6420. Naratriptan

Nomenclature

CAS number: 121679-13-8
N-Methyl-3-(1-methyl-4-piperidinyl)-1H-indole-5-ethanesulfonamide.
C17H25N3O2S; mol wt 335.46.
C 60.87%, H 7.51%, N 12.53%, O 9.54%, S 9.56%.

Description and references

Serotonin 5-HT1B/1D receptor agonist. Prepn: A. W. Oxford et al., EP 303507; eidem, US 4997841 (1989, 1991 both to Glaxo). Pharmacology and receptor binding study: H. E. Connor et al., Cephalalgia 17, 145 (1997). Determn in plasma and pharmacokinetics in rabbits: B. D. Duléry et al., J. Pharm. Biomed. Anal. 15, 1009 (1997). Clinical trial in migraine: H. Havanka et al., Clin. Ther. 22, 970 (2000).

Chemical structure

Properties

Crystals from ethyl acetate, mp 170-171°.

Derivative

Hydrochloride.

Nomenclature

CAS number: 143388-64-1
GR-85548A; Amerge (GSK); Naramig (GSK).
C17H25N3O2S.HCl; mol wt 371.93.
C 54.90%, H 7.05%, N 11.30%, O 8.60%, S 8.62%, Cl 9.53%.

Properties

Microcrystals, mp 237-239°.

Therapeutic Category

Antimigraine.

Keywords

Antimigraine; Serotonin Receptor Agonist