4-[2-[(4-Methylpiperazin-1-yl)amino]-1,3-thiazol-4-yl]benzoic acid | 849682-32-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-[2-[(4-Methylpiperazin-1-yl)amino]-1,3-thiazol-4-yl]benzoic acid
• CAS: 849682-32-2
• 化学式: C₁₅H₁₈N₄O₂S
• 分子量: 318.4
• InChiKey: HSJGCPFTDUFLPE-UHFFFAOYSA-N

物化性质

• 沸点：
  517.7±60.0 °C(Predicted)
• 密度：
  1.360±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  96.9
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  Acetic acid (2S,3S)-3-[(1-amino-cyclohexanecarbonyl)-amino]-4-oxo-azetidin-2-yl ester 、 4-[2-[(4-Methylpiperazin-1-yl)amino]-1,3-thiazol-4-yl]benzoic acid 在 N,N-二异丙基乙胺 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 反应 18.0h， 生成 [(2S,3S)-3-[[1-[[4-[2-[(4-methylpiperazin-1-yl)amino]-1,3-thiazol-4-yl]benzoyl]amino]cyclohexanecarbonyl]amino]-4-oxoazetidin-2-yl] acetate
  参考文献：
  名称：

  3,4-Disubstituted azetidinones as selective inhibitors of the cysteine protease cathepsin K. Exploring P3 elements for potency and selectivity

  摘要：

  The synthesis of a series of highly potent and selective inhibitors of cathepsin K based on the 3,4-disubstituted azetidin-2-one warhead is reported. A high degree of potency and selectivity was achieved by introducing a basic nitrogen into the distal part of the P3 element of the molecule. Data from kinetic and mass spectrometry experiments are consistent with the interpretation that compounds of this series transiently acylate the sulfhydrile of cathepsin K. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.12.088
• 作为产物：
  描述：

  4-乙酰基苯甲酸 在 溴 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 生成 4-[2-[(4-Methylpiperazin-1-yl)amino]-1,3-thiazol-4-yl]benzoic acid
  参考文献：
  名称：

  3,4-Disubstituted azetidinones as selective inhibitors of the cysteine protease cathepsin K. Exploring P3 elements for potency and selectivity

  摘要：

  The synthesis of a series of highly potent and selective inhibitors of cathepsin K based on the 3,4-disubstituted azetidin-2-one warhead is reported. A high degree of potency and selectivity was achieved by introducing a basic nitrogen into the distal part of the P3 element of the molecule. Data from kinetic and mass spectrometry experiments are consistent with the interpretation that compounds of this series transiently acylate the sulfhydrile of cathepsin K. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.12.088