4-{3-[2-hydroxy(2H4)phenyl]-5-(2-hydroxyphenyl)-1H-1,2,4-triazol-1-yl}benzoic acid; 4-{5-[2-hydroxy(2H4)phenyl]-3-(2-hydroxyphenyl)-1H-1,2,4-triazol-1-yl}benzoic acid

• ChemBase ID: 165555
• Molecular Formular: C42H30N6O8
• Molecular Mass: 746.723
• Monoisotopic Mass: 746.21251195
• SMILES: n1n(c(nc1c1c(cccc1)O)c1ccccc1O)c1ccc(cc1)C(=O)O.n1n(c(nc1c1c(cccc1)O)c1ccccc1O)c1ccc(cc1)C(=O)O
• Canonical SMILES: OC(=O)c1ccc(cc1)n1nc(nc1c1ccccc1O)c1ccccc1O.OC(=O)c1ccc(cc1)n1nc(nc1c1ccccc1O)c1ccccc1O
• InChI: InChI=1S/2C21H15N3O4/c2*25-17-7-3-1-5-15(17)19-22-20(16-6-2-4-8-18(16)26)24(23-19)14-11-9-13(10-12-14)21(27)28/h2*1-12,25-26H,(H,27,28)
• InChIKey: MXVXHZBADMJHEW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{3-[2-hydroxy(^2H₄)phenyl]-5-(2-hydroxyphenyl)-1H-1,2,4-triazol-1-yl}benzoic acid; 4-{5-[2-hydroxy(^2H₄)phenyl]-3-(2-hydroxyphenyl)-1H-1,2,4-triazol-1-yl}benzoic acid
• IUPAC Traditional name: 4-{3-[2-hydroxy(^2H₄)phenyl]-5-(2-hydroxyphenyl)-1,2,4-triazol-1-yl}benzoic acid; 4-{5-[2-hydroxy(^2H₄)phenyl]-3-(2-hydroxyphenyl)-1,2,4-triazol-1-yl}benzoic acid
• Synonyms: 4-[5-(2-Hydroxyphenyl)-3-(6-hydroxyphenyl-2,3,4,5-d4)-1H-1,2,4-triazol-1-yl]benzoic Acid & 4-[3-(2-hydroxyphenyl)-5-(6-hydroxyphenyl-2,3,4,5-d4)-1H-1,2,4-triazol-1-yl]benzoic Acid (1:1); Deferasirox-d4 (Mixture of 6-hydroxyphenyl-d4 isomers)

Database IDs

• PubChem SID: 162259688
• PubChem CID: 71315264

CALCULATED PROPERTIES

• Acid pKa: 4.548632
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 3.7476976
• LogD (pH = 7.4): 1.9242212
• Log P: 4.744616
• Molar Refractivity: 125.3245 cm^3
• Polarizability: 40.624435 Å^3
• Polar Surface Area: 108.47 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Yellow Solid

DETAILS

Toronto Research Chemicals - D228653

Labelled orally active tridentate iron chelator.

REFERENCES

• Hershko, C., et al.: Blood, 97, 1115 (2001)
• Galanello, R., et al.: J. Clin. Pharmacol., 43, 565 (2001)
• Nick, H., et al.: Curr. Med. Chem., 10, 1065 (2001)