4-[bis(2-hydroxyphenyl)-1H-1,2,4-triazol-1-yl](2H4)benzoic acid

• ChemBase ID: 165554
• Molecular Formular: C21H15N3O4
• Molecular Mass: 373.3615
• Monoisotopic Mass: 373.10625598
• SMILES: n1n(c(nc1c1c(cccc1)O)c1ccccc1O)c1ccc(cc1)C(=O)O
• Canonical SMILES: OC(=O)c1ccc(cc1)n1nc(nc1c1ccccc1O)c1ccccc1O
• InChI: InChI=1S/C21H15N3O4/c25-17-7-3-1-5-15(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/h1-12,25-26H,(H,27,28)
• InChIKey: BOFQWVMAQOTZIW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[bis(2-hydroxyphenyl)-1H-1,2,4-triazol-1-yl](^2H₄)benzoic acid
• IUPAC Traditional name: 4-[bis(2-hydroxyphenyl)-1,2,4-triazol-1-yl](^2H₄)benzoic acid
• Synonyms: 4-[3,5-Bis(2-hydroxyphenyl)-1H-1,2,4-triazol-1-yl]benzoic Acid-d4; Exjade-d4; ICL-670-d4; ICL-670A-d4; CGP-72670-d4; Deferasirox-d4

Database IDs

• CAS Number: 1133425-75-8
• PubChem SID: 162259687
• PubChem CID: 25241238

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: 40.627068 Å^3
• Polar Surface Area: 108.47 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Yellow Solid
• Melting Point: 269-270°C

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - D228652

Labelled orally active tridentate iron chelator.

REFERENCES

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