Trademarks: Ambien; Bikalm; Niotal; Stilnox
Molecular Formula: C19H21N3O
CAS Registry Number: 82626-48-0
CAS Name: N,N-dimethyl-2-[6-methyl-2-(4-methylphenyl)imidazo[1,2-a]pyridin-3-yl]acetamide
Molecular Weight: 307.389
SMILES: CN(C)C(=O)CC1=C(N=C2C=CC(C)=CN12)C1=CC=C(C)C=C1
InChI Key: ZAFYATHCZYHLPB-UHFFFAOYSA-N
InChI: InChI=1S/C19H21N3O/c1-13-5-8-15(9-6-13)19-16(11-18(23)21(3)4)22-12-14(2)7-10-17(22)20-19/h5-10,12H,11H2,1-4H3
Activity: GABA-A Receptor Agonists; Hypnotics and Sedatives; Anticonvulsant; Muscle Relaxant
Status: Launched 1999
Originator: Sanofi-Aventis
Zolpidem synthesis: US4794185A (also Ref. 3)
Zolpidem synthesis: Farmaco 1991, 46(1Suppl), 277-288 (The process doesn't use cyanide. For this reason, it is cited as the preferred industrial route.)
Zolpidem synthesis: WO2002090356A2
References:
1. Rossey, G.; et. al. Process for the preparation of imidazopyridines. US4794185A
2. George, P.; et. al. Imidazopyridines: towards novel hypnotic and anxiolytic drugs. Farmaco 1991, 46(1Suppl), 277-288.
3. Satyanarayana, B.; et. al. A simple, efficient and scalable synthesis of hypnotic agent, zolpidem. ARKIVOC 2009, 315-320.
4. Sauter, M.; et. al. Procede de production de zolpidem. WO2002090356A2
5. Swainston, H. T.; et. al. Zolpidem: a review of its use in the management of insomnia. CNS Drugs 2005, 19(1), 65-89. (activity)
6. Terzano, M. G.; et. al. New drugs for insomnia: comparative tolerability of zopiclone, zolpidem and zaleplon. Drug Saf 2003, 26(4), 261-282. (activity)
