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Benzarone is an active metabolite of the urate anion transporter 1 (URAT1) inhibitor benzbromarone (Cay-19768). It inhibits URAT1 in Xenopus oocytes expressing the human enzyme (IC50 = 2.8 µM). Benzarone also inhibits the tyrosine phosphatase activity of eyes absent homolog 3 (EYA3, IC50 = 17.5 µM), as well as reduces the proliferation and migration of human umbilical vein endothelial cells (HUVECs) when used at a concentration of 7.5 µM. It uncouples oxidative phosphorylation in isolated rat liver mitochondria and induces apoptosis and necrosis in isolated rat hepatocytes. Benzarone (25 µg/g) reduces tumor growth in an A-673 Ewing sarcoma mouse xenograft model.Formal Name: (2-ethyl-3-benzofuranyl)(4-hydroxyphenyl)-methanone. CAS Number: 1477-19-6. Synonyms: L 2197, NSC 82134. Molecular Formula: C17H14O3. Formula Weight: 266.3. Purity: >98%. Formulation: (Request formulation change), A solid. Solubility: DMF: 30 mg/ml, DMSO: 10 mg/ml, Ethanol: 10 mg/ml. lambdamax: 231, 284 nm. SMILES: O=C(C1=C(CC)OC2=CC=CC=C12)C3=CC=C(C=C3)O. InChi Code: InChI=1S/C17H14O3/c1-2-14-16(13-5-3-4-6-15(13)20-14)17(19)11-7-9-12(18)10-8-11/h3-10,18H,2H2,1H3. InChi Key: RFRXIWQYSOIBDI-UHFFFAOYSA-N.
Keywords:
L 2197, NSC 82134, (2-ethyl-3-benzofuranyl)(4-hydroxyphenyl)-methanone
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