An inhibitor of URAT1
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Active Metabolite(s)
34903Benzarone
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Benzbromarone

Item No. 19768

Technical Information
Formal Name
(3,5-dibromo-4-hydroxyphenyl)(2-ethyl-3-benzofuranyl)-methanone
CAS Number
3562-84-3
Synonyms
  • MJ10061
  • NSC 85433
Molecular Formula
C17H12Br2O3
Formula Weight
Purity
≥98%
Formulation
A crystalline solid
DMF: 25 mg/mLDMF:PBS(pH 7.2)(1:1): 0.5 mg/mLDMSO: 20 mg/mLEthanol: 3 mg/mL
λmax
238, 277, 282 nm
SMILES
BrC1=C(O)C(Br)=CC(C(C2=C(CC)OC3=C2C=CC=C3)=O)=C1
InChi Code
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
InChi Key
WHQCHUCQKNIQEC-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    Product Description

    Benzbromarone is an inhibitor of the urate anion transporter (IC50 = 0.3 µM for hURAT1) that prevents renal urate resorption.1 It also potently inhibits CYP2C9 (Ki = 20 nM), a major cytochrome P450 enzyme involved in the metabolic clearance of a wide range of therapeutic agents.2 Several analogs of benzabromarone have been developed with varying binding affinities to CYP2C9 in order to study adverse drug-drug interactions.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Yu, Z., Fong, W.P., and Cheng, C.H.K. Morin (3,5,7,2',4'-pentahydroxyflavone) exhibits potent inhibitory actions on urate transport by the human urate anion transporter (hURAT1) expressed in human embryonic kidney cells. Drug Metab. Dispos. 35(6), 981-986 (2007).

    2. Gritsch, P.J., Stempel, E., and Gaich, T. Enantioselective synthesis of cyclohepta[b]indoles: Gram-scale synthesis of (S)-SIRT1-inhibitor IV. Org. Lett. (2013).

    3. Rettie, A.E., and Jones, J.P. Clinical and toxicological relevance of CYP2C9: Drug-drug interactions and pharmacogenetics. Annu. Rev. Pharmacol. Toxicol. 45, 477-494 (2005).