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Benzarone (Synonyms: L 2197, NSC 82134)

Katalog-Nr.GC49403

Benzaron (Fragivix) ist ein starker Hemmer des menschlichen HarnsÄuretransporters 1 (hURAT1) mit einem IC50-Wert von 2,8 μM in der Eizelle.

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Benzarone Chemische Struktur

Cas No.: 1477-19-6

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Sample solution is provided at 25 µL, 10mM.

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Background

Benzarone is an active metabolite of the urate anion transporter 1 (URAT1) inhibitor benzbromarone .1,2 It inhibits URAT1 in Xenopus oocytes expressing the human enzyme (IC50 = 2.8 µM).2 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.3 It uncouples oxidative phosphorylation in isolated rat liver mitochondria and induces apoptosis and necrosis in isolated rat hepatocytes.4 Benzarone (25 µg/g) reduces tumor growth in an A-673 Ewing sarcoma mouse xenograft model.5

1.StÜber, W., and MÖller, H.Determination of benzbromarone, bromobenzarone and benzarone in plasma by gas chromatography—mass spectrometryJ. Chromatogr. B Biomed. Sci. Appl.224(2)327-331(1981) 2.Wempe, M.F., Jutabha, P., Quade, B., et al.Developing potent human uric acid transporter 1 (hURAT1) inhibitorsJ. Med. Chem.54(8)2701-2713(2011) 3.Pandey, R.N., Wang, T.S., Tadjuidje, E., et al.Structure-activity relationships of benzbromarone metabolites and derivatives as EYA inhibitory anti-angiogenic agentsPLoS One8(12)e84582(2013) 4.Kaufmann, P., TÖrÖk, M., HÄnni, A., et al.Mechanisms of benzarone and benzbromarone-induced hepatic toxicityHepatology41(4)925-935(2005) 5.Wang, Y., Pandey, R.N., Roychoudhury, K., et al.Targeting EYA3 in ewing sarcoma retards tumor growth and angiogenesisMol. Cancer Ther.20(5)803-815(2021)

Chemical Properties

Cas No. 1477-19-6 SDF
Überlieferungen L 2197, NSC 82134
Canonical SMILES O=C(C1=C(CC)OC2=CC=CC=C12)C3=CC=C(C=C3)O
Formula C17H14O3 M.Wt 266.3
Löslichkeit DMF: 30 mg/ml,DMSO: 10 mg/ml,Ethanol: 10 mg/ml Storage -20°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table

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1 mg 5 mg 10 mg
1 mM 3.7552 mL 18.7758 mL 37.5516 mL
5 mM 0.751 mL 3.7552 mL 7.5103 mL
10 mM 0.3755 mL 1.8776 mL 3.7552 mL
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