Ethyl 3-[(2-chloro-5-nitro-4-pyrimidinyl)cyclopentylamino]-2-methylpropanoate | 1062243-92-8

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: Ethyl 3-[(2-chloro-5-nitro-4-pyrimidinyl)cyclopentylamino]-2-methylpropanoate
• 英文别名: ethyl 3-[(2-chloro-5-nitropyrimidin-4-yl)-cyclopentylamino]-2-methylpropanoate
• CAS: 1062243-92-8
• 化学式: C₁₅H₂₁ClN₄O₄
• 分子量: 356.809
• InChiKey: MUAYADDLJJRHLO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.99
• 重原子数：
  24.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  98.46
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  Ethyl 3-[(2-chloro-5-nitro-4-pyrimidinyl)cyclopentylamino]-2-methylpropanoate 在 盐酸 、 铁粉 、 O-Benzotriazol-1-yl-N,N,N',N'-bis(tetramethylene)uronium hexafluorophosphate 、 caesium carbonate 、 溶剂黄146 、 N,N-二异丙基乙胺 作用下， 以 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 35.0h， 生成 4-[(4R/S)-(2-cyclopentyl-4,6-dimethyl-5-oxo-2,6,9,11-tetrazabicyclo[5.4.0]undeca-7,9,11-trien-10-yl)amino]-3-methoxy-N-(1-methyl-4-piperidyl)benzamide
  参考文献：
  名称：

  Identification of novel, potent and selective inhibitors of Polo-like kinase 1

  摘要：

  A series of pyrimidodiazepines was identified as potent Polo-like kinase 1 (PLK1) inhibitors. The synthesis and SAR are discussed. The lead compound 7 (RO3280) has potent inhibitory activity against PLK1, good selectivity against other kinases, and excellent in vitro cellular potency. It showed strong antitumor activity in xenograft mouse models. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.11.052
• 作为产物：
  描述：

  (rac)-3-cyclopentylamino-2-methyl-propanoic acid ethyl ester 、 2,4-二氯-5 硝基嘧啶 在 碳酸氢钠 作用下， 以 乙酸乙酯 为溶剂， 反应 18.0h， 生成 Ethyl 3-[(2-chloro-5-nitro-4-pyrimidinyl)cyclopentylamino]-2-methylpropanoate
  参考文献：
  名称：

  Identification of novel, potent and selective inhibitors of Polo-like kinase 1

  摘要：

  A series of pyrimidodiazepines was identified as potent Polo-like kinase 1 (PLK1) inhibitors. The synthesis and SAR are discussed. The lead compound 7 (RO3280) has potent inhibitory activity against PLK1, good selectivity against other kinases, and excellent in vitro cellular potency. It showed strong antitumor activity in xenograft mouse models. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.11.052