cis-(2S,5S)-2,5-dimethylpiperazine dihydrobromide | 98778-71-3

• 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: cis-(2S,5S)-2,5-dimethylpiperazine dihydrobromide
• 英文别名: (2S,5S)-2,5-dimethylpiperazine dihydrobromide；cis-2,5-dimethylpiperazine dihydrogen bromide；2S,5S-dimethyl-piperazine dihydrobromide；(2S,5S)-2,5-dimethylpiperazine;hydrobromide
• CAS: 98778-71-3
• 化学式: 2BrH*C₆H₁₄N₂
• 分子量: 276.014
• InChiKey: JQCNVZWQKOXZMN-GEMLJDPKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.53
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  24.1
• 氢给体数：
  3
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  cis-(2S,5S)-2,5-dimethylpiperazine dihydrobromide 在 N-甲基吗啉 、 palladium 10% on activated carbon 、 氢气 、 溶剂黄146 、 N,N-二异丙基乙胺 、 sodium hydroxide 作用下， 以 乙醇 、 水 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 4.34h， 生成
  参考文献：
  名称：

  Development of New Cyclic Plasmin Inhibitors with Excellent Potency and Selectivity

  摘要：

  The trypsin-like serine protease plasmin is a target for the development of antifibrinolytic drugs for use in cardiac surgery with cardiopulmonary bypass or organ transplantations to reduce excessive blood loss. The optimization of our recently described substrate-analogue plasmin inhibitors, which were cyclized between their P3 and P2 side chains, provided a new series with improved efficacy and excellent selectivity. The most potent inhibitor 8 binds to plasmin with an inhibition constant of 0.2 nM, whereas K-i values >1 mu M were determined for nearly all other tested trypsin-like serine proteases, with the exception of trypsin, which is also inhibited in the nanomolar range. Docking studies revealed a potential binding mode in the widely open active site of plasmin that explains the strong potency and selectivity profile of these inhibitors. The dialkylated piperazine-linker segment contributes to an excellent solubility of all analogues. Based on their overall profile the presented inhibitors are well suited for further development as injectable antifibrinolytic drugs.

  DOI：

  10.1021/jm3012917

文献信息

• Phthalazine compounds, compositions and methods of use
  申请人：Austin Richard J.

  公开号：US20090048259A1

  公开（公告）日：2009-02-19

  The present invention relates generally to compounds represented in Formula I, pharmaceutical compositions comprising them and methods of treating of diseases or disorders such as cancer.

  本发明一般涉及在式I中表示的化合物，包括它们的药物组合物以及治疗癌症等疾病或疾病的方法。
• WO2006/55187
  申请人：——

  公开号：——

  公开（公告）日：——
• Organic chemistry of L-tyrosine. 1. General synthesis of chiral piperazines from amino acids
  作者：Michael E. Jung、John C. Rohloff

  DOI：10.1021/jo00224a051

  日期：1985.11