Varenicline tartrateProduct ingredient for Varenicline
- Name
- Varenicline tartrate
- Drug Entry
- Varenicline
Varenicline is a prescription medication used to treat smoking addiction. This medication is the first approved nicotinic receptor partial agonist. Specifically, varenicline is a partial agonist of the alpha4/beta2 subtype of the nicotinic acetylcholine receptor. In addition it acts on alpha3/beta4 and weakly on alpha3beta2 and alpha6-containing receptors. A full agonism was displayed on alpha7-receptors.
On March 9, 2015, the U.S. Food and Drug Administration warned that Varenicline, in the form of Pfizer Inc's quit-smoking drug, Chantix, has been associated with seizures and that some patients who drink while taking the drug may become aggressive or black out. Pfizer is conducting an additional safety study of the drug, results of which are expected in late 2015. The FDA said it is keeping the black box in place at least until the results of the trial are announced.
- Accession Number
- DBSALT000548
- Structure
Structure for Varenicline tartrate (DBSALT000548)
- Synonyms
- Varenicline tartrate
- External IDs
- CP 526555-18 / CP-526,555-18
- UNII
- 82269ASB48
- CAS Number
- 375815-87-5
- Weight
- Average: 361.354
Monoisotopic: 361.127385344 - Chemical Formula
- C17H19N3O6
- InChI Key
- TWYFGYXQSYOKLK-CYUSMAIQSA-N
- InChI
- InChI=1S/C13H13N3.C4H6O6/c1-2-16-13-5-11-9-3-8(6-14-7-9)10(11)4-12(13)15-1;5-1(3(7)8)2(6)4(9)10/h1-2,4-5,8-9,14H,3,6-7H2;1-2,5-6H,(H,7,8)(H,9,10)/t8-,9+;1-,2-/m.1/s1
- IUPAC Name
- (1R,12S)-5,8,14-triazatetracyclo[10.3.1.0^{2,11}.0^{4,9}]hexadeca-2,4(9),5,7,10-pentaene; (2R,3R)-2,3-dihydroxybutanedioic acid
- SMILES
- O[C@H]([C@@H](O)C(O)=O)C(O)=O.C1[C@H]2CNC[C@@H]1C1=CC3=C(C=C21)N=CC=N3
- External Links
- PubChem Compound
- 9906942
- ChemSpider
- 21230360
- ChEBI
- 84507
- ChEMBL
- CHEMBL1201135
- Wikipedia
- Varenicline
- Predicted Properties
Property Value Source Water Solubility 0.0877 mg/mL ALOGPS logP 1.39 ALOGPS logP 1.01 Chemaxon logS -3.4 ALOGPS pKa (Strongest Basic) 9.73 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 3 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 37.81 Å2 Chemaxon Rotatable Bond Count 3 Chemaxon Refractivity 61.3 m3·mol-1 Chemaxon Polarizability 22.96 Å3 Chemaxon Number of Rings 4 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule Yes Chemaxon MDDR-like Rule No Chemaxon