4,6-dibenzamidobenzene-1,3-dicarboxylic acid

• ChemBase ID: 154447
• Molecular Formular: C22H16N2O6
• Molecular Mass: 404.37224
• Monoisotopic Mass: 404.10083624
• SMILES: c1ccc(cc1)C(=O)Nc1cc(c(cc1C(=O)O)C(=O)O)NC(=O)c1ccccc1
• Canonical SMILES: O=C(c1ccccc1)Nc1cc(NC(=O)c2ccccc2)c(cc1C(=O)O)C(=O)O
• InChI: InChI=1S/C22H16N2O6/c25-19(13-7-3-1-4-8-13)23-17-12-18(16(22(29)30)11-15(17)21(27)28)24-20(26)14-9-5-2-6-10-14/h1-12H,(H,23,25)(H,24,26)(H,27,28)(H,29,30)
• InChIKey: UUDYZUDTQPLDDP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4,6-dibenzamidobenzene-1,3-dicarboxylic acid
• IUPAC Traditional name: 4,6-dibenzamidobenzene-1,3-dicarboxylic acid
• Synonyms: 5-Carboxy-2,4-dibenzamidobenzoic acid; NS3763

Database IDs

• CAS Number: 70553-45-6
• MDL Number: MFCD00334657
• PubChem SID: 162248586; 24724545
• PubChem CID: 4359312

CALCULATED PROPERTIES

• Acid pKa: 3.1307075
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): 0.8525662
• LogD (pH = 7.4): -1.913623
• Log P: 4.772181
• Molar Refractivity: 111.6374 cm^3
• Polarizability: 40.250206 Å^3
• Polar Surface Area: 132.8 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: ~24 mg/mL
• Apperance: off-white solid

Safety Information

• European Hazard Symbols: Nature polluting (N); Irritant (Xi)
• UN Number: 3077
• German water hazard class: 3
• Hazard Class: 9
• Packing Group: 3
• Risk Statements: 36/37/38-50/53
• Safety Statements: 26-36-60-61
• GHS Pictograms: GHS07; GHS09
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335-H410
• GHS Precautionary statements: P261-P273-P305 + P351 + P338-P501
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• RID/ADR: UN 3077 9/PG 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C22H16N2O6

DETAILS

Sigma Aldrich - N1162

Biochem/physiol Actions
First non-competitive antagonist of GluK5 receptor.