(5S)-1-methyl-5-(pyridin-3-yl)pyrrolidin-2-one; perchloric acid

• ChemBase ID: 164981
• Molecular Formular: C10H13ClN2O5
• Molecular Mass: 276.67362
• Monoisotopic Mass: 276.05129921
• SMILES: c1ccc(cn1)[C@@H]1CCC(=O)N1C.[Cl](=O)(=O)(=O)O
• Canonical SMILES: O[Cl](=O)(=O)=O.O=C1CC[C@H](N1C)c1cccnc1
• InChI: InChI=1S/C10H12N2O.ClHO4/c1-12-9(4-5-10(12)13)8-3-2-6-11-7-8;2-1(3,4)5/h2-3,6-7,9H,4-5H2,1H3;(H,2,3,4,5)/t9-;/m0./s1
• InChIKey: BCPGJSNBNYRZDX-FVGYRXGTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5S)-1-methyl-5-(pyridin-3-yl)pyrrolidin-2-one; perchloric acid
• IUPAC Traditional name: cotinine; perchloric acid
• Synonyms: (5S)-1-Methyl-5-(3-pyridinyl)-2-pyrrolidinone Perchlorate; (S)-(-)-1-Methyl-5-(3-pyridiyl)-2-pyrrolidinone Perchlorate; (-)-Cotinine Perchlorate; (S)-Cotinine Perchlorate; S-(-)-Cotinine Perchlorate

Database IDs

• CAS Number: 1217692-15-3
• PubChem SID: 162259114
• PubChem CID: 71314983

CALCULATED PROPERTIES

• Molar Refractivity: 49.2805 cm^3
• Polarizability: 19.111326 Å^3
• Polar Surface Area: 33.2 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 0.14203912
• LogD (pH = 7.4): 0.20968148
• Log P: 0.21063453

PROPERTIES

Physical Property

• Solubility: DMSO; Water
• Apperance: White Solid
• Melting Point: 214-215°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - C725015

A metabolite of Nicotine. S-Enantiomer of Cotinine.

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)