4-(2-Pyridin-4-yl-ethyl)-thiazole-5-carboxylic acid (2-fluoro-4-methyl-phenyl)-amide

• 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-(2-Pyridin-4-yl-ethyl)-thiazole-5-carboxylic acid (2-fluoro-4-methyl-phenyl)-amide
• 英文别名: N-(2-fluoro-4-methylphenyl)-4-[2-(pyridin-4-yl)ethyl]-1,3-thiazole-5-carboxamide；N-(2-fluoro-4-methylphenyl)-4-(2-pyridin-4-ylethyl)-1,3-thiazole-5-carboxamide
• 化学式: C₁₈H₁₆FN₃OS
• 分子量: 341.409
• InChiKey: AGGJJUDCDYBLHH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  83.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  Ethyl 4-(2-pyridin-4-ylethyl)-1,3-thiazole-5-carboxylate 在 lithium hydroxide 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 4.0h， 生成 4-(2-Pyridin-4-yl-ethyl)-thiazole-5-carboxylic acid (2-fluoro-4-methyl-phenyl)-amide
  参考文献：
  名称：

  N-(Aryl)-4-(azolylethyl)thiazole-5-carboxamides: Novel potent inhibitors of VEGF receptors I and II

  摘要：

  Novel potent derivatives of N-(aryl)-4-(azolylethyl)thiazole-5-carboxamides are described as inhibitors of vascular endothelial growth factor receptor 11 (VEGFR-2). Several compounds display VEGFR-2 inhibitory activity reaching IC50 < 100 nM in both enzymatic and cellular assays. The compounds also inhibit the related tyrosine kinase, VEGFR-1. By controlling the substitution pattern on the 5-carboxamido pharmacophore, both dual and specific VEGFR-2 thiazoles were identified. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.10.058

文献信息

• N-(Aryl)-4-(azolylethyl)thiazole-5-carboxamides: Novel potent inhibitors of VEGF receptors I and II
  作者：Alexander S. Kiselyov、Evgueni Piatnitski、Marina Semenova、Victor V. Semenov

  DOI：10.1016/j.bmcl.2005.10.058

  日期：2006.2

  Novel potent derivatives of N-(aryl)-4-(azolylethyl)thiazole-5-carboxamides are described as inhibitors of vascular endothelial growth factor receptor 11 (VEGFR-2). Several compounds display VEGFR-2 inhibitory activity reaching IC50 < 100 nM in both enzymatic and cellular assays. The compounds also inhibit the related tyrosine kinase, VEGFR-1. By controlling the substitution pattern on the 5-carboxamido pharmacophore, both dual and specific VEGFR-2 thiazoles were identified. (c) 2005 Elsevier Ltd. All rights reserved.