[3] (1S,2S)-(+)-Norpseudoephedrine [C9H13NO] [CAS 492-39-7; InChIKey DLNKOYKMWOXYQA-IONNQARKS by Asch

Query Query

H HO

Results

Date

1 substances in Reaxys

2017-11-08 16h:56m:24s (EST)

NH 2 H

1. Query

Search as: As drawn, No salts, No mixtures, No isotopes, No charges, No radicals

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Reaxys ID 2802895 View in Reaxys

H 2N H

1/1 CAS Registry Number: 492-39-7 Chemical Name: (1S,2S)-2-amino-1-phenylpropanol Linear Structure Formula: H2NCH(CH3)CH(OH)C6H5 Molecular Formula: C9H13NO Molecular Weight: 151.208 Type of Substance: isocyclic InChI Key: DLNKOYKMWOXYQA-IONNQARKSA-N Note:

H OH

Substance Label (16) Label References 20

Martins, Bruna S.; Moro, Angélica V.; Lüdtke, Diogo S.; Journal of Organic Chemistry; vol. 82; nb. 6; (2017); p. 3334 - 3340, View in Reaxys

Balachandran; Chennakesava Rao; Arun; Emi; Yamamoto; Inaguma; Okamoto; Easwaramoorthi; Perumal; RSC Advances; vol. 6; nb. 99; (2016); p. 96946 - 96962, View in Reaxys

Parrott II, Raleigh W.; Hitchcock, Shawn R.; Tetrahedron Asymmetry; vol. 19; nb. 1; (2008); p. 19 - 26, View in Reaxys

Ma, Guoyi; Bavadekar, Supriya A.; Davis, Yolande M.; Lalchandani, Shilpa G.; Nagmani, Rangaswamy; Schaneberg, Brian T.; Khan, Ikhlas A.; Feller, Dennis R.; Journal of Pharmacology and Experimental Therapeutics; vol. 322; nb. 1; (2007); p. 214 - 221, View in Reaxys

1a-(S,S)

Groeper, Jonathan A.; Hitchcock, Shawn R.; Ferrence, Gregory M.; Tetrahedron Asymmetry; vol. 17; nb. 20; (2006); p. 2884 - 2889, View in Reaxys

3b-(1S,2S), (syn)

Purkarthofer, Thomas; Gruber, Karl; Gruber-Khadjawi, Mandana; Waich, Kerstin; Skranc, Wolfgang; Mink, Daniel; Griengl, Herfried; Angewandte Chemie - International Edition; vol. 45; nb. 21; (2006); p. 3454 - 3456, View in Reaxys

Frelek, Jadwiga; Gorecki, Marcin; Jazwinski, Jaroslaw; Masnyk, Marek; Ruskowska, Patrycja; Szmigielski, Rafal; Tetrahedron Asymmetry; vol. 16; nb. 19; (2005); p. 3188 - 3197, View in Reaxys

Tanimori, Shinji; Naka, Toshihito; Kirihata, Mitsunori; Synthetic Communications; vol. 34; nb. 22; (2004); p. 4043 - 4048, View in Reaxys

from trans-4S,5S

Meririnne, Esa; Ellermaa, Satu; Kankaanpaeae, Aino; Bardy, Ali; Seppaelae, Timo; Journal of Pharmacology and Experimental Therapeutics; vol. 309; nb. 3; (2004); p. 1198 - 1205, View in Reaxys

Frelek, Jadwiga; Klimek, Agata; Rukowska, Patrycja; Tetrahedron Asymmetry; vol. 13; nb. 22; (2002); p. 2461 - 2469, View in Reaxys

ent-17

Nishimura, Masaaki; Minakata, Satoshi; Takahashi, Toru; Oderaotoshi, Yoji; Komatsu, Mitsuo; Journal of Organic Chemistry; vol. 67; nb. 7; (2002); p. 2101 - 2110, View in Reaxys

Brandes; Jacobsen; Synlett; nb. SPEC. ISS; (2001); p. 1013 - 1015, View in Reaxys

Wu, Yangjie; Yun, Hongying; Wu, Yusheng; Ding, Kuiling; Zhou, Ying; Tetrahedron Asymmetry; vol. 11; nb. 17; (2000); p. 3543 - 3552, View in Reaxys

alcohol to 13

Neuville, Luc; Chastanet, Jaqueline; Zhu, Jieping; Tetrahedron Letters; vol. 40; nb. 39; (1999); p. 7087 7090, View in Reaxys

Grue-Sorensen; Spenser; Canadian Journal of Chemistry; vol. 67; nb. 6; (1989); p. 998 - 1009, View in Reaxys

Brunner, Henri; Miehling, Wolfgang; Monatshefte fuer Chemie; vol. 115; (1984); p. 1237 - 1254, View in Reaxys

Patent-Specific Data (1) Prophetic ComReferences pound prophetic product

Patent; Booth, Anthony; Caffrey, James L.; US2003/105332; (2003); (A1) English, View in Reaxys

Druglikeness (1) 1 of 1

LogP

0.998

H Bond Donors

H Bond Acceptors

Rotatable Bonds

TPSA

46.25

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Lipinski Number

Veber Number

Highest Clinical Phase (1) Highest Clinical Phase Marketed Related Structure (1) Related Structure References Zur Konfiguration der nachstehend beschriebenen Stereoisomeren vgl. die Angaben ueber die Konfiguration von Ephedrin und Pseudoephedrin. Derivative (4) Comment (Derivative) HCl (19): C9H13NO*HCl: CD

Beilstein Handbook, View in Reaxys

References Dornhege; Snatzke; Tetrahedron; vol. 26; (1970); p. 3059,3060,3064, View in Reaxys

D-mandelate (mp: Jarowski; Hartung; Journal of Organic Chemistry; vol. 8; (1943); p. 564,566, View in Reaxys 170 degree ; <alpha>=-45.3 degree ); Further Data see Handbook (Solubility) Dg-hydrogentartrate (mp: 202 degree ); Further Data see Handbook (Preparation, Mutarotation)

Kanao; Yakugaku Zasshi; vol. 48; (1928); p. 122; Chem. Zentralbl.; vol. 100; nb. I; (1929); p. 240, View in Reaxys; Kanao; Chem. Zentralbl.; vol. 100; nb. II; (1929); p. 2553, View in Reaxys; Nagai; Kanao; Justus Liebigs Annalen der Chemie; vol. 470; (1929); p. 174; Chem. Zentralbl.; vol. 99; nb. II; (1928); p. 2553, View in Reaxys

Lg-hydrogentartrate (mp: 149-151 degree , needles); Further Data see Handbook (Mutarotation)

Gibson; Levin; Journal of the Chemical Society; (1929); p. 2757, View in Reaxys; Smith; Journal of the Chemical Society; (1928); p. 51,52, View in Reaxys

Purification (2) Purification (method) LEC, column: C20-Proline phase, 50 deg C

References Gelber, Loren R.; Karger, Barry L.; Neumeyer, John L.; Feibush, Binyamin; Journal of the American Chemical Society; vol. 106; nb. 25; (1984); p. 7729 - 7734, View in Reaxys

partition with 1.0 Prelog, Vladimir; Mutak, Stjepan; Kovacevic, Krunoslav; Helvetica Chimica Acta; vol. 66; nb. 7; (1983); p. M di(5-nonyl es2279 - 2284, View in Reaxys ter) of (R,R)-tartaric acid/(ClCH2)2 (aq. phase: 0.5 M NaPF6, 0.05 M amin*HCl), 4 deg C Melting Point (7) 1 of 7

Melting Point [°C]

70 - 72

Martins, Bruna S.; Moro, Angélica V.; Lüdtke, Diogo S.; Journal of Organic Chemistry; vol. 82; nb. 6; (2017); p. 3334 - 3340, View in Reaxys 2 of 7

Melting Point [°C]

70 - 72

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Lee, Hyeon-Kyu; Kang, Soyeong; Choi, Eun Bok; Journal of Organic Chemistry; vol. 77; nb. 12; (2012); p. 5454 5460, View in Reaxys 3 of 7

Melting Point [°C]

72 - 74

Groeper, Jonathan A.; Hitchcock, Shawn R.; Ferrence, Gregory M.; Tetrahedron Asymmetry; vol. 17; nb. 20; (2006); p. 2884 - 2889, View in Reaxys 4 of 7

Melting Point [°C]

78 - 79

McKenzie; Luis; Mitchell; Chemische Berichte; vol. 65; (1932); p. 798,803, View in Reaxys 5 of 7

Melting Point [°C]

77.5 - 78

Solvent (Melting Point)

benzene

Kanao; Chem. Zentralbl.; vol. 100; nb. I; (1929); p. 241, View in Reaxys; Nagai; Kanao; Justus Liebigs Annalen der Chemie; vol. 470; (1929); p. 174; Chem. Zentralbl.; vol. 99; nb. II; (1928); p. 2553, View in Reaxys 6 of 7

Melting Point [°C]

Gibson; Levin; Journal of the Chemical Society; (1929); p. 2757, View in Reaxys 7 of 7

Melting Point [°C]

77 - 78

Smith; Journal of the Chemical Society; (1928); p. 51,52, View in Reaxys Association (MCS) (2) 1 of 2

Description (Association Further physical properties of the complex (MCS)) Solvent (Association (MCS))

ethanol

Comment (Association (MCS))

ambient temperature

Partner (Association (MCS))

rhodium(II) acetate

Frelek, Jadwiga; Gorecki, Marcin; Jazwinski, Jaroslaw; Masnyk, Marek; Ruskowska, Patrycja; Szmigielski, Rafal; Tetrahedron Asymmetry; vol. 16; nb. 19; (2005); p. 3188 - 3197, View in Reaxys 2 of 2

Description (Association Further physical properties of the complex (MCS)) Solvent (Association (MCS))

dimethylsulfoxide

Partner (Association (MCS))

Mo2(OAc)4

Frelek, Jadwiga; Klimek, Agata; Rukowska, Patrycja; Tetrahedron Asymmetry; vol. 13; nb. 22; (2002); p. 2461 2469, View in Reaxys Chromatographic Data (5) Chromatographic Location data

References

HPLC (High performance liquid chromatography)

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

GC (Gas chromatography)

Robayo, Diego A. Sánchez; Mendez, William F. Garzón; Ocampo, Gonzalo Taborda; Moreano, Milton Rosero; Journal of the Brazilian Chemical Society; vol. 27; nb. 6; (2016); p. 992 - 997, View in Reaxys; Ademiluyi, Adedayo O.; Ogunsuyi, Opeyemi B.; Oboh, Ganiyu; NeuroToxicology; vol. 56; (2016); p. 107 - 117, 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, SoHee; 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

HPLC (High performance liquid chromatography)

supporting information

Sehl, Torsten; Hailes, Helen C.; Ward, John M.; Menyes, Ulf; Pohl, Martina; Rother, Doerte; Green Chemistry; vol. 16; nb. 6; (2014); p. 3341 - 3348, View in Reaxys

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GC (Gas chroma- supporting infortography) mation

Sehl, Torsten; Hailes, Helen C.; Ward, John M.; Wardenga, Rainer; Von Lieres, Eric; Offermann, Heike; Westphal, Robert; Pohl, Martina; Rother, Doerte; Angewandte Chemie - International Edition; vol. 52; nb. 26; (2013); p. 6772 - 6775; Angew. Chem.; vol. 125; nb. 26; (2013); p. 6904 - 6908,5, View in Reaxys

Crystal Phase (1) Description (Crys- Temperature tal Phase) (Crystal Phase) [°C]

References

Crystal structure determination

Groeper, Jonathan A.; Hitchcock, Shawn R.; Ferrence, Gregory M.; Tetrahedron Asymmetry; vol. 17; nb. 20; (2006); p. 2884 - 2889, View in Reaxys

-100.15

Crystal Property Description (3) Colour & Other References Properties white

Martins, Bruna S.; Moro, Angélica V.; Lüdtke, Diogo S.; Journal of Organic Chemistry; vol. 82; nb. 6; (2017); p. 3334 - 3340, View in Reaxys

white

Lee, Hyeon-Kyu; Kang, Soyeong; Choi, Eun Bok; Journal of Organic Chemistry; vol. 77; nb. 12; (2012); p. 5454 - 5460, View in Reaxys

Prismen oder Tafeln

Crystal System (1) Crystal System References monoclinic

Groeper, Jonathan A.; Hitchcock, Shawn R.; Ferrence, Gregory M.; Tetrahedron Asymmetry; vol. 17; nb. 20; (2006); p. 2884 - 2889, View in Reaxys

Further Information (1) Description (Fur- References ther Information) Further information

Dornhege; Snatzke; Tetrahedron; vol. 26; (1970); p. 3059,3060,3064, View in Reaxys

Mutarotation (6) 1 of 6

Type (Mutarotation)

[M]

Comment (Mutarotation) Loesungen in Aceton zeigen Mutarotation. Lesslie; Turner; Winton; Journal of the Chemical Society; (1941); p. 257, View in Reaxys 2 of 6

Type (Mutarotation)

[alpha]

Concentration (Mutarotation)

p=4.8

Solvent (Mutarotation)

ethanol

Mutarotation [deg]

33.1

Wavelength (Mutarotation) [nm]

589

Temperature (Mutarotation) [°C]

Nagai; Kanao; Justus Liebigs Annalen der Chemie; vol. 470; (1929); p. 104, View in Reaxys 3 of 6

Type (Mutarotation)

[alpha]

Concentration (Mutarotation)

c=0.7

Solvent (Mutarotation)

methanol

Mutarotation [deg]

37.5

Wavelength (Mutarotation) [nm]

546.1

Temperature (Mutarotation) [°C]

Gibson; Levin; Journal of the Chemical Society; (1929); p. 2757, View in Reaxys

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4 of 6

Type (Mutarotation)

[alpha]

Concentration (Mutarotation)

c=1.2

Solvent (Mutarotation)

H2O

Mutarotation [deg]

24.7

Wavelength (Mutarotation) [nm]

546.1

Temperature (Mutarotation) [°C]

Gibson; Levin; Journal of the Chemical Society; (1929); p. 2757, View in Reaxys 5 of 6

Type (Mutarotation)

[alpha]

Concentration (Mutarotation)

c=3

Solvent (Mutarotation)

methanol

Mutarotation [deg]

32.2

Wavelength (Mutarotation) [nm]

579

Temperature (Mutarotation) [°C]

Gibson; Levin; Journal of the Chemical Society; (1929); p. 2757, View in Reaxys; Smith; Journal of the Chemical Society; (1928); p. 51,52, View in Reaxys 6 of 6

Type (Mutarotation)

[alpha]

Concentration (Mutarotation)

c=3

Solvent (Mutarotation)

methanol

Mutarotation [deg]

37.9

Wavelength (Mutarotation) [nm]

546.1

Temperature (Mutarotation) [°C]

Gibson; Levin; Journal of the Chemical Society; (1929); p. 2757, View in Reaxys; Smith; Journal of the Chemical Society; (1928); p. 51,52, View in Reaxys Optical Rotatory Power (7) 1 of 7

Type (Optical Rotatory Power)

[alpha]

Concentration (Optical Rotatory Power)

0.065 g/100ml

Solvent (Optical Rotatory Power)

ethanol

Optical Rotatory Power [deg]

47.6

Wavelength (Optical Ro- 589 tatory Power) [nm] Temperature (Optical Rotatory Power) [°C]

Martins, Bruna S.; Moro, Angélica V.; Lüdtke, Diogo S.; Journal of Organic Chemistry; vol. 82; nb. 6; (2017); p. 3334 - 3340, View in Reaxys 2 of 7

Type (Optical Rotatory Power)

[alpha]

Concentration (Optical Rotatory Power)

3.49 g/100ml

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Enantiomeric excess [%ee]

Solvent (Optical Rotatory Power)

ethanol

Optical Rotatory Power [deg]

31.8

Wavelength (Optical Ro- 589 tatory Power) [nm] Temperature (Optical Rotatory Power) [°C]

Lee, Hyeon-Kyu; Kang, Soyeong; Choi, Eun Bok; Journal of Organic Chemistry; vol. 77; nb. 12; (2012); p. 5454 5460, View in Reaxys 3 of 7

Type (Optical Rotatory Power)

[alpha]

Concentration (Optical Rotatory Power)

3.49 g/100ml

Length of Path [cm]

Solvent (Optical Rotatory Power)

ethanol

Optical Rotatory Power [deg]

31.8

Wavelength (Optical Ro- 589 tatory Power) [nm] Temperature (Optical Rotatory Power) [°C]

Groeper, Jonathan A.; Hitchcock, Shawn R.; Ferrence, Gregory M.; Tetrahedron Asymmetry; vol. 17; nb. 20; (2006); p. 2884 - 2889, View in Reaxys 4 of 7

Type (Optical Rotatory Power)

[alpha]

Concentration (Optical Rotatory Power)

1.0 g/100ml

Solvent (Optical Rotatory Power)

ethanol

Optical Rotatory Power [deg]

31.2

Wavelength (Optical Ro- 589 tatory Power) [nm] Temperature (Optical Rotatory Power) [°C]

Ishida, Keishi; Matsuda, Hisashi; Okita, Yuji; Murakami, Masahiro; Tetrahedron; vol. 58; nb. 38; (2002); p. 7645 - 7652, View in Reaxys 5 of 7

Type (Optical Rotatory Power)

[alpha]

Concentration (Optical Rotatory Power)

0.5 g/100ml

Solvent (Optical Rotatory Power)

ethanol

Optical Rotatory Power [deg]

15.5

Wavelength (Optical Ro- 546 tatory Power) [nm] Temperature (Optical Rotatory Power) [°C]

-15.3

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Dopke; Schwertner; Pharmazie; vol. 45; nb. 11; (1990); p. 867 - 867, View in Reaxys 6 of 7

Type (Optical Rotatory Power)

[alpha]

Optical Rotatory Power [deg]

-31

Wavelength (Optical Ro- 589 tatory Power) [nm] Temperature (Optical Rotatory Power) [°C]

Patent; Deutsche Gold- und Silber-Scheideanstalt; CH592617; (1977); DE2304055; Chem.Abstr.; vol. 81; nb. 136526, View in Reaxys 7 of 7

Type (Optical Rotatory Power)

[alpha]

Concentration (Optical Rotatory Power)

c=0.7

Solvent (Optical Rotatory Power)

methanol

Optical Rotatory Power [deg]

38.1

Wavelength (Optical Ro- 546 tatory Power) [nm] Temperature (Optical Rotatory Power) [°C]

McKenzie; Luis; Mitchell; Chemische Berichte; vol. 65; (1932); p. 798,803, View in Reaxys Space Group (1) Space Group 4

References Groeper, Jonathan A.; Hitchcock, Shawn R.; Ferrence, Gregory M.; Tetrahedron Asymmetry; vol. 17; nb. 20; (2006); p. 2884 - 2889, View in Reaxys

NMR Spectroscopy (19) 1 of 19

Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

400

Location

supporting information

Martins, Bruna S.; Moro, Angélica V.; Lüdtke, Diogo S.; Journal of Organic Chemistry; vol. 82; nb. 6; (2017); p. 3334 - 3340, View in Reaxys 2 of 19

Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

100

Location

supporting information

Martins, Bruna S.; Moro, Angélica V.; Lüdtke, Diogo S.; Journal of Organic Chemistry; vol. 82; nb. 6; (2017); p. 3334 - 3340, View in Reaxys

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3 of 19

Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

600

Location

supporting information

Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectro- chloroform-d1 scopy) Location

supporting information

Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- chloroform-d1 scopy) Frequency (NMR Spectroscopy) [MHz]

300

Location

supporting information

Lee, Hyeon-Kyu; Kang, Soyeong; Choi, Eun Bok; Journal of Organic Chemistry; vol. 77; nb. 12; (2012); p. 5454 5460, View in Reaxys 6 of 19

Description (NMR Spec- Chemical shifts; Spectrum troscopy) Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectro- chloroform-d1 scopy) Temperature (NMR Spectroscopy) [°C]

23.44

Frequency (NMR Spectroscopy) [MHz]

125

Location

supporting information

Lee, Hyeon-Kyu; Kang, Soyeong; Choi, Eun Bok; Journal of Organic Chemistry; vol. 77; nb. 12; (2012); p. 5454 5460, View in Reaxys 7 of 19

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectro- CDCl3 scopy)

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Frequency (NMR Spectroscopy) [MHz]

100

Groeper, Jonathan A.; Hitchcock, Shawn R.; Ferrence, Gregory M.; Tetrahedron Asymmetry; vol. 17; nb. 20; (2006); p. 2884 - 2889, View in Reaxys 8 of 19

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- CDCl3 scopy) Frequency (NMR Spectroscopy) [MHz]

400

Groeper, Jonathan A.; Hitchcock, Shawn R.; Ferrence, Gregory M.; Tetrahedron Asymmetry; vol. 17; nb. 20; (2006); p. 2884 - 2889, View in Reaxys 9 of 19

Nucleus (NMR Spectroscopy)

Coupling Nuclei

Solvents (NMR Spectro- CDCl3 scopy) Frequency (NMR Spectroscopy) [MHz]

400

Groeper, Jonathan A.; Hitchcock, Shawn R.; Ferrence, Gregory M.; Tetrahedron Asymmetry; vol. 17; nb. 20; (2006); p. 2884 - 2889, View in Reaxys 10 of 19

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectro- CDCl3 scopy) Frequency (NMR Spectroscopy) [MHz]

125

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- CDCl3 scopy) Frequency (NMR Spectroscopy) [MHz]

500

Nucleus (NMR Spectroscopy)

Coupling Nuclei

Solvents (NMR Spectro- CDCl3 scopy) Frequency (NMR Spectroscopy) [MHz]

500

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Nucleus (NMR Spectroscopy)

Coupling Nuclei

Solvents (NMR Spectro- dimethylsulfoxide-d6 scopy) Temperature (NMR Spectroscopy) [°C]

26.85

Frequency (NMR Spectroscopy) [MHz]

600

Ishida, Keishi; Matsuda, Hisashi; Okita, Yuji; Murakami, Masahiro; Tetrahedron; vol. 58; nb. 38; (2002); p. 7645 - 7652, View in Reaxys 14 of 19

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- dimethylsulfoxide-d6 scopy) Temperature (NMR Spectroscopy) [°C]

26.85

Frequency (NMR Spectroscopy) [MHz]

600

Ishida, Keishi; Matsuda, Hisashi; Okita, Yuji; Murakami, Masahiro; Tetrahedron; vol. 58; nb. 38; (2002); p. 7645 - 7652, View in Reaxys 15 of 19

Description (NMR Spec- Spectrum troscopy) Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectro- D2O scopy) Grue-Sorensen; Spenser; Journal of the American Chemical Society; vol. 115; nb. 5; (1993); p. 2052 - 2054, View in Reaxys 16 of 19

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

Jackson, W. Roy; Jacobs, Howard A.; Jayatilake, Gamini S.; Matthews, Barry R.; Watson, Keith G.; Australian Journal of Chemistry; vol. 43; nb. 12; (1990); p. 2045 - 2062, View in Reaxys 17 of 19

Description (NMR Spec- Spin-spin coupling constants troscopy) Comment (NMR Spectroscopy)

1H-1H

Jackson, W. Roy; Jacobs, Howard A.; Jayatilake, Gamini S.; Matthews, Barry R.; Watson, Keith G.; Australian Journal of Chemistry; vol. 43; nb. 12; (1990); p. 2045 - 2062, View in Reaxys 18 of 19

Description (NMR Spec- Chemical shifts troscopy) Nucleus (NMR Spectroscopy)

Solvents (NMR Spectro- CDCl3 scopy) Lamant; Guignard; Helvetica Chimica Acta; vol. 70; nb. 5; (1987); p. 1279 - 1285, View in Reaxys

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19 of 19

Description (NMR Spec- Spin-spin coupling constants troscopy) Solvents (NMR Spectro- CDCl3 scopy) Comment (NMR Spectroscopy)

1H-1H

Lamant; Guignard; Helvetica Chimica Acta; vol. 70; nb. 5; (1987); p. 1279 - 1285, View in Reaxys IR Spectroscopy (3) 1 of 3

Description (IR Spectroscopy)

ATR (attenuated total reflectance); Bands

Martins, Bruna S.; Moro, Angélica V.; Lüdtke, Diogo S.; Journal of Organic Chemistry; vol. 82; nb. 6; (2017); p. 3334 - 3340, View in Reaxys 2 of 3

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

nujol

Groeper, Jonathan A.; Hitchcock, Shawn R.; Ferrence, Gregory M.; Tetrahedron Asymmetry; vol. 17; nb. 20; (2006); p. 2884 - 2889, View in Reaxys 3 of 3

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

CCl4

Comment (IR Spectroscopy)

3500 - 1550 cm**(-1)

Lamant; Guignard; Helvetica Chimica Acta; vol. 70; nb. 5; (1987); p. 1279 - 1285, View in Reaxys Mass Spectrometry (6) Description (Mass Comment (Mass Spectrometry) Spectrometry)

References

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; 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); timeof-flight mass spectra (TOFMS); spectrum

Martins, Bruna S.; Moro, Angélica V.; Lüdtke, Diogo S.; Journal of Organic Chemistry; vol. 82; nb. 6; (2017); p. 3334 - 3340, View in Reaxys

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

HRMS (High resolution mass spectrometry); EI (Electron impact); Spectrum

Lee, Hyeon-Kyu; Kang, Soyeong; Choi, Eun Bok; Journal of Organic Chemistry; vol. 77; nb. 12; (2012); p. 5454 - 5460, View in Reaxys

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

mol peak

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

12/69

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Tandem mass spectrometry; Spectrum spectrum Use (5) Use Pattern

Lamant; Guignard; Helvetica Chimica Acta; vol. 70; nb. 5; (1987); p. 1279 - 1285, View in Reaxys References

pharmaceutical dosage forms with impeded extractability

Patent; BASF AKTIENGESELLSCHAFT; US2006/62847; (2006); (A1) English, View in Reaxys

sympathomimetic

Patent; BASF AKTIENGESELLSCHAFT; US2006/62847; (2006); (A1) English, View in Reaxys

α-adrenoreceptor antagonist

Patent; DOV PHARMACEUTICAL, INC.; WO2006/102029; (2006); (A2) English, View in Reaxys

anti-incontinence agent

Patent; DOV PHARMACEUTICAL, INC.; WO2006/102029; (2006); (A2) English, View in Reaxys

Additional therapeutical agent in pharmaceutical compositions

Patent; MERCK PATENT GMBH; WO2004/54970; (2004); (A1) German, View in Reaxys

Isolation from Natural Product (15) Isolation from References Natural Product leaves of Khat Atlabachew, Minaleshewa; Combrinck, Sandra; Viljoen, Alvaro M.; Hamman, Josias H.; Gouws, Chris(Catha edulis na; Journal of Ethnopharmacology; vol. 194; (2016); p. 307 - 315, View in Reaxys Vahl. Endl.), collected from ZegiePeninsula(N11° 43′, E 37° 20′), Bahirdar,Ethiopia dried leaves of Atlabachew, Minaleshewa; Chandravanshi, Bhagwan Singh; Redi-Abshiro, Mesfin; Torto, Nelson; ChiCatha edulis gome, Samuel; Pule, Bellah Oreeditse; Bulletin of the Chemical Society of Ethiopia; vol. 27; nb. 3; (2013); Forsk (Khat); col- p. 347 - 358, View in Reaxys lected from Zenzelima, the Bahir Dar area, Ethiopia twigs and fresh Atlabachew, Minaleshewa; Chandravanshi, Bhagwan Singh; Redi-Abshiro, Mesfin; Torto, Nelson; Chitender leaves of gome, Samuel; Pule, Bellah Oreeditse; Bulletin of the Chemical Society of Ethiopia; vol. 27; nb. 3; (2013); Catha edulis p. 347 - 358, View in Reaxys Forsk (Khat); collected from Sebeta, Ethiopia Ephedra gerardiana sikkimensis

Grue-Sorensen; Spenser; Canadian Journal of Chemistry; vol. 67; nb. 6; (1989); p. 998 - 1009, View in Reaxys

Aus Catha edulis

Ruecker et al.; Planta Medica; vol. 24; (1973); p. 61,62, View in Reaxys

ueber die Stammpflanze dieser Droge, auf die sich auch die ersten Angaben ueber das Vorkommen von Ephedrin beziehen

Kanao; Chemische Berichte; vol. 63; (1930); p. 97, View in Reaxys

besteht eine gewisse Unsicherheit

Wehmer,C.; Die Pflanzenstoffe, 2.Aufl.Bd.I <Jena 1929>,S.58,59, View in Reaxys; Hagers; Handbuch der pharmazeutischen Praxis <Berlin 1925>,S.1205, View in Reaxys; Chen; Schmidt; Medicine; vol. 9; (1930); p. 8, View in Reaxys; Merck,E.; E. Merck's Jahresberichte; vol. 30; (1916); p. 49, View in Reaxys

nach einer neue- Gilg; Schuerhoff; Archiv der Pharmazie (Weinheim, Germany); (1930); p. 233,236,239, View in Reaxys ren Untersuchung

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besteht Ma Chen; Journal of the American Pharmaceutical Association (1912-1977); vol. 14; (1925); p. 190, Huang aus den View in Reaxys; Gilg; Schuerhoff; Archiv der Pharmazie (Weinheim, Germany); (1930); p. 233,236,239, jungen Stengeltei- View in Reaxys len von Ephedra sinica Stapf. oder (in der Literatur faelschlich als E.equisetina Bunge bezeichneter) E.shennungiana Tang n. sp. und ist gelegentlich mit anderen Ephedra-Arten verfaelscht. Morphologische Unterscheidung einiger EphedraArten

Chen; Journal of the American Pharmaceutical Association (1912-1977); vol. 14; (1925); p. 190, View in Reaxys; Gilg; Schuerhoff; Archiv der Pharmazie (Weinheim, Germany); (1930); p. 233,236,239, View in Reaxys

ist als (+)-Norpseudoephedrin erkannt worden

Wolfes; Archiv der Pharmazie (Weinheim, Germany); (1930); p. 82, View in Reaxys

Isolierung aus Blaettern von Catha edulis

Wolfes; Archiv der Pharmazie (Weinheim, Germany); (1930); p. 82, View in Reaxys

In der chinesischen Droge Ma Huang

Nagai; Kanao; Yakugaku Zasshi; vol. 48; (1928); p. 101; Chem. Zentralbl.; vol. 99; nb. II; (1928); p. 2553, View in Reaxys; Smith; Journal of the Chemical Society; (1928); p. 51,52, View in Reaxys

Isolierung aus Rueckstaenden der EphedrinFabrikation

Nagai; Kanao; Yakugaku Zasshi; vol. 48; (1928); p. 101; Chem. Zentralbl.; vol. 99; nb. II; (1928); p. 2553, View in Reaxys; Smith; Journal of the Chemical Society; (1928); p. 51,52, View in Reaxys

Das aus den Blaettern von Catha edulis Forsk. (arabisch Kat) isolierte Katin (Cathin)

Stockman; Pharmaceutical Journal; vol. <4>35; p. 676; Chem. Zentralbl.; vol. 84; nb. I; (1913); p. 178, View in Reaxys; Chevalier; Bulletin des Sciences Pharmacologiques; vol. 18; p. 270; Chem. Zentralbl.; vol. 83; nb. I; (1912); p. 371, View in Reaxys; Beitter; Archiv der Pharmazie (Weinheim, Germany); vol. 239; (1901); p. 24, View in Reaxys

Medchem (148) 1 of 148

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

In Vitro (others)

Bioassay Details

Effect : |agonist Target : human embryonic kidney 293 cells expressing human α1A-ARBioassay : control: untreated cells; reference compound: L-phenylephrine (EC50: 2.01 μM); AR: adrenergic receptors; TRE-LUC: phorbol ester-response element-luciferase gene cells transfected with TRE-LUC; treated with title comp. (20 h); cells lysed; luciferase activity detd. using TopCount Microplate Scintillation and luminescence counter; data normalized relative to luciferase changes of 3E-4 M L-phenylephrine

Substance RN

2802895View in Reaxys

Substance Name

1466720

Substance Dose

0.300000 mM

Qualitative Results

title comp. at 0.3 mM had little effect on human α1A-AR; title comp. gave response that was <12% of L-phenylephrine maximum; fig.

Measurement Parameter

Qualitative

Bioassay Category

In Vitro (Efficacy)

14/69

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Bioassay Name

In Vitro (others)

Bioassay Details

Effect : |agonist Target : Chinese hamster ovary cells expressing human α2A-ARBioassay : reference compound: medetomidine (EC50: 79.8 nM); AR: adrenergic receptors; CRE-LUC: cAMP-response element-luciferase; data normalized relative to luciferase changes of 3E-6 M forskolin cells transfected with 6 CRE-LUC; treated with title comp. and forskolin for 4 h; cells lysed; luciferase activity measured using Luclite assay kit; conc.-dependent reversal of forskolin-induced luciferase changes detd. to assess agonist activity

Substance RN

2802895View in Reaxys

Substance Name

1466720

Substance Dose

300 µM

Measurement Parameter

Qualitative

Qualitative value

Measurement pX

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

In Vitro (others)

Bioassay Details

Effect : |agonist Target : Chinese hamster ovary cells expressing human α2C-ARBioassay : reference compound: medetomidine (EC50: 78.3 nM); AR: adrenergic receptors; CRE-LUC: cAMP-response element-luciferase; data normalized relative to luciferase changes of 3E-6 M forskolin cells transfected with 6 CRE-LUC; treated with title comp. and forskolin for 4 h; cells lysed; luciferase activity measured using Luclite assay kit; conc.-dependent reversal of forskolin-induced luciferase changes detd. to assess agonist activity

Substance RN

2802895View in Reaxys

Substance Name

1466720

Substance Dose

300 µM

Measurement Parameter

Qualitative

Qualitative value

Measurement pX

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

In Vitro (others)

Bioassay Details

Effect : |antagonist Target : human embryonic kidney 293 cells expressing human α1AARBioassay : control: untreated cells; AR: adrenergic receptors; TRE-LUC: phorbol esterresponse element-luciferase gene; TMS: TopCount Microplate Scintillation and luminescence counter cells transfected with TRE-LUC; title comp. added to cells; 15 min later, Lphenylephrine added; incubated for 20 h; cells lysed; luciferase activity detd. using TMS; data normalized relative to luciferase changes of 3E-4 M L-phenylephrine

Substance RN

2802895View in Reaxys

Substance Name

1466720

Measurement Parameter

Unit

µM

Quantitative value

16.9

Measurement pX

4.77

15/69

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Bioassay Category

In Vitro (Efficacy)

Bioassay Name

In Vitro (others)

Bioassay Details

Effect : |receptor; binding activity Target : Chinese hamster ovary cells expressing human α2A-ARBioassay : AR: adrenergic receptors; reference compound: medetomidine (pKi: 6.15) cells incubated with title comp. and <3H>rauwolscine for 1 h at 37 deg C in Tris-EDTA buffer; filtered; radioactivity on filter discs measured using liquid scintillation analyzer; nonspecific binding detd. in presence of 10 μM phentolamine; Ki detd.

Substance RN

2802895View in Reaxys

Substance Name

1466720

Substance Dose

1.00000E-11 M

Measurement Parameter

pKi

Quantitative value

4.32

Measurement pX

4.32

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

In Vitro (others)

Bioassay Details

Effect : |receptor; binding activity Target : Chinese hamster ovary cells expressing human α2C-ARBioassay : AR: adrenergic receptors; reference compound: medetomidine (pKi: 7.65) cells incubated with title comp. and <3H>rauwolscine for 1 h at 37 deg C in Tris-EDTA buffer; filtered; radioactivity on filter discs measured using liquid scintillation analyzer; nonspecific binding detd. in presence of 10 μM phentolamine; Ki detd.

Substance RN

2802895View in Reaxys

Substance Name

1466720

Substance Dose

1.00000E-11 M

Measurement Parameter

pKi

Quantitative value

4.5

Measurement pX

4.5

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

In Vitro (others)

Bioassay Details

Effect : |receptor; binding activity Target : human embryonic kidney 293 cells expressing human α1A-ARBioassay : AR: adrenergic receptors; reference compounds: L-phenylephrine (pKi: 6.32) and oxymetazoline (pKi: 8.11) cells incubated with title comp. and <3H>prazosin for 1 h at 37 deg C in Tris-EDTA buffer; filtered; radioactivity on filter discs measured using liquid scintillation analyzer; nonspecific binding determined in presence of 10 μM phentolamine; Ki detd.

Substance RN

2802895View in Reaxys

Substance Name

1466720

Substance Dose

1.00000E-11 M

Measurement Parameter

pKi

Quantitative value

4.57

16/69

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Measurement pX

4.57

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

In Vitro (others)

Bioassay Details

Effect : |antagonist Target : Chinese hamster ovary cells expressing human α2A-ARBioassay : control: untreated cells; AR: adrenergic receptors; data normalized relative to luciferase changes of 3E-6 M forskolin; IC50: effective conc. of title comp. that reversed the inhibitory effect of medetomidine on maximum cAMP response of forskolin cells transfected with cAMP-response element-luciferase; title comp. added to cells; medetomidine added; 15 min later, forskolin added and incubated for 4 h; cells lysed; luciferase activity detd. using Luclite assay kit

Substance RN

2802895View in Reaxys

Substance Name

1466720

Substance Dose

1 µM

Measurement Parameter

IC50

Unit

µM

Quantitative value

7.9

Measurement pX

5.1

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

In Vitro (others)

Bioassay Details

Effect : |antagonist Target : Chinese hamster ovary cells expressing human α2C-ARBioassay : control: untreated cells; AR: adrenergic receptors; data normalized relative to luciferase changes of 3E-6 M forskolin; IC50: effective conc. of title comp. that reversed the inhibitory effect of medetomidine on maximum cAMP response of forskolin cells transfected with cAMP-response element-luciferase; title comp. added to cells; medetomidine added; 15 min later, forskolin added and incubated for 4 h; cells lysed; luciferase activity detd. using Luclite assay kit

Substance RN

2802895View in Reaxys

Substance Name

1466720

Substance Dose

1 µM

Measurement Parameter

IC50

Unit

µM

Quantitative value

17.4

Measurement pX

4.76

Target Name

Solute carrier family 22 member 5 [human]

Target Synonyms

high-affinity sodium-dependent carnitine cotransporter; octn2; organic cation/carnitine transporter 2; slc22a5; solute carrier family 22 member 5

Target Uniprot ID

o76082

Target, Subunit, Species Solute carrier family 22 member 5 [human] Target Mutant/Chimera Details

Solute carrier family 22 member 5 [human]:Wild

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11 of 148

Target Species (Bioactivity)

human

Target Transfection

Non Transfected

Substance Action on Target

Inhibitor

Bioassay Category

Metabolism/Transport

Bioassay Name

Flux uptake

Cells/Cell Lines

BeWo

Substance RN

2802895View in Reaxys

Substance Name

(+)-Nor-Epi-Ephedrine

Measurement Parameter

IC50

Unit

Quantitative value

9.2

Deviation

3.90000

Measurement pX

2.04

Concomitants: Compound RN

5357404

Concomitants: Compound name

[3H]-L-Carnitine Hydrochloride

Concomitants: Compound role

SUB

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

In Vitro (others)

Substance RN

2802895View in Reaxys

Substance Name

1466720

Qualitative Results

has a weak dopamine release effect on rat striatal tissue in vitro

Measurement Parameter

Qualitative

Kalix; Geisshusler; Brenneisen; Journal of Pharmacy and Pharmacology; vol. 39; nb. 2; (1987); p. 135 - 137, View in Reaxys 12 of 148

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

In Vitro (others)

Substance RN

2802895View in Reaxys

Substance Name

1466720

Qualitative Results

effect on cardiovascular system of anesthetized rats

Measurement Parameter

Qualitative

Moya-Huff; Kiritsy; Maher; Journal of Pharmaceutical Sciences; vol. 76; nb. 2; (1987); p. 114 - 116, View in Reaxys 13 of 148

Target Name

Alpha 1 adrenergic receptor [dog]

Target Synonyms

alpha 1 adrenergic receptor

Target, Subunit, Species Alpha 1 adrenergic receptor [dog] Target Mutant/Chimera Details

Alpha 1 adrenergic receptor [dog]:Wild

Target Species (Bioactivity)

dog

Target Transfection

Non Transfected

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Bioassay Category

In Vitro (Efficacy)

Bioassay Name

Binding

Biological Species/NCBI mongrel dog ID Organs/Tissues

lung

Cell Fraction

Membrane

Substance RN

2802895View in Reaxys

Substance Name

(+)-norpseudoephedrine

Measurement Parameter

Unit

µM

Quantitative value

138

Measurement pX

3.86

Concomitants: Compound RN

272944; 8728926

Concomitants: Compound name

Phentolamine; [3H]-Prazosin

Concomitants: Compound role

NSB; RAD

Patent; Booth, Anthony; Caffrey, James L.; US2003/105332; (2003); (A1) English, View in Reaxys 14 of 148

Target Name

Alpha 1 adrenergic receptor [dog]

Target Synonyms

alpha 1 adrenergic receptor

Target, Subunit, Species Alpha 1 adrenergic receptor [dog] Target Mutant/Chimera Details

Alpha 1 adrenergic receptor [dog]:Wild

Target Species (Bioactivity)

dog

Target Transfection

Non Transfected

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

Binding

Biological Species/NCBI mongrel dog ID Organs/Tissues

lung

Cell Fraction

Membrane

Substance RN

2802895View in Reaxys

Substance Name

(+)-norpseudoephedrine

Measurement Parameter

IC50

Unit

µM

Quantitative value

351

Measurement pX

3.45

Concomitants: Compound RN

272944; 8728926

Concomitants: Compound name

Phentolamine; [3H]-Prazosin

Concomitants: Compound role

NSB; RAD

19/69

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Patent; Booth, Anthony; Caffrey, James L.; US2003/105332; (2003); (A1) English, View in Reaxys 15 of 148

Target Name

Alpha 2 adrenergic receptor [dog]

Target Synonyms

alpha 2 adrenergic receptor

Target, Subunit, Species Alpha 2 adrenergic receptor [dog] Target Mutant/Chimera Details

Alpha 2 adrenergic receptor [dog]:Wild

Target Species (Bioactivity)

dog

Target Transfection

Non Transfected

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

Binding

Biological Species/NCBI mongrel dog ID Organs/Tissues

frontal cortex

Cell Fraction

Membrane

Substance RN

2802895View in Reaxys

Substance Name

(+)-norpseudoephedrine

Measurement Parameter

Unit

µM

Quantitative value

Measurement pX

5.4

Concomitants: Compound RN

272944; 5963165

Concomitants: Compound name

Phentolamine; [125I]-Clonidine

Concomitants: Compound role

NSB; RAD

Patent; Booth, Anthony; Caffrey, James L.; US2003/105332; (2003); (A1) English, View in Reaxys 16 of 148

Target Name

Alpha 2 adrenergic receptor [dog]

Target Synonyms

alpha 2 adrenergic receptor

Target, Subunit, Species Alpha 2 adrenergic receptor [dog] Target Mutant/Chimera Details

Alpha 2 adrenergic receptor [dog]:Wild

Target Species (Bioactivity)

dog

Target Transfection

Non Transfected

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

Binding

Biological Species/NCBI mongrel dog ID Organs/Tissues

frontal cortex

Cell Fraction

Membrane

Substance RN

2802895View in Reaxys

Substance Name

(+)-norpseudoephedrine

Measurement Parameter

IC50

20/69

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Unit

µM

Quantitative value

Measurement pX

5.3

Concomitants: Compound RN

272944; 5963165

Concomitants: Compound name

Phentolamine; [125I]-Clonidine

Concomitants: Compound role

NSB; RAD

Patent; Booth, Anthony; Caffrey, James L.; US2003/105332; (2003); (A1) English, View in Reaxys 17 of 148

Target Name

Beta-2 adrenergic receptor [dog]

Target Synonyms

adrb2; beta-2 adrenergic receptor; beta-2 adrenoceptor; beta-2 adrenoreceptor

Target Uniprot ID

p54833

Target, Subunit, Species Beta-2 adrenergic receptor [dog] Target Mutant/Chimera Details

Beta-2 adrenergic receptor [dog]:Wild

Target Species (Bioactivity)

dog

Target Transfection

Non Transfected

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

Binding

Biological Species/NCBI mongrel dog ID Organs/Tissues

lung

Cell Fraction

Membrane

Substance RN

2802895View in Reaxys

Substance Name

(+)-norpseudoephedrine

Measurement Parameter

Unit

µM

Quantitative value

Measurement pX

4.06

Concomitants: Compound RN

987417; 424938

Concomitants: Compound name

Propranolol; [125I]-Cyanopindolol

Concomitants: Compound role

NSB; RAD

Patent; Booth, Anthony; Caffrey, James L.; US2003/105332; (2003); (A1) English, View in Reaxys 18 of 148

Target Name

Beta-2 adrenergic receptor [dog]

Target Synonyms

adrb2; beta-2 adrenergic receptor; beta-2 adrenoceptor; beta-2 adrenoreceptor

Target Uniprot ID

p54833

Target, Subunit, Species Beta-2 adrenergic receptor [dog] Target Mutant/Chimera Details

Beta-2 adrenergic receptor [dog]:Wild

Target Species (Bioactivity)

dog

21/69

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Target Transfection

Non Transfected

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

Binding

Biological Species/NCBI mongrel dog ID Organs/Tissues

lung

Cell Fraction

Membrane

Substance RN

2802895View in Reaxys

Substance Name

(+)-norpseudoephedrine

Measurement Parameter

IC50

Unit

µM

Quantitative value

325

Measurement pX

3.49

Concomitants: Compound RN

987417; 424938

Concomitants: Compound name

Propranolol; [125I]-Cyanopindolol

Concomitants: Compound role

NSB; RAD

Patent; Booth, Anthony; Caffrey, James L.; US2003/105332; (2003); (A1) English, View in Reaxys 19 of 148

Bioassay Category

In Vivo (Animal models)

Bioassay Name

Intraocular pressure

Biological Species/NCBI New Zealand White (rabbit) ID Substance RN

2802895View in Reaxys

Substance Name

(+)-norpseudoephedrine

Substance Dose

Substance Route of Adm.

topical administration

Substance Dosing Regi- Single men Measurement Parameter

Pressure

Unit

mmHg

Quantitative value

Concomitants: Compound RN

3754950

Concomitants: Compound name

Proparacaine HCL

Concomitants: Compound role

ANA

Patent; Booth, Anthony; Caffrey, James L.; US2003/105332; (2003); (A1) English, View in Reaxys 20 of 148

Bioassay Category

In Vivo (Animal models)

Bioassay Name

Intraocular pressure

Biological Species/NCBI New Zealand White (rabbit) ID Substance RN

2802895View in Reaxys

22/69

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Substance Name

(+)-norpseudoephedrine

Substance Dose

Substance Route of Adm.

topical administration

Substance Dosing Regi- Single men Measurement Parameter

Pressure

Unit

mmHg

Quantitative value

Concomitants: Compound RN

3754950

Concomitants: Compound name

Proparacaine HCL

Concomitants: Compound role

ANA

Patent; Booth, Anthony; Caffrey, James L.; US2003/105332; (2003); (A1) English, View in Reaxys 21 of 148

Bioassay Category

In Vivo (Animal models)

Bioassay Name

Intraocular pressure

Biological Species/NCBI New Zealand White (rabbit) ID Substance RN

2802895View in Reaxys

Substance Name

(+)-norpseudoephedrine

Substance Dose

Substance Route of Adm.

topical administration

Substance Dosing Regi- Single men Measurement Parameter

Pressure

Unit

mmHg

Quantitative value

Concomitants: Compound RN

3754950

Concomitants: Compound name

Proparacaine HCL

Concomitants: Compound role

ANA

Patent; Booth, Anthony; Caffrey, James L.; US2003/105332; (2003); (A1) English, View in Reaxys 22 of 148

Bioassay Category

In Vivo (Animal models)

Bioassay Name

Intraocular pressure

Biological Species/NCBI New Zealand White (rabbit) ID Substance RN

2802895View in Reaxys

Substance Name

(+)-norpseudoephedrine

Substance Dose

Substance Route of Adm.

topical administration

23/69

2017-11-08 16:58:19

Substance Dosing Regi- Single men Measurement Parameter

Pressure

Unit

mmHg

Quantitative value

Concomitants: Compound RN

3754950

Concomitants: Compound name

Proparacaine HCL

Concomitants: Compound role

ANA

Patent; Booth, Anthony; Caffrey, James L.; US2003/105332; (2003); (A1) English, View in Reaxys 23 of 148

Bioassay Category

In Vivo (Animal models)

Bioassay Name

Intraocular pressure

Biological Species/NCBI New Zealand White (rabbit) ID Substance RN

2802895View in Reaxys

Substance Name

(+)-norpseudoephedrine

Substance Dose

Substance Route of Adm.

topical administration

Substance Dosing Regi- Single men Measurement Parameter

Pressure

Unit

mmHg

Quantitative value

Concomitants: Compound RN

3754950

Concomitants: Compound name

Proparacaine HCL

Concomitants: Compound role

ANA

Patent; Booth, Anthony; Caffrey, James L.; US2003/105332; (2003); (A1) English, View in Reaxys 24 of 148

Bioassay Category

In Vivo (Animal models)

Bioassay Name

Intraocular pressure

Biological Species/NCBI New Zealand White (rabbit) ID Substance RN

2802895View in Reaxys

Substance Name

(+)-norpseudoephedrine

Substance Dose

Substance Route of Adm.

topical administration

Substance Dosing Regi- Single men Measurement Parameter

Pressure

Unit

mmHg

24/69

2017-11-08 16:58:19

Quantitative value

Concomitants: Compound RN

3754950

Concomitants: Compound name

Proparacaine HCL

Concomitants: Compound role

ANA

Patent; Booth, Anthony; Caffrey, James L.; US2003/105332; (2003); (A1) English, View in Reaxys 25 of 148

Bioassay Category

In Vivo (Animal models)

Bioassay Name

Intraocular pressure

Biological Species/NCBI New Zealand White (rabbit) ID Substance RN

2802895View in Reaxys

Substance Name

(+)-norpseudoephedrine

Substance Dose

Substance Route of Adm.

topical administration

Substance Dosing Regi- Single men Measurement Parameter

Pressure

Unit

mmHg

Quantitative value

Concomitants: Compound RN

3754950

Concomitants: Compound name

Proparacaine HCL

Concomitants: Compound role

ANA

Patent; Booth, Anthony; Caffrey, James L.; US2003/105332; (2003); (A1) English, View in Reaxys 26 of 148

Bioassay Category

In Vivo (Animal models)

Bioassay Name

Intraocular pressure

Biological Species/NCBI New Zealand White (rabbit) ID Substance RN

2802895View in Reaxys

Substance Name

(+)-norpseudoephedrine

Substance Dose

Substance Route of Adm.

topical administration

Substance Dosing Regi- Single men Measurement Parameter

Pressure

Unit

mmHg

Quantitative value

Concomitants: Compound RN

3754950

Concomitants: Compound name

Proparacaine HCL

25/69

2017-11-08 16:58:19

Concomitants: Compound role

ANA

Patent; Booth, Anthony; Caffrey, James L.; US2003/105332; (2003); (A1) English, View in Reaxys 27 of 148

Bioassay Category

In Vivo (Animal models)

Bioassay Name

Mydriasis

Biological Species/NCBI New Zealand White (rabbit) ID Substance RN

2802895View in Reaxys

Substance Name

(+)-norpseudoephedrine

Substance Dose

Substance Route of Adm.

topical administration

Substance Dosing Regi- Single men Measurement Parameter

Length

Unit

Measurement Object

Diameter

Quantitative value

Patent; Booth, Anthony; Caffrey, James L.; US2003/105332; (2003); (A1) English, View in Reaxys 28 of 148

Bioassay Category

In Vivo (Animal models)

Bioassay Name

Mydriasis

Biological Species/NCBI New Zealand White (rabbit) ID Substance RN

2802895View in Reaxys

Substance Name

(+)-norpseudoephedrine

Substance Dose

Substance Route of Adm.

topical administration

Substance Dosing Regi- Single men Measurement Parameter

Length

Unit

Measurement Object

Diameter

Quantitative value

Patent; Booth, Anthony; Caffrey, James L.; US2003/105332; (2003); (A1) English, View in Reaxys 29 of 148

Bioassay Category

In Vivo (Animal models)

Bioassay Name

Mydriasis

Biological Species/NCBI New Zealand White (rabbit) ID Substance RN

2802895View in Reaxys

Substance Name

(+)-norpseudoephedrine

Substance Dose

Substance Route of Adm.

topical administration

26/69

2017-11-08 16:58:19

Substance Dosing Regi- Single men Measurement Parameter

Length

Unit

Measurement Object

Diameter

Quantitative value

Patent; Booth, Anthony; Caffrey, James L.; US2003/105332; (2003); (A1) English, View in Reaxys 30 of 148

Bioassay Category

In Vivo (Animal models)

Bioassay Name

Mydriasis

Biological Species/NCBI New Zealand White (rabbit) ID Substance RN

2802895View in Reaxys

Substance Name

(+)-norpseudoephedrine

Substance Dose

Substance Route of Adm.

topical administration

Substance Dosing Regi- Single men Measurement Parameter

Length

Unit

Measurement Object

Diameter

Quantitative value

Patent; Booth, Anthony; Caffrey, James L.; US2003/105332; (2003); (A1) English, View in Reaxys 31 of 148

Bioassay Category

In Vivo (Animal models)

Bioassay Name

Mydriasis

Biological Species/NCBI New Zealand White (rabbit) ID Substance RN

2802895View in Reaxys

Substance Name

(+)-norpseudoephedrine

Substance Dose

Substance Route of Adm.

topical administration

Substance Dosing Regi- Single men Measurement Parameter

Length

Unit

Measurement Object

Diameter

Quantitative value

Patent; Booth, Anthony; Caffrey, James L.; US2003/105332; (2003); (A1) English, View in Reaxys 32 of 148

Bioassay Category

In Vivo (Animal models)

Bioassay Name

Mydriasis

Biological Species/NCBI New Zealand White (rabbit) ID Substance RN

2802895View in Reaxys

27/69

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Substance Name

(+)-norpseudoephedrine

Substance Dose

Substance Route of Adm.

topical administration

Substance Dosing Regi- Single men Measurement Parameter

Length

Unit

Measurement Object

Diameter

Quantitative value

Patent; Booth, Anthony; Caffrey, James L.; US2003/105332; (2003); (A1) English, View in Reaxys 33 of 148

Bioassay Category

In Vivo (Animal models)

Bioassay Name

Mydriasis

Biological Species/NCBI New Zealand White (rabbit) ID Substance RN

2802895View in Reaxys

Substance Name

(+)-norpseudoephedrine

Substance Dose

Substance Route of Adm.

topical administration

Substance Dosing Regi- Single men Measurement Parameter

Length

Unit

Measurement Object

Diameter

Quantitative value

Patent; Booth, Anthony; Caffrey, James L.; US2003/105332; (2003); (A1) English, View in Reaxys 34 of 148

Bioassay Category

In Vivo (Animal models)

Bioassay Name

Mydriasis

Biological Species/NCBI New Zealand White (rabbit) ID Substance RN

2802895View in Reaxys

Substance Name

(+)-norpseudoephedrine

Substance Dose

Substance Route of Adm.

topical administration

Substance Dosing Regi- Single men Measurement Parameter

Length

Unit

Measurement Object

Diameter

Quantitative value

Patent; Booth, Anthony; Caffrey, James L.; US2003/105332; (2003); (A1) English, View in Reaxys 35 of 148

Bioassay Category

In Vivo (Animal models)

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Bioassay Name

Spontaneous activity

Biological Species/NCBI Swiss Webster mouse ID Substance RN

2802895View in Reaxys

Substance Name

(+)-norpseudoephedrine

Substance Dose

5 mg/kg

Substance Route of Adm.

intraperitoneal administration

Substance Dosing Regi- Single men Measurement Parameter

Time

Unit

minute

Measurement Object

Maximal stimulant effect (Horizontal activity)

Quantitative value

Patent; Booth, Anthony; Caffrey, James L.; US2003/105332; (2003); (A1) English, View in Reaxys 36 of 148

Bioassay Category

In Vivo (Animal models)

Bioassay Name

Spontaneous activity

Biological Species/NCBI Swiss Webster mouse ID Substance RN

2802895View in Reaxys

Substance Name

(+)-norpseudoephedrine

Substance Dose

5 mg/kg

Substance Route of Adm.

intraperitoneal administration

Substance Dosing Regi- Single men Measurement Parameter

% Max

Unit

Measurement Object

Depression (Horizontal activity)

Quantitative value

Patent; Booth, Anthony; Caffrey, James L.; US2003/105332; (2003); (A1) English, View in Reaxys 37 of 148

Bioassay Category

In Vivo (Animal models)

Bioassay Name

Spontaneous activity

Biological Species/NCBI Swiss Webster mouse ID Substance RN

2802895View in Reaxys

Substance Name

(+)-norpseudoephedrine

Substance Dose

5 mg/kg

Substance Route of Adm.

intraperitoneal administration

Substance Dosing Regi- Single men Measurement Parameter

Time

Unit

minute

29/69

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Measurement Object

Maximal depressor effect (Horizontal activity)

Quantitative value

Patent; Booth, Anthony; Caffrey, James L.; US2003/105332; (2003); (A1) English, View in Reaxys 38 of 148

Bioassay Category

In Vivo (Animal models)

Bioassay Name

Spontaneous activity

Biological Species/NCBI Swiss Webster mouse ID Substance RN

2802895View in Reaxys

Substance Name

(+)-norpseudoephedrine

Substance Dose

5 mg/kg

Substance Route of Adm.

intraperitoneal administration

Substance Dosing Regi- Single men Measurement Parameter

% Max

Unit

Measurement Object

Stimulation (Horizontal activity)

Quantitative value

123

Patent; Booth, Anthony; Caffrey, James L.; US2003/105332; (2003); (A1) English, View in Reaxys 39 of 148

Bioassay Category

In Vivo (Animal models)

Bioassay Name

Spontaneous activity

Biological Species/NCBI Swiss Webster mouse ID Substance RN

2802895View in Reaxys

Substance Name

(+)-norpseudoephedrine

Substance Dose

5 mg/kg

Substance Route of Adm.

intraperitoneal administration

Substance Dosing Regi- Single men Measurement Parameter

ED50

Unit

mg/kg

Measurement Object

Horizontal activity

Quantitative value

12.2

Patent; Booth, Anthony; Caffrey, James L.; US2003/105332; (2003); (A1) English, View in Reaxys 40 of 148

Bioassay Category

In Vivo (Animal models)

Bioassay Name

Intraocular pressure

Biological Species/NCBI New Zealand White (rabbit) ID Substance RN

2802895View in Reaxys

Substance Name

(+)-norpseudoephedrine

Substance Dose

Substance Route of Adm.

topical administration

30/69

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Substance Dosing Regi- Single men Measurement Parameter

Pressure

Unit

mmHg

Quantitative value

Deviation

2.40000

Concomitants: Compound RN

3754950

Concomitants: Compound name

Proparacaine HCL

Concomitants: Compound role

ANA

Patent; Booth, Anthony; Caffrey, James L.; US2003/105332; (2003); (A1) English, View in Reaxys 41 of 148

Bioassay Category

In Vivo (Animal models)

Bioassay Name

Intraocular pressure

Biological Species/NCBI New Zealand White (rabbit) ID Substance RN

2802895View in Reaxys

Substance Name

(+)-norpseudoephedrine

Substance Dose

Substance Route of Adm.

topical administration

Substance Dosing Regi- Single men Measurement Parameter

Pressure

Unit

mmHg

Quantitative value

Deviation

2.50000

Concomitants: Compound RN

3754950

Concomitants: Compound name

Proparacaine HCL

Concomitants: Compound role

ANA

Patent; Booth, Anthony; Caffrey, James L.; US2003/105332; (2003); (A1) English, View in Reaxys 42 of 148

Bioassay Category

In Vivo (Animal models)

Bioassay Name

Intraocular pressure

Biological Species/NCBI New Zealand White (rabbit) ID Substance RN

2802895View in Reaxys

Substance Name

(+)-norpseudoephedrine

Substance Dose

Substance Route of Adm.

topical administration

Substance Dosing Regi- Single men

31/69

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Measurement Parameter

Pressure

Unit

mmHg

Quantitative value

Deviation

1.80000

Concomitants: Compound RN

3754950

Concomitants: Compound name

Proparacaine HCL

Concomitants: Compound role

ANA

Patent; Booth, Anthony; Caffrey, James L.; US2003/105332; (2003); (A1) English, View in Reaxys 43 of 148

Bioassay Category

In Vivo (Animal models)

Bioassay Name

Intraocular pressure

Biological Species/NCBI New Zealand White (rabbit) ID Substance RN

2802895View in Reaxys

Substance Name

(+)-norpseudoephedrine

Substance Dose

Substance Route of Adm.

topical administration

Substance Dosing Regi- Single men Measurement Parameter

Pressure

Unit

mmHg

Quantitative value

Deviation

2.30000

Concomitants: Compound RN

3754950

Concomitants: Compound name

Proparacaine HCL

Concomitants: Compound role

ANA

Patent; Booth, Anthony; Caffrey, James L.; US2003/105332; (2003); (A1) English, View in Reaxys 44 of 148

Bioassay Category

In Vivo (Animal models)

Bioassay Name

Intraocular pressure

Biological Species/NCBI New Zealand White (rabbit) ID Substance RN

2802895View in Reaxys

Substance Name

(+)-norpseudoephedrine

Substance Dose

Substance Route of Adm.

topical administration

Substance Dosing Regi- Single men Measurement Parameter

Pressure

32/69

2017-11-08 16:58:19

Unit

mmHg

Quantitative value

Deviation

Concomitants: Compound RN

3754950

Concomitants: Compound name

Proparacaine HCL

Concomitants: Compound role

ANA

Patent; Booth, Anthony; Caffrey, James L.; US2003/105332; (2003); (A1) English, View in Reaxys 45 of 148

Bioassay Category

In Vivo (Animal models)

Bioassay Name

Intraocular pressure

Biological Species/NCBI New Zealand White (rabbit) ID Substance RN

2802895View in Reaxys

Substance Name

(+)-norpseudoephedrine

Substance Dose

Substance Route of Adm.

topical administration

Substance Dosing Regi- Single men Measurement Parameter

Pressure

Unit

mmHg

Quantitative value

Deviation

Concomitants: Compound RN

3754950

Concomitants: Compound name

Proparacaine HCL

Concomitants: Compound role

ANA

Patent; Booth, Anthony; Caffrey, James L.; US2003/105332; (2003); (A1) English, View in Reaxys 46 of 148

Bioassay Category

In Vivo (Animal models)

Bioassay Name

Intraocular pressure

Biological Species/NCBI New Zealand White (rabbit) ID Substance RN

2802895View in Reaxys

Substance Name

(+)-norpseudoephedrine

Substance Dose

Substance Route of Adm.

topical administration

Substance Dosing Regi- Single men Measurement Parameter

Pressure

Unit

mmHg

Quantitative value

33/69

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Deviation

2.40000

Concomitants: Compound RN

3754950

Concomitants: Compound name

Proparacaine HCL

Concomitants: Compound role

ANA

Patent; Booth, Anthony; Caffrey, James L.; US2003/105332; (2003); (A1) English, View in Reaxys 47 of 148

Bioassay Category

In Vivo (Animal models)

Bioassay Name

Intraocular pressure

Biological Species/NCBI New Zealand White (rabbit) ID Substance RN

2802895View in Reaxys

Substance Name

(+)-norpseudoephedrine

Substance Dose

Substance Route of Adm.

topical administration

Substance Dosing Regi- Single men Measurement Parameter

Pressure

Unit

mmHg

Quantitative value

Deviation

2.80000

Concomitants: Compound RN

3754950

Concomitants: Compound name

Proparacaine HCL

Concomitants: Compound role

ANA

Patent; Booth, Anthony; Caffrey, James L.; US2003/105332; (2003); (A1) English, View in Reaxys 48 of 148

Bioassay Category

In Vivo (Animal models)

Bioassay Name

Mydriasis

Biological Species/NCBI New Zealand White (rabbit) ID Substance RN

2802895View in Reaxys

Substance Name

(+)-norpseudoephedrine

Substance Dose

Substance Route of Adm.

topical administration

Substance Dosing Regi- Single men Measurement Parameter

Length

Unit

Measurement Object

Diameter

Quantitative value

Deviation

0.200000

34/69

2017-11-08 16:58:19

Patent; Booth, Anthony; Caffrey, James L.; US2003/105332; (2003); (A1) English, View in Reaxys 49 of 148

Bioassay Category

In Vivo (Animal models)

Bioassay Name

Mydriasis

Biological Species/NCBI New Zealand White (rabbit) ID Substance RN

2802895View in Reaxys

Substance Name

(+)-norpseudoephedrine

Substance Dose

Substance Route of Adm.

topical administration

Substance Dosing Regi- Single men Measurement Parameter

Length

Unit

Measurement Object

Diameter

Quantitative value

Deviation

0.200000

Statistical sgnificance (p-value)

0.05

Patent; Booth, Anthony; Caffrey, James L.; US2003/105332; (2003); (A1) English, View in Reaxys 50 of 148

Bioassay Category

In Vivo (Animal models)

Bioassay Name

Mydriasis

Biological Species/NCBI New Zealand White (rabbit) ID Substance RN

2802895View in Reaxys

Substance Name

(+)-norpseudoephedrine

Substance Dose

Substance Route of Adm.

topical administration

Substance Dosing Regi- Single men Measurement Parameter

Length

Unit

Measurement Object

Diameter

Quantitative value

Deviation

0.200000

Patent; Booth, Anthony; Caffrey, James L.; US2003/105332; (2003); (A1) English, View in Reaxys 51 of 148

Bioassay Category

In Vivo (Animal models)

Bioassay Name

Mydriasis

Biological Species/NCBI New Zealand White (rabbit) ID Substance RN

2802895View in Reaxys

Substance Name

(+)-norpseudoephedrine

Substance Dose

35/69

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Substance Route of Adm.

topical administration

Substance Dosing Regi- Single men Measurement Parameter

Length

Unit

Measurement Object

Diameter

Quantitative value

Deviation

0.200000

Statistical sgnificance (p-value)

0.05

Patent; Booth, Anthony; Caffrey, James L.; US2003/105332; (2003); (A1) English, View in Reaxys 52 of 148

Bioassay Category

In Vivo (Animal models)

Bioassay Name

Mydriasis

Biological Species/NCBI New Zealand White (rabbit) ID Substance RN

2802895View in Reaxys

Substance Name

(+)-norpseudoephedrine

Substance Dose

Substance Route of Adm.

topical administration

Substance Dosing Regi- Single men Measurement Parameter

Length

Unit

Measurement Object

Diameter

Quantitative value

Deviation

0.200000

Patent; Booth, Anthony; Caffrey, James L.; US2003/105332; (2003); (A1) English, View in Reaxys 53 of 148

Bioassay Category

In Vivo (Animal models)

Bioassay Name

Mydriasis

Biological Species/NCBI New Zealand White (rabbit) ID Substance RN

2802895View in Reaxys

Substance Name

(+)-norpseudoephedrine

Substance Dose

Substance Route of Adm.

topical administration

Substance Dosing Regi- Single men Measurement Parameter

Length

Unit

Measurement Object

Diameter

Quantitative value

36/69

2017-11-08 16:58:19

Deviation

0.200000

Statistical sgnificance (p-value)

0.05

Patent; Booth, Anthony; Caffrey, James L.; US2003/105332; (2003); (A1) English, View in Reaxys 54 of 148

Bioassay Category

In Vivo (Animal models)

Bioassay Name

Mydriasis

Biological Species/NCBI New Zealand White (rabbit) ID Substance RN

2802895View in Reaxys

Substance Name

(+)-norpseudoephedrine

Substance Dose

Substance Route of Adm.

topical administration

Substance Dosing Regi- Single men Measurement Parameter

Length

Unit

Measurement Object

Diameter

Quantitative value

Deviation

0.200000

Patent; Booth, Anthony; Caffrey, James L.; US2003/105332; (2003); (A1) English, View in Reaxys 55 of 148

Bioassay Category

In Vivo (Animal models)

Bioassay Name

Mydriasis

Biological Species/NCBI New Zealand White (rabbit) ID Substance RN

2802895View in Reaxys

Substance Name

(+)-norpseudoephedrine

Substance Dose

Substance Route of Adm.

topical administration

Substance Dosing Regi- Single men Measurement Parameter

Length

Unit

Measurement Object

Diameter

Quantitative value

Deviation

0.200000

Statistical sgnificance (p-value)

0.05

Patent; Booth, Anthony; Caffrey, James L.; US2003/105332; (2003); (A1) English, View in Reaxys 56 of 148

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

In Vitro (others)

Bioassay Details

Effect : |receptor; binding activity Target : Sprague-Dawley rat brain synaptosomesBioassay : caudate was used for synaptosomal preparation; DA: dopamine; positive control: methylphenidate <3H>DA uptake assay; synaptosomes incubated with <3H>DA and title

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comp. for 15 min at 25 deg C in the presence of blocker; rapid filtration; radioactivity determined in beta counter Substance RN

2802895View in Reaxys

Substance Name

1466720

Substance Dose

1 nM

Qualitative Results

title comp. did not inhibit <3H>DA uptake

Measurement Parameter

Qualitative

Rothman, Richard B.; Vu, Nga; Partilla, John S.; Roth, Bryan L.; Hufeisen, Sandra J.; Compton-Toth, Beth A.; Birkes, Jon; Young, Richard; Glennon, Richard A.; Journal of Pharmacology and Experimental Therapeutics; vol. 307; nb. 1; (2003); p. 138 - 145, View in Reaxys 57 of 148

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

In Vitro (others)

Bioassay Details

Effect : |receptor; binding activity Target : Sprague-Dawley rat brain synaptosomesBioassay : whole brain minus cerebellum and caudate was used for synaptosomal preparation; NE: norepinephrine; blocker: RTI-229; positive control: methylphenidate <3H>NE uptake assay; synaptosomes incubated with <3H>NE and title comp. for 10 min at 25 deg C in the presence of blocker; rapid filtration; radioactivity determined in beta counter

Substance RN

2802895View in Reaxys

Substance Name

1466720

Substance Dose

1 nM

Qualitative Results

title comp. did not inhibit <3H>NE uptake

Measurement Parameter

Qualitative

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

In Vitro (others)

Bioassay Details

Effect : |receptor; binding activity Target : Sprague-Dawley rat brain synaptosomesBioassay : whole brain minus cerebellum and caudate was used for synaptosomal preparation; 5-HT: 5-hydroxytryptamine; blockers: nomifensine, GBR12935 <3H>5-HT uptake assay; synaptosomes incubated with <3H>5-HT and title comp. for 30 min at 25 deg C in the presence of blocker; rapid filtration; radioactivity determined in beta counter

Substance RN

2802895View in Reaxys

Substance Name

1466720

Substance Dose

1 nM

Qualitative Results

title comp. did not inhibit <3H>5-HT uptake

Measurement Parameter

Qualitative

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

In Vitro (others)

Bioassay Details

Effect : |transmitter releasing Target : Sprague-Dawley rat brain synaptosomesBioassay : caudate was used for synaptosomal preparation; DA: dopamine; MPP(+): 1-methyl-4-phenylpyridinium; GBR12909: DA transporter blocker substrate reversal experiment for DA release assay; synaptosomes incubated with <3H>MPP(+) with or without GBR12909 and title comp.; rapid filtration; radioactivity determined by liquid scintillation counter

Substance RN

2802895View in Reaxys

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Substance Name

1466720

Substance Dose

140 nM

Qualitative Results

significant reversal of DA releasing effect of title comp. was observed, proving that title comp. acted as substrate at DA transporter (diagram)

Measurement Parameter

Qualitative

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

In Vitro (others)

Bioassay Details

Effect : |transmitter releasing Target : Sprague-Dawley rat brain synaptosomesBioassay : whole brain minus cerebellum and caudate was used for synaptosomal preparation; 5-HT: 5-hydroxytryptamine; blockers: GBR12935, nomifensine 5-HT release assay; synaptosomes incubated with 5 nmol/l <3H>5-HT for 60 min with stirring at 25 deg C with blockers; title comp. added and further incubated for 5 min; rapid filtration; radioactivity determined by liquid scintillation counter

Substance RN

2802895View in Reaxys

Substance Name

1466720

Measurement Parameter

Qualitative

Qualitative value

Measurement pX

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

In Vitro (others)

Bioassay Details

Effect : |transmitter releasing Target : Sprague-Dawley rat brain synaptosomesBioassay : caudate was used for synaptosomal preparation; DA: dopamine; MPP(+): 1-methyl-4-phenylpyridinium; blockers: desipramine, citalopram DA release assay; synaptosomes incubated with 5 nmol/l <3H>MPP(+) for 60 min with stirring at 25 deg C with blockers; title comp. added and further incubated for 30 min; rapid filtration; radioactivity determined by liquid scintillation counter

Substance RN

2802895View in Reaxys

Substance Name

1466720

Measurement Parameter

EC50

Unit

Quantitative value

68.3

Measurement pX

7.17

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

In Vitro (others)

Bioassay Details

Effect : |transmitter releasing Target : Sprague-Dawley rat brain synaptosomesBioassay : whole brain minus cerebellum and caudate was used for synaptosomal preparation; NE: norepinephrine; MPP(+): 1-methyl-4-phenylpyridinium; blockers: GBR12935, citalopram NE release assay; synaptosomes incubated with 5 nmol/l <3H>MPP(+) for 60 min with stirring at 25 deg C with blockers; title comp. added and further incubated for 30 min; rapid filtration; radioactivity determined by liquid scintillation counter

39/69

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Substance RN

2802895View in Reaxys

Substance Name

1466720

Measurement Parameter

EC50

Unit

Quantitative value

Measurement pX

7.82

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Effective dose for stimulus generalization in (-)ephedrine-trained rats

Biological Species/NCBI Rattus norvegicus ID Substance RN

2802895View in Reaxys

Measurement Parameter

ED50

Unit

mg/kg

Qualitative value

Quantitative value

4.87

Young, Richard; Bondarev, Mikhail; Glennon, Richard A.; Drug and Alcohol Dependence; vol. 57; nb. 1; (1999); p. 1 - 6, View in Reaxys 64 of 148

Target Name

Amine oxidase [taurine cattle]

Target Synonyms

amine oxidase

Target, Subunit, Species Amine oxidase [taurine cattle] Target Mutant/Chimera Details

Amine oxidase [taurine cattle]:Wild

Target Species (Bioactivity)

taurine cattle

Substance Action on Target

Inhibitor

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

In vitro inhibition of beef plasma benzylamine upon incubation with compound was determined

Biological Species/NCBI taurine cattle ID

65 of 148

Substance RN

2802895View in Reaxys

Measurement Parameter

Unit

Qualitative value

Quantitative value

Measurement pX

Bioassay Category

Toxicity/Safety Pharmacology

Bioassay Details

Lethal dose of the compound in mice following subcutaneous administration

Biological Species/NCBI Mus musculus ID Substance RN

2802895View in Reaxys

40/69

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Qualitative Results

450.0000

Measurement Parameter

LD50

Unit

mg/kg

Quantitative value

450

HOFMANN; OPITZ; SCHNELLE; Arzneimittel-Forschung; vol. 5; nb. 7; (1955); p. 367 - 370, View in Reaxys 66 of 148

Bioassay Category

Pharmacokinetic

Bioassay Details

Time taken to reach peak plasma concentration following oral administration (n=6)

Biological Species/NCBI Human ID Substance RN

2802895View in Reaxys

Qualitative Results

1.3

Measurement Parameter

Tmax

Unit

hour

Quantitative value

1.3

Frosch; Arzneimittel-Forschung; vol. 27; nb. 3; (1977); p. 665 - 668, View in Reaxys 67 of 148

Bioassay Category

Pharmacokinetic

Bioassay Details

Mean peak plasma concentration evaluated after oral administration (n=6)

Biological Species/NCBI Human ID Substance RN

2802895View in Reaxys

Qualitative Results

0.2

Measurement Parameter

Cmax

Unit

µg/mL

Quantitative value

0.2

Frosch; Arzneimittel-Forschung; vol. 27; nb. 3; (1977); p. 665 - 668, View in Reaxys 68 of 148

Bioassay Category

Toxicity/Safety Pharmacology

Bioassay Details

Dose given intraperitonially causes marked potentiation of the hepatic necrosis induced by acetaminophen in the rat

Biological Species/NCBI Rattus norvegicus ID Substance RN

2802895View in Reaxys

Measurement Parameter

Unit

mg/kg

Qualitative value

Quantitative value

200

Goodman & Gilman's The Pharmacological Basis of Therapeutics, 9th edition; (1996); p. 1059 - 1104, View in Reaxys 69 of 148

Bioassay Category

Pharmacokinetic

Bioassay Details

Mean peak plasma concentration evaluated after oral administration (n=6)

Biological Species/NCBI Human ID Substance RN

2802895View in Reaxys

41/69

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Qualitative Results

0.2

Measurement Parameter

Cmax

Unit

µg/mL

Quantitative value

0.2

Clarke's Analysis of Drugs and Poisons, View in Reaxys 70 of 148

Bioassay Category

Metabolism/Transport

Bioassay Details

Plasma half life of the drug

Biological Species/NCBI Human ID Substance RN

2802895View in Reaxys

Qualitative Results

Measurement Parameter

t1/2 el

Unit

hour

Measurement Object

Half Life

Quantitative value

Clarke's Analysis of Drugs and Poisons, View in Reaxys 71 of 148

Bioassay Category

Pharmacokinetic

Bioassay Details

Percentage of ingested dose excreted unchanged in the urine in 6 h

Biological Species/NCBI Human ID Substance RN

2802895View in Reaxys

Qualitative Results

Measurement Parameter

Ue (%)

Unit

Quantitative value

Clarke's Analysis of Drugs and Poisons, View in Reaxys 72 of 148

Bioassay Category

Pharmacokinetic

Bioassay Details

Time taken to reach peak plasma concentration following oral administration (n=6)

Biological Species/NCBI Human ID Substance RN

2802895View in Reaxys

Qualitative Results

1.3

Measurement Parameter

Tmax

Unit

hour

Quantitative value

1.3

Clarke's Analysis of Drugs and Poisons, View in Reaxys 73 of 148

Target Name

Phenylethanolamine N-methyltransferase [taurine cattle]

Target Synonyms

noradrenaline n-methyltransferase; phenylethanolamine n-methyltransferase; pnmt; pnmtase

Target Uniprot ID

p10938

Target, Subunit, Species Phenylethanolamine N-methyltransferase [taurine cattle]

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2017-11-08 16:58:19

Target Mutant/Chimera Details

Phenylethanolamine N-methyltransferase [taurine cattle]:Wild

Target Species (Bioactivity)

taurine cattle

Substance Action on Target

Radioligand (/ligand)

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

In vitro binding affinity of compound towards adrenal Phenylethanolamine N-Methyltransferase of bovine

Biological Species/NCBI taurine cattle ID

74 of 148

Substance RN

2802895View in Reaxys

Measurement Parameter

Unit

µM

Measurement Object

Binding affinity of compound towards adrenal Phenylethanolamine N-Methyltransferase of bovine

Qualitative value

Quantitative value

3700

Deviation

280

Measurement pX

2.43

Target Name

sodium-dependent dopamine transporter [rattus norvegicus]

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 [rattus norvegicus] Target Mutant/Chimera Details

sodium-dependent dopamine transporter [rattus norvegicus]:Wild

Target Species (Bioactivity)

Rattus norvegicus

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 Rattus norvegicus ID Substance RN

2802895View in Reaxys

Measurement Parameter

EC50

Unit

Measurement Object

Release of Norepinephrine transporter from rat brain synaptosomes

Qualitative value

Quantitative value

Deviation

4.7

Measurement pX

7.82

Concomitants: Compound name

[3H]MPP

Concomitants: Compound role

RAD

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75 of 148

Target Name

Sodium-dependent dopamine transporter [Rattus norvegicus]

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 [Rattus norvegicus] Target Mutant/Chimera Details

Sodium-dependent dopamine transporter [Rattus norvegicus]:Wild

Target Species (Bioactivity)

Rattus norvegicus

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 Rattus norvegicus ID

76 of 148

Substance RN

2802895View in Reaxys

Measurement Parameter

EC50

Unit

Measurement Object

Eelease of Dopamine transporter from rat brain synaptosomes

Qualitative value

Quantitative value

68.3

Deviation

2.4

Measurement pX

7.17

Concomitants: Compound name

[3H]MPP

Concomitants: Compound role

RAD

Target Name

Sodium-dependent serotonin transporter [Rattus norvegicus]

Target Synonyms

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

Target Uniprot ID

p31652

Target, Subunit, Species Sodium-dependent serotonin transporter [Rattus norvegicus] Target Mutant/Chimera Details

Sodium-dependent serotonin transporter [Rattus norvegicus]:Wild

Target Species (Bioactivity)

Rattus norvegicus

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

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

Biological Species/NCBI Rattus norvegicus ID Substance RN

2802895View in Reaxys

Qualitative Results

Inactive

Measurement Parameter

EC50

Measurement Object

Effective concentration

Qualitative value

Measurement pX

44/69

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77 of 148

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Lag time until appearance of compound in the central compartment (tlag 1) of volunteers (n = 4) upon ingestion at a dose of 32.4 +/- 8.9 mg in the form of kath leaves

Biological Species/NCBI Human ID Substance RN

2802895View in Reaxys

Measurement Parameter

Activity

Unit

hour

Measurement Object

Tlag 1

Qualitative value

Quantitative value

0.21

Deviation

0.22

Toennes, Stefan W.; Harder, Sebastian; Schramm, Markus; Niess, Constanze; Kauert, Gerold F.; British Journal of Clinical Pharmacology; vol. 56; nb. 1; (2003); p. 125 - 130, View in Reaxys 78 of 148

Bioassay Category

Pharmacokinetic

Bioassay Details

Time taken to reach maximum plasma concentration of compound in volunteers (n = 4) upon ingestion at a dose of 32.4 +/- 8.9 mg in the form of kath leaves

Biological Species/NCBI Human ID Substance RN

2802895View in Reaxys

Measurement Parameter

Tmax

Unit

hour

Measurement Object

Time taken to reach maximum plasma concentration

Qualitative value

Quantitative value

2.62

Deviation

0.77

Toennes, Stefan W.; Harder, Sebastian; Schramm, Markus; Niess, Constanze; Kauert, Gerold F.; British Journal of Clinical Pharmacology; vol. 56; nb. 1; (2003); p. 125 - 130, View in Reaxys 79 of 148

Bioassay Category

Pharmacokinetic

Bioassay Details

Mean maximum plasma concentration of compound in volunteers (n = 4) upon ingestion at a dose of 32.4 +/- 8.9 mg in the form of cath leaves

Biological Species/NCBI Human ID Substance RN

2802895View in Reaxys

Measurement Parameter

Cmax

Unit

µg/L

Measurement Object

Maximum plasma concentration

Qualitative value

Quantitative value

71.2

Deviation

13.9

Toennes, Stefan W.; Harder, Sebastian; Schramm, Markus; Niess, Constanze; Kauert, Gerold F.; British Journal of Clinical Pharmacology; vol. 56; nb. 1; (2003); p. 125 - 130, View in Reaxys 80 of 148

Bioassay Category

Metabolism/Transport

Bioassay Details

Apparent total body clearance of compound in volunteers (n = 4) upon ingestion at a dose of 32.4 +/- 8.9 mg in the form of kath leaves

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Biological Species/NCBI Human ID Substance RN

2802895View in Reaxys

Measurement Parameter

Unit

mL/min/kg

Measurement Object

Apparent total body clearance

Qualitative value

Quantitative value

791

Deviation

316

Toennes, Stefan W.; Harder, Sebastian; Schramm, Markus; Niess, Constanze; Kauert, Gerold F.; British Journal of Clinical Pharmacology; vol. 56; nb. 1; (2003); p. 125 - 130, View in Reaxys 81 of 148

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Lag time for the second segment (tlag 2) appearance of compound in the central compartment of volunteers (n = 4) upon ingestion at a dose of 32.4 +/- 8.9 mg in the form of kath leaves

Biological Species/NCBI Human ID Substance RN

2802895View in Reaxys

Measurement Parameter

Activity

Unit

hour

Measurement Object

Tlag 2

Qualitative value

Quantitative value

1.46

Deviation

0.59

Toennes, Stefan W.; Harder, Sebastian; Schramm, Markus; Niess, Constanze; Kauert, Gerold F.; British Journal of Clinical Pharmacology; vol. 56; nb. 1; (2003); p. 125 - 130, View in Reaxys 82 of 148

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Mean residence time of compound in volunteers (n = 4) upon ingestion at a dose of 32.4 +/- 8.9 mg in the form of kath leaves

Biological Species/NCBI Human ID Substance RN

2802895View in Reaxys

Measurement Parameter

MRT

Unit

hour

Measurement Object

Mean residence time

Qualitative value

Quantitative value

10.21

Deviation

2.55

Toennes, Stefan W.; Harder, Sebastian; Schramm, Markus; Niess, Constanze; Kauert, Gerold F.; British Journal of Clinical Pharmacology; vol. 56; nb. 1; (2003); p. 125 - 130, View in Reaxys 83 of 148

Bioassay Category

Pharmacokinetic

Bioassay Details

Area under the concentration-time curve of compound in volunteers (n = 4) upon ingestion at a dose of 32.4 +/- 8.9 mg in the form of kath leaves

Biological Species/NCBI Human ID

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Substance RN

2802895View in Reaxys

Measurement Parameter

AUC

Unit

µg.min/L

Measurement Object

Area under plasma concentration time curve

Qualitative value

Quantitative value

713

Deviation

131

Toennes, Stefan W.; Harder, Sebastian; Schramm, Markus; Niess, Constanze; Kauert, Gerold F.; British Journal of Clinical Pharmacology; vol. 56; nb. 1; (2003); p. 125 - 130, View in Reaxys 84 of 148

Bioassay Category

Metabolism/Transport

Bioassay Details

Absorbed proportion (Fabs 1) of compound in volunteers (n = 4) upon ingestion at a dose of 32.4 +/- 8.9 mg in the form of kath leaves

Biological Species/NCBI Human ID Substance RN

2802895View in Reaxys

Qualitative Results

84 +/- 6

Measurement Parameter

Absorption

Unit

Measurement Object

Absorbed proportion

Qualitative value

Quantitative value

Toennes, Stefan W.; Harder, Sebastian; Schramm, Markus; Niess, Constanze; Kauert, Gerold F.; British Journal of Clinical Pharmacology; vol. 56; nb. 1; (2003); p. 125 - 130, View in Reaxys 85 of 148

Bioassay Category

Metabolism/Transport

Bioassay Details

Distribution half-life of compound in volunteers (n = 4) upon ingestion at a dose of 32.4 +/8.9 mg in the form of kath leaves

Biological Species/NCBI Human ID Substance RN

2802895View in Reaxys

Measurement Parameter

t1/2

Unit

hour

Measurement Object

Half Life

Qualitative value

Quantitative value

0.24

Deviation

0.17

Toennes, Stefan W.; Harder, Sebastian; Schramm, Markus; Niess, Constanze; Kauert, Gerold F.; British Journal of Clinical Pharmacology; vol. 56; nb. 1; (2003); p. 125 - 130, View in Reaxys 86 of 148

Bioassay Category

Metabolism/Transport

Bioassay Details

Absorbed proportion (Fabs 2) of compound in volunteers (n = 4) upon ingestion at a dose of 32.4 +/- 8.9 mg in the form of kath leaves

Biological Species/NCBI Human ID Substance RN

2802895View in Reaxys

Qualitative Results

16 +/- 6

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Measurement Parameter

Absorption

Unit

Measurement Object

Absorbed proportion

Qualitative value

Quantitative value

Toennes, Stefan W.; Harder, Sebastian; Schramm, Markus; Niess, Constanze; Kauert, Gerold F.; British Journal of Clinical Pharmacology; vol. 56; nb. 1; (2003); p. 125 - 130, View in Reaxys 87 of 148

Bioassay Category

Pharmacokinetic

Bioassay Details

Maximum blood concentration of compound in volunteers (n = 4) upon ingestion at a dose of 32.4 +/- 8.9 mg in the form of kath leaves

Biological Species/NCBI Human ID Substance RN

2802895View in Reaxys

Measurement Parameter

Concentration

Unit

µg/L

Qualitative value

Quantitative value

87.6

Toennes, Stefan W.; Harder, Sebastian; Schramm, Markus; Niess, Constanze; Kauert, Gerold F.; British Journal of Clinical Pharmacology; vol. 56; nb. 1; (2003); p. 125 - 130, View in Reaxys 88 of 148

Bioassay Category

Metabolism/Transport

Bioassay Details

Terminal elimination half-life of compound in volunteers (n = 4) upon ingestion at a dose of 32.4 +/- 8.9 mg in the form of kath leaves

Biological Species/NCBI Human ID Substance RN

2802895View in Reaxys

Measurement Parameter

t1/2 el

Unit

hour

Measurement Object

Terminal elimination half-life

Qualitative value

Quantitative value

5.22

Deviation

3.36

Toennes, Stefan W.; Harder, Sebastian; Schramm, Markus; Niess, Constanze; Kauert, Gerold F.; British Journal of Clinical Pharmacology; vol. 56; nb. 1; (2003); p. 125 - 130, View in Reaxys 89 of 148

Bioassay Category

Metabolism/Transport

Bioassay Details

Apparent volume of compound in central compartment of volunteers (n = 4) upon ingestion at a dose of 32.4 +/- 8.9 mg in the form of kath leaves

Biological Species/NCBI Human ID Substance RN

2802895View in Reaxys

Unit

L/kg

Measurement Object

Apparent volume

Qualitative value

Quantitative value

0.74

Deviation

0.35

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Toennes, Stefan W.; Harder, Sebastian; Schramm, Markus; Niess, Constanze; Kauert, Gerold F.; British Journal of Clinical Pharmacology; vol. 56; nb. 1; (2003); p. 125 - 130, View in Reaxys 90 of 148

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Pupil diameter of rabbit eye 3 hours after treatment of compound at a dose of 2; untreated eye = 9 mm

Biological Species/NCBI rabbit ID Substance RN

2802895View in Reaxys

Measurement Parameter

Activity

Unit

Measurement Object

Pupil diameter

Qualitative value

Quantitative value

Patent; BOOTH Anthony; CAFFREY James L; US2004/73043; (A1); (2004), View in Reaxys 91 of 148

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Pupil diameter of rabbit eye 5 hours after treatment of compound at a dose of 2; untreated eye = 9 mm

Biological Species/NCBI rabbit ID Substance RN

2802895View in Reaxys

Measurement Parameter

Activity

Unit

Measurement Object

Pupil diameter

Qualitative value

Quantitative value

Patent; BOOTH Anthony; CAFFREY James L; US2004/73043; (A1); (2004), View in Reaxys 92 of 148

Target Name

Alpha 2 adrenergic receptor [dog]

Target Synonyms

alpha 2 adrenergic receptor

Target, Subunit, Species Alpha 2 adrenergic receptor [dog] Target Mutant/Chimera Details

Alpha 2 adrenergic receptor [dog]:Wild

Target Species (Bioactivity)

dog

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Apparent equilibrium dissociation constant (low affinity) of the compound towards dog alpha-2 adrenergic receptor using p-125iodoclonidine as radioligand incubated for 120 min at 25 degree C determined by Scatchard analysis

Substance RN

2802895View in Reaxys

Measurement Parameter

Unit

Qualitative value

Quantitative value

0.87

Measurement pX

9.06

Patent; BOOTH Anthony; CAFFREY James L; US2004/73043; (A1); (2004), View in Reaxys

49/69

2017-11-08 16:58:19

93 of 148

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Pupil diameter of rabbit eye 1 hour after treatment of compound at a dose of 2; untreated eye = 9 mm

Biological Species/NCBI rabbit ID Substance RN

2802895View in Reaxys

Measurement Parameter

Activity

Unit

Measurement Object

Pupil diameter

Qualitative value

Quantitative value

Patent; BOOTH Anthony; CAFFREY James L; US2004/73043; (A1); (2004), View in Reaxys 94 of 148

Target Name

Alpha 2 adrenergic receptor [dog]

Target Synonyms

alpha 2 adrenergic receptor

Target, Subunit, Species Alpha 2 adrenergic receptor [dog] Target Mutant/Chimera Details

Alpha 2 adrenergic receptor [dog]:Wild

Target Species (Bioactivity)

dog

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Number of high affinity binding sites of dog alpha-2 adrenergic receptor determined by Scatchard analysis

Substance RN

2802895View in Reaxys

Measurement Parameter

Qualitative

Measurement Object

BMAX1

Qualitative value

Not Published

Patent; BOOTH Anthony; CAFFREY James L; US2004/73043; (A1); (2004), View in Reaxys 95 of 148

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Intraocular pressure in rabbit eye 3 hours after treatment of compound at a dose of 2; untreated eye = 22 mmHg

Biological Species/NCBI rabbit ID Substance RN

2802895View in Reaxys

Measurement Parameter

Pressure

Unit

mmHg

Measurement Object

Intraocular pressure

Qualitative value

Quantitative value

Patent; BOOTH Anthony; CAFFREY James L; US2004/73043; (A1); (2004), View in Reaxys 96 of 148

Target Name

Alpha 2 adrenergic receptor [dog]

Target Synonyms

alpha 2 adrenergic receptor

Target, Subunit, Species Alpha 2 adrenergic receptor [dog] Target Mutant/Chimera Details

Alpha 2 adrenergic receptor [dog]:Wild

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Target Species (Bioactivity)

dog

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Number of low affinity binding sites of dog alpha-2 adrenergic receptor determined by saturation analysis

Substance RN

2802895View in Reaxys

Measurement Parameter

Qualitative

Measurement Object

BMAX2

Qualitative value

Not Published

Patent; BOOTH Anthony; CAFFREY James L; US2004/73043; (A1); (2004), View in Reaxys 97 of 148

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Intraocular pressure in rabbit eye half hour before treatment of compound at a dose of 2; untreated eye = 17 mmHg

Biological Species/NCBI rabbit ID Substance RN

2802895View in Reaxys

Measurement Parameter

Pressure

Unit

mmHg

Measurement Object

Intraocular pressure

Qualitative value

Quantitative value

Patent; BOOTH Anthony; CAFFREY James L; US2004/73043; (A1); (2004), View in Reaxys 98 of 148

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Pupil diameter of rabbit eye half hour before treatment of compound at a dose of 1; untreated eye = 5 mm

Biological Species/NCBI rabbit ID Substance RN

2802895View in Reaxys

Measurement Parameter

Activity

Unit

Measurement Object

Pupil diameter

Qualitative value

Quantitative value

Patent; BOOTH Anthony; CAFFREY James L; US2004/73043; (A1); (2004), View in Reaxys 99 of 148

Target Name

Alpha 2 adrenergic receptor [dog]

Target Synonyms

alpha 2 adrenergic receptor

Target, Subunit, Species Alpha 2 adrenergic receptor [dog] Target Mutant/Chimera Details

Alpha 2 adrenergic receptor [dog]:Wild

Target Species (Bioactivity)

dog

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Number of high affinity binding sites of dog alpha-2 adrenergic receptor determined by saturation analysis

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Substance RN

2802895View in Reaxys

Measurement Parameter

Qualitative

Measurement Object

BMAX1

Qualitative value

Not Published

Patent; BOOTH Anthony; CAFFREY James L; US2004/73043; (A1); (2004), View in Reaxys 100 of 148 Bioassay Category Bioassay Details

In Vitro (Efficacy) Pupil diameter of rabbit eye 1 hour before treatment of compound at a dose of 1; untreated eye = 5 mm

Biological Species/NCBI rabbit ID Substance RN

2802895View in Reaxys

Measurement Parameter

Activity

Unit

Measurement Object

Pupil diameter

Qualitative value

Quantitative value

Patent; BOOTH Anthony; CAFFREY James L; US2004/73043; (A1); (2004), View in Reaxys 101 of 148 Target Name Target Synonyms

Alpha 2 adrenergic receptor [dog] alpha 2 adrenergic receptor

Target, Subunit, Species Alpha 2 adrenergic receptor [dog] Target Mutant/Chimera Details

Alpha 2 adrenergic receptor [dog]:Wild

Target Species (Bioactivity)

dog

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Apparent equilibrium dissociation constant (low affinity) of the compound towards dog alpha-2 adrenergic receptor using p-iodoclonidine as radioligand incubated for 120 min at 25 degree C determined by saturation analysis

Substance RN

2802895View in Reaxys

Measurement Parameter

Unit

Qualitative value

Quantitative value

3.01

Measurement pX

8.52

Patent; BOOTH Anthony; CAFFREY James L; US2004/73043; (A1); (2004), View in Reaxys 102 of 148 Bioassay Category Bioassay Details

In Vitro (Efficacy) Mydriatic response in rabbit eye after treatment of compound at a dose of 2; Range = 2-4 mm change, untreated eye = 2-4 mm change

Biological Species/NCBI rabbit ID Substance RN

2802895View in Reaxys

Measurement Parameter

Activity

Unit

52/69

2017-11-08 16:58:19

Measurement Object

Mydriatic response in rabbit eye

Qualitative value

Quantitative value

Patent; BOOTH Anthony; CAFFREY James L; US2004/73043; (A1); (2004), View in Reaxys 103 of 148 Target Name Target Synonyms

Alpha 2 adrenergic receptor [dog] alpha 2 adrenergic receptor

Target, Subunit, Species Alpha 2 adrenergic receptor [dog] Target Mutant/Chimera Details

Alpha 2 adrenergic receptor [dog]:Wild

Target Species (Bioactivity)

dog

Substance Action on Target

Inhibitor

Substance Effect

inhibitory activity

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Inhibitory concentration of the compound against dog alpha-2 adrenergic receptor using 44-45 pM p-125iodoclonidine as radioligand incubated for 120 min at 25 degree C

Substance RN

2802895View in Reaxys

Measurement Parameter

IC50

Qualitative value

Not Published

Patent; BOOTH Anthony; CAFFREY James L; US2004/73043; (A1); (2004), View in Reaxys 104 of 148 Bioassay Category Bioassay Details

In Vitro (Efficacy) Intraocular pressure in rabbit eye 5 hours after treatment of compound at a dose of 1; untreated eye = 23 mmHg

Biological Species/NCBI rabbit ID Substance RN

2802895View in Reaxys

Measurement Parameter

Pressure

Unit

mmHg

Measurement Object

Intraocular pressure

Qualitative value

Quantitative value

Patent; BOOTH Anthony; CAFFREY James L; US2004/73043; (A1); (2004), View in Reaxys 105 of 148 Target Name Target Synonyms

Alpha 2 adrenergic receptor [dog] alpha 2 adrenergic receptor

Target, Subunit, Species Alpha 2 adrenergic receptor [dog] Target Mutant/Chimera Details

Alpha 2 adrenergic receptor [dog]:Wild

Target Species (Bioactivity)

dog

Substance Action on Target

Radioligand (/ligand)

Substance Effect

binding activity

Bioassay Category

In Vitro (Efficacy)

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Bioassay Details

Apparent equilibrium dissociation constant (high affinity) of the compound towards dog alpha-2 adrenergic receptor using p-125iodoclonidine as radioligand incubated for 120 min at 25 degree C determined by saturation analysis

Substance RN

2802895View in Reaxys

Measurement Parameter

Unit

Qualitative value

Quantitative value

0.15

Measurement pX

9.82

Patent; BOOTH Anthony; CAFFREY James L; US2004/73043; (A1); (2004), View in Reaxys 106 of 148 Bioassay Category Bioassay Details

In Vitro (Efficacy) Intraocular pressure in rabbit eye 5 hours after treatment of compound at a dose of 2; untreated eye = 21 mmHg

Biological Species/NCBI rabbit ID Substance RN

2802895View in Reaxys

Measurement Parameter

Pressure

Unit

mmHg

Measurement Object

Intraocular pressure

Qualitative value

Quantitative value

Patent; BOOTH Anthony; CAFFREY James L; US2004/73043; (A1); (2004), View in Reaxys 107 of 148 Bioassay Category Bioassay Details

In Vitro (Efficacy) Mydriatic response in rabbit eye after treatment of compound at a dose of 1; Range = 0-2 mm change untreated eye = 0-2 mm change

Biological Species/NCBI rabbit ID Substance RN

2802895View in Reaxys

Measurement Parameter

Activity

Unit

Measurement Object

Mydriatic response in rabbit eye

Qualitative value

Quantitative value

Patent; BOOTH Anthony; CAFFREY James L; US2004/73043; (A1); (2004), View in Reaxys 108 of 148 Bioassay Category Bioassay Details

In Vitro (Efficacy) Intraocular pressure in rabbit eye half hour after treatment of compound at a dose of 2; untreated eye = 16 mmHg

Biological Species/NCBI rabbit ID Substance RN

2802895View in Reaxys

Measurement Parameter

Pressure

Unit

mmHg

Measurement Object

Intraocular pressure

54/69

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Qualitative value

Quantitative value

Patent; BOOTH Anthony; CAFFREY James L; US2004/73043; (A1); (2004), View in Reaxys 109 of 148 Bioassay Category Bioassay Details

In Vitro (Efficacy) Intraocular pressure in rabbit eye 1 hour before treatment of compound at a dose of 2; untreated eye = 16 mmHg

Biological Species/NCBI rabbit ID Substance RN

2802895View in Reaxys

Measurement Parameter

Pressure

Unit

mmHg

Measurement Object

Intraocular pressure

Qualitative value

Quantitative value

Patent; BOOTH Anthony; CAFFREY James L; US2004/73043; (A1); (2004), View in Reaxys 110 of 148

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Intraocular pressure in rabbit eye 1 hour after treatment of compound at a dose of 1; untreated eye = 18 mmHg

Biological Species/NCBI rabbit ID Substance RN

2802895View in Reaxys

Measurement Parameter

Pressure

Unit

mmHg

Measurement Object

Intraocular pressure

Qualitative value

Quantitative value

Patent; BOOTH Anthony; CAFFREY James L; US2004/73043; (A1); (2004), View in Reaxys 111 of 148

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Intraocular pressure in rabbit eye 1 hour before treatment of compound at a dose of 1; untreated eye = 17 mmHg

Biological Species/NCBI rabbit ID Substance RN

2802895View in Reaxys

Measurement Parameter

Pressure

Unit

mmHg

Measurement Object

Intraocular pressure

Qualitative value

Quantitative value

Patent; BOOTH Anthony; CAFFREY James L; US2004/73043; (A1); (2004), View in Reaxys 112 of 148

Target Name

Alpha 2 adrenergic receptor [dog]

Target Synonyms

alpha 2 adrenergic receptor

Target, Subunit, Species Alpha 2 adrenergic receptor [dog]

55/69

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Target Mutant/Chimera Details

Alpha 2 adrenergic receptor [dog]:Wild

Target Species (Bioactivity)

dog

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Number of low affinity binding sites of dog alpha-2 adrenergic receptor determined by Scatchard analysis

Substance RN

2802895View in Reaxys

Measurement Parameter

Qualitative

Measurement Object

BMAX2

Qualitative value

Not Published

Patent; BOOTH Anthony; CAFFREY James L; US2004/73043; (A1); (2004), View in Reaxys 113 of 148

Target Name

Alpha 2 adrenergic receptor [dog]

Target Synonyms

alpha 2 adrenergic receptor

Target, Subunit, Species Alpha 2 adrenergic receptor [dog] Target Mutant/Chimera Details

Alpha 2 adrenergic receptor [dog]:Wild

Target Species (Bioactivity)

dog

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Substance RN

2802895View in Reaxys

Measurement Parameter

Unit

Qualitative value

Quantitative value

0.15

Measurement pX

9.82

Patent; BOOTH Anthony; CAFFREY James L; US2004/73043; (A1); (2004), View in Reaxys 114 of 148

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Pupil diameter of rabbit eye 3 hours after treatment of compound at a dose of 1; untreated eye = 6 mm

Biological Species/NCBI rabbit ID Substance RN

2802895View in Reaxys

Measurement Parameter

Activity

Unit

Measurement Object

Pupil diameter

Qualitative value

Quantitative value

Patent; BOOTH Anthony; CAFFREY James L; US2004/73043; (A1); (2004), View in Reaxys 115 of 148

Target Name

Alpha 1 adrenergic receptor [dog]

Target Synonyms

alpha 1 adrenergic receptor

56/69

2017-11-08 16:58:19

Target, Subunit, Species Alpha 1 adrenergic receptor [dog] Target Mutant/Chimera Details

Alpha 1 adrenergic receptor [dog]:Wild

Target Species (Bioactivity)

dog

Substance Action on Target

Inhibitor

Substance Effect

inhibitory activity

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Inhibitory concentration of the compound against dog alpha-1 adrenergic receptor using 77.9 Ci/mmol [3H]Prazosin as radioligand incubated in 50 mM TRIS-HCl for 60 min at 25 degree C

Substance RN

2802895View in Reaxys

Measurement Parameter

IC50

Qualitative value

Not Published

Patent; BOOTH Anthony; CAFFREY James L; US2004/73043; (A1); (2004), View in Reaxys 116 of 148

Target Name

Alpha 1 adrenergic receptor [dog]

Target Synonyms

alpha 1 adrenergic receptor

Target, Subunit, Species Alpha 1 adrenergic receptor [dog] Target Mutant/Chimera Details

Alpha 1 adrenergic receptor [dog]:Wild

Target Species (Bioactivity)

dog

Substance Action on Target

Radioligand (/ligand)

Substance Effect

binding activity

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Ratio of Binding affinity towards alpha-1 adrenergic receptor to that of beta-2 adrenergic receptor

Substance RN

2802895View in Reaxys

Measurement Parameter

Qualitative

Measurement Object

Ki ratio

Qualitative value

Not Published

Patent; BOOTH Anthony; CAFFREY James L; US2004/73043; (A1); (2004), View in Reaxys 117 of 148

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Pupil diameter of rabbit eye 1 hour before treatment of compound at a dose of 2; untreated eye = 6 mm

Biological Species/NCBI rabbit ID Substance RN

2802895View in Reaxys

Measurement Parameter

Activity

Unit

Measurement Object

Pupil diameter

Qualitative value

Quantitative value

57/69

2017-11-08 16:58:19

Patent; BOOTH Anthony; CAFFREY James L; US2004/73043; (A1); (2004), View in Reaxys 118 of 148

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Pupil diameter of rabbit eye half hour before treatment of compound at a dose of 2; untreated eye = 6 mm

Biological Species/NCBI rabbit ID Substance RN

2802895View in Reaxys

Measurement Parameter

Activity

Unit

Measurement Object

Pupil diameter

Qualitative value

Quantitative value

Patent; BOOTH Anthony; CAFFREY James L; US2004/73043; (A1); (2004), View in Reaxys 119 of 148

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Intraocular pressure in rabbit eye 3 hours after treatment of compound at a dose of 1; untreated eye = 20 mmHg

Biological Species/NCBI rabbit ID Substance RN

2802895View in Reaxys

Measurement Parameter

Pressure

Unit

mmHg

Measurement Object

Intraocular pressure

Qualitative value

Quantitative value

Patent; BOOTH Anthony; CAFFREY James L; US2004/73043; (A1); (2004), View in Reaxys 120 of 148 Target Name Target Synonyms

Alpha 1 adrenergic receptor [dog] alpha 1 adrenergic receptor

Target, Subunit, Species Alpha 1 adrenergic receptor [dog] Target Mutant/Chimera Details

Alpha 1 adrenergic receptor [dog]:Wild

Target Species (Bioactivity)

dog

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Ratio of Binding affinity towards alpha-1 adrenergic receptor to that of alpha-2 adrenergic receptor

Substance RN

2802895View in Reaxys

Measurement Parameter

Qualitative

Measurement Object

Ki ratio

Qualitative value

Not Published

Patent; BOOTH Anthony; CAFFREY James L; US2004/73043; (A1); (2004), View in Reaxys 121 of 148 Bioassay Category Bioassay Details

In Vitro (Efficacy) Pupil diameter of rabbit eye half hour after treatment of compound at a dose of 1; untreated eye = 6 mm

58/69

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Biological Species/NCBI rabbit ID Substance RN

2802895View in Reaxys

Measurement Parameter

Activity

Unit

Measurement Object

Pupil diameter

Qualitative value

Quantitative value

Patent; BOOTH Anthony; CAFFREY James L; US2004/73043; (A1); (2004), View in Reaxys 122 of 148 Bioassay Category Bioassay Details

In Vitro (Efficacy) Pupil diameter of rabbit eye 1 hour after treatment of compound at a dose of 1; untreated eye = 6 mm

Biological Species/NCBI rabbit ID Substance RN

2802895View in Reaxys

Measurement Parameter

Activity

Unit

Measurement Object

Pupil diameter

Qualitative value

Quantitative value

Patent; BOOTH Anthony; CAFFREY James L; US2004/73043; (A1); (2004), View in Reaxys 123 of 148 Bioassay Category Bioassay Details

In Vitro (Efficacy) Pupil diameter of rabbit eye 5 hours after treatment of compound at a dose of 1; untreated eye = 6 mm

Biological Species/NCBI rabbit ID Substance RN

2802895View in Reaxys

Measurement Parameter

Activity

Unit

Measurement Object

Pupil diameter

Qualitative value

Quantitative value

Patent; BOOTH Anthony; CAFFREY James L; US2004/73043; (A1); (2004), View in Reaxys 124 of 148 Target Name

Beta-2 adrenergic receptor [dog]

Target Synonyms

adrb2; beta-2 adrenergic receptor; beta-2 adrenoceptor; beta-2 adrenoreceptor

Target Uniprot ID

p54833

Target, Subunit, Species Beta-2 adrenergic receptor [dog] Target Mutant/Chimera Details

Beta-2 adrenergic receptor [dog]:Wild

Target Species (Bioactivity)

dog

Substance Action on Target

Radioligand (/ligand)

Substance Effect

binding activity

59/69

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Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Ratio of Binding affinity towards beta-2 adrenergic receptor to that of alpha-2 adrenergic receptor

Substance RN

2802895View in Reaxys

Measurement Parameter

Qualitative

Measurement Object

Ki ratio

Qualitative value

Not Published

Patent; BOOTH Anthony; CAFFREY James L; US2004/73043; (A1); (2004), View in Reaxys 125 of 148 Target Name

Beta-2 adrenergic receptor [dog]

Target Synonyms

adrb2; beta-2 adrenergic receptor; beta-2 adrenoceptor; beta-2 adrenoreceptor

Target Uniprot ID

p54833

Target, Subunit, Species Beta-2 adrenergic receptor [dog] Target Mutant/Chimera Details

Beta-2 adrenergic receptor [dog]:Wild

Target Species (Bioactivity)

dog

Substance Action on Target

Radioligand (/ligand)

Substance Effect

binding activity

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Binding affinity of the compound against dog beta-2 adrenergic receptor using 2200Ci/ mmol [125I]CYP as radioligand incubated for 110 min at 30 degree C

Substance RN

2802895View in Reaxys

Measurement Parameter

Qualitative

Measurement Object

Qualitative value

Not Published

Patent; BOOTH Anthony; CAFFREY James L; US2004/73043; (A1); (2004), View in Reaxys 126 of 148 Target Name

Beta-2 adrenergic receptor [dog]

Target Synonyms

adrb2; beta-2 adrenergic receptor; beta-2 adrenoceptor; beta-2 adrenoreceptor

Target Uniprot ID

p54833

Target, Subunit, Species Beta-2 adrenergic receptor [dog] Target Mutant/Chimera Details

Beta-2 adrenergic receptor [dog]:Wild

Target Species (Bioactivity)

dog

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Number of binding sites (summary) of dog beta-2 adrenergic receptor determined by saturation analysis

Substance RN

2802895View in Reaxys

Measurement Parameter

Qualitative

Measurement Object

Bmax

Qualitative value

Not Published

Patent; BOOTH Anthony; CAFFREY James L; US2004/73043; (A1); (2004), View in Reaxys 127 of 148 Target Name

Beta-2 adrenergic receptor [dog]

60/69

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Target Synonyms

adrb2; beta-2 adrenergic receptor; beta-2 adrenoceptor; beta-2 adrenoreceptor

Target Uniprot ID

p54833

Target, Subunit, Species Beta-2 adrenergic receptor [dog] Target Mutant/Chimera Details

Beta-2 adrenergic receptor [dog]:Wild

Target Species (Bioactivity)

dog

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Number of binding sites (summary) of dog beta-2 adrenergic receptor determined by Scatchard analysis

Substance RN

2802895View in Reaxys

Measurement Parameter

Qualitative

Measurement Object

Bmax

Qualitative value

Not Published

Patent; BOOTH Anthony; CAFFREY James L; US2004/73043; (A1); (2004), View in Reaxys 128 of 148 Target Name Target Synonyms

Alpha 1 adrenergic receptor [dog] alpha 1 adrenergic receptor

Target, Subunit, Species Alpha 1 adrenergic receptor [dog] Target Mutant/Chimera Details

Alpha 1 adrenergic receptor [dog]:Wild

Target Species (Bioactivity)

dog

Substance Action on Target

Radioligand (/ligand)

Substance Effect

binding activity

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Binding affinity of the compound against dog alpha-1 adrenergic receptor using 77.9 Ci/ mmol [3H]Prazosin as radioligand incubated in 50 mM TRIS-HCl for 60 min at 25 degree C

Substance RN

2802895View in Reaxys

Measurement Parameter

Qualitative

Measurement Object

Qualitative value

Not Published

Patent; BOOTH Anthony; CAFFREY James L; US2004/73043; (A1); (2004), View in Reaxys 129 of 148 Target Name

Beta-2 adrenergic receptor [dog]

Target Synonyms

adrb2; beta-2 adrenergic receptor; beta-2 adrenoceptor; beta-2 adrenoreceptor

Target Uniprot ID

p54833

Target, Subunit, Species Beta-2 adrenergic receptor [dog] Target Mutant/Chimera Details

Beta-2 adrenergic receptor [dog]:Wild

Target Species (Bioactivity)

dog

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Number of binding sites (run 1) of dog beta-2 adrenergic receptor determined by saturation analysis

Substance RN

2802895View in Reaxys

61/69

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Measurement Parameter

Qualitative

Measurement Object

Bmax

Qualitative value

Not Published

Patent; BOOTH Anthony; CAFFREY James L; US2004/73043; (A1); (2004), View in Reaxys 130 of 148 Target Name

Beta-2 adrenergic receptor [dog]

Target Synonyms

adrb2; beta-2 adrenergic receptor; beta-2 adrenoceptor; beta-2 adrenoreceptor

Target Uniprot ID

p54833

Target, Subunit, Species Beta-2 adrenergic receptor [dog] Target Mutant/Chimera Details

Beta-2 adrenergic receptor [dog]:Wild

Target Species (Bioactivity)

dog

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Number of binding sites (run 1) of dog beta-2 adrenergic receptor determined by Scatchard analysis

Substance RN

2802895View in Reaxys

Measurement Parameter

Qualitative

Measurement Object

Bmax

Qualitative value

Not Published

Patent; BOOTH Anthony; CAFFREY James L; US2004/73043; (A1); (2004), View in Reaxys 131 of 148 Target Name

Beta-2 adrenergic receptor [dog]

Target Synonyms

adrb2; beta-2 adrenergic receptor; beta-2 adrenoceptor; beta-2 adrenoreceptor

Target Uniprot ID

p54833

Target, Subunit, Species Beta-2 adrenergic receptor [dog] Target Mutant/Chimera Details

Beta-2 adrenergic receptor [dog]:Wild

Target Species (Bioactivity)

dog

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Apparent equilibrium dissociation constant (run 2) of the compound towards dog beta-2 adrenergic receptor using 125ICYP as radioligand incubated for 110 min at 30 degree C determined by saturation analysis

Substance RN

2802895View in Reaxys

Measurement Parameter

Unit

Qualitative value

Quantitative value

9.3

Measurement pX

Patent; BOOTH Anthony; CAFFREY James L; US2004/73043; (A1); (2004), View in Reaxys 132 of 148 Target Name

Beta-2 adrenergic receptor [dog]

Target Synonyms

adrb2; beta-2 adrenergic receptor; beta-2 adrenoceptor; beta-2 adrenoreceptor

Target Uniprot ID

p54833

Target, Subunit, Species Beta-2 adrenergic receptor [dog]

62/69

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Target Mutant/Chimera Details

Beta-2 adrenergic receptor [dog]:Wild

Target Species (Bioactivity)

dog

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Apparent equilibrium dissociation constant (summary) of the compound towards dog beta-2 adrenergic receptor using 125ICYP as radioligand incubated for 110 min at 30 degree C determined by saturation analysis

Substance RN

2802895View in Reaxys

Measurement Parameter

Unit

Qualitative value

Quantitative value

9.5

Measurement pX

Patent; BOOTH Anthony; CAFFREY James L; US2004/73043; (A1); (2004), View in Reaxys 133 of 148 Target Name

Beta-2 adrenergic receptor [dog]

Target Synonyms

adrb2; beta-2 adrenergic receptor; beta-2 adrenoceptor; beta-2 adrenoreceptor

Target Uniprot ID

p54833

Target, Subunit, Species Beta-2 adrenergic receptor [dog] Target Mutant/Chimera Details

Beta-2 adrenergic receptor [dog]:Wild

Target Species (Bioactivity)

dog

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Substance RN

2802895View in Reaxys

Measurement Parameter

Unit

Qualitative value

Quantitative value

8.9

Measurement pX

11.1

Patent; BOOTH Anthony; CAFFREY James L; US2004/73043; (A1); (2004), View in Reaxys 134 of 148 Target Name

Beta-2 adrenergic receptor [dog]

Target Synonyms

adrb2; beta-2 adrenergic receptor; beta-2 adrenoceptor; beta-2 adrenoreceptor

Target Uniprot ID

p54833

Target, Subunit, Species Beta-2 adrenergic receptor [dog] Target Mutant/Chimera Details

Beta-2 adrenergic receptor [dog]:Wild

Target Species (Bioactivity)

dog

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Apparent equilibrium dissociation constant (run 1) of the compound towards dog beta-2 adrenergic receptor using 125ICYP as radioligand incubated for 110 min at 30 degree C determined by Scatchard analysis

63/69

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Substance RN

2802895View in Reaxys

Measurement Parameter

Unit

Qualitative value

Quantitative value

9.9

Measurement pX

Patent; BOOTH Anthony; CAFFREY James L; US2004/73043; (A1); (2004), View in Reaxys 135 of 148 Target Name

Beta-2 adrenergic receptor [dog]

Target Synonyms

adrb2; beta-2 adrenergic receptor; beta-2 adrenoceptor; beta-2 adrenoreceptor

Target Uniprot ID

p54833

Target, Subunit, Species Beta-2 adrenergic receptor [dog] Target Mutant/Chimera Details

Beta-2 adrenergic receptor [dog]:Wild

Target Species (Bioactivity)

dog

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Number of binding sites (run 2) of dog beta-2 adrenergic receptor determined by Scatchard analysis

Substance RN

2802895View in Reaxys

Measurement Parameter

Qualitative

Measurement Object

Bmax

Qualitative value

Not Published

Patent; BOOTH Anthony; CAFFREY James L; US2004/73043; (A1); (2004), View in Reaxys 136 of 148 Target Name

Beta-2 adrenergic receptor [dog]

Target Synonyms

adrb2; beta-2 adrenergic receptor; beta-2 adrenoceptor; beta-2 adrenoreceptor

Target Uniprot ID

p54833

Target, Subunit, Species Beta-2 adrenergic receptor [dog] Target Mutant/Chimera Details

Beta-2 adrenergic receptor [dog]:Wild

Target Species (Bioactivity)

dog

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Number of binding sites (run 2) of dog beta-2 adrenergic receptor determined by saturation analysis

Substance RN

2802895View in Reaxys

Measurement Parameter

Qualitative

Measurement Object

Bmax

Qualitative value

Not Published

Patent; BOOTH Anthony; CAFFREY James L; US2004/73043; (A1); (2004), View in Reaxys 137 of 148 Target Name

Beta-2 adrenergic receptor [dog]

Target Synonyms

adrb2; beta-2 adrenergic receptor; beta-2 adrenoceptor; beta-2 adrenoreceptor

Target Uniprot ID

p54833

Target, Subunit, Species Beta-2 adrenergic receptor [dog]

64/69

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Target Mutant/Chimera Details

Beta-2 adrenergic receptor [dog]:Wild

Target Species (Bioactivity)

dog

Substance Action on Target

Inhibitor

Substance Effect

inhibitory activity

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Inhibitory concentration of the compound against dog beta-2 adrenergic receptor using 2200Ci/mmol 125ICYP as radioligand incubated for 110 min at 30 degree C

Substance RN

2802895View in Reaxys

Measurement Parameter

IC50

Qualitative value

Not Published

Patent; BOOTH Anthony; CAFFREY James L; US2004/73043; (A1); (2004), View in Reaxys 138 of 148 Target Name

Beta-2 adrenergic receptor [dog]

Target Synonyms

adrb2; beta-2 adrenergic receptor; beta-2 adrenoceptor; beta-2 adrenoreceptor

Target Uniprot ID

p54833

Target, Subunit, Species Beta-2 adrenergic receptor [dog] Target Mutant/Chimera Details

Beta-2 adrenergic receptor [dog]:Wild

Target Species (Bioactivity)

dog

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Apparent equilibrium dissociation constant (run 1) of the compound towards dog beta-2 adrenergic receptor using 125ICYPas radioligand incubated for 110 min at 30 degree C determined by saturation analysis

Substance RN

2802895View in Reaxys

Measurement Parameter

Unit

Qualitative value

Quantitative value

9.6

Measurement pX

Patent; BOOTH Anthony; CAFFREY James L; US2004/73043; (A1); (2004), View in Reaxys 139 of 148 Target Name Target Synonyms

Alpha 1 adrenergic receptor [dog] alpha 1 adrenergic receptor

Target, Subunit, Species Alpha 1 adrenergic receptor [dog] Target Mutant/Chimera Details

Alpha 1 adrenergic receptor [dog]:Wild

Target Species (Bioactivity)

dog

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Number of binding sites of dog alpha-1 adrenergic receptor determined by saturation analysis

Substance RN

2802895View in Reaxys

Measurement Parameter

Qualitative

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Measurement Object

Bmax

Qualitative value

Not Published

Patent; BOOTH Anthony; CAFFREY James L; US2004/73043; (A1); (2004), View in Reaxys 140 of 148 Target Name

Beta-2 adrenergic receptor [dog]

Target Synonyms

adrb2; beta-2 adrenergic receptor; beta-2 adrenoceptor; beta-2 adrenoreceptor

Target Uniprot ID

p54833

Target, Subunit, Species Beta-2 adrenergic receptor [dog] Target Mutant/Chimera Details

Beta-2 adrenergic receptor [dog]:Wild

Target Species (Bioactivity)

dog

Substance Action on Target

Radioligand (/ligand)

Substance Effect

binding activity

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Substance RN

2802895View in Reaxys

Measurement Parameter

Unit

Qualitative value

Quantitative value

7.8

Measurement pX

11.1

Patent; BOOTH Anthony; CAFFREY James L; US2004/73043; (A1); (2004), View in Reaxys 141 of 148 Bioassay Category Bioassay Details

In Vitro (Efficacy) Intraocular pressure in rabbit eye half hour after treatment of compound at a dose of 1; untreated eye = 21 mmHg

Biological Species/NCBI rabbit ID Substance RN

2802895View in Reaxys

Measurement Parameter

Pressure

Unit

mmHg

Measurement Object

Intraocular pressure

Qualitative value

Quantitative value

Patent; BOOTH Anthony; CAFFREY James L; US2004/73043; (A1); (2004), View in Reaxys 142 of 148 Bioassay Category Bioassay Details

In Vitro (Efficacy) Intraocular pressure in rabbit eye half hour before treatment of compound at a dose of 1; untreated eye = 20 mmHg

Biological Species/NCBI rabbit ID Substance RN

2802895View in Reaxys

Measurement Parameter

Pressure

66/69

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Unit

mmHg

Measurement Object

Intraocular pressure

Qualitative value

Quantitative value

Patent; BOOTH Anthony; CAFFREY James L; US2004/73043; (A1); (2004), View in Reaxys 143 of 148 Target Name Target Synonyms

Alpha 1 adrenergic receptor [dog] alpha 1 adrenergic receptor

Target, Subunit, Species Alpha 1 adrenergic receptor [dog] Target Mutant/Chimera Details

Alpha 1 adrenergic receptor [dog]:Wild

Target Species (Bioactivity)

dog

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Number of binding sites of dog alpha-1 adrenergic receptor determined by Scatchard analysis

Substance RN

2802895View in Reaxys

Measurement Parameter

Qualitative

Measurement Object

Bmax

Qualitative value

Not Published

Patent; BOOTH Anthony; CAFFREY James L; US2004/73043; (A1); (2004), View in Reaxys 144 of 148 Target Name Target Synonyms

Alpha 1 adrenergic receptor [dog] alpha 1 adrenergic receptor

Target, Subunit, Species Alpha 1 adrenergic receptor [dog] Target Mutant/Chimera Details

Alpha 1 adrenergic receptor [dog]:Wild

Target Species (Bioactivity)

dog

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Apparent equilibrium dissociation constant of the compound towards dog alpha-1 adrenergic receptor using 3H-Prazocin as radioligand incubated for 60 min at 25 degree C determined by saturation analysis

Substance RN

2802895View in Reaxys

Measurement Parameter

Unit

Qualitative value

Quantitative value

0.73

Measurement pX

9.14

Patent; BOOTH Anthony; CAFFREY James L; US2004/73043; (A1); (2004), View in Reaxys 145 of 148 Target Name Target Synonyms

Alpha 1 adrenergic receptor [dog] alpha 1 adrenergic receptor

Target, Subunit, Species Alpha 1 adrenergic receptor [dog] Target Mutant/Chimera Details

Alpha 1 adrenergic receptor [dog]:Wild

Target Species (Bioactivity)

dog

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Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Substance RN

2802895View in Reaxys

Measurement Parameter

Unit

Qualitative value

Quantitative value

0.84

Measurement pX

9.08

Patent; BOOTH Anthony; CAFFREY James L; US2004/73043; (A1); (2004), View in Reaxys 146 of 148 Bioassay Category Bioassay Details

In Vitro (Efficacy) Intraocular pressure in rabbit eye 1 hour after treatment of compound at a dose of 2; untreated eye = 19 mmHg

Biological Species/NCBI rabbit ID Substance RN

2802895View in Reaxys

Measurement Parameter

Pressure

Unit

mmHg

Measurement Object

Intraocular pressure

Qualitative value

Quantitative value

Patent; BOOTH Anthony; CAFFREY James L; US2004/73043; (A1); (2004), View in Reaxys 147 of 148 Bioassay Category Bioassay Details

In Vitro (Efficacy) Pupil diameter of rabbit eye half hour after treatment of compound at a dose of 2; untreated eye = 9 mm

Biological Species/NCBI rabbit ID Substance RN

2802895View in Reaxys

Measurement Parameter

Activity

Unit

Measurement Object

Pupil diameter

Qualitative value

Quantitative value

Patent; BOOTH Anthony; CAFFREY James L; US2004/73043; (A1); (2004), View in Reaxys 148 of 148 Target Name Target Synonyms

Alpha 2 adrenergic receptor [dog] alpha 2 adrenergic receptor

Target, Subunit, Species Alpha 2 adrenergic receptor [dog] Target Mutant/Chimera Details

Alpha 2 adrenergic receptor [dog]:Wild

Target Species (Bioactivity)

dog

Substance Action on Target

Radioligand (/ligand)

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Substance Effect

binding activity

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Binding affinity of the compound against dog alpha-2 adrenergic receptor using 44-45 pM p-125iodoclonidine as radioligand incubated for 120 min at 25 degree C

Substance RN

2802895View in Reaxys

Measurement Parameter

Qualitative

Measurement Object

Qualitative value

Not Published

Patent; BOOTH Anthony; CAFFREY James L; US2004/73043; (A1); (2004), View in Reaxys

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