1-Piperazinecarbonyl chloride, 4-[[(4-phenylbutyl)amino]carbonyl]- | 479622-29-2

• 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: 1-Piperazinecarbonyl chloride, 4-[[(4-phenylbutyl)amino]carbonyl]-
• CAS: 479622-29-2
• 化学式: C₁₆H₂₂ClN₃O₂
• 分子量: 323.823
• InChiKey: OJECLEVKFIFTSX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  22.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  52.65
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  1-Piperazinecarbonyl chloride, 4-[[(4-phenylbutyl)amino]carbonyl]- 在 palladium on activated charcoal 盐酸 、 4-二甲氨基吡啶 、 TEA 、 氢气 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 生成 (2S,3R)-3-(1-Carbamimidoyl-piperidin-3-ylmethyl)-4-oxo-1-[4-(4-phenyl-butylcarbamoyl)-piperazine-1-carbonyl]-azetidine-2-carboxylic acid
  参考文献：
  名称：

  Synthesis of potent and highly selective inhibitors of human tryptase

  摘要：

  The serine protease tryptase has been implicated in allergic and inflammatory diseases and associated with asthma. The synthesis and SAR of a series of N1-activated-4-carboxy azetidinones are described, resulting in identification of BMS-363131 (2) as a potent inhibitor of human tryptase (IC50 < 1.7 nM) with high selectivity (>3000-fold) for tryptase versus related serine proteases including trypsin. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00689-3
• 作为产物：
  描述：

  tert-butyl 4-(4-phenylbutylcarbamoyl)piperazine-1-carboxylate 在 TEA 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 1-Piperazinecarbonyl chloride, 4-[[(4-phenylbutyl)amino]carbonyl]-
  参考文献：
  名称：

  Synthesis of potent and highly selective inhibitors of human tryptase

  摘要：

  The serine protease tryptase has been implicated in allergic and inflammatory diseases and associated with asthma. The synthesis and SAR of a series of N1-activated-4-carboxy azetidinones are described, resulting in identification of BMS-363131 (2) as a potent inhibitor of human tryptase (IC50 < 1.7 nM) with high selectivity (>3000-fold) for tryptase versus related serine proteases including trypsin. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00689-3