Benzarone
- CAS No.
- 1477-19-6
- Chemical Name:
- Benzarone
- Synonyms
- 2-Ethyl-3-p-hydroxybenzoylbenzofuran;Vasoc;L 2197;Venagil;Benzaron;NSC 82134;Benzarone;Benzarona;Benzaronum;Benzarone CRS
- CBNumber:
- CB6893840
- Molecular Formula:
- C17H14O3
- Molecular Weight:
- 266.29
- MOL File:
- 1477-19-6.mol
- Modify Date:
- 2024/12/18 14:15:30
| Melting point | 124.3° |
|---|---|
| Boiling point | 369.5°C (rough estimate) |
| Density | 1.1601 (rough estimate) |
| refractive index | 1.5490 (estimate) |
| storage temp. | 2-8°C |
| solubility | DMSO (Slightly), Methanol (Slightly) |
| form | Solid |
| pka | 7.68±0.15(Predicted) |
| color | Pale Yellow to Light Brown |
| EPA Substance Registry System | Methanone, (2-ethyl-3-benzofuranyl)(4-hydroxyphenyl)- (1477-19-6) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS08 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H361 | |||||||||
| Precautionary statements | P501-P202-P201-P280-P308+P313-P405 | |||||||||
| HS Code | 2932.19.1000 | |||||||||
| Toxicity | LD50 ipr-mus: 200 mg/kg AIPTAK 154,94,65 | |||||||||
| NFPA 704 |
|
Benzarone price More Price(2)
Benzarone Chemical Properties,Uses,Production
Chemical Properties
Pale Yellow Solid
World Health Organization (WHO)
Benzarone is given by mouth and applied topically for treatment of various vascular peripheral disorders.The decision to suspend the marketing authorization results from several reports of toxic hepatitis, including one fatal case from within Germany. The product remains registered in Italy and France.
Biological Activity
Benzarone is an active metabolite of the urate anion transporter 1 (URAT1) inhibitor benzbromarone. 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.
Safety Profile
Poison by intraperitoneal route. An experimental teratogen. Other experimental reproductive effects. A flammable liquid. When heated to decomposition it emits acrid and irritating smoke and fumes. See also KETONES.
References
[1] W. STüBER H. M. Determination of benzbromarone, bromobenzarone and benzarone in plasma by gas chromatography—mass spectrometry[J]. Journal of Chromatography B: Biomedical Sciences and Applications, 1981, 224 2: Pages 327-331. DOI:10.1016/S0378-4347(00)80171-1.
[2] PRISKA KAUFMANN. Mechanisms of benzarone and benzbromarone-induced hepatic toxicity?[J]. Hepatology, 2005, 41 4: 925-935. DOI:10.1002/hep.20634.
[3] RAM NARESH PANDEY. Structure-activity relationships of benzbromarone metabolites and derivatives as EYA inhibitory anti-angiogenic agents.[J]. PLoS ONE, 2013: e84582. DOI:10.1371/journal.pone.0084582.
[4] MICHAEL F. WEMPE*. Developing Potent Human Uric Acid Transporter 1 (hURAT1) Inhibitors[J]. Journal of Medicinal Chemistry, 2011, 54 8: 2701-2713. DOI:10.1021/jm1015022.
Benzarone Preparation Products And Raw materials
| Supplier | Tel | Country | ProdList | Advantage | Inquiry |
|---|---|---|---|---|---|
| Hem-Deep Organics Pvt. Ltd. (HOPL) | +91-9998689897 +91-9824114578 | Gujarat, India | 12 | 58 | Inquiry |
| BMS Chemie | +91-9712927455 +91-9825027451 | Gujarat, India | 8 | 58 | Inquiry |
| A.J Chemicals | 91-9810153283 | New Delhi, India | 6100 | 58 | Inquiry |
| CLEARSYNTH LABS LTD. | +91-22-45045900 | Hyderabad, India | 6257 | 58 | Inquiry |
| TCI Chemicals (India) Pvt. Ltd. | 1800 425 7889 | New Delhi, India | 6768 | 58 | Inquiry |
| Pharmaffiliates Analytics and Synthetics P. Ltd | +91-172-5066494 | Haryana, India | 6739 | 58 | Inquiry |
| Taj Mahal Vision Chemicals Private Limited | 07942557933 | Mumbai, India | 206 | 58 | Inquiry |
| Pharma Affiliates | 172-5066494 | Haryana, India | 6754 | 58 | Inquiry |
| OCEAN TRADING CORPORATION | +91(22) 24921669 | New Delhi, India | 6202 | 58 | Inquiry |
| Medilink Pharmachem | +91 (79) 3007-0133 | New Delhi, India | 424 | 50 | Inquiry |