2-(3-cyano-4-isobutoxyphenyl)-N-(3-fluorobenzyl)-4-methylthiazole-5-carboxamide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(3-cyano-4-isobutoxyphenyl)-N-(3-fluorobenzyl)-4-methylthiazole-5-carboxamide
• 英文别名: 2-[3-cyano-4-(2-methylpropoxy)phenyl]-N-[(3-fluorophenyl)methyl]-4-methyl-1,3-thiazole-5-carboxamide
• 化学式: C₂₃H₂₂FN₃O₂S
• 分子量: 423.511
• InChiKey: JEDJTSLSROEBEH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  103
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  非布索坦 在 氯化亚砜 、 三乙胺 、 N,N-二甲基甲酰胺 作用下， 以 甲苯 为溶剂， 反应 6.0h， 生成 2-(3-cyano-4-isobutoxyphenyl)-N-(3-fluorobenzyl)-4-methylthiazole-5-carboxamide
  参考文献：
  名称：

  Design, synthesis, in silico and in vitro studies of novel 4-methylthiazole-5-carboxylic acid derivatives as potent anti-cancer agents

  摘要：

  (S)ince inhibitors of mucin onco proteins are potential targets for breast cancer therapy, a series of novel 4-methylthiazole-5-carboxylic acid (1) derivatives 3a-k were synthesized by the reaction of 1 with SOCl2 followed by different bases/alcohols in the presence of triethylamine. Once synthesized and characterized, their binding modes with MUC1 were studied by molecular docking analysis using Aruglab 4.0.1 and QSAR properties were determined using HyperChem. All synthesized compounds were screened for in vitro anti-breast cancer activity against MDA-MB-231 breast adenocarcinoma cell lines by Trypan-blue cell viability assay and MTT methods. Compounds 1, 3b, 3d, 3e, 3i and 3f showed good anti-breast cancer activity. Since 1 and 3d exhibited high potent activity against MDA-MB-231 cell lines, they show could be effective mucin onco protein inhibitors. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.07.058