2-(phenylformamido)propanoic acid

• ChemBase ID: 45886
• Molecular Formular: C10H11NO3
• Molecular Mass: 193.19924
• Monoisotopic Mass: 193.07389322
• SMILES: C(=O)(NC(C(=O)O)C)c1ccccc1
• Canonical SMILES: CC(C(=O)O)NC(=O)c1ccccc1
• InChI: InChI=1S/C10H11NO3/c1-7(10(13)14)11-9(12)8-5-3-2-4-6-8/h2-7H,1H3,(H,11,12)(H,13,14)
• InChIKey: UAQVHNZEONHPQG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(phenylformamido)propanoic acid
• IUPAC Traditional name: methylhippuric acid
• Synonyms: Bz-DL-Ala-OH; N-Benzoyl-DL-alanine; BENZOYL-DL-α-ALANINE; N-Benzoylalanine; N-Benzoyl-DL-alanine; N-苯甲酰基-DL-丙氨酸

Database IDs

• CAS Number: 1205-02-3
• EC Number: 214-879-5
• MDL Number: MFCD00020393
• Beilstein Number: 3201778
• PubChem SID: 162050649
• PubChem CID: 71002

CALCULATED PROPERTIES

• Acid pKa: 3.6599452
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.74319506
• LogD (pH = 7.4): -2.2268627
• Log P: 1.0943097
• Molar Refractivity: 50.6116 cm^3
• Polarizability: 19.234276 Å^3
• Polar Surface Area: 66.4 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 163-167°C

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false; 是

Product Information

• Purity: 97%; 97+%

DETAILS

MP Biomedicals - 05208586

MP Biomedicals Rare Chemical collection

REFERENCES

• Reaction of N-benzoyl amino acids with oxalyl chloride followed by an alcohol provides a simple route to 2-phenyloxazole-5-carboxylates: J. Chem. Soc., Chem. Commun., 2335 (1995):