9783. Tropisetron

Nomenclature

CAS number: 89565-68-4
1H-Indole-3-carboxylic acid (3-endo)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl ester; 3α-tropanyl-1H-indole-3-carboxylic acid ester; 1αH,5αH-tropan-3α-yl indole-3-carboxylate; ICS-205-930.
C17H20N2O2; mol wt 284.35.
C 71.81%, H 7.09%, N 9.85%, O 11.25%.

Description and references

Specific serotonin (5-HT3) receptor antagonist. Prepn: P. Donatsch et al., DE 3322574 (1983 to Sandoz); idem et al., US 4789673 (1988). Pharmacology: B. P. Richardson et al., Nature 316, 126 (1985); F. M. Williams et al., J. Cardiovasc. Pharmacol. 7, 550 (1985). Receptor binding studies: C. Waeber et al., Neuroscience 31, 393 (1989). Clinical pharmacokinetics: V. Fischer et al., Drug Metab. Dispos. 20, 603 (1992). Series of articles on antiemetic efficacy in chemotherapy and radiotherapy: Drugs 43, Suppl. 3, 6-39 (1992). Review of pharmacology: C. Seynaeve et al., Anti-Cancer Drugs 2, 343-355 (1991); and toxicology: K. Kutz, Ann. Oncol. 4, Suppl. 3, S15-S18 (1993).

Chemical structure

Properties

mp 201-202° (from methylene chloride/ethyl acetate).

Derivative

Monohydrochloride.

Nomenclature

CAS number: 105826-92-4
Navoban (Novartis); Novaban (Novartis).
C17H20N2O2.HCl; mol wt 320.81.
C 63.65%, H 6.60%, N 8.73%, O 9.97%, Cl 11.05%.

Properties

mp 283-285° (dec).

Therapeutic Category

Antiemetic.

Keywords

Antiemetic; Serotonin Receptor Antagonist