4272. Frovatriptan

Nomenclature

CAS number: 158747-02-5
(3R)-2,3,4,9-Tetrahydro-3-(methylamino)-1H-carbazole-6-carboxamide; 3-methylamino-6-carboxamido-1,2,3,4-tetrahydrocarbazole; SB-209509.
C14H17N3O; mol wt 243.30.
C 69.11%, H 7.04%, N 17.27%, O 6.58%.

Description and references

Serotonin 5-HT1B/1D receptor agonist. Prepn: F. D. King et al., WO 9300086; eidem, US 5464864 (1993, 1995 both to SmithKline Beecham). Pharmacology: A. A. Parsons et al., J. Cardiovasc. Pharmacol. 30, 136 (1997). Series of articles on pharmacology, safety and clinical studies: Headache 42, Suppl. 2, S45-S99 (2002). Review of clinical experience in cluster headaches: H. C. Siow et al., Cephalalgia 24, 1045-1048 (2004); in acute migraine: N. Poolsup et al., J. Clin. Pharm. Ther. 30, 521-532 (2005).

Chemical structure

Derivative

Succinate monohydrate.

Nomenclature

CAS number: 158930-17-7; 158930-09-7 (anhydrous)
SB-209509AX; VML-251; Frova (Vernalis); Frovelan (Elan); Migard (Vernalis); Miguard (Vernalis).
C14H17N3O.C4H6O4.H2O; mol wt 379.41.
C 56.98%, H 6.64%, N 11.08%, O 25.30%.

Properties

White to off-white powder. Sol in water.

Therapeutic Category

Antimigraine.

Keywords

Antimigraine; Serotonin Receptor Agonist