Title: Rimonabant
CAS Registry Number: 168273-06-1
CAS Name: 5-(4-Chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-N-1-piperidinyl-1H-pyrazole-3-carboxamide
Additional Names: N-(piperidin-1-yl)-5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-1H-pyrazole-3-carboxamide
Manufacturers' Codes: SR-141716
Trademarks: Acomplia (Sanofi-Synthelabo)
Molecular Formula: C22H21Cl3N4O
Molecular Weight: 463.79
Percent Composition: C 56.97%, H 4.56%, Cl 22.93%, N 12.08%, O 3.45%
Literature References: Brain cannabinoid receptor (CB1) antagonist. Prepn: F. Barth et al., EP 576357; eidem., US 5624941 (1993, 1997 both to Sanofi); H. H. Seltzman et al., J. Chem. Soc. Chem. Commun. 1995, 1549; and pharmacology: A. K. Dutta et al., Med. Chem. Res. 5, 54 (1994). Receptor antagonist activity: M. Rinaldi-Carmona et al., FEBS Lett. 350, 240 (1994). Clinical trial in blockade of effects of smoked marijuana: M. A. Huestis et al., Arch. Gen. Psychiatry 58, 322 (2001). Clinical trials in obesity: L. F. Van Gaal et al., Lancet 365, 1389 (2005); J.-P. Després et al., N. Engl. J. Med. 353, 2121 (2005). Review of therapeutic potential in obesity and drug addiction: M. A. M. Carai et al., Life Sci. 77, 2339-2350 (2005).
Derivative Type: Hydrochloride
CAS Registry Number: 158681-13-1
Manufacturers' Codes: SR-141716A
Molecular Formula: C22H21Cl3N4O.HCl
Molecular Weight: 500.25
Percent Composition: C 52.82%, H 4.43%, Cl 28.35%, N 11.20%, O 3.20%
Properties: White crystals from ether + petr ether, mp 154-156° (Dutta); also reported as mp 157-159° (Seltzman).
Melting point: mp 154-156° (Dutta); mp 157-159° (Seltzman)
Therap-Cat: Antiobesity agent.
Keywords: Antiobesity Agent. |