2-(Methylamino)-1-phenylpropan-1-one [Methcathinone] by Asch

Reaxys

PubChem

eMolecules

Reactions (65)

Substances (17)

Structure

Citations (86)

Structure/Compound Data Chemical Name: methcathinone Reaxys Registry Number: 2802881

CAS Registry Number: 5650-44-2, 28521-94-0, 112117-24-5 Type of Substance: isocyclic Molecular Formula: C10H13NO Linear Structure Formula: C10H13NO Molecular Weight: 163.219

InChI Key: LPLLVINFLBSFRP-UHFFFAOYSA-N

Synthesize | Hide Details Find similar Chemical Names and Synonyms methcathinone, Methcathinone, 2-(N-methylamino)-1-phenyl-1-propanone, methylamino-2-phenyl-1-propanone-1, 2-(Nmethylamino)propiophenone, dl-ephedrone, (+-)-2-methylamino-1-phenyl-propan-1-one Identification Substance Label (5) Label

Reference

MCAT

Bonano; Banks; Kolanos; Sakloth; Barnier; Glennon; Cozzi; Partilla; Baumann; Negus

British Journal of Pharmacology, 2015 , vol. 172, # 10 p. 2433 - 2444 Title/Abstract Full Text View citing articles Show Details

Fraser, David S.; Park, Sheldon B.; Chong, J. Michael

Canadian Journal of Chemistry, 2004 , vol. 82, # 2 p. 87 - 101 Title/Abstract Full Text View citing articles Show Details

N° of preparations All Preps | All Reactions 16 prep out of 40 reactions.

Available Data

N° of ref.

Identification Physical Data (2) Spectra (5) Bioactivity (6)

Frigerio, Marco; Santagostino, Marco; Sputore, Simona; Palmisano, Giovanni

Journal of Organic Chemistry, 1995 , vol. 60, # 22 p. 7272 - 7276 Title/Abstract Full Text View citing articles Show Details

III

Bekett et al.

Journal of Pharmacy and Pharmacology, 1978 , vol. 30, p. 14,17 Full Text Show Details

Mueller,H.K. et al.

Journal fuer Praktische Chemie (Leipzig), 1971 , vol. 313, p. 1 - 16 Full Text View citing articles Show Details

Patent-Specific Data (1) Location in Patent

Reference

Claim

Baldessarini, Ross; Campbell, Alexander

Patent: US6221883 B1, 2001 ; Title/Abstract Full Text Show Details

Related Structure (1) Related Structure

Reference

Konfiguration der Enantiomeren:.

Takamatsu

Yakugaku Zasshi, 1956 , vol. 76, p. 1227 Chem.Abstr., 1957 , p. 4304 Full Text Show Details

Derivative (4) Derivative

Comment (Derivative)

Reference Findlay; Warren; Hill; Welch

Journal of Pharmaceutical Sciences, 1981 , vol. 70, # 6 p. 624 631 Title/Abstract Full Text View citing articles Show Details

2-methylamino-1-phenyl-1-propanone hydrochloride

Hydrochlorid: F: 170-178grad(Zers.); IR; NMR; MS

Bekett et al.

Journal of Pharmacy and Pharmacology, 1978 , vol. 30, p. 14,17 Full Text Show Details

Hydrochlorid: F: 183grad

Mueller,H.K. et al.

Journal fuer Praktische Chemie (Leipzig), 1971 , vol. 313, p. 1 - 16 Full Text View citing articles Show Details

Hydrochlorid, F: 175-179grad (A.+Acn.)

Fel'dman et al.

J. Appl. Chem. USSR (Engl. Transl.), 1962 , vol. 35, p. 1364,1309 Chem.Abstr., 1962 , vol. 57, # 11064 Full Text Show Details

Physical Data Boiling Point (1) Boiling Point

Pressure (Boiling Point)

Reference

120 - 121 °C

11 Torr

Skita; Keil; Baesler

Chemische Berichte, 1933 , vol. 66, p. 865 Full Text Show Details

Further Information (1) Description (Further Information)

Reference

Further information

Mueller,H.K. et al.

Journal fuer Praktische Chemie (Leipzig), 1971 , vol. 313, p. 1 - 16 Full Text View citing articles Show Details

Spectra NMR Spectroscopy (2)

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

Coupling Nuclei

Solvents (NMR Spectroscopy)

Frequency (NMR Spectroscopy)

benzene-d6

250 MHz

Fraser, David S.; Park, Sheldon B.; Chong, J. Michael

Canadian Journal of Chemistry, 2004 , vol. 82, # 2 p. 87 - 101 Title/Abstract Full Text View citing articles Show Details

benzene-d6

250 MHz

Fraser, David S.; Park, Sheldon B.; Chong, J. Michael

Canadian Journal of Chemistry, 2004 , vol. 82, # 2 p. 87 - 101 Title/Abstract Full Text View citing articles Show Details

Reference

Mass Spectrometry (2) Description (Mass Spectrometry)

Reference

LCMS (Liquid chromatography mass spectrometry) Spectrum

Smoluch, Marek; Reszke, Edward; Ramsza, Andrzej; Labuz, Krzysztof; Silberring, Jerzy

Rapid Communications in Mass Spectrometry, 2012 , vol. 26, # 13 p. 1577 - 1580 Title/Abstract Full Text View citing articles Show Details

Spectrum

Smoluch, Marek; Reszke, Edward; Ramsza, Andrzej; Labuz, Krzysztof; Silberring, Jerzy

Rapid Communications in Mass Spectrometry, 2012 , vol. 26, # 13 p. 1577 - 1580 Title/Abstract Full Text View citing articles Show Details

Raman Spectroscopy (1) Description (Raman Spectroscopy)

Reference

Bands Spectrum

Lee; Silverson; Jones; Ho; Fletcher; McNaul; Peters; Speers; Bell

Chemical Communications, 2015 , vol. 52, # 3 p. 493 - 496 Title/Abstract Full Text View citing articles Show Details

Bioactivity Pharmacological Data (6) 1 of 6

Comment (Pharmacological Data)

Bioactivities present

Reference

Baldessarini, Ross; Campbell, Alexander

Patent: US6221883 B1, 2001 ; Title/Abstract Full Text Show Details

Mueller,H.K. et al.

Journal fuer Praktische Chemie (Leipzig), 1971 , vol. 313, p. 1 - 16 Full Text View citing articles Show Details

Kirchner

Justus Liebigs Annalen der Chemie, 1959 , vol. 625, p. 98,100 Full Text View citing articles Show Details

Kirchner

Justus Liebigs Annalen der Chemie, 1959 , vol. 628, p. 92,95 Full Text Show Details

Takamatsu

Yakugaku Zasshi, 1956 , vol. 76, p. 1227 Chem.Abstr., 1957 , p. 4304 Full Text Show Details

Takamatsu

Yakugaku Zasshi, 1956 , vol. 76, p. 1241 Chem.Abstr., 1957 , p. 4306 Full Text Show Details

Fourneau; Kanao

Bulletin de la Societe Chimique de France, 1924 , vol. <4> 35, p. 620 Full Text Show Details

Skita; Keil; Baesler

Chemische Berichte, 1933 , vol. 66, p. 865 Full Text Show Details

Kanao

Yakugaku Zasshi, 1927 , # 540 p. 18 Chem. Zentralbl., 1927 , vol. 98, # I p. 2539 Full Text Show Details

Hyde; Browning; Adams

Journal of the American Chemical Society, 1928 , vol. 50, p. 2290 Full Text Show Details

Eberhard

Archiv der Pharmazie (Weinheim, Germany), 1920 , vol. 258, p. 104 Full Text Show Details

Eberhard

Archiv der Pharmazie (Weinheim, Germany), 1915 , vol. 253, p. 89 Full Text Show Details

Merck,E.

Patent: DE472466 ; Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 16, p. 2835 Full Text Show Details

Kanao

Chem. Zentralbl., 1927 , vol. 98, # I p. 2538 Full Text Show Details

Merck,E.

Patent: DE495534 ; Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 16, p. 2467 Full Text Show Details

Pfanz; Mueller

Archiv der Pharmazie (Weinheim, Germany), 1955 , vol. 288, p. 11,20 Full Text Show Details

Schmidt,E.

Chem. Zentralbl., 1911 , vol. 82, # II p. 33 Full Text Show Details

Merck

Patent: DE472466 ; Full Text Show Details

Merck

Patent: DE469782 ; Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 16, p. 2908 Full Text Show Details

Merck

Patent: DE495534 ; Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 16, p. 2467 Full Text Show Details

2 of 6

Comment (Pharmacological Data)

Bioactivities present

Reference

I.G. Farbenind. Patent: DE468305 ; Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 16, p. 2835 Full Text Show Details Merck,E. Patent: DE472466 ; Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 16, p. 2834 Full Text Show Details Kamlet Patent: US2155194 , 1938 ; Full Text Show Details

Knoll A.G.

Patent: DE634002 , 1930 ; Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 23, p. 481 Full Text Show Details

Bretschneider

Monatshefte fuer Chemie, 1948 , vol. 78, p. 117,126 Monatshefte fuer Chemie, 1947 , vol. 76, p. 355,364 Full Text Show Details

Parke, Davis and Co.

Patent: US2802865 , 1954 ; Full Text Show Details

Bekett et al.

Journal of Pharmacy and Pharmacology, 1978 , vol. 30, p. 14,17 Full Text Show Details

Nishimura; Takamatsu

Yakugaku Zasshi, 1964 , vol. 84, p. 938,943 Chem.Abstr., 1965 , vol. 62, # 2731 Full Text Show Details

Fel'dman et al.

J. Appl. Chem. USSR (Engl. Transl.), 1962 , vol. 35, p. 1364,1309 Chem.Abstr., 1962 , vol. 57, # 11064 Full Text Show Details Tytgat, D.; Gelbcke, M. Bulletin des Societes Chimiques Belges, 1989 , vol. 98, # 4 p. 243 - 256 Title/Abstract Full Text Show Details Findlay; Warren; Hill; Welch Journal of Pharmaceutical Sciences, 1981 , vol. 70, # 6 p. 624 - 631 Title/Abstract Full Text View citing articles Show Details Frigerio, Marco; Santagostino, Marco; Sputore, Simona; Palmisano, Giovanni Journal of Organic Chemistry, 1995 , vol. 60, # 22 p. 7272 - 7276 Title/Abstract Full Text View citing articles Show Details Kurashima, Naoki; Makino, Yukiko; Sekita, Setsuko; Urano, Yasuteru; Nagano, Tetsuo Analytical Chemistry, 2004 , vol. 76, # 14 p. 4233 - 4236

Title/Abstract Full Text View citing articles Show Details

Fraser, David S.; Park, Sheldon B.; Chong, J. Michael

Canadian Journal of Chemistry, 2004 , vol. 82, # 2 p. 87 - 101 Title/Abstract Full Text View citing articles Show Details

Li, Su-Min; Campbell, Bettye L.; Katz, Jonathan L.

Journal of Pharmacology and Experimental Therapeutics, 2006 , vol. 317, # 3 p. 1088 - 1096 Title/Abstract Full Text View citing articles Show Details

Smoluch, Marek; Reszke, Edward; Ramsza, Andrzej; Labuz, Krzysztof; Silberring, Jerzy

Rapid Communications in Mass Spectrometry, 2012 , vol. 26, # 13 p. 1577 - 1580 Title/Abstract Full Text View citing articles Show Details

Hernández, Félix; Bijlsma, Lubertus; Sancho, Juan V.; Díaz, Ramon; Ibáñez, María

Analytica Chimica Acta, 2011 , vol. 684, # 1-2 p. 96 - 106 Title/Abstract Full Text View citing articles Show Details

Cozzi, Nicholas V.; Foley, Kevin F.

Pharmacology and Toxicology, 2003 , vol. 93, # 5 p. 219 - 225 Title/Abstract Full Text View citing articles Show Details

Rockhold; Carlton F.B.; Corkern; Derouen; Bennett; Hume

Annals of Emergency Medicine, 1997 , vol. 29, # 3 p. 383 - 391 Title/Abstract Full Text View citing articles Show Details

Salouros, Helen; Sutton, Gordon J.; Howes, Joanna; Hibbert, D. Brynn; Collins, Michael

Analytical Chemistry, 2013 , vol. 85, # 19 p. 9400 - 9408 Title/Abstract Full Text View citing articles Show Details

3 of 6

Comment (Pharmacological Data)

Bioactivities present

Reference

Clarke's Analysis of Drugs and Poisons Full Text Show Details

Bonano; Banks; Kolanos; Sakloth; Barnier; Glennon; Cozzi; Partilla; Baumann; Negus

British Journal of Pharmacology, 2015 , vol. 172, # 10 p. 2433 - 2444 Title/Abstract Full Text View citing articles Show Details

Randox Laboratories Ltd.; Benchik, Elouard; Fitzgerald, Peter; Lowry, Philip; McConnell, Ivan

Patent: EP2950104 A1, 2015 ; Title/Abstract Full Text Show Details

Lee; Silverson; Jones; Ho; Fletcher; McNaul; Peters; Speers; Bell

Chemical Communications, 2015 , vol. 52, # 3 p. 493 - 496 Title/Abstract Full Text View citing articles Show Details

Tang, Magdalene H.Y.; Ching; Lee, Caroline Y.W.; Lam, Ying-Hoo; Mak, Tony W.L.

Journal of Chromatography B: Analytical Technologies in the Biomedical and Life Sciences, 2014 , vol. 969, p. 272 - 284 Title/Abstract Full Text View citing articles Show Details

Selikhova; Tripoliti, E; Fedoryshyn; Matvienko; Stanetska, H; Boychuk; Komnatska; Lees; Sanotsky

Clinical Neurology and Neurosurgery, 2016 , vol. 147, p. 71 - 77 Title/Abstract Full Text View citing articles Show Details

Hines, Elizabeth Quaal; Soomro, Irfana; Howland, Mary Ann; Hoffman, Robert S.; Smith, Silas W.

Clinical Toxicology, 2016 , vol. 54, # 6 p. 523 - 525 Title/Abstract Full Text View citing articles Show Details

Schifano, Fabrizio; Papanti, G. Duccio; Orsolini, Laura; Corkery, John M.

Expert Review of Clinical Pharmacology, 2016 , vol. 9, # 7 p. 943 - 954 Title/Abstract Full Text View citing articles Show Details

Ellefsen, Kayla N.; Concheiro, Marta; Huestis, Marilyn A.

Drug Metabolism Reviews, 2016 , vol. 48, # 2 p. 237 - 265 Title/Abstract Full Text View citing articles Show Details

Zhang, Rongzhen; Xu, Yan; Xiao, Rong

Biotechnology Advances, 2015 , vol. 33, # 8 p. 1671 - 1684 Title/Abstract Full Text Show Details

Rojek, Sebastian; Bolechała, Filip; Kula, Karol; Maciów-Głąb, Martyna; Kłys, Małgorzata

Legal Medicine, 2016 , vol. 21, p. 64 - 72 Title/Abstract Full Text View citing articles Show Details

Nycz, Jacek E.; Pazdziorek, Tadeusz; Malecki, Grzegorz; Szala, Marcin

Forensic Science International, 2016 , vol. 266, p. 416 - 426 Title/Abstract Full Text View citing articles Show Details

Chen, Pan; Culbreth, Megan; Aschner, Michael

Environmental Science and Pollution Research, 2016 , vol. 23, # 14 p. 13802 - 13810 Title/Abstract Full Text View citing articles Show Details

Wojcieszak, Jakub; Andrzejczak, Dariusz; Woldan-Tambor, Agata; Zawilska, Jolanta B.

Neurotoxicity Research, 2016 , vol. 30, # 2 p. 239 - 250 Title/Abstract Full Text View citing articles Show Details

Tscharke, Benjamin J.; Chen, Chang; Gerber, Jacobus P.; White, Jason M.

Science of the Total Environment, 2016 , vol. 565, p. 384 - 391 Title/Abstract Full Text View citing articles Show Details

Vaiano, Fabio; Busardò, Francesco P.; Palumbo, Diego; Kyriakou, Chrystalla; Fioravanti, Alessia; Catalani, Valeria; Mari, Francesco; Bertol, Elisabetta

Journal of Pharmaceutical and Biomedical Analysis, 2016 , vol. 129, p. 441 - 449 Title/Abstract Full Text View citing articles Show Details

Rychert, Marta; Wilkins, Chris

Drug Testing and Analysis, 2016 , vol. 8, # 8 p. 768 - 778 Title/Abstract Full Text View citing articles Show Details

Rojek, Sebastian; Kula, Karol; Maciów-Głąb, Martyna; Kłys, Małgorzata

Forensic Toxicology, 2016 , vol. 34, # 2 p. 403 - 410 Title/Abstract Full Text View citing articles Show Details

Senta, Ivan; Krizman, Ivona; Ahel, Marijan; Terzic, Senka

Journal of Chromatography A, 2015 , vol. 1425, p. 204 - 212 Title/Abstract Full Text View citing articles Show Details

Alremeithi, Rashed H.; Meetani, Mohammed A.; Khalil, Saif. A.

RSC Advances, 2016 , vol. 6, # 84 p. 80576 - 80584 Title/Abstract Full Text Show Details

4 of 6

5 of 6

6 of 6

Comment (Pharmacological Data)

Bioactivities present

Reference

Mohamed, Khaled M.; Al-Hazmi, Abtehaj H.; Alasiri, Alanoud M.; Ali, Mahmoud El-Said

Journal of Chromatographic Science, 2016 , vol. 54, # 8 p. 1271 - 1276 Title/Abstract Full Text Show Details

Mowry, James B.; Spyker, Daniel A.; Cantilena, Louis R.; McMillan, Naya; Ford, Marsha

Clinical Toxicology, 2014 , vol. 52, # 10 p. 1032 - 1283 Title/Abstract Full Text Show Details

González-Mariño, Iria; Gracia-Lor, Emma; Rousis, Nikolaos I.; Castrignanò, Erika; Thomas, Kevin V.; Quintana, José Benito; Kasprzyk-Hordern, Barbara; Zuccato, Ettore; Castiglioni, Sara

Environmental Science and Technology, 2016 , vol. 50, # 18 p. 10089 - 10096 Title/Abstract Full Text Show Details

Glicksberg, Lindsay; Bryand, Kelsie; Kerrigan, Sarah

Journal of Chromatography B: Analytical Technologies in the Biomedical and Life Sciences, 2016 , vol. 1035, p. 91 - 103 Title/Abstract Full Text Show Details

Glennon, Richard A.; Young, Richard

Brain Research Bulletin, 2016 , vol. 126, p. 111 - 126 Title/Abstract Full Text Show Details

Andrés-Costa, María Jesús; Andreu, Vicente; Picó, Yolanda

Journal of Chromatography A, 2016 , vol. 1461, p. 98 - 106 Title/Abstract Full Text Show Details

Lee, Eun-Young; Flynn, Michael R.; Du, Guangwei; Lewis, Mechelle M.; Herring, Amy H.; Van Buren, Eric; Van Buren, Scott; Kong, Lan; Mailman, Richard B.; Huang, Xuemei

Toxicological Sciences, 2016 , vol. 153, # 1 art. no. KFW116, p. 165 - 173 Title/Abstract Full Text Show Details

Saz; Marina

Journal of Chromatography A, 2016 , vol. 1467, p. 79 - 94 Title/Abstract Full Text Show Details

Peng, Yan; Hall, Sarah; Gautam, Lata

TrAC - Trends in Analytical Chemistry, 2016 , vol. 85, p. 232 - 240 Title/Abstract Full Text Show Details

Asser, Andres; Kõks, Sulev; Snellman, Anniina; Haaparanta-Solin, Merja; Arponen, Eveliina; Grönroos, Tove; Nairismägi, Jaak; Bergquist, Jonas; Soomets, Ursel; Piip, Piret; Eltermaa, Mall; Sauk, Martin; Lindmäe, Hanna; Rinne, Juha O.; Taba, Pille

Brain Research, 2016 , vol. 1652, p. 97 - 102 Title/Abstract Full Text Show Details

Comment (Pharmacological Data)

physiological behaviour discussed

Reference

Bonano; Banks; Kolanos; Sakloth; Barnier; Glennon; Cozzi; Partilla; Baumann; Negus

British Journal of Pharmacology, 2015 , vol. 172, # 10 p. 2433 - 2444 Title/Abstract Full Text View citing articles Show Details

Comment (Pharmacological Data)

physiological behaviour discussed

Reference

Randox Laboratories Ltd.; Benchik, Elouard; Fitzgerald, Peter; Lowry, Philip; McConnell, Ivan

Patent: EP2950104 A1, 2015 ; Title/Abstract Full Text Show Details

Chemical Name: (-)-Methcathinone Reaxys Registry Number: 3196888

CAS Registry Number: 5650-44-2, 28521-94-0, 112117-24-5 Type of Substance: isocyclic Molecular Formula: C10H13NO Linear Structure Formula: C10H13NO Molecular Weight: 163.219

InChI Key: LPLLVINFLBSFRP-QMMMGPOBSA-N

3 prep out of 9 reactions.

Synthesize | Hide Details Find similar Chemical Names and Synonyms (-)-Methcathinone, (S)-1-phenyl-2-methylamino-1-propanone, S-(-)-methcathinone, (S)-methcathinone, methcathinone, (S)-2-methylamino-1phenyl-propan-1-one, (S)-2-Methylamino-1-phenyl-propan-1-on

Identification Physical Data (2) Bioactivity (9)

Identification Related Structure (1) Related Structure

Reference

Konfiguration der Enantiomeren:.

Takamatsu

Yakugaku Zasshi, 1956 , vol. 76, p. 1227 Chem.Abstr., 1957 , p. 4304 Full Text Show Details

Derivative (3) Comment (Derivative)

Reference

phosphate (mp: 135-140 degree ; <alpha>=-31.8 degree ) Further Data see Handbook

Parke, Davis and Co.

Patent: US2802865 , 1954 ; Full Text Show Details

(S)-phenyl succinate (mp: 143-144 degree ; <alpha>=57.2 degree ) Further Data see Handbook

Parke, Davis and Co.

Patent: US2802865 , 1954 ; Full Text Show Details

(1S)-2-oxo-bornane-10-sulfonate: (mp: 138-139 degree ; <alpha>=-12.9 degree ) Further Data see Handbook

Parke, Davis and Co.

Patent: US2802865 , 1954 ; Full Text Show Details

Physical Data Optical Rotatory Power (2) Type (Optical Rotatory Power)

Concentration (Optical Rotatory Power)

Solvent (Optical Rotatory Power)

Optical Rotatory Power

Wavelength (Optical Rotatory Power)

Temperature (Optical Rotatory Power)

[alpha]

c=2

methanol

-48.3 deg

589 nm

27 °C

Takamatsu

Yakugaku Zasshi, 1956 , vol. 76, p. 1227 Chem.Abstr., 1957 , p. 4304 Full Text Show Details

[alpha]

c=2

aq. HCl

-53.5 deg

589 nm

27 °C

Takamatsu

Yakugaku Zasshi, 1956 , vol. 76, p. 1227 Chem.Abstr., 1957 , p. 4304 Full Text Show Details

Reference

Bioactivity Pharmacological Data (9) 1 of 9

Comment (Pharmacological Data)

Bioactivities present

Reference

Takamatsu

Yakugaku Zasshi, 1956 , vol. 76, p. 1227 Chem.Abstr., 1957 , p. 4304 Full Text Show Details

Takamatsu; Minaki

Yakugaku Zasshi, 1956 , vol. 76, p. 1230,1233 Chem.Abstr., 1957 , p. 4304 Full Text Show Details

Parke, Davis and Co.

Patent: US2802865 , 1954 ; Full Text Show Details

Sparago, Merrill; Wlos, Jennifer; Yuan, Jie; Hatzidimitriou, George; Tolliver, James; Dal Cason, Terry A.; Katz, Jonathan; Ricaurte, George

Journal of Pharmacology and Experimental Therapeutics, 1996 , vol. 279, # 2 p. 1043 - 1052 Title/Abstract Full Text View citing articles Show Details

Hitesh Kumar, Borkatte N.; Murugesan, Velayudham; Prakasam, Tangirala; Srinivasan, Pathangi S.; Ramana, Devalla V.

Tetrahedron Asymmetry, 2009 , vol. 20, # 24 p. 2773 - 2779 Title/Abstract Full Text View citing articles Show Details

Mohr, Stefan; Taschwer, Magdalena; Schmid, Martin G.

Chirality, 2012 , vol. 24, # 6 p. 486 - 492 Title/Abstract Full Text View citing articles Show Details

Rothman, Richard B.; Baumann, Michael H.

Current Topics in Medicinal Chemistry, 2006 , vol. 6, # 17 p. 1845 - 1859 Title/Abstract Full Text View citing articles Show Details

Glennon; Young; Martin; Dal Cason

Pharmacology, biochemistry, and behavior, 1995 , vol. 50, # 4 p. 601 - 606 Title/Abstract Full Text Show Details

He, Shengbin; Wang, Zhenshou; Zou, Yang; Chen, Shaofang; Xu, Xiaoping

Process Biochemistry, 2014 , vol. 49, # 7 p. 1107 - 1112 Title/Abstract Full Text View citing articles Show Details

Randox Laboratories Ltd.; Benchik, Elouard; Fitzgerald, Peter; Lowry, Philip; McConnell, Ivan

Patent: EP2950104 A1, 2015 ; Title/Abstract Full Text Show Details

2 of 9

Comment (Pharmacological Data)

physiological behaviour discussed

Reference

Randox Laboratories Ltd.; Benchik, Elouard; Fitzgerald, Peter; Lowry, Philip; McConnell, Ivan

Patent: EP2950104 A1, 2015 ; Title/Abstract Full Text Show Details

3 of 9

4 of 9

Effect (Pharmacological Data)

behavioural symptoms

Species or TestSystem (Pharmacological Data)

Swiss-Webster mouse

Sex

male

Route of Application

intraperitoneal

Concentration (Pharmacological Data)

0.17 - 30 mg/kg

Kind of Dosing (Pharmacological Data)

solution in normal saline

Method (Pharmacological Data)

mice treated with title comp. immediately before being placed in Digiscan activity monitors for 60 min; horizontal locomotor activity counts during the first 30 min used to construct the dose-effect functions

Type (Pharmacological Data)

ED50

Value of Type (Pharmacological Data)

1.513 mg/kg

Results

title comp. increased locomotor activity in a dose-dependent manner (diagram)

Reference

Sparago, Merrill; Wlos, Jennifer; Yuan, Jie; Hatzidimitriou, George; Tolliver, James; Dal Cason, Terry A.; Katz, Jonathan; Ricaurte, George

Journal of Pharmacology and Experimental Therapeutics, 1996 , vol. 279, # 2 p. 1043 - 1052 Title/Abstract Full Text View citing articles Show Details

Effect (Pharmacological Data)

neurotoxicity

Species or TestSystem (Pharmacological Data)

Sprague-Dawley rat

Sex

male

Route of Application

subcutaneous

Concentration (Pharmacological Data)

25 - 50 mg/kg

Kind of Dosing (Pharmacological Data)

solution in normal saline; each dose 25 and 50 mg/kg was given twice daily for 4 days

Method (Pharmacological Data)

2 weeks after title comp. treatment, animals were sacrificed and their brains regionally dissected; tissue content of 5-HT and 5HIAA was determined by reverse-phase HPLC coupled with electrochemical detection (vehicle control)

Further Details (Pharmacological Data)

5 of 9

6 of 9

5-HT; serotonin; 5-HIAA: 5-hydroxyindolacetic acid; tissue: striatum, hippocampus, neocortex

Results

there was significant dose-related depletion of 5-HT and 5-HIAA in brain regions after treatment with title comp.; 5-HT in hippocampus and neocortex was reduced by 49 percent and 54 percent respectively

Reference

Sparago, Merrill; Wlos, Jennifer; Yuan, Jie; Hatzidimitriou, George; Tolliver, James; Dal Cason, Terry A.; Katz, Jonathan; Ricaurte, George

Journal of Pharmacology and Experimental Therapeutics, 1996 , vol. 279, # 2 p. 1043 - 1052 Title/Abstract Full Text View citing articles Show Details

Effect (Pharmacological Data)

neurotoxicity

Species or TestSystem (Pharmacological Data)

Sprague-Dawley rat

Sex

male

Route of Application

subcutaneous

Concentration (Pharmacological Data)

50 mg/kg

Kind of Dosing (Pharmacological Data)

solution in normal saline

Method (Pharmacological Data)

2 weeks after title comp. treatment, cortex was separated, homogenised and centrifuged; the resulting pellet was incubated with <3H>paroxetine (22-24 deg C, 65 min), membrane harvested and <3H>paroxetine binding quantified by scintillation counting

Further Details (Pharmacological Data)

<3H>paroxetine: 0.24, 0.12, 0.03 or 0.015 nmol/l

Results

title comp. caused a decrease in the Bmax of <3H>paroxetine binding, but no change in Kd

Reference

Sparago, Merrill; Wlos, Jennifer; Yuan, Jie; Hatzidimitriou, George; Tolliver, James; Dal Cason, Terry A.; Katz, Jonathan; Ricaurte, George

Journal of Pharmacology and Experimental Therapeutics, 1996 , vol. 279, # 2 p. 1043 - 1052 Title/Abstract Full Text View citing articles Show Details

Effect (Pharmacological Data)

neurotoxicity

Species or TestSystem (Pharmacological Data)

Sprague-Dawley rat

Sex

male

Route of Application

subcutaneous

Concentration (Pharmacological Data)

50 mg/kg

Kind of Dosing (Pharmacological Data)

solution in normal saline; twice daily for 4 days

Method (Pharmacological Data)

rats were treated with title comp. and allowed a 2-day posttreatment survival; striatum isolated and stained with silver; argyrophilic debris indicative of axonal degeneration determined

Results

rats treated with title comp. showed a clear evidence of terminal degeneration in the striatum (picture)

Reference

Sparago, Merrill; Wlos, Jennifer; Yuan, Jie; Hatzidimitriou, George; Tolliver, James; Dal Cason, Terry A.; Katz, Jonathan; Ricaurte, George

Journal of Pharmacology and Experimental Therapeutics, 1996 , vol. 279, # 2 p. 1043 - 1052

Title/Abstract Full Text View citing articles Show Details

7 of 9

8 of 9

Effect (Pharmacological Data)

behavioural symptoms

Species or TestSystem (Pharmacological Data)

Sprague-Dawley rat

Sex

male

Route of Application

subcutaneous

Concentration (Pharmacological Data)

0.17 - 30 mg/kg

Kind of Dosing (Pharmacological Data)

solution in normal saline

Method (Pharmacological Data)

rats treated with title comp. immediately before being placed in Digiscan activity monitors for 60 min; horizontal locomotor activity counts during the first 30 min used to construct the dose-effect functions

Type (Pharmacological Data)

ED50

Value of Type (Pharmacological Data)

0.718 mg/kg

Results

title comp. produced a dose-related increase in locomotor activity (diagram)

Reference

Sparago, Merrill; Wlos, Jennifer; Yuan, Jie; Hatzidimitriou, George; Tolliver, James; Dal Cason, Terry A.; Katz, Jonathan; Ricaurte, George

Journal of Pharmacology and Experimental Therapeutics, 1996 , vol. 279, # 2 p. 1043 - 1052 Title/Abstract Full Text View citing articles Show Details

Effect (Pharmacological Data)

neurotoxicity

Species or TestSystem (Pharmacological Data)

Sprague-Dawley rat

Sex

male

Route of Application

subcutaneous

Concentration (Pharmacological Data)

9 of 9

25 - 50 mg/kg

Kind of Dosing (Pharmacological Data)

solution in normal saline; each dose 25 and 50 mg/kg was given twice daily for 4 days

Method (Pharmacological Data)

2 weeks after title comp. treatment, animals were sacrificed and their brains regionally dissected; striatum content of DA and DOPAC was determined by reverse-phase HPLC coupled with electrochemical detection (vehicle control)

Further Details (Pharmacological Data)

DA: dopamine; DOPAC: dihydroxyphenylacetic acid

Results

at the 50 mg/kg dose title comp. produced a significant depletion of DA (35 percent) and DOPAC in rat striatum (diagram)

Reference

Sparago, Merrill; Wlos, Jennifer; Yuan, Jie; Hatzidimitriou, George; Tolliver, James; Dal Cason, Terry A.; Katz, Jonathan; Ricaurte, George

Journal of Pharmacology and Experimental Therapeutics, 1996 , vol. 279, # 2 p. 1043 - 1052 Title/Abstract Full Text View citing articles Show Details

Effect (Pharmacological Data)

neurotoxicity

Species or TestSystem (Pharmacological

Swiss-Webster mouse

Data) Sex

male

Route of Application

intraperitoneal

Concentration (Pharmacological Data)

40 - 120 mg/kg

Kind of Dosing (Pharmacological Data)

solution in saline; each dose was given 4 times; 40 and 80 mg/kg were given at 2-h intervals; 120 mg/kg at 2-h intervals for first two doses and 4-h intervals for the last two doses

Method (Pharmacological Data)

2 weeks after title comp. treatment, animals were sacrificed and their brains regionally dissected; tissue content of DA, DOPAC, 5-HT and 5-HIAA was determined by reverse-phase HPLC coupled with electrochemical detection (vehicle control)

Further Details (Pharmacological Data)

tissue: striatum, neocortex, hippocampus; DA: dopamine; DOPAC: dihydroxyphenylacetic acid; 5-HT: serotonin; 5-HIAA: 5hydroxyindolacetic acid

Results

title comp. produced a significant depletion of DA only at 120 mg/kg dose in the mouse striatum; title comp. did not produce significant lasting depletions of DOPAC, 5-HT and 5-HIAA in the mouse striatum or neocortex

Reference

Sparago, Merrill; Wlos, Jennifer; Yuan, Jie; Hatzidimitriou, George; Tolliver, James; Dal Cason, Terry A.; Katz, Jonathan; Ricaurte, George

Journal of Pharmacology and Experimental Therapeutics, 1996 , vol. 279, # 2 p. 1043 - 1052 Title/Abstract Full Text View citing articles Show Details

Chemical Name: (+)-Methcathinone

3 prep out of 4 reactions.

Reaxys Registry Number: 3196889

CAS Registry Number: 160977-88-8 Type of Substance: isocyclic Molecular Formula: C10H13NO Linear Structure Formula: C10H13NO Molecular Weight: 163.219

InChI Key: LPLLVINFLBSFRP-MRVPVSSYSA-N

Identification Physical Data (1) Spectra (1) Bioactivity (8)

Synthesize | Hide Details Find similar Chemical Names and Synonyms (+)-Methcathinone, (R)-1-phenyl-2-methylamino-1-propanone, R(+)-methcathinone, (R)-methcathinone, methcathinone, (R)-2-methylamino-1phenyl-propan-1-one, (R)-2-Methylamino-1-phenyl-propan-1-on Identification Related Structure (1) Related Structure

Reference

Konfiguration der Enantiomeren:.

Takamatsu

Yakugaku Zasshi, 1956 , vol. 76, p. 1227 Chem.Abstr., 1957 , p. 4304 Full Text Show Details

Physical Data Optical Rotatory Power (1) Type (Optical Rotatory Power)

Concentration (Optical Rotatory Power)

Solvent (Optical Rotatory Power)

Optical Rotatory Power

Wavelength (Optical Rotatory Power)

Temperature (Optical Rotatory Power)

[alpha]

c=4.4

methanol

50 deg

589 nm

26 °C

Reference Takamatsu

Yakugaku Zasshi, 1956 , vol. 76, p. 1227 Chem.Abstr., 1957 , p. 4304 Full Text Show Details

Spectra Mass Spectrometry (1) Description (Mass Spectrometry)

Reference

TOFMS (Time of flight mass spectrum) ESI (Electrospray ionisation) Spectrum

Bijlsma, Lubertus; Sancho, Juan V.; Hernandez, Felix; Niessen, Wilfried M.A.

Journal of Mass Spectrometry, 2011 , vol. 46, # 9 p. 865 - 875 Title/Abstract Full Text View citing articles Show Details

Bioactivity Pharmacological Data (8) 1 of 8

2 of 8

3 of 8

Comment (Pharmacological Data)

Bioactivities present

Reference

Takamatsu

Yakugaku Zasshi, 1956 , vol. 76, p. 1227 Chem.Abstr., 1957 , p. 4304 Full Text Show Details

Sparago, Merrill; Wlos, Jennifer; Yuan, Jie; Hatzidimitriou, George; Tolliver, James; Dal Cason, Terry A.; Katz, Jonathan; Ricaurte, George

Journal of Pharmacology and Experimental Therapeutics, 1996 , vol. 279, # 2 p. 1043 - 1052 Title/Abstract Full Text View citing articles Show Details

Hitesh Kumar, Borkatte N.; Murugesan, Velayudham; Prakasam, Tangirala; Srinivasan, Pathangi S.; Ramana, Devalla V.

Tetrahedron Asymmetry, 2009 , vol. 20, # 24 p. 2773 - 2779 Title/Abstract Full Text View citing articles Show Details

Bijlsma, Lubertus; Sancho, Juan V.; Hernandez, Felix; Niessen, Wilfried M.A.

Journal of Mass Spectrometry, 2011 , vol. 46, # 9 p. 865 - 875 Title/Abstract Full Text View citing articles Show Details

Mohr, Stefan; Taschwer, Magdalena; Schmid, Martin G.

Chirality, 2012 , vol. 24, # 6 p. 486 - 492 Title/Abstract Full Text View citing articles Show Details

Glennon; Young; Martin; Dal Cason

Pharmacology, biochemistry, and behavior, 1995 , vol. 50, # 4 p. 601 - 606 Title/Abstract Full Text Show Details

Effect (Pharmacological Data)

behavioural symptoms

Species or TestSystem (Pharmacological Data)

Sprague-Dawley rat

Sex

male

Route of Application

subcutaneous

Concentration (Pharmacological Data)

0.17 - 30 mg/kg

Kind of Dosing (Pharmacological Data)

solution in normal saline

Method (Pharmacological Data)

Type (Pharmacological Data)

ED50

Value of Type (Pharmacological Data)

1.328 mg/kg

Results

title comp. produced a dose-related increase in locomotor activity (diagram)

Reference

Sparago, Merrill; Wlos, Jennifer; Yuan, Jie; Hatzidimitriou, George; Tolliver, James; Dal Cason, Terry A.; Katz, Jonathan; Ricaurte, George

Journal of Pharmacology and Experimental Therapeutics, 1996 , vol. 279, # 2 p. 1043 - 1052 Title/Abstract Full Text View citing articles Show Details

Effect (Pharmacological Data)

behavioural symptoms

4 of 8

5 of 8

Species or TestSystem (Pharmacological Data)

Swiss-Webster mouse

Sex

male

Route of Application

intraperitoneal

Concentration (Pharmacological Data)

0.17 - 30 mg/kg

Kind of Dosing (Pharmacological Data)

solution in normal saline

Method (Pharmacological Data)

Type (Pharmacological Data)

ED50

Value of Type (Pharmacological Data)

3.252 mg/kg

Results

title comp. increased locomotor activity in a dose-dependent manner (diagram)

Reference

Sparago, Merrill; Wlos, Jennifer; Yuan, Jie; Hatzidimitriou, George; Tolliver, James; Dal Cason, Terry A.; Katz, Jonathan; Ricaurte, George

Journal of Pharmacology and Experimental Therapeutics, 1996 , vol. 279, # 2 p. 1043 - 1052 Title/Abstract Full Text View citing articles Show Details

Effect (Pharmacological Data)

neurotoxicity

Species or TestSystem (Pharmacological Data)

Swiss-Webster mouse

Sex

male

Route of Application

intraperitoneal

Concentration (Pharmacological Data)

120 mg/kg

Kind of Dosing (Pharmacological Data)

solution in normal saline; dose given four times at 2-h intervals

Method (Pharmacological Data)

mice were treated with title comp. and allowed a 2-day posttreatment survival; striatum isolated and stained with silver; argyrophilic debris indicative of axonal degeneration determined

Results

mice treated with title comp. showed a clear evidence of terminal degeneration in the striatum (picture)

Reference

Sparago, Merrill; Wlos, Jennifer; Yuan, Jie; Hatzidimitriou, George; Tolliver, James; Dal Cason, Terry A.; Katz, Jonathan; Ricaurte, George

Journal of Pharmacology and Experimental Therapeutics, 1996 , vol. 279, # 2 p. 1043 - 1052 Title/Abstract Full Text View citing articles Show Details

Effect (Pharmacological Data)

neurotoxicity

Species or TestSystem (Pharmacological Data)

Sprague-Dawley rat

Sex

male

Route of Application

subcutaneous

Concentration (Pharmacological Data)

25 - 50 mg/kg

6 of 8

Kind of Dosing (Pharmacological Data)

solution in normal saline; each dose 25 and 50 mg/kg was given twice daily for 4 days

Method (Pharmacological Data)

Further Details (Pharmacological Data)

DA: dopamine; DOPAC: dihydroxyphenylacetic acid

Results

at the 50 mg/kg dose title comp. produced a significant depletion of DA in rat striatum (diagram)

Reference

Sparago, Merrill; Wlos, Jennifer; Yuan, Jie; Hatzidimitriou, George; Tolliver, James; Dal Cason, Terry A.; Katz, Jonathan; Ricaurte, George

Journal of Pharmacology and Experimental Therapeutics, 1996 , vol. 279, # 2 p. 1043 - 1052 Title/Abstract Full Text View citing articles Show Details

Effect (Pharmacological Data)

neurotoxicity

Species or TestSystem (Pharmacological Data)

Sprague-Dawley rat

Sex

male

Route of Application

subcutaneous

Concentration (Pharmacological Data)

25 - 50 mg/kg

Kind of Dosing (Pharmacological Data)

solution in normal saline; each dose 25 and 50 mg/kg was given twice daily for 4 days

Method (Pharmacological Data)

2 weeks after title comp. treatment, animals were sacrificed and their brains regionally dissected; tissue content of 5-HT and 5-HIAA was determined by reverse-phase HPLC coupled with electrochemical detection (vehicle control)

Further Details (Pharmacological Data)

7 of 8

5-HT: serotonin; 5-HIAA: (5-hydroxyindol-3-yl)acetic acid; tissue: striatum, hippocampus, neocortex

Results

title comp. did not produce long-term serotonergic effect in hippocampus and neocortex; in striatum title comp. produced slight reductions in 5-HT and 5-HIAA (diagrams)

Reference

Sparago, Merrill; Wlos, Jennifer; Yuan, Jie; Hatzidimitriou, George; Tolliver, James; Dal Cason, Terry A.; Katz, Jonathan; Ricaurte, George

Journal of Pharmacology and Experimental Therapeutics, 1996 , vol. 279, # 2 p. 1043 - 1052 Title/Abstract Full Text View citing articles Show Details

Effect (Pharmacological Data)

neurotoxicity

Species or TestSystem (Pharmacological Data)

Swiss-Webster mouse

Sex

male

Route of Application

intraperitoneal

Concentration (Pharmacological Data)

40 - 120 mg/kg

Kind of Dosing (Pharmacological Data)

normal saline solution; each dose given 4 times; 40 and 80 mg/kg given at 2-h intervals; 120 mg/kg at 2-h intervals for first two doses and 4-h intervals for the last two doses

Method (Pharmacological Data)

Further Details (Pharmacological Data)

tissue: striatum, neocortex, hippocampus; DA: dopamine; DOPAC: dihydroxyphenylacetic acid; 5-HT: serotonin; 5-HIAA: (5-hydroxyindol3-yl)acetic acid

Results

title comp. produced lasting dose-related depletions of DA and DOPAC in the mouse striatum; title comp. did not change 5-HT and 5-HIAA levels in the mouse striatum or neocortex

8 of 8

Reference

Sparago, Merrill; Wlos, Jennifer; Yuan, Jie; Hatzidimitriou, George; Tolliver, James; Dal Cason, Terry A.; Katz, Jonathan; Ricaurte, George

Journal of Pharmacology and Experimental Therapeutics, 1996 , vol. 279, # 2 p. 1043 - 1052 Title/Abstract Full Text View citing articles Show Details

Effect (Pharmacological Data)

neurotoxicity

Species or TestSystem (Pharmacological Data)

Swiss-Webster mouse

Sex

male

Route of Application

intraperitoneal

Concentration (Pharmacological Data)

120 mg/kg

Kind of Dosing (Pharmacological Data)

solution in normal saline

Method (Pharmacological Data)

2 to 3 weeks after title comp. treatment, freshly dissected striatum was homogenized, supernatant was incubated with <3H>DA (0.25 5.0 μmol/l; 37 deg C, 5 min); <3H>DA uptake measured by scintillation counting

Further Details (Pharmacological Data)

DA: dopamine

Results

title comp. treated mice showed reduction in the Vmax with no change in Km (1.51E-7 mol/l; control - 1.45E-7 mol/l); by use of a saturating concentration of <3H>DA (5 μmol/l) title comp. caused a 28 percent reduction in DA uptake

Reference

Sparago, Merrill; Wlos, Jennifer; Yuan, Jie; Hatzidimitriou, George; Tolliver, James; Dal Cason, Terry A.; Katz, Jonathan; Ricaurte, George

Journal of Pharmacology and Experimental Therapeutics, 1996 , vol. 279, # 2 p. 1043 - 1052 Title/Abstract Full Text View citing articles Show Details

Chemical Name: 2-Methylaminopropiophenon-(carbonyl-14C) Reaxys Registry Number: 2805157

Type of Substance: isocyclic Molecular Formula: C10H13NO Linear Structure Formula: C9(14)CH13NO

Molecular Weight: 165.208

InChI Key: LPLLVINFLBSFRP-HRVHXUPCSA-N

Synthesize | Hide Details Find similar Chemical Names and Synonyms 2-Methylaminopropiophenon-(carbonyl-14C), (Keto-14C)-Ephedron Identification Substance Label (1) Label

Reference

Nagase et al.

Yakugaku Zasshi, 1961 , vol. 81, p. 1479 Chem.Abstr., 1962 , vol. 56, # 8608 Full Text Show Details

Nguyen-Hoang-Nam et al.

Journal of Labelled Compounds, 1968 , vol. 4, p. 325,328 Full Text Show Details

Derivative (2)

1 prep out of 1 reactions.

Identification Physical Data (1)

Comment (Derivative) Hydrochlorid: aus

Reference

α-Brompropiophenon-(carbonyl-14C)

Nguyen-Hoang-Nam et al.

Journal of Labelled Compounds, 1968 , vol. 4, p. 325,328 Full Text Show Details

(IV), Methylamin

Nagase et al.

Yakugaku Zasshi, 1961 , vol. 81, p. 1479 Chem.Abstr., 1962 , vol. 56, # 8608 Full Text Show Details

HCl-salt

Purification (1) Reference Nguyen-Hoang-Nam; Herbert; Nguyen-Dat-Xuong; Pichat

Bulletin de la Societe chimique de France, 1968 , vol. 6, p. 2667 - 2668 Title/Abstract Full Text View citing articles Show Details

Physical Data Further Information (1) Description (Further Information)

Reference

Further information

Nguyen-Hoang-Nam et al.

Journal of Labelled Compounds, 1968 , vol. 4, p. 325,328 Full Text Show Details

Reaxys Registry Number: 8138963

Type of Substance: isocyclic Molecular Formula: C10H13NO Linear Structure Formula: C10H10T3NO Molecular Weight: 169.195

InChI Key: LPLLVINFLBSFRP-BHTRQJOGSA-N

1 prep out of 1 reactions.

Chemical Name: 2-methylamino-1-phenyl-1-propanone hydrochloride

1 prep out of 7 reactions.

Synthesize Find similar

Reaxys Registry Number: 3914582

CAS Registry Number: 49656-78-2 Type of Substance: isocyclic Molecular Formula: C10H13NO*ClH Linear Structure Formula: C10H13NO*ClH Molecular Weight: 199.68

InChI Key: LTJXNCHDKYZOSY-UHFFFAOYSA-N

Synthesize | Hide Details Find similar Chemical Names and Synonyms 2-methylamino-1-phenyl-1-propanone hydrochloride, (+/-)-N-methcathinone hydrochloride, dl-ephedrone hydrochloride, 2-methylamino-1-phenylpropan-1-one; hydrochloride, 2-Methylamino-1-phenyl-propan-1-on; Hydrochlorid, 2-Methylaminopropiophenon-Hydrochlorid (EphedronHydrochlorid) Identification

Identification Physical Data (10) Spectra (3) Bioactivity (2)

Substance Label (2) Label

Reference

Power, John D.; McDermott, Sean D.; Talbot, Brian; O'Brien, John E.; Kavanagh, Pierce

Rapid Communications in Mass Spectrometry, 2012 , vol. 26, # 22 p. 2601 - 2611 Title/Abstract Full Text View citing articles Show Details

Methcath

Li, Su-Min; Campbell, Bettye L.; Katz, Jonathan L.

Journal of Pharmacology and Experimental Therapeutics, 2006 , vol. 317, # 3 p. 1088 - 1096 Title/Abstract Full Text View citing articles Show Details

Physical Data Melting Point (9) Melting Point

Solvent (Melting Point)

Reference

183 °C

ethanol diethyl ether

Mueller,H.K. et al.

Journal fuer Praktische Chemie (Leipzig), 1971 , vol. 313, p. 1 - 16 Full Text View citing articles Show Details

179 - 182 °C

Nguyen-Hoang-Nam et al.

Journal of Labelled Compounds, 1968 , vol. 4, p. 325,328 Full Text Show Details

179 °C

Kamlet

Patent: US2155194 , 1938 ; Full Text Show Details

180 °C

Skita; Keil; Baesler

Chemische Berichte, 1933 , vol. 66, p. 865 Full Text Show Details

acetone ethanol

183 °C

Knoll A.G.

Patent: DE634002 , 1930 ; Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 23, p. 481 Full Text Show Details

176 - 177 °C

Hyde; Browning; Adams

Journal of the American Chemical Society, 1928 , vol. 50, p. 2290 Full Text Show Details

211 - 212 °C

Kanao

Yakugaku Zasshi, 1927 , # 540 p. 18 Chem. Zentralbl., 1927 , vol. 98, # I p. 2539 Full Text Show Details

179 °C

Schmidt,E.

Chem. Zentralbl., 1911 , vol. 82, # II p. 33 Full Text Show Details

ethanol acetone

Merck

Patent: DE472466 ;

188 °C

Full Text Show Details

Chromatographic Data (1) Chromatographic data

Reference

LC (Liquid chromatography)

Power, John D.; McDermott, Sean D.; Talbot, Brian; O'Brien, John E.; Kavanagh, Pierce

Rapid Communications in Mass Spectrometry, 2012 , vol. 26, # 22 p. 2601 - 2611 Title/Abstract Full Text View citing articles Show Details

Spectra NMR Spectroscopy (1) Description (NMR Spectroscopy)

Nucleus (NMR Spectroscopy)

Solvents (NMR Spectroscopy)

Reference

Chemical shifts

dimethylsulfoxide-d6 D2O

Findlay; Warren; Hill; Welch

Journal of Pharmaceutical Sciences, 1981 , vol. 70, # 6 p. 624 -

631 Title/Abstract Full Text View citing articles Show Details

Mass Spectrometry (2) Description (Mass Spectrometry)

Reference

high resolution mass spectrometry (HRMS) electrospray ionisation (ESI) IT (ion trap) CID (collision-induced dissociation) spectrum

Power, John D.; McDermott, Sean D.; Talbot, Brian; O'Brien, John E.; Kavanagh, Pierce

Rapid Communications in Mass Spectrometry, 2012 , vol. 26, # 22 p. 2601 - 2611 Title/Abstract Full Text View citing articles Show Details

liquid chromatography mass spectrometry (LCMS) electrospray ionisation (ESI) CID (collision-induced dissociation) spectrum

Power, John D.; McDermott, Sean D.; Talbot, Brian; O'Brien, John E.; Kavanagh, Pierce

Rapid Communications in Mass Spectrometry, 2012 , vol. 26, # 22 p. 2601 - 2611 Title/Abstract Full Text View citing articles Show Details

Bioactivity Pharmacological Data (2) 1 of 2

Comment (Pharmacological Data)

Bioactivities present

Reference

Schuart; Muller

Pharmazie, 1974 , vol. 29, # 3 p. 170 - 172 Title/Abstract Full Text View citing articles Show Details

Mueller,H.K. et al.

Journal fuer Praktische Chemie (Leipzig), 1971 , vol. 313, p. 1 - 16 Full Text View citing articles Show Details

Skita; Keil; Baesler

Chemische Berichte, 1933 , vol. 66, p. 865 Full Text Show Details

Kanao

Yakugaku Zasshi, 1927 , # 540 p. 18 Chem. Zentralbl., 1927 , vol. 98, # I p. 2539 Full Text Show Details

Hyde; Browning; Adams

Journal of the American Chemical Society, 1928 , vol. 50, p. 2290 Full Text Show Details

Schmidt,E.

Chem. Zentralbl., 1911 , vol. 82, # II p. 33 Full Text Show Details

Merck

Patent: DE472466 ; Full Text Show Details

Kamlet

Patent: US2155194 , 1938 ; Full Text Show Details

Knoll A.G.

Patent: DE634002 , 1930 ; Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 23, p. 481 Full Text Show Details

Nguyen-Hoang-Nam et al.

Journal of Labelled Compounds, 1968 , vol. 4, p. 325,328 Full Text Show Details

Findlay; Warren; Hill; Welch

Journal of Pharmaceutical Sciences, 1981 , vol. 70, # 6 p. 624 - 631 Title/Abstract Full Text View citing articles Show Details

Kobayashi; Fujieda; Murakami; Nakamura; Ono; Yamamoto; Kato

Bulletin of the Chemical Society of Japan, 1994 , vol. 67, # 11 p. 3082 - 3087 Title/Abstract Full Text View citing articles Show Details

Li, Su-Min; Campbell, Bettye L.; Katz, Jonathan L.

Journal of Pharmacology and Experimental Therapeutics, 2006 , vol. 317, # 3 p. 1088 - 1096 Title/Abstract Full Text View citing articles Show Details

Power, John D.; McDermott, Sean D.; Talbot, Brian; O'Brien, John E.; Kavanagh, Pierce

Rapid Communications in Mass Spectrometry, 2012 , vol. 26, # 22 p. 2601 - 2611 Title/Abstract Full Text View citing articles Show Details

2 of 2

Effect (Pharmacological Data)

drug interaction

Species or TestSystem (Pharmacological Data)

Sprague-Dawley rat

Sex

male

Route of Application

intraperitoneal

Concentration (Pharmacological Data)

Ca. 0.5 - 5 μmol/kg

Method (Pharmacological Data)

rats trained to discriminate cocaine (29.4 μmol/kg, i.p.) from saline treated with title comp.; 5 or 15 min after rats tested in two-lever operant-conditioning chambers

Further Details (Pharmacological Data)

further studies: title comp. dosed with cocaine (ca. 3-30 μmol/kg)

Type (Pharmacological Data)

ED50

Value of Type (Pharmacological Data)

1.67 μmol/kg

Results

title comp. engendered dose-related increases in percent of responses on cocaine-appropriate lever; title comp. in combination with cocaine produced sign. greater effect

Reference

Li, Su-Min; Campbell, Bettye L.; Katz, Jonathan L.

Journal of Pharmacology and Experimental Therapeutics, 2006 , vol. 317, # 3 p. 1088 - 1096 Title/Abstract Full Text View citing articles Show Details

Chemical Name: S(-)-methcathinone hydrochloride Reaxys Registry Number: 3914583

CAS Registry Number: 66514-93-0 Type of Substance: isocyclic Molecular Formula: C10H13NO*ClH Linear Structure Formula: C10H13NO*ClH Molecular Weight: 199.68

InChI Key: LTJXNCHDKYZOSY-QRPNPIFTSA-N

0 prep out of 1 reactions.

Physical Data (4) Bioactivity (8)

Synthesize | Hide Details Find similar Chemical Names and Synonyms S(-)-methcathinone hydrochloride, (S)-2-methylamino-1-phenyl-propan-1-one; hydrochloride, (S)-2-Methylamino-1-phenyl-propan-1-on; Hydrochlorid Physical Data Melting Point (2) Melting Point

Reference

173 - 175 °C

Takamatsu

Yakugaku Zasshi, 1956 , vol. 76, p. 1227 Chem.Abstr., 1957 , p. 4304 Full Text Show Details

182 - 183 °C

Parke, Davis and Co.

Patent: US2802865 , 1954 ; Full Text Show Details

Optical Rotatory Power (2) Type (Optical Rotatory Power)

Concentration (Optical Rotatory Power)

Solvent (Optical Rotatory Power)

Optical Rotatory Power

Wavelength (Optical Rotatory Power)

Temperature (Optical Rotatory Power)

[alpha]

c=5.3

H2O

-50.3 deg

589 nm

26 °C

Reference Takamatsu

Yakugaku Zasshi, 1956 , vol. 76, p. 1227 Chem.Abstr., 1957

, p. 4304 Full Text Show Details

[alpha]

c=1

H2O

-53 deg

589 nm

25 °C

Parke, Davis and Co.

Patent: US2802865 , 1954 ; Full Text Show Details

Bioactivity Pharmacological Data (8) 1 of 8

Comment (Pharmacological Data)

Bioactivities present

Reference

Takamatsu

Yakugaku Zasshi, 1956 , vol. 76, p. 1227 Chem.Abstr., 1957 , p. 4304 Full Text Show Details

Parke, Davis and Co.

Patent: US2802865 , 1954 ; Full Text Show Details

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, 2003 , vol. 307, # 1 p. 138 - 145 Title/Abstract Full Text View citing articles Show Details

2 of 8

3 of 8

Effect (Pharmacological Data)

transmitter releasing

Species or TestSystem (Pharmacological Data)

Sprague-Dawley rat brain synaptosomes

Sex

male

Method (Pharmacological Data)

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

Further Details (Pharmacological Data)

whole brain minus cerebellum and caudate was used for synaptosomal preparation; 5-HT: 5-hydroxytryptamine; blockers: GBR12935, nomifensine

Type (Pharmacological Data)

EC50

Value of Type (Pharmacological Data)

1772 nmol/l

Results

title comp. showed little activity at 5-HT transporter binding (table)

Reference

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, 2003 , vol. 307, # 1 p. 138 - 145 Title/Abstract Full Text View citing articles Show Details

Effect (Pharmacological Data)

transmitter releasing

Species or TestSystem (Pharmacological Data)

Sprague-Dawley rat brain synaptosomes

Sex

male

Method (Pharmacological Data)

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

Further Details (Pharmacological Data)

caudate was used for synaptosomal preparation; DA: dopamine; MPP(+): 1-methyl-4-phenylpyridinium; blockers: desipramine, citalopram

4 of 8

5 of 8

6 of 8

Type (Pharmacological Data)

EC50

Value of Type (Pharmacological Data)

14.8 nmol/l

Results

title comp. showed activity at DA transporter, acted as substrate (table)

Reference

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, 2003 , vol. 307, # 1 p. 138 - 145 Title/Abstract Full Text View citing articles Show Details

Effect (Pharmacological Data)

transmitter releasing

Species or TestSystem (Pharmacological Data)

Sprague-Dawley rat brain synaptosomes

Sex

male

Method (Pharmacological Data)

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

Further Details (Pharmacological Data)

whole brain minus cerebellum and caudate was used for synaptosomal preparation; NE: norepinephrine; MPP(+): 1-methyl-4phenylpyridinium; blockers: GBR12935, citalopram

Type (Pharmacological Data)

EC50

Value of Type (Pharmacological Data)

13.1 nmol/l

Results

title comp. showed activity at NE transporter, acted as substrate (table)

Reference

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, 2003 , vol. 307, # 1 p. 138 - 145 Title/Abstract Full Text View citing articles Show Details

Effect (Pharmacological Data)

receptor; binding activity

Species or TestSystem (Pharmacological Data)

Sprague-Dawley rat brain synaptosomes

Sex

male

Method (Pharmacological Data)

<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

Further Details (Pharmacological Data)

whole brain minus cerebellum and caudate was used for synaptosomal preparation; NE: norepinephrine; blocker: RTI-229; positive control: methylphenidate

Results

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

Reference

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, 2003 , vol. 307, # 1 p. 138 - 145 Title/Abstract Full Text View citing articles Show Details

Effect (Pharmacological Data)

receptor; binding activity

Species or TestSystem (Pharmacological Data)

Sprague-Dawley rat brain synaptosomes

Sex

male

Concentration

1 - 100000 nmol/l

(Pharmacological Data)

7 of 8

8 of 8

Method (Pharmacological Data)

<3H>DA uptake assay; synaptosomes incubated with <3H>DA and title comp. for 15 min at 25 deg C in the presence of blocker; rapid filtration; radioactivity determined in beta counter

Further Details (Pharmacological Data)

caudate was used for synaptosomal preparation; DA: dopamine; positive control: methylphenidate

Results

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

Reference

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, 2003 , vol. 307, # 1 p. 138 - 145 Title/Abstract Full Text View citing articles Show Details

Effect (Pharmacological Data)

receptor; binding activity

Species or TestSystem (Pharmacological Data)

Sprague-Dawley rat brain synaptosomes

Sex

male

Concentration (Pharmacological Data)

1 - 100000 nmol/l

Method (Pharmacological Data)

<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

Further Details (Pharmacological Data)

whole brain minus cerebellum and caudate was used for synaptosomal preparation; 5-HT: 5-hydroxytryptamine; blockers: nomifensine, GBR12935

Results

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

Reference

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, 2003 , vol. 307, # 1 p. 138 - 145 Title/Abstract Full Text View citing articles Show Details

Effect (Pharmacological Data)

transmitter releasing

Species or TestSystem (Pharmacological Data)

Sprague-Dawley rat brain synaptosomes

Sex

male

Concentration (Pharmacological Data)

30 nmol/l

Method (Pharmacological Data)

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

Further Details (Pharmacological Data)

caudate was used for synaptosomal preparation; DA: dopamine; MPP(+): 1-methyl-4-phenylpyridinium; GBR12909: DA transporter blocker

Results

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

Reference

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, 2003 , vol. 307, # 1 p. 138 - 145 Title/Abstract Full Text View citing articles Show Details

Chemical Name: R-(+)-methcathinone hydrochloride Reaxys Registry Number: 3914584

CAS Registry Number: 152610-69-0 Type of Substance: isocyclic Molecular Formula: C10H13NO*ClH Linear Structure Formula: C10H13NO*ClH

no reactions.

Physical Data (2) Bioactivity (1)

Molecular Weight: 199.68

InChI Key: LTJXNCHDKYZOSY-DDWIOCJRSA-N

Synthesize | Hide Details Find similar Chemical Names and Synonyms R-(+)-methcathinone hydrochloride, (R)-2-methylamino-1-phenyl-propan-1-one; hydrochloride, (R)-2-Methylamino-1-phenyl-propan-1-on; Hydrochlorid Physical Data Melting Point (1) Melting Point

Reference

174 - 176 °C

Takamatsu

Yakugaku Zasshi, 1956 , vol. 76, p. 1227 Chem.Abstr., 1957 , p. 4304 Full Text Show Details

Optical Rotatory Power (1) Type (Optical Rotatory Power)

Concentration (Optical Rotatory Power)

Solvent (Optical Rotatory Power)

Optical Rotatory Power

Wavelength (Optical Rotatory Power)

Temperature (Optical Rotatory Power)

[alpha]

c=3.1

H2O

52 deg

589 nm

26 °C

Reference Takamatsu

Yakugaku Zasshi, 1956 , vol. 76, p. 1227 Chem.Abstr., 1957 , p. 4304 Full Text Show Details

Bioactivity Pharmacological Data (1) 1 of 1

Comment (Pharmacological Data)

physiological behaviour discussed

Reference

Randox Laboratories Ltd.; Benchik, Elouard; Fitzgerald, Peter; Lowry, Philip; McConnell, Ivan

Patent: EP2950104 A1, 2015 ; Title/Abstract Full Text Show Details

Chemical Name: 2-methylamino-1-phenyl-propan-1-one; hydrobromide Reaxys Registry Number: 3913754

Type of Substance: isocyclic Molecular Formula: BrH*C10H13NO Linear Structure Formula: C10H13NO*BrH Molecular Weight: 244.131

InChI Key: ULADVQBJDRBPSZ-UHFFFAOYSA-N

no reactions.

Physical Data (1)

Synthesize | Hide Details Find similar Chemical Names and Synonyms 2-methylamino-1-phenyl-propan-1-one; hydrobromide, 2-Methylamino-1-phenyl-propan-1-on; Hydrobromid Physical Data Melting Point (1) Melting Point

Reference

144 °C

Merck

Patent: DE472466 ; Full Text Show Details

Chemical Name: (S)-2-methylamino-1-phenyl-propan-1-one; hydrobromide

no reactions.

Physical Data (2)

Reaxys Registry Number: 3913755

Type of Substance: isocyclic Molecular Formula: BrH*C10H13NO Linear Structure Formula: C10H13NO*BrH Molecular Weight: 244.131

InChI Key: ULADVQBJDRBPSZ-QRPNPIFTSA-N 10

Synthesize | Hide Details Find similar Chemical Names and Synonyms (S)-2-methylamino-1-phenyl-propan-1-one; hydrobromide, (S)-2-Methylamino-1-phenyl-propan-1-on; Hydrobromid Physical Data Melting Point (1) Melting Point

Solvent (Melting Point)

Reference

164 - 166 °C

ethanol diethyl ether

Parke, Davis and Co.

Patent: US2802865 , 1954 ; Full Text Show Details

Optical Rotatory Power (1) Type (Optical Rotatory Power)

Concentration (Optical Rotatory Power)

Solvent (Optical Rotatory Power)

Optical Rotatory Power

Wavelength (Optical Rotatory Power)

Temperature (Optical Rotatory Power)

[alpha]

c=2

H2O

-42.5 deg

589 nm

26 °C

Reference Parke, Davis and Co.

Patent: US2802865 , 1954 ; Full Text Show Details

Chemical Name: (S)-2-methylamino-1-phenyl-propan-1-one; D-mandelate Reaxys Registry Number: 3809649

CAS Registry Number: 107778-20-1 Type of Substance: isocyclic Molecular Formula: C8H8O3*C10H13NO Linear Structure Formula: C10H13NO*C8H8O3

Molecular Weight: 315.369

0 prep out of 1 reactions.

Physical Data (4)

InChI Key: INPSTUKGGATYIZ-FFHWYSLTSA-N

Synthesize | Hide Details Find similar Chemical Names and Synonyms (S)-2-methylamino-1-phenyl-propan-1-one; D-mandelate, (S)-2-Methylamino-1-phenyl-propan-1-on; D-Mandelat Physical Data Melting Point (2) Melting Point

Solvent (Melting Point)

Reference

110 - 110.5 °C

ethyl acetate

Takamatsu

Yakugaku Zasshi, 1956 , vol. 76, p. 1227 Chem.Abstr., 1957 , p. 4304 Full Text Show Details

111 - 112 °C

propan-2-ol

Parke, Davis and Co.

Patent: US2802865 , 1954 ; Full Text Show Details

Optical Rotatory Power (2) Type (Optical Rotatory Power)

Concentration (Optical Rotatory Power)

Solvent (Optical Rotatory Power)

Optical Rotatory Power

Wavelength (Optical Rotatory Power)

Temperature (Optical Rotatory Power)

[alpha]

c=1.6

methanol

-79.4 deg

589 nm

27 °C

Takamatsu

Yakugaku Zasshi, 1956 , vol. 76, p. 1227 Chem.Abstr., 1957 , p. 4304 Full Text Show Details

[alpha]

c=4

H2O

-89.3 deg

589 nm

28 °C

Parke, Davis and Co.

Patent: US2802865 , 1954 ;

Reference

Full Text Show Details

Chemical Name: (S)-2-methylamino-1-phenyl-propan-1-one; O,O'-dimethyl-Lghydrogentartrate: Reaxys Registry Number: 3818166

Type of Substance: isocyclic Molecular Formula: C6H10O6*C10H13NO Linear Structure Formula: C10H13NO*C6H10O6

Molecular Weight: 341.361

InChI Key: LIVFNTWEDMZGBC-ACCHAWBCSA-N

Synthesize | Hide Details

0 prep out of 1 reactions.

Physical Data (2)

Find similar Chemical Names and Synonyms (S)-2-methylamino-1-phenyl-propan-1-one; O,O'-dimethyl-Lg-hydrogentartrate:, (S)-2-Methylamino-1-phenyl-propan-1-on; O,O'-Dimethyl-Lghydrogentartrat: Physical Data Melting Point (1) Melting Point

Solvent (Melting Point)

Comment (Melting Point)

Reference

79 - 81 °C

ethanol

with:1 Mol.H2O (solvent).

Takamatsu

Yakugaku Zasshi, 1956 , vol. 76, p. 1227 Chem.Abstr., 1957 , p. 4304 Full Text Show Details

Optical Rotatory Power (1) Type (Optical Rotatory Power)

Concentration (Optical Rotatory Power)

Solvent (Optical Rotatory Power)

Optical Rotatory Power

Wavelength (Optical Rotatory Power)

Temperature (Optical Rotatory Power)

[alpha]

c=1

methanol

-23 deg

589 nm

23 °C

Chemical Name: (R)-2-methylamino-1-phenyl-propan-1-one; salt with (1R)-cis-camphoric acid

0 prep out of 1 reactions.

Reference Takamatsu

Yakugaku Zasshi, 1956 , vol. 76, p. 1227 Chem.Abstr., 1957 , p. 4304 Full Text Show Details

Physical Data (2)

Reaxys Registry Number: 4928492

CAS Registry Number: 112090-68-3 Type of Substance: isocyclic Molecular Formula: C10H13NO*C10H16O4

Linear Structure Formula: C10H16O4*C10H13NO Molecular Weight: 363.454

InChI Key: UHTISUJIMZYQCQ-VMCRSXFGSA-N

Synthesize | Hide Details Find similar Chemical Names and Synonyms (R)-2-methylamino-1-phenyl-propan-1-one; salt with (1R)-cis-camphoric acid, (R)-2-Methylamino-1-phenyl-propan-1-on; Salz mit (1R)-cisCamphersaeure Physical Data Melting Point (1) Melting Point

Solvent (Melting Point)

Reference

124 - 126 °C

ethanol diethyl ether

Takamatsu

Yakugaku Zasshi, 1956 , vol. 76, p. 1227 Chem.Abstr., 1957 , p. 4304 Full Text Show Details

Optical Rotatory Power (1) Type (Optical Rotatory Power)

Concentration (Optical Rotatory Power)

Solvent (Optical Rotatory Power)

Optical Rotatory Power

Wavelength (Optical Rotatory Power)

Temperature (Optical Rotatory Power)

[alpha]

c=2

methanol

31.5 deg

589 nm

28 °C

Reference Takamatsu

Yakugaku Zasshi, 1956 , vol. 76, p. 1227 Chem.Abstr., 1957

, p. 4304 Full Text Show Details

Chemical Name: 2-methylamino-1-phenyl-propan-1-one; picrate

no reactions.

Physical Data (3)

Identification Physical Data (2)

Reaxys Registry Number: 3849403

Type of Substance: isocyclic Molecular Formula: C6H3N3O7*C10H13NO Linear Structure Formula: C10H13NO*C6H3N3O7

Molecular Weight: 392.325

InChI Key: AZKVFVIQCWVOEO-UHFFFAOYSA-N 14

Synthesize | Hide Details Find similar Chemical Names and Synonyms 2-methylamino-1-phenyl-propan-1-one; picrate, 2-Methylamino-1-phenyl-propan-1-on; Picrat Physical Data Melting Point (3) Melting Point

Solvent (Melting Point)

Reference

138 °C

ethanol

Skita; Keil; Baesler

Chemische Berichte, 1933 , vol. 66, p. 865 Full Text Show Details

140 - 141 °C

Knoll A.G.

Patent: DE634002 , 1930 ; Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 23, p. 481 Full Text Show Details

133 - 134 °C

Kanao

Yakugaku Zasshi, 1927 , # 540 p. 18 Chem. Zentralbl., 1927 , vol. 98, # I p. 2539 Full Text Show Details

Chemical Name: 2-methylamino-1-phenyl-propan-1-one; tetrachloroaurate (III) Reaxys Registry Number: 3833695

Type of Substance: isocyclic Molecular Formula: AuCl4*C10H13NO*H Linear Structure Formula: C10H13NO*AuCl4(1-)*H(1+)

no reactions.

Molecular Weight: 503.006

InChI Key: CQZCZMKKKYBTLY-UHFFFAOYSA-K

Synthesize | Hide Details Find similar Chemical Names and Synonyms 2-methylamino-1-phenyl-propan-1-one; tetrachloroaurate (III), 2-Methylamino-1-phenyl-propan-1-on; Tetrachloroaurat(III) Identification One-Center Ligands (1) Base Formula (One-Center Ligands)

Formula (One-Center Ligands)

Count (One-Center Ligands)

Au{X}4

Base Formula (Multi-Center Ligands)

Formula (Multi-Center Ligands)

Count (Multi-Center Ligands)

Au{X}4

Multi-Center Ligands (1)

Physical Data Melting Point (1) Melting Point

Reference

120 °C

Schmidt,E.

Chem. Zentralbl., 1911 , vol. 82, # II p. 33 Full Text Show Details

Crystal Property Description (1) Colour & Other Properties

Reference

Nadeln

Schmidt,E.

Chem. Zentralbl., 1911 , vol. 82, # II p. 33 Full Text Show Details

Chemical Name: (S)-2-methylamino-1-phenyl-propan-1-one; O,O'-dibenzoyl-Lg-tartrate:

0 prep out of 1 reactions.

Physical Data (4)

Reaxys Registry Number: 3876398

CAS Registry Number: 122361-63-1 Type of Substance: isocyclic Molecular Formula: 2C10H13NO*C18H14O8

Linear Structure Formula: C18H14O8*2C10H13NO Molecular Weight: 684.743

InChI Key: XRCJYEGBZKNRJB-ZJVMTRBESA-N

Synthesize | Hide Details Find similar Chemical Names and Synonyms (S)-2-methylamino-1-phenyl-propan-1-one; O,O'-dibenzoyl-Lg-tartrate:, (S)-2-Methylamino-1-phenyl-propan-1-on; O,O'-Dibenzoyl-Lg-tartrat: Physical Data Melting Point (2) Melting Point

Solvent (Melting Point)

140 - 141 °C

141 - 142 °C

Comment (Melting Point)

Reference

Decomposition.

Takamatsu

Yakugaku Zasshi, 1956 , vol. 76, p. 1227 Chem.Abstr., 1957 , p. 4304 Full Text Show Details

Parke, Davis and Co.

Patent: US2802865 , 1954 ;

ethanol

Full Text Show Details

Optical Rotatory Power (2) Type (Optical Rotatory Power)

Concentration (Optical Rotatory Power)

Solvent (Optical Rotatory Power)

Optical Rotatory Power

Wavelength (Optical Rotatory Power)

Temperature (Optical Rotatory Power)

[alpha]

c=5

methanol

-102 deg

589 nm

27 °C

Reference Takamatsu

Yakugaku Zasshi, 1956 , vol. 76, p. 1227

Chem.Abstr., 1957 , p. 4304 Full Text Show Details

[alpha]

c=4

H2O

-96 deg

589 nm

22 °C

Parke, Davis and Co.

Patent: US2802865 , 1954 ; Full Text Show Details

Chemical Name: 2-methylamino-1-phenyl-propan-1-one; hexachloroplatinate (IV)

no reactions.

Reaxys Registry Number: 3899912

Type of Substance: isocyclic Molecular Formula: 2C10H13NO*Cl6Pt*2H Linear Structure Formula: 2C10H13NO*Cl6Pt(2-)*2H(1+)

Identification Physical Data (3)

Molecular Weight: 736.253

InChI Key: JTWMEBMLXIENJT-UHFFFAOYSA-I

Synthesize | Hide Details Find similar Chemical Names and Synonyms 2-methylamino-1-phenyl-propan-1-one; hexachloroplatinate (IV), 2-Methylamino-1-phenyl-propan-1-on; Hexachloroplatinat(IV) Identification One-Center Ligands (1) Base Formula (One-Center Ligands)

Formula (One-Center Ligands)

Count (One-Center Ligands)

Pt{X}6

Base Formula (Multi-Center Ligands)

Formula (Multi-Center Ligands)

Count (Multi-Center Ligands)

Pt{X}6

Multi-Center Ligands (1)

Physical Data Melting Point (2) Melting Point

Comment (Melting Point)

Reference

205 - 206 °C

Decomposition.

Kanao

Yakugaku Zasshi, 1927 , # 540 p. 18 Chem. Zentralbl., 1927 , vol. 98, # I p. 2539 Full Text Show Details

187 °C

Decomposition.

Eberhard

Archiv der Pharmazie (Weinheim, Germany), 1920 , vol. 258, p. 104 Full Text Show Details

Schmidt,E.

Chem. Zentralbl., 1911 , vol. 82, # II p. 33 Full Text Show Details

Crystal Property Description (1) Colour & Other Properties

Reference

rot

Schmidt,E.

Chem. Zentralbl., 1911 , vol. 82, # II p. 33 Full Text Show Details