1-(13C,2H3)methyl-5-(pyridin-3-yl)pyrrolidin-2-one

• ChemBase ID: 164979
• Molecular Formular: C10H12N2O
• Molecular Mass: 177.20773484
• Monoisotopic Mass: 177.09831785
• SMILES: c1ccc(cn1)C1CCC(=O)N1[13CH3]
• Canonical SMILES: O=C1CCC(N1[13CH3])c1cccnc1
• InChI: InChI=1S/C10H12N2O/c1-12-9(4-5-10(12)13)8-3-2-6-11-7-8/h2-3,6-7,9H,4-5H2,1H3/i1+1
• InChIKey: UIKROCXWUNQSPJ-OUBTZVSYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(^1^3C,^2H₃)methyl-5-(pyridin-3-yl)pyrrolidin-2-one
• IUPAC Traditional name: 1-(^1^3C,^2H₃)methyl-5-(pyridin-3-yl)pyrrolidin-2-one
• Synonyms: (+/-)-1-(Methyl-13C,d3)-5-(2-pyridinyl)-2-pyrrolidinone; (+/-)-Cotinine-13C,d3; rac-Cotinine-13C,d3

Database IDs

• PubChem SID: 162259113
• PubChem CID: 57369384

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 0.14203912
• LogD (pH = 7.4): 0.20968148
• Log P: 0.21063453
• Molar Refractivity: 49.2805 cm^3
• Polarizability: 19.111336 Å^3
• Polar Surface Area: 33.2 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Tan Semi-Solid

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - C725007

A labelled major metabolite of nicotine in humans. Carcinogen.

REFERENCES

• Sugasawa, S., et al.: Pharma. Bull., et al.: 2, 39 (1954)
• Thompson, J.A., et al.: J. Chromatog., 231, 53 (1954)
• Seeman, J.I., et al.: J. Org. Chem., 51, 1548 (1986)