N-methyl-4-oxo-4-(pyridin-3-yl)butanamide

• ChemBase ID: 174140
• Molecular Formular: C10H12N2O2
• Molecular Mass: 192.21448
• Monoisotopic Mass: 192.08987763
• SMILES: c1ccncc1C(=O)CCC(=O)NC
• Canonical SMILES: CNC(=O)CCC(=O)c1cccnc1
• InChI: InChI=1S/C10H12N2O2/c1-11-10(14)5-4-9(13)8-3-2-6-12-7-8/h2-3,6-7H,4-5H2,1H3,(H,11,14)
• InChIKey: WOOSCPWOYYLIHS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-methyl-4-oxo-4-(pyridin-3-yl)butanamide
• IUPAC Traditional name: N-methyl-4-oxo-4-(pyridin-3-yl)butanamide
• Synonyms: 5’-Hydroxycotinine; γ-(3-Pyridyl)-γ-oxo-N-methylbutyramide; N-Methyl-γ-oxo-3-pyridinebutanamide

Database IDs

• CAS Number: 713-05-3
• PubChem SID: 164230050
• PubChem CID: 436

CALCULATED PROPERTIES

• Acid pKa: 14.409848
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -0.4529984
• LogD (pH = 7.4): -0.4452824
• Log P: -0.4451829
• Molar Refractivity: 51.9161 cm^3
• Polarizability: 19.913424 Å^3
• Polar Surface Area: 59.06 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Chloroform
• Apperance: Light Yellow Crystalline Solid
• Melting Point: 117-120°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - M325855

An metabolite of Cotinine. In equilibrium with 5’-Hydroxycotinine the cyclized form.

REFERENCES

• Morselli, P.L, et al.: J. Med. Chem., 10, 1033 (1967)
• Murphy, S.E. et. al.: Chem. Res. Toxicol. 12, 639 (1999)