| 384830-03-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酰胺类
• CAS: 384830-03-9
• 化学式: C₁₇H₂₂N₂O₃
• 分子量: 302.373
• InChiKey: ZWJKBDZPIWFZGQ-KFWWJZLASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.23
• 重原子数：
  22.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  67.43
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  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 BMS-363131
  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：

  (S)-3-哌啶甲酸乙酯 在 咪唑 、 lithium aluminium tetrahydride 、 四丁基氟化铵 、 碘 、 碳酸氢钠 、 三苯基膦 、 三氟乙酸 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成
  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

文献信息

• Synthesis of potent and highly selective inhibitors of human tryptase
  作者：William A. Slusarchyk、Scott A. Bolton、Karen S. Hartl、Ming-Hsing Huang、Glenn Jacobs、Wei Meng、Martin L. Ogletree、Zulan Pi、William A. Schumacher、Steven M. Seiler、James C. Sutton、Uwe Treuner、Robert Zahler、Guohua Zhao、Gregory S. Bisacchi

  DOI：10.1016/s0960-894x(02)00689-3

  日期：2002.11

  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.