2-(phenylamino)acetamide

• ChemBase ID: 160708
• Molecular Formular: C8H10N2O
• Molecular Mass: 150.1778
• Monoisotopic Mass: 150.07931295
• SMILES: c1cccc(c1)NCC(=O)N
• Canonical SMILES: NC(=O)CNc1ccccc1
• InChI: InChI=1S/C8H10N2O/c9-8(11)6-10-7-4-2-1-3-5-7/h1-5,10H,6H2,(H2,9,11)
• InChIKey: GXBRYTMUEZNYJT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(phenylamino)acetamide
• IUPAC Traditional name: 2-(phenylamino)acetamide
• Synonyms: 2-(Phenylamino)acetamide; Phenylglycinamide; 2-Anilinoacetamide

Database IDs

• CAS Number: 21969-70-0
• MDL Number: MFCD08691108
• PubChem SID: 162254843
• PubChem CID: 15370319

CALCULATED PROPERTIES

• Polar Surface Area: 55.12 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true
• Acid pKa: 16.432468
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 0.11663288
• LogD (pH = 7.4): 0.1170592
• Log P: 0.11706464
• Molar Refractivity: 44.1586 cm^3
• Polarizability: 16.358252 Å^3

PROPERTIES

Physical Property

• Melting Point: 139 - 141°C
• Hydrophobicity(logP): 0.27

Product Information

• Purity: 95%

DETAILS

Toronto Research Chemicals - A663300

2-Anilinoacetamide is used as initial substrate for the enzymic synthesis of Cephalexin (C256800) with liquid penicillin G acylase.

REFERENCES

• Schroen, C., et al.: Biotechnol. Bioeng., 80, 331 (2002)
• Grinberg, V., et al.: Biochim. Biophys. Acta, 2008, 1784, 736 (2002)