9936. Varenicline

Nomenclature

CAS number: 249296-44-4
7,8,9,10-Tetrahydro-6,10-methano-6H-pyrazino[2,3-h][3]benzazepine; 5,8,14-triazatetracyclo[10.3.1.02,11.04,9]hexadeca-2(11)-3,5,7,9-pentaene; CP-526555.
C13H13N3; mol wt 211.26.
C 73.91%, H 6.20%, N 19.89%.

Description and references

Nicotinic α4β2 acetylcholine receptor partial agonist. Prepn: P. R. P. Brooks, J. W. Coe, WO 0162736 (2001 to Pfizer). Synthesis, receptor binding studies, and in vivo dopaminergic activity: J. W. Coe et al., J. Med. Chem. 48, 3474 (2005). Metabolism: R. S. Obach et al., Drug Metab. Dispos. 34, 121 (2006). Series of clinical trials in smoking cessation: J. Am. Med. Assoc. 296, 47-71 (2006). Review as aid for smoking cessation: E. D. Glover, J. M. Rath, Expert Opin. Pharmacother. 8, 1757-1767 (2007).

Chemical structure

Derivative

Tartrate.

Nomenclature

CAS number: 375815-87-5
Champix (Pfizer); Chantix (Pfizer).
C13H13N3.C4H6O6; mol wt 361.35.
C 56.51%, H 5.30%, N 11.63%, O 26.57%.

Properties

White to off-white to slightly yellow solid. Highly sol in water.

Therapeutic Category

Aid in smoking cessation.