ethyl 4-[2-(1,2-benzoxazol-3-yl)ethyl]-1,3-thiazole-5-carboxylate | 873917-51-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并异恶唑
• 英文名称: ethyl 4-[2-(1,2-benzoxazol-3-yl)ethyl]-1,3-thiazole-5-carboxylate
• CAS: 873917-51-2
• 化学式: C₁₅H₁₄N₂O₃S
• 分子量: 302.354
• InChiKey: JPDICQQIXFYFOO-UHFFFAOYSA-N

物化性质

• 沸点：
  463.9±40.0 °C(Predicted)
• 密度：
  1.313±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.25
• 重原子数：
  21.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  65.22
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  ethyl 4-[2-(1,2-benzoxazol-3-yl)ethyl]-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-benzo[d]isoxazol-3-yl-ethyl)-thiazole-5-carboxylic acid (4-tert-butyl-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
• 作为产物：
  描述：

  4-氯乙酰乙酸乙酯 在 sodium hydride 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 反应 7.5h， 生成 ethyl 4-[2-(1,2-benzoxazol-3-yl)ethyl]-1,3-thiazole-5-carboxylate
  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