2-[(phenylformamido)oxy]acetic acid

• ChemBase ID: 161210
• Molecular Formular: C9H9NO4
• Molecular Mass: 195.17206
• Monoisotopic Mass: 195.05315777
• SMILES: c1cccc(c1)C(=O)NOCC(=O)O
• Canonical SMILES: O=C(c1ccccc1)NOCC(=O)O
• InChI: InChI=1S/C9H9NO4/c11-8(12)6-14-10-9(13)7-4-2-1-3-5-7/h1-5H,6H2,(H,10,13)(H,11,12)
• InChIKey: WDRGQGLIUAMOOC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(phenylformamido)oxy]acetic acid
• IUPAC Traditional name: benzadox
• Synonyms: 2-[(Benzoylamino)oxy]-acetic Acid; (Benzamidooxy)acetic Acid; Benzadox; N-Benzoyl-O-(carboxymethyl)-hydroxylamine; NSC 75601; S 6173; (Benzamido)oxy Acetic Acid

Database IDs

• CAS Number: 5251-93-4
• PubChem SID: 162255345
• PubChem CID: 21322

CALCULATED PROPERTIES

• Acid pKa: 3.4114816
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -1.3999422
• LogD (pH = 7.4): -2.7233386
• Log P: 0.67664844
• Molar Refractivity: 47.4679 cm^3
• Polarizability: 18.150225 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Pale Yellow Solid

DETAILS

Toronto Research Chemicals - B185100

Hippurate analog. Inhibitor of peptidylglycine α-hydroxylating monooxygenase (PHM). Pesticide.

REFERENCES

• Merkler, D. et al. Bioorgan. Med. Chem. 16, 10061 (2008)