N-(2-(4-acetylpiperazin-1-yl)ethyl)-5-(4-chloro-3-methoxyphenyl)-4-(pyridin-4-yl)-1H-pyrazole-1-carboxamide | 1352811-12-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: N-(2-(4-acetylpiperazin-1-yl)ethyl)-5-(4-chloro-3-methoxyphenyl)-4-(pyridin-4-yl)-1H-pyrazole-1-carboxamide
• CAS: 1352811-12-1
• 化学式: C₂₄H₂₇ClN₆O₃
• 分子量: 482.97
• InChiKey: IQIUVLWMOWYUCQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.0
• 重原子数：
  34.0
• 可旋转键数：
  6.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  92.59
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  4-氯-3-甲氧基苯甲酸甲酯 在 三乙胺 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 反应 21.0h， 生成 N-(2-(4-acetylpiperazin-1-yl)ethyl)-5-(4-chloro-3-methoxyphenyl)-4-(pyridin-4-yl)-1H-pyrazole-1-carboxamide
  参考文献：
  名称：

  Antiproliferative Diarylpyrazole Derivatives as Dual Inhibitors of the ERK Pathway and COX-2

  摘要：

  A series of 3,4‐diarylpyrazole‐1‐carboxamide derivatives was designed and synthesized. A selected group of the target compounds was tested for in vitro antiproliferative activities over a panel of 60 cancer cell lines at the National Cancer Institute (NCI, Bethesda, MD, USA) at a single‐dose concentration of 10 μm, and the four most active compounds 9a, 9l, 9n, and 10o were further tested in a five‐dose testing mode to determine their IC50 values over the 60 cell lines. In addition, a selected group of target compounds were tested for inhibitory effect over cyclooxygenase isozymes. Compounds 9a, 9l, 9n, and 10o were also tested for MEK and ERK kinase inhibitory activity using Western blot assay. Compound 10o was selective toward melanoma cell line subpanel, and its antiproliferative activity may be attributed to selective cyclooxygenase‐2 inhibition and ERK pathway inhibition.

  DOI：

  10.1111/cbdd.12186