxidase type a

Target, Subunit, Species

Amine oxidase [flavin-containing] A

Target Mutant/Chimera Details

Amine oxidase [flavin-containing] A:Wild

Target Transfection

Non Transfected

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

In Vitro (others)

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

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13 of 83

Bioassay Details

Effect : |enzyme; inhib. of Bioassay : MAO A: monoamine oxidase A; oxidation was monitored at 243 nm; further investigations using preincubation with title comp. for >= 15 min before addition of MAO A recombinant human liver MAO A incubated in 50 mmol/l potassium phosphate, pH 7.5, 0.5 percent (w/v) Triton X-100 at 25 deg C in presence of title comp.; MAO A-catalyzed oxidation of p-CF3-benzylamine was determined; spectrophotometric assay

Biological Species/NCBI ID

human

Substance RN

3912379View in Reaxys

Substance Name

70808

Substance Dose

1000 µM

Measurement Parameter

Ki (inhibition constant)

Unit

µM

Quantitative value

498

Measurement pX

3.3

Bioassay Category

Pharmacokinetic

Bioassay Name

Pharmacokinetic

Biological Species/NCBI ID

human

Population State

Non Smoker

Substance RN

3912379View in Reaxys

Substance Name

Phentermine

Substance Dose

37.5000 mg

Substance Route of Adm.

oral administration

Substance Dosing Regimen

Repeated

Measurement Parameter

Cmax

Unit

ng/mL

Quantitative value

219

Metabolite RN

7623052; 7623209

Metabolite name

M2; M1

Zhi, Jianguo; Moore, Rema; Kanitra, Linda; Mulligan, Thomas E; Journal of clinical pharmacology; vol. 42; nb. 9; (2002); p. 1011 - 1019, View in Reaxys 14 of 83

Bioassay Category

Pharmacokinetic

Bioassay Name

Pharmacokinetic

Biological Species/NCBI ID

human

Population State

Non Smoker

Substance RN

3912379View in Reaxys

Substance Name

Phentermine

Substance Dose

37.5000 mg

Substance Route of Adm.

oral administration

Substance Dosing Regimen

Repeated

Measurement Parameter

AUC (0-24 h)

Unit

ng.h/mL

Quantitative value

3834

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

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Metabolite RN

7623052; 7623209

Metabolite name

M2; M1

Zhi, Jianguo; Moore, Rema; Kanitra, Linda; Mulligan, Thomas E; Journal of clinical pharmacology; vol. 42; nb. 9; (2002); p. 1011 - 1019, View in Reaxys 15 of 83

Bioassay Category

Pharmacokinetic

Bioassay Name

Pharmacokinetic

Biological Species/NCBI ID

human

Population State

Non Smoker

Substance RN

3912379View in Reaxys

Substance Name

Phentermine

Substance Dose

37.5000 mg

Substance Route of Adm.

oral administration

Substance Dosing Regimen

Repeated

Measurement Parameter

tmax

Unit

hour

Quantitative value

3.36

Metabolite RN

7623052; 7623209

Metabolite name

M2; M1

Zhi, Jianguo; Moore, Rema; Kanitra, Linda; Mulligan, Thomas E; Journal of clinical pharmacology; vol. 42; nb. 9; (2002); p. 1011 - 1019, View in Reaxys 16 of 83

Bioassay Category

Pharmacokinetic

Bioassay Name

Pharmacokinetic

Biological Species/NCBI ID

human

Population State

Non Smoker

Substance RN

3912379View in Reaxys

Substance Name

Phentermine

Substance Dose

37.5000 mg

Substance Route of Adm.

oral administration

Substance Dosing Regimen

Repeated

Measurement Parameter

t1/2 el

Unit

hour

Quantitative value

23.5

Metabolite RN

7623052; 7623209

Metabolite name

M2; M1

Zhi, Jianguo; Moore, Rema; Kanitra, Linda; Mulligan, Thomas E; Journal of clinical pharmacology; vol. 42; nb. 9; (2002); p. 1011 - 1019, View in Reaxys 17 of 83

Bioassay Category

Pharmacokinetic

Bioassay Name

Pharmacokinetic

Biological Species/NCBI ID

human

Population State

Non Smoker

Substance RN

3912379View in Reaxys

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

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Substance Name

Phentermine

Substance Dose

37.5000 mg

Substance Route of Adm.

oral administration

Substance Dosing Regimen

Repeated

Measurement Parameter

Cmin

Unit

ng/mL

Quantitative value

114

Metabolite RN

7623052; 7623209

Metabolite name

M2; M1

Zhi, Jianguo; Moore, Rema; Kanitra, Linda; Mulligan, Thomas E; Journal of clinical pharmacology; vol. 42; nb. 9; (2002); p. 1011 - 1019, View in Reaxys 18 of 83

Bioassay Category

Pharmacokinetic

Bioassay Name

Pharmacokinetic

Biological Species/NCBI ID

human

Population State

Non Smoker

Substance RN

3912379View in Reaxys

Substance Name

Phentermine

Substance Dose

37.5000 mg

Substance Route of Adm.

oral administration

Substance Dosing Regimen

Repeated

Measurement Parameter

Cavg ss

Unit

ng/mL

Quantitative value

160

Metabolite RN

7623052; 7623209

Metabolite name

M2; M1

Zhi, Jianguo; Moore, Rema; Kanitra, Linda; Mulligan, Thomas E; Journal of clinical pharmacology; vol. 42; nb. 9; (2002); p. 1011 - 1019, View in Reaxys 19 of 83

Bioassay Category

Pharmacokinetic

Bioassay Name

Pharmacokinetic

Biological Species/NCBI ID

human

Population State

Non Smoker

Substance RN

3912379View in Reaxys

Substance Name

Phentermine

Substance Dose

37.5000 mg

Substance Route of Adm.

oral administration

Substance Dosing Regimen

Repeated

Measurement Parameter

Cmax

Unit

ng/mL

Quantitative value

219

Zhi, Jianguo; Moore, Rema; Kanitra, Linda; Mulligan, Thomas E; Journal of clinical pharmacology; vol. 42; nb. 9; (2002); p. 1011 - 1019, View in Reaxys

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20 of 83

Bioassay Category

Pharmacokinetic

Bioassay Name

Pharmacokinetic

Biological Species/NCBI ID

human

Population State

Non Smoker

Substance RN

3912379View in Reaxys

Substance Name

Phentermine

Substance Dose

37.5000 mg

Substance Route of Adm.

oral administration

Substance Dosing Regimen

Repeated

Measurement Parameter

AUC (0-24 h)

Unit

ng.h/mL

Quantitative value

3834

Zhi, Jianguo; Moore, Rema; Kanitra, Linda; Mulligan, Thomas E; Journal of clinical pharmacology; vol. 42; nb. 9; (2002); p. 1011 - 1019, View in Reaxys 21 of 83

Bioassay Category

Pharmacokinetic

Bioassay Name

Pharmacokinetic

Biological Species/NCBI ID

human

Population State

Non Smoker

Substance RN

3912379View in Reaxys

Substance Name

Phentermine

Substance Dose

37.5000 mg

Substance Route of Adm.

oral administration

Substance Dosing Regimen

Repeated

Measurement Parameter

tmax

Unit

hour

Quantitative value

3.36

Zhi, Jianguo; Moore, Rema; Kanitra, Linda; Mulligan, Thomas E; Journal of clinical pharmacology; vol. 42; nb. 9; (2002); p. 1011 - 1019, View in Reaxys 22 of 83

Bioassay Category

Pharmacokinetic

Bioassay Name

Pharmacokinetic

Biological Species/NCBI ID

human

Population State

Non Smoker

Substance RN

3912379View in Reaxys

Substance Name

Phentermine

Substance Dose

37.5000 mg

Substance Route of Adm.

oral administration

Substance Dosing Regimen

Repeated

Measurement Parameter

t1/2 el

Unit

hour

Quantitative value

23.5

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

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Zhi, Jianguo; Moore, Rema; Kanitra, Linda; Mulligan, Thomas E; Journal of clinical pharmacology; vol. 42; nb. 9; (2002); p. 1011 - 1019, View in Reaxys 23 of 83

Bioassay Category

Pharmacokinetic

Bioassay Name

Pharmacokinetic

Biological Species/NCBI ID

human

Population State

Non Smoker

Substance RN

3912379View in Reaxys

Substance Name

Phentermine

Substance Dose

37.5000 mg

Substance Route of Adm.

oral administration

Substance Dosing Regimen

Repeated

Measurement Parameter

Cmin

Unit

ng/mL

Quantitative value

114

Zhi, Jianguo; Moore, Rema; Kanitra, Linda; Mulligan, Thomas E; Journal of clinical pharmacology; vol. 42; nb. 9; (2002); p. 1011 - 1019, View in Reaxys 24 of 83

Bioassay Category

Pharmacokinetic

Bioassay Name

Pharmacokinetic

Biological Species/NCBI ID

human

Population State

Non Smoker

Substance RN

3912379View in Reaxys

Substance Name

Phentermine

Substance Dose

37.5000 mg

Substance Route of Adm.

oral administration

Substance Dosing Regimen

Repeated

Measurement Parameter

Cavg ss

Unit

ng/mL

Quantitative value

160

Zhi, Jianguo; Moore, Rema; Kanitra, Linda; Mulligan, Thomas E; Journal of clinical pharmacology; vol. 42; nb. 9; (2002); p. 1011 - 1019, View in Reaxys 25 of 83

Bioassay Category

Pharmacokinetic

Bioassay Name

Pharmacokinetic

Biological Species/NCBI ID

human

Population State

Non Smoker

Substance RN

3912379View in Reaxys

Substance Name

Phentermine

Substance Dose

37.5000 mg

Substance Route of Adm.

oral administration

Substance Dosing Regimen

Repeated

Measurement Parameter

Cmax i/Cmax

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

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Quantitative value

1.01

Metabolite RN

7623052; 7623209

Metabolite name

M2; M1

Concomitants: Compound RN

3658031

Concomitants: Compound name

Orlistat

Concomitants: Compound role

ICP

Zhi, Jianguo; Moore, Rema; Kanitra, Linda; Mulligan, Thomas E; Journal of clinical pharmacology; vol. 42; nb. 9; (2002); p. 1011 - 1019, View in Reaxys 26 of 83

Bioassay Category

Pharmacokinetic

Bioassay Name

Pharmacokinetic

Biological Species/NCBI ID

human

Population State

Non Smoker

Substance RN

3912379View in Reaxys

Substance Name

Phentermine

Substance Dose

37.5000 mg

Substance Route of Adm.

oral administration

Substance Dosing Regimen

Repeated

Measurement Parameter

AUC i/AUC (0-24 h)

Quantitative value

1.01

Metabolite RN

7623052; 7623209

Metabolite name

M2; M1

Concomitants: Compound RN

3658031

Concomitants: Compound name

Orlistat

Concomitants: Compound role

ICP

Zhi, Jianguo; Moore, Rema; Kanitra, Linda; Mulligan, Thomas E; Journal of clinical pharmacology; vol. 42; nb. 9; (2002); p. 1011 - 1019, View in Reaxys 27 of 83

Bioassay Category

Pharmacokinetic

Bioassay Name

Pharmacokinetic

Biological Species/NCBI ID

human

Population State

Non Smoker

Substance RN

3912379View in Reaxys

Substance Name

Phentermine

Substance Dose

37.5000 mg

Substance Route of Adm.

oral administration

Substance Dosing Regimen

Repeated

Measurement Parameter

Cmin i/Cmin

Quantitative value

1.04

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

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Metabolite RN

7623052; 7623209

Metabolite name

M2; M1

Concomitants: Compound RN

3658031

Concomitants: Compound name

Orlistat

Concomitants: Compound role

ICP

Zhi, Jianguo; Moore, Rema; Kanitra, Linda; Mulligan, Thomas E; Journal of clinical pharmacology; vol. 42; nb. 9; (2002); p. 1011 - 1019, View in Reaxys 28 of 83

Bioassay Category

Pharmacokinetic

Bioassay Name

Pharmacokinetic

Biological Species/NCBI ID

human

Population State

Non Smoker

Substance RN

3912379View in Reaxys

Substance Name

Phentermine

Substance Dose

37.5000 mg

Substance Route of Adm.

oral administration

Substance Dosing Regimen

Repeated

Measurement Parameter

Cavgss i/Cavgss

Quantitative value

1.01

Metabolite RN

7623052; 7623209

Metabolite name

M2; M1

Concomitants: Compound RN

3658031

Concomitants: Compound name

Orlistat

Concomitants: Compound role

ICP

Zhi, Jianguo; Moore, Rema; Kanitra, Linda; Mulligan, Thomas E; Journal of clinical pharmacology; vol. 42; nb. 9; (2002); p. 1011 - 1019, View in Reaxys 29 of 83

Bioassay Category

Pharmacokinetic

Bioassay Name

Pharmacokinetic

Biological Species/NCBI ID

human

Population State

Non Smoker

Substance RN

3912379View in Reaxys

Substance Name

Phentermine

Substance Dose

37.5000 mg

Substance Route of Adm.

oral administration

Substance Dosing Regimen

Repeated

Measurement Parameter

t1/2 el i/t1/2 el

Quantitative value

1

Metabolite RN

7623052; 7623209

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

74/98

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Metabolite name

M2; M1

Concomitants: Compound RN

3658031

Concomitants: Compound name

Orlistat

Concomitants: Compound role

ICP

Zhi, Jianguo; Moore, Rema; Kanitra, Linda; Mulligan, Thomas E; Journal of clinical pharmacology; vol. 42; nb. 9; (2002); p. 1011 - 1019, View in Reaxys 30 of 83

Bioassay Category

Pharmacokinetic

Bioassay Name

Pharmacokinetic

Biological Species/NCBI ID

human

Population State

Non Smoker

Substance RN

3912379View in Reaxys

Substance Name

Phentermine

Substance Dose

37.5000 mg

Substance Route of Adm.

oral administration

Substance Dosing Regimen

Repeated

Measurement Parameter

Cmax

Unit

ng/mL

Quantitative value

222

Metabolite RN

7623052; 7623209

Metabolite name

M2; M1

Concomitants: Compound RN

3658031

Concomitants: Compound name

Orlistat

Concomitants: Compound role

ICP

Zhi, Jianguo; Moore, Rema; Kanitra, Linda; Mulligan, Thomas E; Journal of clinical pharmacology; vol. 42; nb. 9; (2002); p. 1011 - 1019, View in Reaxys 31 of 83

Bioassay Category

Pharmacokinetic

Bioassay Name

Pharmacokinetic

Biological Species/NCBI ID

human

Population State

Non Smoker

Substance RN

3912379View in Reaxys

Substance Name

Phentermine

Substance Dose

37.5000 mg

Substance Route of Adm.

oral administration

Substance Dosing Regimen

Repeated

Measurement Parameter

AUC (0-24 h)

Unit

ng.h/mL

Quantitative value

3887

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

75/98

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Metabolite RN

7623052; 7623209

Metabolite name

M2; M1

Concomitants: Compound RN

3658031

Concomitants: Compound name

Orlistat

Concomitants: Compound role

ICP

Zhi, Jianguo; Moore, Rema; Kanitra, Linda; Mulligan, Thomas E; Journal of clinical pharmacology; vol. 42; nb. 9; (2002); p. 1011 - 1019, View in Reaxys 32 of 83

Bioassay Category

Pharmacokinetic

Bioassay Name

Pharmacokinetic

Biological Species/NCBI ID

human

Population State

Non Smoker

Substance RN

3912379View in Reaxys

Substance Name

Phentermine

Substance Dose

37.5000 mg

Substance Route of Adm.

oral administration

Substance Dosing Regimen

Repeated

Measurement Parameter

tmax

Unit

hour

Quantitative value

3.3

Metabolite RN

7623052; 7623209

Metabolite name

M2; M1

Concomitants: Compound RN

3658031

Concomitants: Compound name

Orlistat

Concomitants: Compound role

ICP

Zhi, Jianguo; Moore, Rema; Kanitra, Linda; Mulligan, Thomas E; Journal of clinical pharmacology; vol. 42; nb. 9; (2002); p. 1011 - 1019, View in Reaxys 33 of 83

Bioassay Category

Pharmacokinetic

Bioassay Name

Pharmacokinetic

Biological Species/NCBI ID

human

Population State

Non Smoker

Substance RN

3912379View in Reaxys

Substance Name

Phentermine

Substance Dose

37.5000 mg

Substance Route of Adm.

oral administration

Substance Dosing Regimen

Repeated

Measurement Parameter

t1/2 el

Unit

hour

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

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Quantitative value

23.6

Metabolite RN

7623052; 7623209

Metabolite name

M2; M1

Concomitants: Compound RN

3658031

Concomitants: Compound name

Orlistat

Concomitants: Compound role

ICP

Zhi, Jianguo; Moore, Rema; Kanitra, Linda; Mulligan, Thomas E; Journal of clinical pharmacology; vol. 42; nb. 9; (2002); p. 1011 - 1019, View in Reaxys 34 of 83

Bioassay Category

Pharmacokinetic

Bioassay Name

Pharmacokinetic

Biological Species/NCBI ID

human

Population State

Non Smoker

Substance RN

3912379View in Reaxys

Substance Name

Phentermine

Substance Dose

37.5000 mg

Substance Route of Adm.

oral administration

Substance Dosing Regimen

Repeated

Measurement Parameter

Cmin

Unit

ng/mL

Quantitative value

118

Metabolite RN

7623052; 7623209

Metabolite name

M2; M1

Concomitants: Compound RN

3658031

Concomitants: Compound name

Orlistat

Concomitants: Compound role

ICP

Zhi, Jianguo; Moore, Rema; Kanitra, Linda; Mulligan, Thomas E; Journal of clinical pharmacology; vol. 42; nb. 9; (2002); p. 1011 - 1019, View in Reaxys 35 of 83

Bioassay Category

Pharmacokinetic

Bioassay Name

Pharmacokinetic

Biological Species/NCBI ID

human

Population State

Non Smoker

Substance RN

3912379View in Reaxys

Substance Name

Phentermine

Substance Dose

37.5000 mg

Substance Route of Adm.

oral administration

Substance Dosing Regimen

Repeated

Measurement Parameter

Cavg ss

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

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Unit

ng/mL

Quantitative value

162

Metabolite RN

7623052; 7623209

Metabolite name

M2; M1

Concomitants: Compound RN

3658031

Concomitants: Compound name

Orlistat

Concomitants: Compound role

ICP

Zhi, Jianguo; Moore, Rema; Kanitra, Linda; Mulligan, Thomas E; Journal of clinical pharmacology; vol. 42; nb. 9; (2002); p. 1011 - 1019, View in Reaxys 36 of 83

37 of 83

Target Name

adrenergic receptor [rat]

Target Synonyms

adrenergic receptor

Target, Subunit, Species

adrenergic receptor [rat]

Target Mutant/Chimera Details

adrenergic receptor [rat]:Wild

Target Species (Bioactivity)

rat

Target Transfection

Non Transfected

Substance Action on Target

Agonist

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

Organ contraction

Biological Species/NCBI ID

rat

Organs/Tissues

vas deferens

Substance RN

3912379View in Reaxys

Substance Name

17

Measurement Parameter

percentage

Unit

%

Measurement Object

of control max effect

Quantitative value

31

Target Name

adrenergic receptor [rat]

Target Synonyms

adrenergic receptor

Target, Subunit, Species

adrenergic receptor [rat]

Target Mutant/Chimera Details

adrenergic receptor [rat]:Wild

Target Species (Bioactivity)

rat

Target Transfection

Non Transfected

Substance Action on Target

Agonist

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

Organ contraction

Biological Species/NCBI ID

rat

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

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38 of 83

Organs/Tissues

vas deferens

Substance RN

3912379View in Reaxys

Substance Name

17

Measurement Parameter

time

Unit

second

Measurement Object

onset of action

Quantitative value

30 - 90

Bioassay Category

In Vivo (Animal models)

Bioassay Name

In vivo Measurement

Bioassay Details

Effect : |transmitter releasing Bioassay : control: saline; ref.: fluoxetine rats administered with title comp.; blood collected every 15 min pre-dosing and at 15-min intervals for 90 min post-dosing; dialyzed; dialysates assayed for 5-hydroxytryptamine and 5-hydroxyindoleacetic acid using HPLC with electrochemical detection

Biological Species/NCBI ID

rat

Substance RN

3912379View in Reaxys

Substance Name

70808

Substance Dose

1 mg/kg

Substance Route of Adm.

intravenous administration

Qualitative Results

title comp. had very weak effect on 5-hydroxytryptamine levels; title comp. treatment did not affect plasma 5-hydroxyindoleacetic acid levels; diagram

Measurement Parameter

qualitative

Zolkowska, Dorota; Rothman, Richard B.; Baumann, Michael H.; Journal of Pharmacology and Experimental Therapeutics; vol. 318; nb. 2; (2006); p. 604 - 610, View in Reaxys 39 of 83

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

In Vitro (others)

Bioassay Details

Effect : |transmitter releasing Bioassay : control: saline; ref.: fluoxetine title comp. added to blood samples; microdialysis probes placed into blood samples; dialysate efflux collected for 15 min; assayed for 5-hydroxytryptamine levels

Biological Species/NCBI ID

rat

Substance RN

3912379View in Reaxys

Substance Name

70808

Substance Dose

0.300000 µM

Qualitative Results

title comp. significantly increased plasma 5-hydroxytryptamine levels only at 33 μmol/l; diagram

Measurement Parameter

qualitative

Zolkowska, Dorota; Rothman, Richard B.; Baumann, Michael H.; Journal of Pharmacology and Experimental Therapeutics; vol. 318; nb. 2; (2006); p. 604 - 610, View in Reaxys 40 of 83

Substance Effect

Antiobesity

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

In Vitro (others)

Substance RN

3912379View in Reaxys

Substance Name

Phentermine hydrochloride

Measurement Parameter

qualitative

Qualitative value

@

; (2012); Type: Review, Lab: EFF_071212, Owner: EFFECT, Number: 000, Revision: 07.12.2012 00:00:00, View in Reaxys

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

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41 of 83

Substance Effect

Anorectic

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

In Vitro (others)

Substance RN

3912379View in Reaxys

Substance Name

Phentermine hydrochloride

Measurement Parameter

qualitative

Qualitative value

@

; (2012); Type: Review, Lab: EFF_071212, Owner: EFFECT, Number: 000, Revision: 07.12.2012 00:00:00, View in Reaxys 42 of 83

Bioassay Category

Pharmacokinetic

Bioassay Name

Pharmacokinetic

Biological Species/NCBI ID

human Native American; human Black person; human Hispanic; Human Caucasian

Population State

Healthy; Healthy; Healthy; Healthy

Substance RN

3912379View in Reaxys

Substance Name

Phentermine hydrochloride

Substance Dose

15 mg

Substance Route of Adm.

oral administration

Substance Dosing Regimen

Repeated

Measurement Parameter

AUC (0-24 h)

Unit

ng.h/mL

Quantitative value

1171.6

Addy, Carol; Jumes, Patricia; Rosko, Kimberly; Li, Susie; Li, Hankun; Maes, Andrea; Johnson-Levonas, Amy O.; Chodakewitz, Jeffrey; Stoch, S. Aubrey; Wagner, John A.; Journal of Clinical Pharmacology; vol. 49; nb. 10; (2009); p. 1228 1238, View in Reaxys 43 of 83

Bioassay Category

Pharmacokinetic

Bioassay Name

Pharmacokinetic

Biological Species/NCBI ID

human Native American; human Black person; human Hispanic; Human Caucasian

Population State

Healthy; Healthy; Healthy; Healthy

Substance RN

3912379View in Reaxys

Substance Name

Phentermine hydrochloride

Substance Dose

15 mg

Substance Route of Adm.

oral administration

Substance Dosing Regimen

Repeated

Measurement Parameter

Cmax

Unit

ng/mL

Quantitative value

67.4

Addy, Carol; Jumes, Patricia; Rosko, Kimberly; Li, Susie; Li, Hankun; Maes, Andrea; Johnson-Levonas, Amy O.; Chodakewitz, Jeffrey; Stoch, S. Aubrey; Wagner, John A.; Journal of Clinical Pharmacology; vol. 49; nb. 10; (2009); p. 1228 1238, View in Reaxys 44 of 83

Bioassay Category

Pharmacokinetic

Bioassay Name

Pharmacokinetic

Biological Species/NCBI ID

human Native American; human Black person; human Hispanic; Human Caucasian

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Population State

Healthy; Healthy; Healthy; Healthy

Substance RN

3912379View in Reaxys

Substance Name

Phentermine hydrochloride

Substance Dose

15 mg

Substance Route of Adm.

oral administration

Substance Dosing Regimen

Repeated

Measurement Parameter

tmax

Unit

hour

Quantitative value

2

Addy, Carol; Jumes, Patricia; Rosko, Kimberly; Li, Susie; Li, Hankun; Maes, Andrea; Johnson-Levonas, Amy O.; Chodakewitz, Jeffrey; Stoch, S. Aubrey; Wagner, John A.; Journal of Clinical Pharmacology; vol. 49; nb. 10; (2009); p. 1228 1238, View in Reaxys 45 of 83

Bioassay Category

Pharmacokinetic

Bioassay Name

Pharmacokinetic

Biological Species/NCBI ID

human Native American; human Black person; human Hispanic; Human Caucasian

Population State

Healthy; Healthy; Healthy; Healthy

Substance RN

3912379View in Reaxys

Substance Name

Phentermine hydrochloride

Substance Dose

15 mg

Substance Route of Adm.

oral administration

Substance Dosing Regimen

Repeated

Measurement Parameter

t1/2 el

Unit

hour

Quantitative value

19.5

Deviation

4.30000

Addy, Carol; Jumes, Patricia; Rosko, Kimberly; Li, Susie; Li, Hankun; Maes, Andrea; Johnson-Levonas, Amy O.; Chodakewitz, Jeffrey; Stoch, S. Aubrey; Wagner, John A.; Journal of Clinical Pharmacology; vol. 49; nb. 10; (2009); p. 1228 1238, View in Reaxys 46 of 83

Bioassay Category

Pharmacokinetic

Bioassay Name

Pharmacokinetic

Biological Species/NCBI ID

human Native American; human Black person; human Hispanic; Human Caucasian

Population State

Healthy; Healthy; Healthy; Healthy

Substance RN

3912379View in Reaxys

Substance Name

Phentermine hydrochloride

Substance Dose

15 mg

Substance Route of Adm.

oral administration

Substance Dosing Regimen

Repeated

Measurement Parameter

AUC (0-24 h)

Unit

ng.h/mL

Quantitative value

1171.6

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

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Addy, Carol; Jumes, Patricia; Rosko, Kimberly; Li, Susie; Li, Hankun; Maes, Andrea; Johnson-Levonas, Amy O.; Chodakewitz, Jeffrey; Stoch, S. Aubrey; Wagner, John A.; Journal of Clinical Pharmacology; vol. 49; nb. 10; (2009); p. 1228 1238, View in Reaxys 47 of 83

Bioassay Category

Pharmacokinetic

Bioassay Name

Pharmacokinetic

Biological Species/NCBI ID

human Native American; human Black person; human Hispanic; Human Caucasian

Population State

Healthy; Healthy; Healthy; Healthy

Substance RN

3912379View in Reaxys

Substance Name

Phentermine hydrochloride

Substance Dose

15 mg

Substance Route of Adm.

oral administration

Substance Dosing Regimen

Repeated

Measurement Parameter

Cmax

Unit

ng/mL

Quantitative value

67.4

Addy, Carol; Jumes, Patricia; Rosko, Kimberly; Li, Susie; Li, Hankun; Maes, Andrea; Johnson-Levonas, Amy O.; Chodakewitz, Jeffrey; Stoch, S. Aubrey; Wagner, John A.; Journal of Clinical Pharmacology; vol. 49; nb. 10; (2009); p. 1228 1238, View in Reaxys 48 of 83

Bioassay Category

Pharmacokinetic

Bioassay Name

Pharmacokinetic

Biological Species/NCBI ID

human Native American; human Black person; human Hispanic; Human Caucasian

Population State

Healthy; Healthy; Healthy; Healthy

Substance RN

3912379View in Reaxys

Substance Name

Phentermine hydrochloride

Substance Dose

15 mg

Substance Route of Adm.

oral administration

Substance Dosing Regimen

Repeated

Measurement Parameter

tmax

Unit

hour

Quantitative value

2

Addy, Carol; Jumes, Patricia; Rosko, Kimberly; Li, Susie; Li, Hankun; Maes, Andrea; Johnson-Levonas, Amy O.; Chodakewitz, Jeffrey; Stoch, S. Aubrey; Wagner, John A.; Journal of Clinical Pharmacology; vol. 49; nb. 10; (2009); p. 1228 1238, View in Reaxys 49 of 83

Bioassay Category

Pharmacokinetic

Bioassay Name

Pharmacokinetic

Biological Species/NCBI ID

human Native American; human Black person; human Hispanic; Human Caucasian

Population State

Healthy; Healthy; Healthy; Healthy

Substance RN

3912379View in Reaxys

Substance Name

Phentermine hydrochloride

Substance Dose

15 mg

Substance Route of Adm.

oral administration

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

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Substance Dosing Regimen

Repeated

Measurement Parameter

AUC i/AUC (0-24 h)

Quantitative value

1.04

Concomitants: Compound RN

10610881; 10610881

Concomitants: Compound name

Taranabant; Taranabant

Concomitants: Compound role

ICP; ICP

Addy, Carol; Jumes, Patricia; Rosko, Kimberly; Li, Susie; Li, Hankun; Maes, Andrea; Johnson-Levonas, Amy O.; Chodakewitz, Jeffrey; Stoch, S. Aubrey; Wagner, John A.; Journal of Clinical Pharmacology; vol. 49; nb. 10; (2009); p. 1228 1238, View in Reaxys 50 of 83

Bioassay Category

Pharmacokinetic

Bioassay Name

Pharmacokinetic

Biological Species/NCBI ID

human Native American; human Black person; human Hispanic; Human Caucasian

Population State

Healthy; Healthy; Healthy; Healthy

Substance RN

3912379View in Reaxys

Substance Name

Phentermine hydrochloride

Substance Dose

15 mg

Substance Route of Adm.

oral administration

Substance Dosing Regimen

Repeated

Measurement Parameter

Cmax i/Cmax

Quantitative value

0.99

Concomitants: Compound RN

10610881; 10610881

Concomitants: Compound name

Taranabant; Taranabant

Concomitants: Compound role

ICP; ICP

Addy, Carol; Jumes, Patricia; Rosko, Kimberly; Li, Susie; Li, Hankun; Maes, Andrea; Johnson-Levonas, Amy O.; Chodakewitz, Jeffrey; Stoch, S. Aubrey; Wagner, John A.; Journal of Clinical Pharmacology; vol. 49; nb. 10; (2009); p. 1228 1238, View in Reaxys 51 of 83

Bioassay Category

Pharmacokinetic

Bioassay Name

Pharmacokinetic

Biological Species/NCBI ID

human Native American; human Black person; human Hispanic; Human Caucasian

Population State

Healthy; Healthy; Healthy; Healthy

Substance RN

3912379View in Reaxys

Substance Name

Phentermine hydrochloride

Substance Dose

15 mg

Substance Route of Adm.

oral administration

Substance Dosing Regimen

Repeated

Measurement Parameter

AUC (0-24 h)

Unit

ng.h/mL

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

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Quantitative value

1171.6

Addy, Carol; Jumes, Patricia; Rosko, Kimberly; Li, Susie; Li, Hankun; Maes, Andrea; Johnson-Levonas, Amy O.; Chodakewitz, Jeffrey; Stoch, S. Aubrey; Wagner, John A.; Journal of Clinical Pharmacology; vol. 49; nb. 10; (2009); p. 1228 1238, View in Reaxys 52 of 83

Bioassay Category

Pharmacokinetic

Bioassay Name

Pharmacokinetic

Biological Species/NCBI ID

human Native American; human Black person; human Hispanic; Human Caucasian

Population State

Healthy; Healthy; Healthy; Healthy

Substance RN

3912379View in Reaxys

Substance Name

Phentermine hydrochloride

Substance Dose

15 mg

Substance Route of Adm.

oral administration

Substance Dosing Regimen

Repeated

Measurement Parameter

Cmax

Unit

ng/mL

Quantitative value

67.4

Addy, Carol; Jumes, Patricia; Rosko, Kimberly; Li, Susie; Li, Hankun; Maes, Andrea; Johnson-Levonas, Amy O.; Chodakewitz, Jeffrey; Stoch, S. Aubrey; Wagner, John A.; Journal of Clinical Pharmacology; vol. 49; nb. 10; (2009); p. 1228 1238, View in Reaxys 53 of 83

Bioassay Category

Pharmacokinetic

Bioassay Name

Pharmacokinetic

Biological Species/NCBI ID

human Native American; human Black person; human Hispanic; Human Caucasian

Population State

Healthy; Healthy; Healthy; Healthy

Substance RN

3912379View in Reaxys

Substance Name

Phentermine hydrochloride

Substance Dose

15 mg

Substance Route of Adm.

oral administration

Substance Dosing Regimen

Repeated

Measurement Parameter

tmax

Unit

hour

Quantitative value

2

Addy, Carol; Jumes, Patricia; Rosko, Kimberly; Li, Susie; Li, Hankun; Maes, Andrea; Johnson-Levonas, Amy O.; Chodakewitz, Jeffrey; Stoch, S. Aubrey; Wagner, John A.; Journal of Clinical Pharmacology; vol. 49; nb. 10; (2009); p. 1228 1238, View in Reaxys 54 of 83

Bioassay Category

Pharmacokinetic

Bioassay Name

Pharmacokinetic

Biological Species/NCBI ID

human Native American; human Black person; human Hispanic; Human Caucasian

Population State

Healthy; Healthy; Healthy; Healthy

Substance RN

3912379View in Reaxys

Substance Name

Phentermine hydrochloride

Substance Dose

15 mg

Substance Route of Adm.

oral administration

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

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Substance Dosing Regimen

Repeated

Measurement Parameter

t1/2 el

Unit

hour

Quantitative value

19.5

Addy, Carol; Jumes, Patricia; Rosko, Kimberly; Li, Susie; Li, Hankun; Maes, Andrea; Johnson-Levonas, Amy O.; Chodakewitz, Jeffrey; Stoch, S. Aubrey; Wagner, John A.; Journal of Clinical Pharmacology; vol. 49; nb. 10; (2009); p. 1228 1238, View in Reaxys 55 of 83

Bioassay Category

Pharmacokinetic

Bioassay Name

Pharmacokinetic

Biological Species/NCBI ID

human Native American; human Black person; human Hispanic; Human Caucasian

Population State

Healthy; Healthy; Healthy; Healthy

Substance RN

3912379View in Reaxys

Substance Name

Phentermine hydrochloride

Substance Dose

15 mg

Substance Route of Adm.

oral administration

Substance Dosing Regimen

Repeated

Measurement Parameter

AUC i/AUC (0-24 h)

Quantitative value

1.08

Concomitants: Compound RN

10610881; 10610881

Concomitants: Compound name

Taranabant; Taranabant

Concomitants: Compound role

ICP; ICP

Addy, Carol; Jumes, Patricia; Rosko, Kimberly; Li, Susie; Li, Hankun; Maes, Andrea; Johnson-Levonas, Amy O.; Chodakewitz, Jeffrey; Stoch, S. Aubrey; Wagner, John A.; Journal of Clinical Pharmacology; vol. 49; nb. 10; (2009); p. 1228 1238, View in Reaxys 56 of 83

Bioassay Category

Pharmacokinetic

Bioassay Name

Pharmacokinetic

Biological Species/NCBI ID

human Native American; human Black person; human Hispanic; Human Caucasian

Population State

Healthy; Healthy; Healthy; Healthy

Substance RN

3912379View in Reaxys

Substance Name

Phentermine hydrochloride

Substance Dose

15 mg

Substance Route of Adm.

oral administration

Substance Dosing Regimen

Repeated

Measurement Parameter

Cmax i/Cmax

Quantitative value

1.13

Concomitants: Compound RN

10610881; 10610881

Concomitants: Compound name

Taranabant; Taranabant

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

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Concomitants: Compound role

ICP; ICP

Addy, Carol; Jumes, Patricia; Rosko, Kimberly; Li, Susie; Li, Hankun; Maes, Andrea; Johnson-Levonas, Amy O.; Chodakewitz, Jeffrey; Stoch, S. Aubrey; Wagner, John A.; Journal of Clinical Pharmacology; vol. 49; nb. 10; (2009); p. 1228 1238, View in Reaxys 57 of 83

Bioassay Category

Pharmacokinetic

Bioassay Name

Pharmacokinetic

Biological Species/NCBI ID

human Native American; human Black person; human Hispanic; Human Caucasian

Population State

Healthy; Healthy; Healthy; Healthy

Substance RN

3912379View in Reaxys

Substance Name

Phentermine hydrochloride

Substance Dose

15 mg

Substance Route of Adm.

oral administration

Substance Dosing Regimen

Repeated

Measurement Parameter

t1/2 el i/t1/2 el

Quantitative value

1.13

Concomitants: Compound RN

10610881; 10610881

Concomitants: Compound name

Taranabant; Taranabant

Concomitants: Compound role

ICP; ICP

Addy, Carol; Jumes, Patricia; Rosko, Kimberly; Li, Susie; Li, Hankun; Maes, Andrea; Johnson-Levonas, Amy O.; Chodakewitz, Jeffrey; Stoch, S. Aubrey; Wagner, John A.; Journal of Clinical Pharmacology; vol. 49; nb. 10; (2009); p. 1228 1238, View in Reaxys 58 of 83

Bioassay Category

Pharmacokinetic

Bioassay Name

Pharmacokinetic

Biological Species/NCBI ID

human Native American; human Black person; human Hispanic; Human Caucasian

Population State

Healthy; Healthy; Healthy; Healthy

Substance RN

3912379View in Reaxys

Substance Name

Phentermine hydrochloride

Substance Dose

15 mg

Substance Route of Adm.

oral administration

Substance Dosing Regimen

Repeated

Measurement Parameter

AUC (0-24 h)

Unit

ng.h/mL

Quantitative value

1216.2

Concomitants: Compound RN

10610881; 10610881

Concomitants: Compound name

Taranabant; Taranabant

Concomitants: Compound role

ICP; ICP

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Addy, Carol; Jumes, Patricia; Rosko, Kimberly; Li, Susie; Li, Hankun; Maes, Andrea; Johnson-Levonas, Amy O.; Chodakewitz, Jeffrey; Stoch, S. Aubrey; Wagner, John A.; Journal of Clinical Pharmacology; vol. 49; nb. 10; (2009); p. 1228 1238, View in Reaxys 59 of 83

Bioassay Category

Pharmacokinetic

Bioassay Name

Pharmacokinetic

Biological Species/NCBI ID

human Native American; human Black person; human Hispanic; Human Caucasian

Population State

Healthy; Healthy; Healthy; Healthy

Substance RN

3912379View in Reaxys

Substance Name

Phentermine hydrochloride

Substance Dose

15 mg

Substance Route of Adm.

oral administration

Substance Dosing Regimen

Repeated

Measurement Parameter

Cmax

Unit

ng/mL

Quantitative value

66.59

Concomitants: Compound RN

10610881; 10610881

Concomitants: Compound name

Taranabant; Taranabant

Concomitants: Compound role

ICP; ICP

Addy, Carol; Jumes, Patricia; Rosko, Kimberly; Li, Susie; Li, Hankun; Maes, Andrea; Johnson-Levonas, Amy O.; Chodakewitz, Jeffrey; Stoch, S. Aubrey; Wagner, John A.; Journal of Clinical Pharmacology; vol. 49; nb. 10; (2009); p. 1228 1238, View in Reaxys 60 of 83

Bioassay Category

Pharmacokinetic

Bioassay Name

Pharmacokinetic

Biological Species/NCBI ID

human Native American; human Black person; human Hispanic; Human Caucasian

Population State

Healthy; Healthy; Healthy; Healthy

Substance RN

3912379View in Reaxys

Substance Name

Phentermine hydrochloride

Substance Dose

15 mg

Substance Route of Adm.

oral administration

Substance Dosing Regimen

Repeated

Measurement Parameter

tmax

Unit

hour

Quantitative value

3

Concomitants: Compound RN

10610881; 10610881

Concomitants: Compound name

Taranabant; Taranabant

Concomitants: Compound role

ICP; ICP

Addy, Carol; Jumes, Patricia; Rosko, Kimberly; Li, Susie; Li, Hankun; Maes, Andrea; Johnson-Levonas, Amy O.; Chodakewitz, Jeffrey; Stoch, S. Aubrey; Wagner, John A.; Journal of Clinical Pharmacology; vol. 49; nb. 10; (2009); p. 1228 1238, View in Reaxys

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61 of 83

Bioassay Category

Pharmacokinetic

Bioassay Name

Pharmacokinetic

Biological Species/NCBI ID

human Native American; human Black person; human Hispanic; Human Caucasian

Population State

Healthy; Healthy; Healthy; Healthy

Substance RN

3912379View in Reaxys

Substance Name

Phentermine hydrochloride

Substance Dose

15 mg

Substance Route of Adm.

oral administration

Substance Dosing Regimen

Repeated

Measurement Parameter

AUC (0-24 h)

Unit

ng.h/mL

Quantitative value

1261.9

Concomitants: Compound RN

10610881; 10610881

Concomitants: Compound name

Taranabant; Taranabant

Concomitants: Compound role

ICP; ICP

Addy, Carol; Jumes, Patricia; Rosko, Kimberly; Li, Susie; Li, Hankun; Maes, Andrea; Johnson-Levonas, Amy O.; Chodakewitz, Jeffrey; Stoch, S. Aubrey; Wagner, John A.; Journal of Clinical Pharmacology; vol. 49; nb. 10; (2009); p. 1228 1238, View in Reaxys 62 of 83

Bioassay Category

Pharmacokinetic

Bioassay Name

Pharmacokinetic

Biological Species/NCBI ID

human Native American; human Black person; human Hispanic; Human Caucasian

Population State

Healthy; Healthy; Healthy; Healthy

Substance RN

3912379View in Reaxys

Substance Name

Phentermine hydrochloride

Substance Dose

15 mg

Substance Route of Adm.

oral administration

Substance Dosing Regimen

Repeated

Measurement Parameter

Cmax

Unit

ng/mL

Quantitative value

76.49

Concomitants: Compound RN

10610881; 10610881

Concomitants: Compound name

Taranabant; Taranabant

Concomitants: Compound role

ICP; ICP

Addy, Carol; Jumes, Patricia; Rosko, Kimberly; Li, Susie; Li, Hankun; Maes, Andrea; Johnson-Levonas, Amy O.; Chodakewitz, Jeffrey; Stoch, S. Aubrey; Wagner, John A.; Journal of Clinical Pharmacology; vol. 49; nb. 10; (2009); p. 1228 1238, View in Reaxys 63 of 83

Bioassay Category

Pharmacokinetic

Bioassay Name

Pharmacokinetic

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Biological Species/NCBI ID

human Native American; human Black person; human Hispanic; Human Caucasian

Population State

Healthy; Healthy; Healthy; Healthy

Substance RN

3912379View in Reaxys

Substance Name

Phentermine hydrochloride

Substance Dose

15 mg

Substance Route of Adm.

oral administration

Substance Dosing Regimen

Repeated

Measurement Parameter

tmax

Unit

hour

Quantitative value

3

Concomitants: Compound RN

10610881; 10610881

Concomitants: Compound name

Taranabant; Taranabant

Concomitants: Compound role

ICP; ICP

Addy, Carol; Jumes, Patricia; Rosko, Kimberly; Li, Susie; Li, Hankun; Maes, Andrea; Johnson-Levonas, Amy O.; Chodakewitz, Jeffrey; Stoch, S. Aubrey; Wagner, John A.; Journal of Clinical Pharmacology; vol. 49; nb. 10; (2009); p. 1228 1238, View in Reaxys 64 of 83

Bioassay Category

Pharmacokinetic

Bioassay Name

Pharmacokinetic

Biological Species/NCBI ID

human Native American; human Black person; human Hispanic; Human Caucasian

Population State

Healthy; Healthy; Healthy; Healthy

Substance RN

3912379View in Reaxys

Substance Name

Phentermine hydrochloride

Substance Dose

15 mg

Substance Route of Adm.

oral administration

Substance Dosing Regimen

Repeated

Measurement Parameter

t1/2 el

Unit

hour

Quantitative value

22

Deviation

3.40000

Concomitants: Compound RN

10610881; 10610881

Concomitants: Compound name

Taranabant; Taranabant

Concomitants: Compound role

ICP; ICP

Addy, Carol; Jumes, Patricia; Rosko, Kimberly; Li, Susie; Li, Hankun; Maes, Andrea; Johnson-Levonas, Amy O.; Chodakewitz, Jeffrey; Stoch, S. Aubrey; Wagner, John A.; Journal of Clinical Pharmacology; vol. 49; nb. 10; (2009); p. 1228 1238, View in Reaxys 65 of 83

Bioassay Category

In Vivo (Animal models)

Bioassay Name

In vivo Measurement

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Bioassay Details

Effect : |drug interaction Bioassay : further studies: title comp. dosed with cocaine (ca. 3-30 μmol/kg) rats trained to discriminate cocaine (29.4 μmol/kg, i.p.) from saline treated with title comp.; 5 or 15 min after rats tested in two-lever operant-conditioning chambers

Biological Species/NCBI ID

rat

Substance RN

3912379View in Reaxys

Substance Name

70808

Substance Dose

2 µmol/kg

Substance Route of Adm.

intraperitoneal administration

Measurement Parameter

ED50

Unit

µmol/kg

Quantitative value

7.09

Li, Su-Min; Campbell, Bettye L.; Katz, Jonathan L.; Journal of Pharmacology and Experimental Therapeutics; vol. 317; nb. 3; (2006); p. 1088 - 1096, View in Reaxys 66 of 83

Target Name

trace amine-associated receptor 1 [human]

Target Synonyms

ta1; taar1; tar-1; tar1; trace amine receptor 1; trace amine-associated receptor 1; trar1

Target Uniprot ID

q96rj0

Target, Subunit, Species

trace amine-associated receptor 1 [human]

Target Mutant/Chimera Details

trace amine-associated receptor 1 [human]:Wild

Target Species (Bioactivity)

human

Target Transfection

Transfected

Substance Action on Target

Agonist

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

Ca2+ mobilisation

Cells/Cell Lines

CHO cell line

Substance RN

3912379View in Reaxys

Substance Name

49

Measurement Parameter

EC50

Unit

nM

Quantitative value

5470

Deviation

1900

Measurement pX

5.26

Concomitants: Compound name

Calcium-3-dye

Concomitants: Compound role

MAR

Lewin, Anita H.; Navarro, Hernan A.; Wayne Mascarella; Bioorganic and Medicinal Chemistry; vol. 16; nb. 15; (2008); p. 7415 - 7423, View in Reaxys 67 of 83

Target Name

trace amine-associated receptor 1 [human]

Target Synonyms

ta1; taar1; tar-1; tar1; trace amine receptor 1; trace amine-associated receptor 1; trar1

Target Uniprot ID

q96rj0

Target, Subunit, Species

trace amine-associated receptor 1 [human]

Target Mutant/Chimera Details

trace amine-associated receptor 1 [human]:Wild

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Target Species (Bioactivity)

human

Target Transfection

Transfected

Substance Action on Target

Agonist

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

Ca2+ mobilisation

Cells/Cell Lines

CHO cell line

Substance RN

3912379View in Reaxys

Substance Name

49

Measurement Parameter

Emax

Unit

%

Quantitative value

68

Deviation

4

Concomitants: Compound name

Calcium-3-dye

Concomitants: Compound role

MAR

Lewin, Anita H.; Navarro, Hernan A.; Wayne Mascarella; Bioorganic and Medicinal Chemistry; vol. 16; nb. 15; (2008); p. 7415 - 7423, View in Reaxys 68 of 83

Bioassay Category

Toxicity/Safety Pharmacology

Bioassay Details

Lethal dose of the compound in rat after intraperitoneal administration

Biological Species/NCBI ID

rat

Substance RN

3912379View in Reaxys

Qualitative Results

81

Measurement Parameter

LD50

Unit

mg/kg

Quantitative value

81

HOLM; HUUS; KOPF; MOLLER NIELSEN; PETERSEN; Acta pharmacologica et toxicologica; vol. 17; (1960); p. 121 136, View in Reaxys 69 of 83

Bioassay Category

Toxicity/Safety Pharmacology

Bioassay Details

Lethal dose of the compound in rabbit after intravenous administration

Biological Species/NCBI ID

Leporidae

Substance RN

3912379View in Reaxys

Qualitative Results

15

Measurement Parameter

LD50

Unit

mg/kg

Quantitative value

15

M. R. WARREN; D. G. MARSH; C. R. THOMPSON; R. S. SHELTON; T. J. BECKER; The Journal of pharmacology and experimental therapeutics; vol. 79; (1943); p. 187, View in Reaxys 70 of 83

Target Name

Phenylalanyl-tRNA Synthetase 2, Mitochondrial [Escherichia coli]

Target Synonyms

phenylalanyl-trna synthetase 2, mitochondrial

Target, Subunit, Species

Phenylalanyl-tRNA Synthetase 2, Mitochondrial [Escherichia coli]

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71 of 83

72 of 83

Target Mutant/Chimera Details

Phenylalanyl-tRNA Synthetase 2, Mitochondrial [Escherichia coli]:Wild

Target Species (Bioactivity)

Escherichia coli

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Negative free energies of binding to phenylalanyl-tRNA synthetase from Escherichia coli was determined

Biological Species/NCBI ID

Escherichia coli

Substance RN

3912379View in Reaxys

Qualitative Results

Delta F not calculated

Measurement Parameter

qualitative

Measurement Object

Delta F

Target Name

Phenylalanyl-tRNA Synthetase 2, Mitochondrial [Escherichia coli]

Target Synonyms

phenylalanyl-trna synthetase 2, mitochondrial

Target, Subunit, Species

Phenylalanyl-tRNA Synthetase 2, Mitochondrial [Escherichia coli]

Target Mutant/Chimera Details

Phenylalanyl-tRNA Synthetase 2, Mitochondrial [Escherichia coli]:Wild

Target Species (Bioactivity)

Escherichia coli

Substance Action on Target

Radioligand (/ligand)

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Inhibition constant of the compound towards ATP-PPi exchange catalyzed by phenylalanyl-tRNA synthetase from Escherichia coli

Biological Species/NCBI ID

Escherichia coli

Substance RN

3912379View in Reaxys

Measurement Parameter

Ki (inhibition constant)

Unit

µM

Qualitative value

=

Quantitative value

480

Measurement pX

3.32

Target Name

Phenylalanyl-tRNA Synthetase 2, Mitochondrial [Escherichia coli]

Target Synonyms

phenylalanyl-trna synthetase 2, mitochondrial

Target, Subunit, Species

Phenylalanyl-tRNA Synthetase 2, Mitochondrial [Escherichia coli]

Target Mutant/Chimera Details

Phenylalanyl-tRNA Synthetase 2, Mitochondrial [Escherichia coli]:Wild

Target Species (Bioactivity)

Escherichia coli

Substance Action on Target

Inhibitor

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Evaluated for inhibition of Phenylalanyl-tRNA synthetase (from Escherichia coli) catalyzed ATPPPi exchange

Biological Species/NCBI ID

Escherichia coli

Substance RN

3912379View in Reaxys

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73 of 83

74 of 83

Measurement Parameter

Ki (inhibition constant)

Unit

nM

Qualitative value

=

Quantitative value

480000

Measurement pX

3.32

Target Name

Phenylalanyl-tRNA Synthetase 2, Mitochondrial [Escherichia coli]

Target Synonyms

phenylalanyl-trna synthetase 2, mitochondrial

Target, Subunit, Species

Phenylalanyl-tRNA Synthetase 2, Mitochondrial [Escherichia coli]

Target Mutant/Chimera Details

Phenylalanyl-tRNA Synthetase 2, Mitochondrial [Escherichia coli]:Wild

Target Species (Bioactivity)

Escherichia coli

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Negative free energies of binding to Phenylalanyl-tRNA synthetase from Escherichia coli

Biological Species/NCBI ID

Escherichia coli

Substance RN

3912379View in Reaxys

Measurement Parameter

qualitative

Qualitative value

Not Published

Bioassay Category

Pharmacokinetic

Bioassay Details

Time to reach peak blood concentration of the compound in human upon oral administration

Biological Species/NCBI ID

human

Substance RN

3912379View in Reaxys

Qualitative Results

4

Measurement Parameter

tmax

Unit

hour

Quantitative value

4

Clarke's Analysis of Drugs and Poisons, View in Reaxys 75 of 83

Bioassay Category

Pharmacokinetic

Bioassay Details

Peak blood concentration of the compound in human upon oral administration

Biological Species/NCBI ID

human

Substance RN

3912379View in Reaxys

Substance Route of Adm.

oral administration

Qualitative Results

0.1

Measurement Parameter

Cmax

Unit

µg/mL

Quantitative value

0.1

Clarke's Analysis of Drugs and Poisons, View in Reaxys 76 of 83

Bioassay Category

Metabolism/Transport

Bioassay Details

Volume of the distribution of the compound in human

Biological Species/NCBI ID

human

Substance RN

3912379View in Reaxys

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Qualitative Results

3-4

Measurement Parameter

Vd (volume of distribution)

Unit

L/kg

Quantitative value

3.5

Clarke's Analysis of Drugs and Poisons, View in Reaxys 77 of 83

Bioassay Category

Metabolism/Transport

Bioassay Details

Plasma half life of the compound

Biological Species/NCBI ID

human

Substance RN

3912379View in Reaxys

Qualitative Results

19-24

Measurement Parameter

t1/2 el

Unit

hour

Measurement Object

Half Life

Quantitative value

21.5

Clarke's Analysis of Drugs and Poisons, View in Reaxys 78 of 83

Bioassay Category

Pharmacokinetic

Bioassay Details

Urinary excretion of unchanged drug after 24 h of oral administration in human

Biological Species/NCBI ID

human

Substance RN

3912379View in Reaxys

Qualitative Results

70-80

Measurement Parameter

percentage of dose excreted in urine

Unit

%

Quantitative value

75

Clarke's Analysis of Drugs and Poisons, View in Reaxys 79 of 83

Bioassay Category

Toxicity/Safety Pharmacology

Bioassay Details

Lethal dose of the compound in rat after oral administration

Biological Species/NCBI ID

rat

Substance RN

3912379View in Reaxys

Substance Route of Adm.

oral administration

Qualitative Results

188

Measurement Parameter

LD50

Unit

mg/kg

Quantitative value

188

BECKER; Toxicology and applied pharmacology; vol. 3; (1961); p. 256 - 259, View in Reaxys 80 of 83

Bioassay Category

Toxicity/Safety Pharmacology

Bioassay Details

Lethal dose of the compound in mouse after oral administration

Biological Species/NCBI ID

mouse

Substance RN

3912379View in Reaxys

Substance Route of Adm.

oral administration

Qualitative Results

154

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Measurement Parameter

LD50

Unit

mg/kg

Quantitative value

154

BECKER; Toxicology and applied pharmacology; vol. 3; (1961); p. 256 - 259, View in Reaxys 81 of 83

Bioassay Category

Pharmacokinetic

Bioassay Details

Amount excreted during 72hrs

Biological Species/NCBI ID

human

Substance RN

3912379View in Reaxys

Qualitative Results

85

Measurement Parameter

Excretion

Unit

%

Quantitative value

85

Delbeke; Debackere; Arzneimittel-Forschung/Drug Research; vol. 36; nb. 1; (1986); p. 134 - 137, View in Reaxys 82 of 83

Bioassay Category

In Vivo (Animal models)

Bioassay Details

Chemorelease activity of compound was tested in mice heart by injecting norepinephrine-3H into tail vein of mice after sc administration of compound at 10 mg/kg

Biological Species/NCBI ID

mouse

Substance RN

3912379View in Reaxys

Substance Route of Adm.

subcutaneous administration

Measurement Parameter

percentage

Unit

%

Measurement Object

Norepinephrine-3H release

Qualitative value

=

Quantitative value

95

Concomitants: Compound name

[3H]Norepinephrine

Concomitants: Compound role

RAD

Daly; Creveling; Witkop; Journal of medicinal chemistry; vol. 9; nb. 3; (1966); p. 273 - 280, View in Reaxys 83 of 83

Bioassay Category

In Vivo (Animal models)

Bioassay Details

Activity of the compound against chemorelease of norepinephrine-[3H] from mouse heart at 10 mg/kg dose upon s.c. administration relative to control

Biological Species/NCBI ID

mouse

Organs/Tissues

heart

Substance RN

3912379View in Reaxys

Substance Route of Adm.

subcutaneous administration

Measurement Parameter

Activity

Unit

%

Qualitative value

=

Quantitative value

95

Concomitants: Compound name

[3H]Norepinephrine

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Concomitants: Compound role

RAD

Daly; Creveling; Witkop; Journal of medicinal chemistry; vol. 9; nb. 3; (1966); p. 273 - 280, View in Reaxys

Reaxys ID 4623759 View in Reaxys

3/6

H 2N

CAS Registry Number: 118132-96-0 Linear Structure Formula: C10H15N*C7H8O3S Molecular Formula: C7H8O3S*C10H15N Molecular Weight: 321.441 Type of Substance: isocyclic InChI Key: GIWRVBSOECGZLY-UHFFFAOYSA-N Note:

O O

S HO

Substance Label (1) Label References 6e

Koziara, Anna; Zwierzak, Andrzej; Tetrahedron Letters; vol. 28; nb. 51; (1987); p. 6513 - 6516, View in Reaxys

Druglikeness (1) 1 of 1

LogP

3.232

H Bond Donors

2

H Bond Acceptors

4

Rotatable Bonds

3

TPSA

88.77

Lipinski Number

4

Veber Number

2

Melting Point (2) 1 of 2

Melting Point [°C]

169 - 172

Zwierzak, Andrzej; Phosphorus, Sulfur and Silicon and the Related Elements; vol. 75; nb. 1-4; (1993); p. 51 - 54, View in Reaxys 2 of 2

Melting Point [°C]

169 - 172

Solvent (Melting Point)

CHCl3

Koziara, Anna; Zwierzak, Andrzej; Tetrahedron Letters; vol. 28; nb. 51; (1987); p. 6513 - 6516, View in Reaxys

Reaxys ID 18581811 View in Reaxys

4/6 2

H

CAS Registry Number: 1039678-74-4 Linear Structure Formula: C10H2 (2)H13N Molecular Formula: C10H15N Molecular Weight: 162.133 InChI Key: DHHVAGZRUROJKS-BEKAVNSESA-N Note:

2

H

2

2

H

2

H

H

NH 2 2

H H

2

2

H

2H 2

H

2H

2H

2

H

Substance Label (1) Label References 15-d

Ito, Nobuhiro; Watahiki, Tsutomu; Maesawa, Tsuneaki; Maegawa, Tomohiro; Sajiki, Hironao; Synthesis; nb. 9; (2008); p. 1467 - 1478; Art.No: F03608SS, View in Reaxys

Druglikeness (1) 1 of 1

LogP

2.179

H Bond Donors

1

H Bond Acceptors

1

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Rotatable Bonds

2

TPSA

26.02

Lipinski Number

4

Veber Number

2

Reaxys ID 18665544 View in Reaxys

5/6 Chemical Name: phentermine pamoate Linear Structure Formula: C10H15N*C23H16O6 Molecular Formula: C10H15N*C23H16O6 Molecular Weight: 537.612 InChI Key: IYIAKOKJRKKESY-UHFFFAOYSA-N Note:

H 2N

OHHO

O

OH

HO

O

Patent-Specific Data (1) Location in Patent References Page/Page column

Patent; King, Clifford Riley; Bristol, David W.; English, Michael L.; US2014/178480; (2014); (A1) English, View in Reaxys

Druglikeness (1) 1 of 1

H Bond Donors

5

H Bond Acceptors

5

Rotatable Bonds

6

TPSA

141.08

Lipinski Number

2

Veber Number

1

Solubility (MCS) (1) 1 of 1

Location

Paragraph 0212-0218

Comment (Solubility (MCS))

phentermine pamoate insolubility at pH 4.5 and 7.0

Patent; King, Clifford Riley; Bristol, David W.; English, Michael L.; US2014/178480; (2014); (A1) English, View in Reaxys IR Spectroscopy (1) 1 of 1

Description (IR Spectroscopy)

Bands; Spectrum

Solvent (IR Spectroscopy)

potassium bromide

Location

Paragraph 0077

Patent; King, Clifford Riley; Bristol, David W.; English, Michael L.; US2014/178480; (2014); (A1) English, View in Reaxys

Reaxys ID 18692515 View in Reaxys

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6/6

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Chemical Name: phentermine pamoate Linear Structure Formula: 2C10H15N*C23H16O6 Molecular Formula: 2C10H15N*C23H16O6 Molecular Weight: 686.848 InChI Key: IYIAKOKJRKKESY-UHFFFAOYSA-N Note:

H 2N 2

OHHO

O

OH

HO

O

Druglikeness (1) 1 of 1

H Bond Donors

5

H Bond Acceptors

5

Rotatable Bonds

6

TPSA

141.08

Lipinski Number

2

Veber Number

1

IR Spectroscopy (1) 1 of 1

Description (IR Spectroscopy)

FT-IR

Patent; Bristol, David William; King, Clifford Riley; Mitchener, JR., Joseph Pike; Audia, Vicki Haynes; US2008/293695; (2008); (A1) English, View in Reaxys

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