2-{2-[2-(2-carboxyphenyl)acetohydrazido]-2-oxoethyl}benzoic acid

• ChemBase ID: 162236
• Molecular Formular: C18H16N2O6
• Molecular Mass: 356.32944
• Monoisotopic Mass: 356.10083624
• SMILES: C(C(=O)NNC(=O)Cc1ccccc1C(=O)O)c1ccccc1C(=O)O
• Canonical SMILES: O=C(Cc1ccccc1C(=O)O)NNC(=O)Cc1ccccc1C(=O)O
• InChI: InChI=1S/C18H16N2O6/c21-15(9-11-5-1-3-7-13(11)17(23)24)19-20-16(22)10-12-6-2-4-8-14(12)18(25)26/h1-8H,9-10H2,(H,19,21)(H,20,22)(H,23,24)(H,25,26)
• InChIKey: UISUVRBOSHBUOK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{2-[2-(2-carboxyphenyl)acetohydrazido]-2-oxoethyl}benzoic acid
• IUPAC Traditional name: 2-{2-[2-(2-carboxyphenyl)acetohydrazido]-2-oxoethyl}benzoic acid
• Synonyms: 2-Carboxybenzeneacetic Acid 1-[2-[2-(2-Carboxyphenyl)acetyl]hydrazide]; 1,2-Bis[(O-carboxyphenylacetyl)hydrazine

Database IDs

• CAS Number: 1088425-79-9
• PubChem SID: 162256371
• PubChem CID: 71314055

CALCULATED PROPERTIES

• Acid pKa: 3.5503619
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -1.9410534
• LogD (pH = 7.4): -5.1125574
• Log P: 1.3641077
• Molar Refractivity: 91.288 cm^3
• Polarizability: 34.45405 Å^3
• Polar Surface Area: 132.8 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - B416820

Used in the synthesis of N-substituted homophthalimide and o-(N-substituted acetamido)benzoic acid derivatives.

REFERENCES

• El-Hashash, M., et al.: Rev. Roum. Chim., 28, 659 (1985)