Ethyl 2-[[4-chloro-6-(4-methylpiperazin-1-yl)pyrimidin-2-yl]amino]-4-methyl-1,3-thiazole-5-carboxylate | 479231-28-2

• 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: Ethyl 2-[[4-chloro-6-(4-methylpiperazin-1-yl)pyrimidin-2-yl]amino]-4-methyl-1,3-thiazole-5-carboxylate
• 英文别名: ethyl 2-[[4-chloro-6-(4-methylpiperazin-1-yl)pyrimidin-2-yl]amino]-4-methyl-1,3-thiazole-5-carboxylate
• CAS: 479231-28-2
• 化学式: C₁₆H₂₁ClN₆O₂S
• 分子量: 396.901
• InChiKey: FXIFHUPPJFYFJQ-UHFFFAOYSA-N

物化性质

• 沸点：
  581.5±60.0 °C(predicted)
• 密度：
  1.365±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  112
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  Ethyl 2-[[4-chloro-6-(4-methylpiperazin-1-yl)pyrimidin-2-yl]amino]-4-methyl-1,3-thiazole-5-carboxylate 、 N-甲基-3,4,5-三甲氧基苯甲胺 以 正丁醇 为溶剂， 生成 2-[[4-[4-methyl-1-piperazinyl]-6-[N-methyl-N-[(3,4,5-trimethoxyphenyl)methyl]amino]-2-pyrimidinyl]amino]-4-methyl-5-thiazolecarboxylic acid ethyl ester
  参考文献：
  名称：

  Identification of potent pyrimidine inhibitors of phosphodiesterase 7 (PDE7) and their ability to inhibit T cell proliferation

  摘要：

  A series of pyrimidine based inhibitors of PDE7 are discussed. The synthesis, structure-activity relationships (SAR) and selectivity against several other PDE family members as well as activity in T cells are presented. These compounds were found to have effects on T cell proliferation, however it is not clear whether the mechanism is related to PDE7 inhibition. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.02.060
• 作为产物：
  描述：

  N-甲基哌嗪 、 2-[(4-6-Dichloropyrimidin-2-yl)amino]-4-methyl-5-thiazolecarboxylic acid ethyl ester 在 N,N-二异丙基乙胺 作用下， 以 正丁醇 为溶剂， 生成 Ethyl 2-[[4-chloro-6-(4-methylpiperazin-1-yl)pyrimidin-2-yl]amino]-4-methyl-1,3-thiazole-5-carboxylate
  参考文献：
  名称：

  Identification of potent pyrimidine inhibitors of phosphodiesterase 7 (PDE7) and their ability to inhibit T cell proliferation

  摘要：

  A series of pyrimidine based inhibitors of PDE7 are discussed. The synthesis, structure-activity relationships (SAR) and selectivity against several other PDE family members as well as activity in T cells are presented. These compounds were found to have effects on T cell proliferation, however it is not clear whether the mechanism is related to PDE7 inhibition. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.02.060

文献信息

• PYRIMIDINE INHIBITORS OF PHOSPHODIESTERASE (PDE) 7
  申请人：Bristol-Myers Squibb Company

  公开号：EP1397142A2

  公开（公告）日：2004-03-17
• EP1397142A4
  申请人：——

  公开号：EP1397142A4

  公开（公告）日：2004-11-03
• Pyrimidine inhibitors of phosphodiesterase (PDE) 7
  申请人：——

  公开号：US20030162802A1

  公开（公告）日：2003-08-28

  Pyrimidine phosphodiesterase 7 (PDE 7) inhibitors of the following formula 1 wherein R 1 , R 2 , Z, J and L are described herein, and analogs thereof are provided which are useful in treating T-cell mediated diseases.
• US7087614B2
  申请人：——

  公开号：US7087614B2

  公开（公告）日：2006-08-08
• [EN] PYRIMIDINE INHIBITORS OF PHOSPHODIESTERASE (PDE) 7<br/>[FR] INHIBITEURS PYRIMIDINE DE LA PHOSPHODIESTERASE (PDE) 7
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2002102313A2

  公开（公告）日：2002-12-27

  Pyrimidine phosphodiesterase 7 (PDE 7) inhibitors of the following formula [insert chemical structure here] wherein R1, R2, Z, J and L are described herein, and analogs thereof are provided which are useful in treating T-cell mediated diseases.