N-(5-phenyl-1,3,4-thiadiazol-2-yl)pyridine-3-carboxamide | 941489-72-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: N-(5-phenyl-1,3,4-thiadiazol-2-yl)pyridine-3-carboxamide
• CAS: 941489-72-1
• 化学式: C₁₄H₁₀N₄OS
• 分子量: 282.326
• InChiKey: CGGGHTQDUHAODV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  96
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  苯甲酸 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 、 三氯氧磷 作用下， 以 二氯甲烷 为溶剂， 反应 7.0h， 生成 N-(5-phenyl-1,3,4-thiadiazol-2-yl)pyridine-3-carboxamide
  参考文献：
  名称：

  Synthesis, biological evaluation, and molecular docking studies of 1,3,4-thiadiazol-2-amide derivatives as novel anticancer agents

  摘要：

  A series of 1,3,4-thiadiazol-2-amide derivatives (5a-5y) have been designed and synthesized, and their biological activities were also evaluated as potential antiproliferation and FAK inhibitors. Among all the compounds, 5h showed the most potent activity in vitro, which inhibited the growth of MCF-7 and B16-F10 cell lines with IC50 values of 0.45 and 0.31 mu M, respectively. Compound 5h also exhibited significant FAK inhibitory activity (IC50 = 5.32 mu M). Docking simulation was performed to position compound 5h into the FAK structure active site to determine the probable binding model. The results of antiproliferative and Western-blot assay demonstrated that compound 5h possessed good antiproliferative activity. Therefore, compound 5h with potent FAK inhibitory activity may be a potential anticancer agent. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.03.040

文献信息

• Synthesis, biological evaluation, and molecular docking studies of 1,3,4-thiadiazol-2-amide derivatives as novel anticancer agents
  作者：Xian-Hui Yang、Lu Xiang、Xi Li、Ting-Ting Zhao、Hui Zhang、Wen-Ping Zhou、Xiao-Ming Wang、Hai-Bin Gong、Hai-Liang Zhu

  DOI：10.1016/j.bmc.2012.03.040

  日期：2012.5

  A series of 1,3,4-thiadiazol-2-amide derivatives (5a-5y) have been designed and synthesized, and their biological activities were also evaluated as potential antiproliferation and FAK inhibitors. Among all the compounds, 5h showed the most potent activity in vitro, which inhibited the growth of MCF-7 and B16-F10 cell lines with IC50 values of 0.45 and 0.31 mu M, respectively. Compound 5h also exhibited significant FAK inhibitory activity (IC50 = 5.32 mu M). Docking simulation was performed to position compound 5h into the FAK structure active site to determine the probable binding model. The results of antiproliferative and Western-blot assay demonstrated that compound 5h possessed good antiproliferative activity. Therefore, compound 5h with potent FAK inhibitory activity may be a potential anticancer agent. (C) 2012 Elsevier Ltd. All rights reserved.