8105. Ramosetron
Nomenclature
CAS number: 132036-88-5
(1-Methyl-1H-indol-3-yl)[(5R)-4,5,6,7-tetrahydro-1H-benzimidazol-5-yl]methanone; (R)-5-[(1-methylindol-3-yl)carbonyl]-4,5,6,7-tetrahydrobenzimidazole; Nor-YM-060. C17H17N3O; mol wt 279.34.
C 73.09%, H 6.13%, N 15.04%, O 5.73%.
Description and 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. [α]D20 -16.5° (c 1.13 in methanol).Derivative
Hydrochloride.Nomenclature
CAS number: 132907-72-3
YM-060; Nasea (Yamanouchi). C17H17N3O.HCl; mol wt 315.80.
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°. [α]D -42.9° (c 1.02 in methanol).Therapeutic Category
Antiemetic.
Keywords
Antiemetic; Serotonin Receptor Antagonist