Title: Zolmitriptan
CAS Registry Number: 139264-17-8
CAS Name: (4S)-4-[[3-[2-(Dimethylamino)ethyl]-1H-indol-5-yl]methyl]-2-oxazolidinone
Additional Names: (S)-N,N-dimethyl-2-[5-(2-oxo-1,3-oxazolidin-4-ylmethyl)-1H-indol-3-yl]ethylamine
Manufacturers' Codes: 311C90; BW-311C90
Trademarks: Zomig (AstraZeneca)
Molecular Formula: C16H21N3O2
Molecular Weight: 287.36
Percent Composition: C 66.87%, H 7.37%, N 14.62%, O 11.14%
Literature References: Serotonin 5HT1D-receptor agonist. Prepn: A. D. Robertson et al., WO 9118897 (1991 to Wellcome Foundation); eidem, US 5466699 (1995 to Burroughs Wellcome). Structure-activity and receptor binding study: R. C. Glen et al., J. Med. Chem. 38, 3566 (1995). Pharmacology: P. J. Goadsby, L. Edvinsson, Headache 34, 394 (1994). Clinical pharmacokinetics: E. Seaber et al., Br. J. Clin. Pharmacol. 41, 141 (1996). Clinical trial in migraine: S. J. Tepper et al., Curr. Med. Res. Opin. 15, 254 (1999). Review of clinical experience and pharmacokinetics: M. Gawel, I. Worthington, Expert Opin. Pharmacother. 6, 1019-1024 (2005).
Properties: White crystals from isopropanol as the 0.9 isopropanolate hemihydrate, mp 139-141°. [a]D22 -5.79° (c = 0.5 in methanol). pKa 9.64. Stable; nonhygroscopic. Soly in aq soln at neutral pH: >20 mg/ml.
Melting point: mp 139-141°
pKa: pKa 9.64
Optical Rotation: [a]D22 -5.79° (c = 0.5 in methanol)
Therap-Cat: Antimigraine.
Keywords: Antimigraine; Serotonin Receptor Agonist. |