(2R,3R)-2,3-dihydroxybutanedioic acid; 5,8,14-triazatetracyclo[10.3.1.0^{2,11}.0^{4,9}]hexadeca-2(11),3,5,7,9-pentaene

• ChemBase ID: 72680
• Molecular Formular: C17H19N3O6
• Molecular Mass: 361.34926
• Monoisotopic Mass: 361.12738534
• SMILES: C(=O)([C@@H]([C@H](C(=O)O)O)O)O.C12c3c(C(C1)CNC2)cc1c(c3)nccn1
• Canonical SMILES: N1CC2CC(C1)c1c2cc2c(c1)nccn2.O[C@H]([C@H](C(=O)O)O)C(=O)O
• 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)/t;1-,2-/m.1/s1
• InChIKey: TWYFGYXQSYOKLK-LREBCSMRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R)-2,3-dihydroxybutanedioic acid; 5,8,14-triazatetracyclo[10.3.1.0^{2,11}.0^{4,9}]hexadeca-2(11),3,5,7,9-pentaene
• IUPAC Traditional name: @varenicline; L-tartaric acid
• Synonyms: Chantix; Champix; Varenicline tartrate

Database IDs

• CAS Number: 375815-87-5
• PubChem SID: 162037601
• PubChem CID: 9906942

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -2.1916635
• LogD (pH = 7.4): -1.2709792
• Log P: 1.007628
• Molar Refractivity: 61.303 cm^3
• Polarizability: 25.210518 Å^3
• Polar Surface Area: 37.81 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: -20°C

Pharmacology Properties

• Target: mAChR

Product Information

• Salt Data: Tartrate

DETAILS

Selleck Chemicals - S1440

Research Area: Neurological Disease
Biological Activity:
Varenicline is a prescription medication used to treat smoking addiction. Varenicline is a nicotinic receptor partial agonist. In this respect, it is similar to cytisine and different from the nicotinic antagonist, bupropion, and nicotine replacement therapies (NRTs) like nicotine patchesand nicotine gum. As a partial agonist, it both reduces cravings for and decreases the pleasurable effects of cigarettes and other tobacco products, and through these mechanisms it can assist some patients to quit smoking. [1]

REFERENCES

• http://en.wikipedia.org/wiki/Varenicline