CAS: 849035-61-6; 4-((5-Bromopyrimidin-2-yl)Thio)Aniline

该化合物是一种溴化的火米丁衍生物,具有硫氨基替代成分,使其成为有机合成和制药研究的宝贵中间体,其主要优点包括:在五处铺设了火利米丁环时,反应性溴原子,通过交叉反应进一步发挥功能,而硫酰胺基则为衍生或协调化学提供了多种用途.这种化合物因其稳定但可变的结构,在发展三环化合物,农用化学品和生物活性分子方面特别有用.高纯度和定义明确的再活性使它成为医学化学和材料科学研究人员的可靠建筑块.

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CAS号32779-36-5 5-溴-2-氯嘧啶 | CAS号1193-02-8 4-氨基苯硫酚

合成工艺路线路线简述

  • 合成目标产物 4-[(5-Bromopyrimidin-2-yl)Thio]Aniline 主要起始原料 5-Bromo-2-Chloropyrimidine And 4-Aminothiophenol
  • (文献来源)合成步骤主要原料 5-Bromo-2-Chloropyrimidine 和 4-Aminothiophenol
📜5-溴-2-氯嘧啶,4-氨基苯硫酚置于potassium Carbonate体系中,用 二甲基亚砜 作为反应溶剂,化学反应 2.5H,以74%的收率获得产物4-[(5-溴嘧啶-2-基)硫代]苯胺
参考文献:Synthesis Of Novel Tubulin Polymerization Inhibitors: Benzoylphenylurea (Bpu) Sulfur Analogs
标题:Synthesis Of Novel Tubulin Polymerization Inhibitors: Benzoylphenylurea (Bpu) Sulfur Analogs
摘要:这项发明提供了一系列bpu类似物;它们的合成和评估生物活性.与化合物1相比,Bpu硫类似物在各种癌细胞系中被发现具有高达20倍的增强效力.

海关参考信息

专利信息


专利号:US-2009099218-A1
优先权日:2007-09-17
标题 :Synthesis of novel tubulin polymerization inhibitors: benzoylphenylurea (bpu) sulfur analogs
发明人:KHAN SAEED R; HALLUR GURULINGAPPA; HIDALGO MANUEL; JIMENO ANTONIO
权利人:KHAN SAEED R; HALLUR GURULINGAPPA; HIDALGO MANUEL; JIMENO ANTONIO
摘要:This invention provides a series of BPU analogues; their synthesis and evaluated biological activity. BPU sulfur analogues were found to possess up to 20 fold increased potency, when compared to compound 1, in various cancerous cell lines.

专利号:US-7595326-B2
优先权日:2005-04-18
标题 :Synthesis of novel tubulin polymerization inhibitors: benzoylphenylurea (BPU) sulfur analogs
发明人:KHAN SAEED R; HALLUR GURULINSAPPA; HIDALGO MANUEL; JIMENO ANTONIO
权利人:CHAMPIONS BIOTECHNOLOGY INC
摘要:A novel series of BPU analogues were synthesized and evaluated for antitumor activity. In particular, BPU sulfur analogues 6 n and 7 d were shown to possess up to 10-fold increased potency, when compared to compound 1, against cancer cell lines. 6 n was more effective than compound 1 in causing apoptosis of MCF-7 cells. When compared to other drugs with a similar mechanism of action, 6 n retained significant ability to inhibit tubulin assembly, with an IC 50 of 2.1 μM.

专利号:US-2007232631-A1
优先权日:2005-04-18
标 题 :Design and synthesis of novel tubulin polymerization inhibitors: benzoylphenylurea (bpu) sulfur analogs

专利号:CA-2606174-A1
优先权日:2005-04-18
标题 :Design and synthesis of novel tubulin polymerization inhibitors: benzoylphenylurea (bpu) sulfur analogs

专利号:CA-2639658-A1
优先权日:2007-09-17
标 题:Design and synthesis of novel tubulin polymerization inhibitors: benzoylphenylurea (bpu) sulfur analogs

专利号:EP-2055697-A1
优先权日:2007-09-17
标 题:Design and synthesis of novel tubulin polymerization inhibitors: benzoylphenylurea (BPU) sulfur analogs

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主要参考文献

参考标题:Design And Synthesis Of Novel Tubulin Polymerization Inhibitors: Benzoylphenylurea (Bpu) Sulfur Analogs
摘要:A Novel Series Of Bpu Analogues Were Synthesized And Evaluated For Antitumor Activity. In Particular, Bpu Sulfur Analogues 6 N And 7 D Were Shown To Possess Up To 10-Fold Increased Potency, When Compared To Compound 1, Against Cancer Cell Lines. 6 N Was More Effective Than Compound 1 In Causing Apoptosis Of Mcf-7 Cells. When Compared To Other Drugs With A Similar Mechanism Of Action, 6 N Retained Significant Ability To Inhibit Tubulin Assembly, With An Ic 50 Of 2.1 μm.

合成参考文献

参考DOI号:10.1021/jm051261s
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