4-trifluoromethyl-N-[4-(2-pyridinyl)-2-thiazolyl]-benzamide | 796058-01-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-trifluoromethyl-N-[4-(2-pyridinyl)-2-thiazolyl]-benzamide
• 英文别名: N-[4-(2-pyridyl)thiazol-2-yl]-4-(trifluoromethyl)benzamide；(NZ)-N-(4-pyridin-2-yl-3H-1,3-thiazol-2-ylidene)-4-(trifluoromethyl)benzamide
• CAS: 796058-01-0
• 化学式: C₁₆H₁₀F₃N₃OS
• 分子量: 349.336
• InChiKey: KLUZKUVNWJEAOB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.48
• 重原子数：
  24.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  54.88
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4-trifluoromethyl-N-[4-(2-pyridinyl)-2-thiazolyl]-benzamide 在 溴 、 溶剂黄146 作用下， 反应 0.5h， 以0.81 g的产率得到N-[5-bromo-4-(2-pyridyl)thiazol-2-yl]-4-(trifluoromethyl)benzamide hydrobromide
  参考文献：
  名称：

  [EN] ANTIPARASITIC COMPOUNDS
  [FR] COMPOSÉS ANTIPARASITAIRES

  摘要：

  这项发明涉及噻唑衍生物及其用于治疗寄生虫的用途。

  公开号：

  WO2016183173A1
• 作为产物：
  描述：

  2-(2-溴乙酰基)吡啶 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 乙醇 为溶剂， 反应 25.17h， 生成 4-trifluoromethyl-N-[4-(2-pyridinyl)-2-thiazolyl]-benzamide
  参考文献：
  名称：

  Synthesis and biological evaluation of 2-aminothiazole derivatives as antimycobacterial and antiplasmodial agents

  摘要：

  A series of compounds derived from the 2-amino-4-(2-pyridyl) thiazole scaffold was synthesized and tested for in vitro antimycobacterial activity against the Mycobacterium tuberculosis H37Rv strain, antiplasmodial activity against the chloroquine sensitive NF54 Plasmodium falciparum strain and cytotoxicity on a mammalian cell line. Optimal antimycobacterial activity was found with compounds with a 2-pyridyl ring at position 4 of the thiazole scaffold, a substituted phenyl ring at the 2-amino position, and an amide linker between the scaffold and the substituted phenyl. The antiplasmodial activity was best with compounds that had the phenyl ring substituted with hydrophobic electron withdrawing groups. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.12.022

文献信息

• Synthesis, cytotoxicity and anti-metastatic properties of new pyridyl-thiazole arene ruthenium(II) complexes
  作者：Li Wang、Yihui He、Guangya Xiang、Xianmei Shang

  DOI：10.1002/aoc.4311

  日期：2018.5

  A series of novel ruthenium(II)–cymene complexes (1–8) containing substituted pyridyl–thiazole ligands, [Ru(η6‐p‐cymene)(L)Cl]Cl (L = N,N‐chelating derivatives), have been synthesized and characterized using elemental analysis, infrared, 1H NMR and 13C NMR spectroscopies and mass spectrometry. All these complexes not only display marked cytotoxicity in vitro against three different human cancer cell

  一系列新颖的钌（II）配合物-cymene（1 - 8）含有取代的吡啶基噻唑配体，的[Ru（η 6 - p -cymene）（L）CL] CL（L = N，N-螯合衍生物），已经使用元素分析，红外，1 H NMR和13 C NMR光谱法和质谱法对这些化合物进行了合成和表征。所有这些复合物不仅在体外显示出明显的细胞毒性对三种不同的人类癌细胞系（HeLa，A549和MDA-MB-231）具有抗性，但在亚细胞毒性浓度下也显示出有希望的抗转移活性。细胞周期分析表明，钌（II）复合物诱导的生长抑制主要是由S期细胞周期停滞引起的。进一步的蛋白质水平分析表明，化合物5可能通过p53独立机制发挥抗肿瘤活性。
• [EN] ANTIPARASITIC COMPOUNDS<br/>[FR] COMPOSÉS ANTIPARASITAIRES
  申请人：AVISTA PHARMA SOLUTIONS

  公开号：WO2016183173A1

  公开（公告）日：2016-11-17

  The invention relates to thiazole derivatives and their use to treat parasites.

  这项发明涉及噻唑衍生物及其用于治疗寄生虫的用途。
• Synthesis and biological evaluation of 2-aminothiazole derivatives as antimycobacterial and antiplasmodial agents
  作者：Faith Mjambili、Mathew Njoroge、Krupa Naran、Carmen De Kock、Peter J. Smith、Valerie Mizrahi、Digby Warner、Kelly Chibale

  DOI：10.1016/j.bmcl.2013.12.022

  日期：2014.1

  A series of compounds derived from the 2-amino-4-(2-pyridyl) thiazole scaffold was synthesized and tested for in vitro antimycobacterial activity against the Mycobacterium tuberculosis H37Rv strain, antiplasmodial activity against the chloroquine sensitive NF54 Plasmodium falciparum strain and cytotoxicity on a mammalian cell line. Optimal antimycobacterial activity was found with compounds with a 2-pyridyl ring at position 4 of the thiazole scaffold, a substituted phenyl ring at the 2-amino position, and an amide linker between the scaffold and the substituted phenyl. The antiplasmodial activity was best with compounds that had the phenyl ring substituted with hydrophobic electron withdrawing groups. (C) 2013 Elsevier Ltd. All rights reserved.