N-(5-phenylpyridin-2-yl)acetamide

• ChemBase ID: 159128
• Molecular Formular: C13H12N2O
• Molecular Mass: 212.24718
• Monoisotopic Mass: 212.09496301
• SMILES: c1ccc(cc1)c1cnc(cc1)NC(=O)C
• Canonical SMILES: CC(=O)Nc1ccc(cn1)c1ccccc1
• InChI: InChI=1S/C13H12N2O/c1-10(16)15-13-8-7-12(9-14-13)11-5-3-2-4-6-11/h2-9H,1H3,(H,14,15,16)
• InChIKey: FXUKKQSINSXDFT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(5-phenylpyridin-2-yl)acetamide
• IUPAC Traditional name: N-(5-phenylpyridin-2-yl)acetamide
• Synonyms: 2-Amino-β-phenylpyridine; 2-Acetamido-5-phenylpyridine; N-(5-Phenyl-2-pyridinyl)acetamide; N-Acetyl-2-amino-5-phenylpyridine

Database IDs

• CAS Number: 96721-83-4
• PubChem SID: 162253263
• PubChem CID: 4257068

CALCULATED PROPERTIES

• Acid pKa: 12.182092
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.2296295
• LogD (pH = 7.4): 2.2348921
• Log P: 2.2349668
• Molar Refractivity: 64.2138 cm^3
• Polarizability: 25.301975 Å^3
• Polar Surface Area: 41.99 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate
• Apperance: Light Brown Solid
• Melting Point: 182-183°C

DETAILS

Toronto Research Chemicals - A168290

Pyrolysis product of phenylalanine, potential carcinogen

REFERENCES

• Stavenuiter, J., et al.: Carcinogenesis, 6, 13 (1985)