Structural Formula Vector Image
Title: Ramosetron
CAS Registry Number: 132036-88-5
CAS Name: (1-Methyl-1H-indol-3-yl)[(5R)-4,5,6,7-tetrahydro-1H-benzimidazol-5-yl]methanone
Additional Names: (R)-5-[(1-methylindol-3-yl)carbonyl]-4,5,6,7-tetrahydrobenzimidazole
Manufacturers' Codes: Nor-YM-060
Molecular Formula: C17H17N3O
Molecular Weight: 279.34
Percent Composition: C 73.09%, H 6.13%, N 15.04%, O 5.73%
Literature References: Selective serotonin 5HT3 receptor antagonist; structurally different from ondansetron, granisetron, q.q.v. Prepn: M. Ohta et al., EP 381422; eidem, US 5344927 (1990, 1994 both to Yamanouchi). Pharmacology: K. Miyata et al., J. Pharmacol. Exp. Ther. 259, 15 (1991). Effects on gastric emptying in rodents: K. Miyata et al., Jpn. J. Pharmacol. 69, 205 (1995). Toxicity evaluation: H. Tabata et al., Arzneim.-Forsch. 45, 760 (1995). HPLC determn in plasma and urine: H. Miura et al., Biomed. Chromatogr. 8, 103 (1994). Clinical prevention of postoperative nausea and vomiting: Y. Fujii et al., Anesth. Analg. 90, 472 (2000).
Properties: Foam. [a]D20 -16.5° (c 1.13 in methanol).
Optical Rotation: [a]D20 -16.5° (c 1.13 in methanol)
Derivative Type: Hydrochloride
CAS Registry Number: 132907-72-3
Manufacturers' Codes: YM-060
Trademarks: Nasea (Yamanouchi)
Molecular Formula: C17H17N3O.HCl
Molecular Weight: 315.80
Percent Composition: C 64.66%, H 5.75%, N 13.31%, O 5.07%, Cl 11.23%
Properties: Slightly yellowish-white, odorless crystalline powder. Easily sol in water (Tabata). Also as crystals from ethanol, mp 215-230°. [a]D -42.9° (c 1.02 in methanol).
Melting point: mp 215-230°
Optical Rotation: [a]D -42.9° (c 1.02 in methanol)
Therap-Cat: Antiemetic.
Keywords: Antiemetic; Serotonin Receptor Antagonist.

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