CAS: 908112-43-6; 4-(6,6-Dimethyl-4-Oxo-3-(Trifluoromethyl)-4,5,6,7-Tetrahydro-1H-Indazol-1-yl)-2-((Trans-4-Hydroxycyclohexyl)Amino)Benzamide

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上下游产品

dimedone (E)-N'-(3,3-dimethyl-5-ox°Cyclohexylidene)-4-methylbenzenesulfonohydrazide 6,6-dimethyl-3-(trifluoromethyl)-1,5,6,7-tetrahydro-4H-indazol-4-one 2-bromo-4-(6,6-dimethyl-4-oxo-3-(trifluoromethyl)-4,5,6,7-tetrahydro-1H-indazol-1-yl)benzonitrile

合成工艺路线路线简述

  • 1173111-71-1 = 908112-43-6
    反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Ethanol,Dimethyl Sulfoxide; 10 Min,10 °C1.2 Reagents: Hydrogen Peroxide Solvents: Water; 2 H,15 - 25 °C; 21 H,15 - 25 °C; 2 H,25 °C -> 10 °C1.3 Reagents: Sodium Thiosulfate Solvents: Water; 5 °C
    标题:Process Development And Scale-Up Of An Hsp90 Inhibitor
    作者:Duan,Shengquan; Venkatraman,Sripathy; Hong,Xuechuan; Huang,Kenneth; Ulysse,Luckner; Et Al
    参考文献:Organic Process Research & Development 日期:2012 卷标:16(11) 页码:1787-1793]

    1173111-71-1 = 908112-43-6
    反应条件:1.1 Reagents: Sodium Hydroxide Catalysts: Hydrogen Peroxide Solvents: Ethanol,Dimethyl Sulfoxide,Water
    标题:Discovery Of Novel 2-Aminobenzamide Inhibitors Of Heat Shock Protein 90 As Potent,Selective And Orally Active Antitumor Agents
    作者:Huang,Kenneth H.; Veal,James M.; Fadden,R. Patrick; Rice,John W.; Eaves,Jeron; Et Al
    参考文献:Journal Of Medicinal Chemistry 日期:2009 卷标:52(14) 页码:4288-4305]

    = 908112-43-6
    反应条件:1.1 Catalysts: Pyridinium P-Toluenesulfonate Solvents: Ethanol; 17 H,65 °C
    标题:Design,Synthesis,And Evaluation Of Small Molecule Hsp90 Probes
    作者:Taldone,Tony; Zatorska,Danuta; Patel,Pallav D.; Zong,Hongliang; Rodina,Anna; Et Al
    参考文献:Bioorganic & Medicinal Chemistry 日期:2011 卷标:19(8) 页码:2603-2614

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专利信息


专利号:US-11312722-B2
优先权日:2019-05-08
标 题:Hsp90 inhibitors and uses thereof
发明人：BROWN LAUREN ELAINE; HUANG DAVID S; COWEN LEAH E; WHITESELL LUKE; MARCYK PAUL
权利人:UNIV BOSTON; GOVERNING COUNCIL UNIV TORONTO
摘要:Herein is described the design and synthesis of resorcylate aminopyrazole compounds. These compounds show broad, potent and fungal-selective Hsp90 inhibitory activity. These compounds also find use in treating Hsp90 related diseases.

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主要参考文献


1: Liu KS, Liu H, Qi JH, Liu QY, Liu Z, Xia M, Xing GW, Wang SX, Wang YF. SNX-2112, an Hsp90 inhibitor, induces apoptosis and autophagy via degradation of Hsp90 client proteins in human melanoma A-375 cells. Cancer Lett. 2011 Dec 17. [Epub ahead of print] Epub 2011 Aug 7. Epub 2010 Dec 30.
6: Zhai QQ, Gong GQ, Luo Y, Wang QD, Xia M, Xing GW, Li YC, Jiang JH, Liu Z, Liu QY, Wang YF. Determination of SNX-2112, a selective Hsp90 inhibitor, in plasma samples by high-performance liquid chromatography and its application to pharmacokinetics in rats. J Pharm Biomed Anal. 2010 Dec 1;53(4):1048-52. Epub 2010 Jul 6. Epub 2009 May 8. Epub 2008 Oct 23.

合成参考文献


参考文献:10.1055/a-1893-7550
摘要:Veale CGL, Mathenjwa GS, Akerman MP, Bode ML. Synthetic and Mechanistic Investigation of an Unexpected Intramolecular 1-5 Nitrogen to Carbon Tosyl Migration. Synlett. 2022 Aug 05;33(19):1907–12. doi: 10.1055/a-1893-7550.
参考文献:10.1124/mol.119.115964
摘要:Lee TD, Lee OW, Brimacombe KR, Chen L, Guha R, Lusvarghi S, Tebase BG, Klumpp-Thomas C, Robey RW, Ambudkar SV, Shen M, Gottesman MM, Hall MD. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. Molecular Pharmacology. 2019 Nov;96(5):629–40. doi: 10.1124/mol.119.115964.
参考文献:10.1021/jm400619b
摘要:Taldone T, Patel PD, Patel M, Patel HJ, Evans CE, Rodina A, Ochiana S, Shah SK, Uddin M, Gewirth D, Chiosis G. Experimental and structural testing module to analyze paralogue-specificity and affinity in the Hsp90 inhibitors series. J Med Chem. 2013 Sep 12;56(17):6803–18.
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