(2R)-2-(3,4-dichlorophenyl)piperazine | 188788-24-1

• 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: (2R)-2-(3,4-dichlorophenyl)piperazine
• 英文别名: (+)2(S)-(3,4-dichlorophenyl)piperazine；(2S)-2-(3,4-dichlorophenyl)piperazine
• CAS: 188788-24-1
• 化学式: C₁₀H₁₂Cl₂N₂
• 分子量: 231.125
• InChiKey: PUJZPGUYDJGSAC-SNVBAGLBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  24.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  二碳酸二叔丁酯 、 (2R)-2-(3,4-dichlorophenyl)piperazine 以 甲醇 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  PIPERAZINO DERIVATIVES AS NEUROKININ ANTAGONISTS

  摘要：

  公开号：

  EP0937069B1
• 作为产物：
  描述：

  α-bromo-3,4-dichlorophenylacetic acid methyl ester 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 生成 (2R)-2-(3,4-dichlorophenyl)piperazine
  参考文献：
  名称：

  Synthesis and NK1/NK2 binding activities of a series of diacyl-substituted 2-arylpiperazines

  摘要：

  The synthesis and binding affinity for hNK(1) and hNK(2) receptors of a series of diacyl substituted 2-aryl piperazines are described. SAR evaluation led to the racemic derivative 11g as an apparent dual inhibitor. Chiral chromatographic separation of 11g led to the observation that NK1 activity was shown by one enantiomer (13a) and NK2 activity was shown by the other enantiomer (13b). X-ray crystallographic analysis of the crystalline di-BOC derivative of the NK2, active piperazine (15) showed that the 2R configuration was associated with NK2 activity. Further derivatization indicated that dual NK1/NK2 activity could be built into the 2R series. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00645-5

文献信息

• PIPERAZINO DERIVATIVES AS NEUROKININ ANTAGONISTS
  申请人：SCHERING CORPORATION

  公开号：EP0937069B1

  公开（公告）日：2006-05-03
• Synthesis and NK1/NK2 binding activities of a series of diacyl-substituted 2-arylpiperazines
  作者：David J. Blythin、Xiao Chen、John J. Piwinski、Neng-Yang Shih、Ho-Jane Shue、John C. Anthes、Andrew T. McPhail

  DOI：10.1016/s0960-894x(02)00645-5

  日期：2002.11

  The synthesis and binding affinity for hNK(1) and hNK(2) receptors of a series of diacyl substituted 2-aryl piperazines are described. SAR evaluation led to the racemic derivative 11g as an apparent dual inhibitor. Chiral chromatographic separation of 11g led to the observation that NK1 activity was shown by one enantiomer (13a) and NK2 activity was shown by the other enantiomer (13b). X-ray crystallographic analysis of the crystalline di-BOC derivative of the NK2, active piperazine (15) showed that the 2R configuration was associated with NK2 activity. Further derivatization indicated that dual NK1/NK2 activity could be built into the 2R series. (C) 2002 Elsevier Science Ltd. All rights reserved.