2-hydroxy-5-[(E)-2-(2H5)phenyldiazen-1-yl]benzoic acid

• ChemBase ID: 176514
• Molecular Formular: C13H10N2O3
• Molecular Mass: 242.2301
• Monoisotopic Mass: 242.06914219
• SMILES: c1c(ccc(c1C(=O)O)O)/N=N/c1ccccc1
• Canonical SMILES: OC(=O)c1cc(/N=N/c2ccccc2)ccc1O
• InChI: InChI=1S/C13H10N2O3/c16-12-7-6-10(8-11(12)13(17)18)15-14-9-4-2-1-3-5-9/h1-8,16H,(H,17,18)/b15-14+
• InChIKey: JHDYSXXPQIFFJZ-CCEZHUSRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-hydroxy-5-[(E)-2-(^2H₅)phenyldiazen-1-yl]benzoic acid
• IUPAC Traditional name: 2-hydroxy-5-[(E)-2-(^2H₅)phenyldiazen-1-yl]benzoic acid
• Synonyms: 2-Hydroxy-5-[2-(phenyl-d5)diazenyl]benzoic Acid; 2-Hydroxy-5-(phenylazo-d5)benzoic Acid; 5-(Phenylazo-d5)salicylic Acid; CK 46A-d5; NSC 163392-d5; Phenylazosalicylic Acid-d5

Database IDs

• PubChem SID: 164232424
• PubChem CID: 71751597

CALCULATED PROPERTIES

• LogD (pH = 7.4): 0.94268405
• Log P: 4.3831573
• Molar Refractivity: 69.6141 cm^3
• Polarizability: 24.537148 Å^3
• Polar Surface Area: 82.25 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true
• Acid pKa: 3.228187
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 2.1316695

DETAILS

Toronto Research Chemicals - P319462

Mesalazine (M258100) impurity.

REFERENCES

• Yankner, B., et al.: Science, 250, 279 (1990)
• Prehn, J., et al.: Mol. Pharmacol., 49, 319 (1990)