5-(1-methyl-1H-pyrazol-4-yl)pyridine-3-carboxylic acid | 1055971-67-9

• 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: 5-(1-methyl-1H-pyrazol-4-yl)pyridine-3-carboxylic acid
• 英文别名: 5-(1-methylpyrazol-4-yl)pyridine-3-carboxylic acid
• CAS: 1055971-67-9
• 化学式: C₁₀H₉N₃O₂
• mdl: MFCD14688041
• 分子量: 203.2
• InChiKey: UABQBYRTVXIXHV-UHFFFAOYSA-N

物化性质

• 沸点：
  468.2±40.0 °C(Predicted)
• 密度：
  1.35±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  68
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl (Z)-4-chloro-3-(N'-hydroxycarbamimidoyl)benzoate 、 5-(1-methyl-1H-pyrazol-4-yl)pyridine-3-carboxylic acid 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 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.25h， 以33%的产率得到methyl 4-chloro-3-(5-(5-(1-methyl-1H-pyrazol-4-yl)pyridin-3-yl)-1,2,4-oxadiazol-3-yl)benzoate
  参考文献：
  名称：

  Discovery of 4-chloro-3-(5-(pyridin-3-yl)-1,2,4-oxadiazole-3-yl)benzamides as novel RET kinase inhibitors

  摘要：

  A series of novel 4-chloro-benzamides derivatives containing substituted five-membered heteroaryl ring were designed, synthesized and evaluated as RET kinase inhibitors for cancer therapy. Most of compounds exhibited moderate to high potency in ELISA-based kinase assay. In particular, compound I-8 containing 1,2,4-oxadiazole strongly inhibited RET kinase activity both in molecular and cellular level. In turn, I-8 inhibited cell proliferation driven by RET wildtype and gatekeeper mutation. The results implied that 4-chloro-3-(5-(pyridin-3-yl)-1,2,4-oxadiazole-3-yl) benzamides are promising lead compounds as novel RET kinase inhibitor for further investigation. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2016.10.061