3-[4-(4-methylpiperazin-1-yl)benzoylamino]-1H-thieno[3,2-c]pyrazole-5-carboxylic acid (1-methyl-1-phenylethyl)amide | 1253056-33-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 3-[4-(4-methylpiperazin-1-yl)benzoylamino]-1H-thieno[3,2-c]pyrazole-5-carboxylic acid (1-methyl-1-phenylethyl)amide
• 英文别名: 3-[[4-(4-methylpiperazin-1-yl)benzoyl]amino]-N-(2-phenylpropan-2-yl)-1H-thieno[3,2-c]pyrazole-5-carboxamide
• CAS: 1253056-33-5
• 化学式: C₂₇H₃₀N₆O₂S
• 分子量: 502.64
• InChiKey: QIGJOQOWNHWWPX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  36
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  122
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  在 甲醇 、 三乙胺 作用下， 反应 6.0h， 生成 3-[4-(4-methylpiperazin-1-yl)benzoylamino]-1H-thieno[3,2-c]pyrazole-5-carboxylic acid (1-methyl-1-phenylethyl)amide
  参考文献：
  名称：

  Thieno[3,2-c]pyrazoles: A novel class of Aurora inhibitors with favorable antitumor activity

  摘要：

  A novel series of 3-amino-1H-thieno[3,2-c]pyrazole derivatives demonstrating high potency in inhibiting Aurora kinases was developed. Here we describe the synthesis and a preliminary structure-activity relationship, which led to the discovery of a representative compound (38), which showed low nanomolar inhibitory activity in the anti-proliferation assay and was able to block the cell cycle in HCT-116 cell line. This compound demonstrated favorable pharmacokinetic properties and good efficacy in the HL-60 xenograft tumor model.

  DOI：

  10.1016/j.bmc.2010.07.048