Title: Cilansetron
CAS Registry Number: 120635-74-7
CAS Name: (10R)-5,6,9,10-Tetrahydro-10-[(2-methyl-1H-imidazol-1-yl)methyl]-4H-pyrido[3,2,1-jk]carbazol-11(8H)-one
Additional Names: l-10[(2-methyl-1H-imidazol-1-yl)methyl]-5,6,8,9,10,11-hexahydro-4H-pyrido[3,2,1-jk]carbazol-11-one
Manufacturers' Codes: KC-9946
Molecular Formula: C20H21N3O
Molecular Weight: 319.40
Percent Composition: C 75.21%, H 6.63%, N 13.16%, O 5.01%
Literature References: Serotonin 5-HT3 receptor antagonist. Prepn: H. H. Haeck et al., EP 297651; eidem, US 4939136 (1989, 1990 both to Duphar Int. Res.); I. van Wijngaarden et al., J. Med. Chem. 36, 3693 (1993). Absolute configuration studies: P. G. Jones et al., Acta Crystallogr. E59, o38, o41 (2003). Pharmacology: A. Botella et al., Fundam. Clin. Pharmacol. 12, 619 (1998). Mechanism of action study: K. Hillsley et al., Neurosci. Lett. 278, 137 (2000). Clinical pharmacology: G. Stacher et al., Br. J. Clin. Pharmacol. 49, 429 (2000). Review of development and therapeutic potential: idem, Curr. Opin. Invest. Drugs 2, 1432-1436 (2001); of clinical experience: W. D. Chey, B. D. Cash, Expert Opin. Invest. Drugs 14, 185-193 (2005).
Derivative Type: Hydrochloride
CAS Registry Number: 120635-72-5; 209859-87-0 (monohydrate)
Trademarks: Calmactin (Solvay)
Molecular Formula: C20H21N3O.HCl
Molecular Weight: 355.86
Percent Composition: C 67.50%, H 6.23%, N 11.81%, O 4.50%, Cl 9.96%
Properties: Crystals, mp 226-228°. [a]D5 -5.0° (c = 1.8 in methanol).
Melting point: Crystals, mp 226-228°
Optical Rotation: [a]D5 -5.0° (c = 1.8 in methanol)
Therap-Cat: In treatment of irritable bowel syndrome.
Keywords: Serotonin Receptor Antagonist.

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