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

• ChemBase ID: 126071
• Molecular Formular: C17H12Br2O3
• Molecular Mass: 424.08338
• Monoisotopic Mass: 421.91531824
• SMILES: Brc1cc(cc(Br)c1O)C(=O)c1c2ccccc2oc1CC
• Canonical SMILES: CCc1oc2c(c1C(=O)c1cc(Br)c(c(c1)Br)O)cccc2
• InChI: InChI=1S/C17H12Br2O3/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: WHQCHUCQKNIQEC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,6-dibromo-4-(2-ethyl-1-benzofuran-3-carbonyl)phenol
• IUPAC Traditional name: benzbromarone
• Synonyms: (3,5-Dibromo-4-hydroxyphenyl)(2-ethyl-3-benzofuranyl)methanone; 3,5-Dibromo-4-hydroxyphenyl 2-ethyl-3-benzofuranyl Ketone; 2-Ethyl-3-(3,5-dibromo-4-hydroxybenzoyl)benzofuran; Azubromaron; Benzbromaron; Besuric; Desuric; L 2214; L 2214-Labaz; MJ 10061; Max-Uric; Minuric; NSC 85433; Narcaricin; Normurat; Uricovac; Urinorm; Benzbromarone; Benzbromarone; (3,5-二溴-4-羟基苯基)(2-乙基-3-苯并呋喃基)甲酮; 苯溴马隆

Database IDs

• CAS Number: 3562-84-3
• EC Number: 222-630-7
• MDL Number: MFCD00078962
• PubChem SID: 162220412; 24891861
• PubChem CID: 2333
• CHEBI ID: 3023
• ATC CODE: M04AB03
• CHEMBL: 388590
• Chemspider ID: 2243
• Unique Ingredient Identifier: 4POG0RL69O
• Wikipedia Title: Benzbromarone

CALCULATED PROPERTIES

• Acid pKa: 5.1107917
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 5.0190196
• LogD (pH = 7.4): 3.6854615
• Log P: 5.5477457
• Molar Refractivity: 92.3748 cm^3
• Polarizability: 36.166466 Å^3
• Polar Surface Area: 50.44 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 161-163 °C (321.8-325.4°F)

Safety Information

• RTECS: OB1804200
• European Hazard Symbols: Harmful (Xn)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 22
• Safety Statements: 36
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301
• GHS Precautionary statements: P301 + P310
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• RID/ADR: UN 2811 6.1/PG 3
• Storage Temperature: 2-8°C

Pharmacology Properties

• Target: Others
• Gene Information: human ... CYP2C19(1557), CYP2C9(1559)

Product Information

• Purity: ~95%
• Grade: analytical standard
• Salt Data: Free Base

DETAILS

Toronto Research Chemicals - B185200

Benzbromarone is a uricosuric agent used in the treatment of gout and hyperuricemia. Studies show that use of Benzbromarone results in less complications than other uricosuric agent such as Allopurinol.

REFERENCES

• Heel, R.C. et al.: Drugs, 14, 349 (1977)
• Perez-Ruiz, F. et al.: Ann. Rheum. Dis., 57, 545 (1977)