4-(2-ethyl-1-benzofuran-3-carbonyl)-2,6-diiodophenol

• ChemBase ID: 161232
• Molecular Formular: C17H12I2O3
• Molecular Mass: 518.08432
• Monoisotopic Mass: 517.88759024
• SMILES: c1ccc2c(c1)oc(c2C(=O)c1cc(c(c(c1)I)O)I)CC
• Canonical SMILES: CCc1oc2c(c1C(=O)c1cc(I)c(c(c1)I)O)cccc2
• InChI: InChI=1S/C17H12I2O3/c1-2-13-15(10-5-3-4-6-14(10)22-13)16(20)9-7-11(18)17(21)12(19)8-9/h3-8,21H,2H2,1H3
• InChIKey: CZCHIEJNWPNBDE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(2-ethyl-1-benzofuran-3-carbonyl)-2,6-diiodophenol
• IUPAC Traditional name: benziodarone
• Synonyms: (2-Ethyl-3-benzofuranyl)(4-hydroxy-3,5-diiodophenyl)methanone; Algocor; Cardivix; 2-Ethyl-3-(3,5-diiodo-4-hydroxybenzoyl)-3-coumarone; L 2329; NSC 82133; 2-Ethyl-3-(3,5-diiodo-4-hydroxybenzoyl)benzofuran; 2329 Labaz; Amplivix; Corofam; Dilafurane; Retrangor; 2-Ethyl-3-(4-hydroxy-3,5-diiodobenzoyl)benzofuran; Coronal-Crinos; Dila-Vasal; 2-Ethyl-3-(4-hydroxy-3,5-diiodobenzoyl)coumarone; Benziodarone

Database IDs

• CAS Number: 68-90-6
• PubChem SID: 162255367
• PubChem CID: 6237

CALCULATED PROPERTIES

• Acid pKa: 5.60614
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 5.6198277
• LogD (pH = 7.4): 4.2522535
• Log P: 5.8681297
• Molar Refractivity: 103.8542 cm^3
• Polarizability: 40.873158 Å^3
• Polar Surface Area: 50.44 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - B197860

A uricosuric drug. It is used to effectively to control hyperuricemia in renal transplantation.

REFERENCES

• Lemieux, G. et al.: Am. J. Physiol., 224, 1440 (1973)
• Zoellner, N. et al.: Arzneim.-Forsch., 21, 1500 (1973)
• Perez-Ruiz, F. et al.: Nephrol. Dial. Transplant., 18, 603 (1973)