Benzo[1,3]dioxol-5-ylmethyl-[5-(3-methyl-5-nitro-3H-imidazol-4-yl)-[1,3,4]oxadiazol-2-yl]-amine | 876935-37-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: Benzo[1,3]dioxol-5-ylmethyl-[5-(3-methyl-5-nitro-3H-imidazol-4-yl)-[1,3,4]oxadiazol-2-yl]-amine
• CAS: 876935-37-4
• 化学式: C₁₄H₁₂N₆O₅
• 分子量: 344.286
• InChiKey: NCIJDXGDRGEXLO-UHFFFAOYSA-N

物化性质

• 沸点：
  637.7±65.0 °C(Predicted)
• 密度：
  1.74±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.72
• 重原子数：
  25.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  130.37
• 氢给体数：
  1.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  Benzo[1,3]dioxol-5-ylmethyl-[5-(3-methyl-5-nitro-3H-imidazol-4-yl)-[1,3,4]oxadiazol-2-yl]-amine 在 palladium on activated charcoal sodium tetrahydroborate 、 氢气 作用下， 以 甲醇 、 乙酸乙酯 、 N,N-二甲基甲酰胺 、 异丙醇 为溶剂， 反应 2.0h， 生成 N-(benzo[d][1,3]dioxol-5-ylmethyl)-5-(1-methyl-4-(pyridin-4-ylmethylamino)-1H-imidazol-5-yl)-1,3,4-oxadiazol-2-amine
  参考文献：
  名称：

  Hetaryl imidazoles: A novel dual inhibitors of VEGF receptors I and II

  摘要：

  A novel potent derivatives of hetaryl imidazoles were described as inhibitors of vascular endothelial growth factor receptor II (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 functionality, both dual and specific VEGFR-2 thiazoles were identified. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.11.033
• 作为产物：
  描述：

  在 N,N'-二环己基碳二亚胺 作用下， 以 甲苯 为溶剂， 反应 4.0h， 生成 Benzo[1,3]dioxol-5-ylmethyl-[5-(3-methyl-5-nitro-3H-imidazol-4-yl)-[1,3,4]oxadiazol-2-yl]-amine
  参考文献：
  名称：

  Hetaryl imidazoles: A novel dual inhibitors of VEGF receptors I and II

  摘要：

  A novel potent derivatives of hetaryl imidazoles were described as inhibitors of vascular endothelial growth factor receptor II (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 functionality, both dual and specific VEGFR-2 thiazoles were identified. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.11.033