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varenicline

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varenicline

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Also known as Chantix, CP-526,555, 6,7,8,9-tetrahydro-6,10-methano-6H-pyrazino(2,3-h)benzazepine, Champix

Varenicline, sold under the brand names Chantix and Champix among others, is a medication used for smoking cessation and for the treatment of dry eye syndrome. It is a nicotinic acetylcholine receptor partial agonist. When activated, this receptor leads to the release of dopamine in the nucleus accumbens, the brain's reward center, thereby reducing cravings and withdrawal symptoms with smoking cessation, although less pronounced than a full agonist (e.g. nicotine).

Key facts

Drug.ATC_suffix
BA03
Drug.legal_AU
S4
Drug.Verifiedfields
changed
Drug.Watchedfields
changed
Drug.verifiedrevid
470629155
Drug.image
Varenicline.svg
Drug.image_class
skin-invert-image
Drug.image_class2
bg-transparent
Drug.width
190px
Drug.image2
VARENICLINE_3D_BALL-AND-STICK.png
Drug.width2
192
Drug.tradename
Champix, Chantix, Tyrvaya, others
Drug.MedlinePlus
a606024
Drug.licence_EU
yes
Drug.DailyMedID
Varenicline
Drug.pregnancy_AU
B3
Drug.routes_of_administration
By mouth, intranasal
Drug.class
Nicotinic agonist

via Wikipedia infobox

Chemical data

Formula
C13H13N3
Molecular weight
211.26 g/mol
IUPAC name
(1S,12R)-5,8,14-triazatetracyclo[10.3.1.02,11.04,9]hexadeca-2,4,6,8,10-pentaene
SMILES
C1[C@@H]2CNC[C@H]1C3=CC4=NC=CN=C4C=C23
InChIKey
JQSHBVHOMNKWFT-DTORHVGOSA-N
XLogP
0.8
Polar surface area
37.8 Ų
H-bond donors
1
H-bond acceptors
3
Formal charge
0

via PubChem

~6 min read

Encyclopedic overview

10 sections
Contents
  • Medical uses
  • Side effects
  • Depression and suicide
  • Cardiovascular disease
  • Pharmacology
  • Mechanism of action
  • Pharmacokinetics
  • History
  • References
  • External links

Varenicline, sold under the brand names Chantix and Champix among others, is a medication used for smoking cessation and for the treatment of dry eye syndrome. It is a nicotinic acetylcholine receptor partial agonist. When activated, this receptor leads to the release of dopamine in the nucleus accumbens, the brain's reward center, thereby reducing cravings and withdrawal symptoms with smoking cessation, although less pronounced than a full agonist (e.g. nicotine).

Common side effects include nausea, insomnia, abnormal dreams, headache, and nasopharyngitis (inflammation of the nose and throat). Despite these potential adverse effects, varenicline has proven efficacy in helping individuals quit smoking. It is estimated that approximately one in eleven smokers who use varenicline successfully remain abstinent from tobacco at six months.

Excerpted from Wikipedia’s “varenicline” article, available under the CC BY-SA 4.0 licence.