1-Piperazin-1-yl-6-pyridin-2-yl-hexan-1-one | 384830-29-9

• 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: 1-Piperazin-1-yl-6-pyridin-2-yl-hexan-1-one
• 英文别名: 1-Piperazin-1-yl-6-pyridin-2-ylhexan-1-one
• CAS: 384830-29-9
• 化学式: C₁₅H₂₃N₃O
• 分子量: 261.367
• InChiKey: CEMPDECKEQVTKO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  45.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-Piperazin-1-yl-6-pyridin-2-yl-hexan-1-one 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 、 二氯甲烷 、 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-(6-pyridin-2-yl-hexanoyl)-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：

  4-(6-Pyridin-2-yl-hexanoyl)-piperazine-1-carboxylic acid tert-butyl ester 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 1-Piperazin-1-yl-6-pyridin-2-yl-hexan-1-one
  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

• Beta lactam compounds and their use as inhibitors of tryptase
  申请人：Bristol-Myers Squibb Co.

  公开号：US06335324B1

  公开（公告）日：2002-01-01

  Compounds of the formulas: are disclosed. These compounds inhibit tryptase as well as other enzyme systems or are selective tryptase inhibitors and are useful as antiinflammatory agents particularly in the treatment of chronic asthma.

  这些化合物的结构式已被披露。这些化合物抑制色胺酸蛋白酶以及其他酶系统，或者是选择性色胺酸蛋白酶抑制剂，并且在特别是治疗慢性哮喘方面作为抗炎药物是有用的。
• 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.