1-methyl-5-(pyridin-3-yl)pyrrolidin-2-one

• ChemBase ID: 164978
• Molecular Formular: C10H12N2O
• Molecular Mass: 176.21508
• Monoisotopic Mass: 176.09496301
• SMILES: c1ccc(cn1)C1CCC(=O)N1C
• Canonical SMILES: O=C1CCC(N1C)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
• InChIKey: UIKROCXWUNQSPJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-methyl-5-(pyridin-3-yl)pyrrolidin-2-one
• IUPAC Traditional name: (-)-cotinine
• Synonyms: (S)-(-)-1-Methyl-5-(3-pyridyl)-2-pyrrolidinone; (-)-Cotinine; 1-Methyl-5-(3-pyridinyl)-2-pyrrolidinone; (+/-)-Cotinine; rac-Cotinine; (-)-可替宁

Database IDs

• CAS Number: 486-56-6; 15569-85-4
• EC Number: 207-634-9
• MDL Number: MFCD00077696
• Beilstein Number: 83099
• Merck Index: 142553
• PubChem SID: 162259112
• PubChem CID: 408

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 0.1420392
• LogD (pH = 7.4): 0.20968148
• Log P: 0.21063453
• 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

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethanol; Water
• Apperance: Off-White Low Melting Solid
• Melting Point: 34-39°C
• Boiling Point: 145-147°C/3mm
• Flash Point: >110°C(230°F)
• Optical Rotation: -20 (c=1 in ethanol)

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• RTECS: GN1925500
• European Hazard Symbols: X
• Risk Statements: 22-36/37/38
• Safety Statements: 26-36/37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Hazard statements: H302-H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A

Product Information

• Purity: 98%

DETAILS

Toronto Research Chemicals - C725004

A 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)
• Nicotine metabolite: J. Chromat., 231, 53 (1982).