(+/-)-1-[[3,5-bis(trifluoromethyl)phenyl]-methyl]-3-(3,4-dichlorophenyl)-piperazine | 185110-12-7

• 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-[[3,5-bis(trifluoromethyl)phenyl]-methyl]-3-(3,4-dichlorophenyl)-piperazine
• 英文别名: 1-[[3,5-bis(trifluoromethyl)phenyl]-methyl]-3-(3,4-dichlorophenyl)-piperazine；1-[[3,5-Bis(trifluoromethyl)phenyl]methyl]-3-(3,4-dichlorophenyl)piperazine
• CAS: 185110-12-7
• 化学式: C₁₉H₁₆Cl₂F₆N₂
• 分子量: 457.246
• InChiKey: MHEYCBSFOCHKQK-UHFFFAOYSA-N

物化性质

• 沸点：
  418.1±45.0 °C(Predicted)
• 密度：
  1.398±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  29
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  15.3
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  (+/-)-1-[[3,5-bis(trifluoromethyl)phenyl]-methyl]-3-(3,4-dichlorophenyl)-piperazine 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 N-[1-[2-[4-[[3,5-bis(trifluoromethyl)phenyl]methyl]-2-(3,4-dichlorophenyl)piperazin-1-yl]-2-oxoethyl]-4-phenylpiperidin-4-yl]acetamide
  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
• 作为产物：
  描述：

  α-bromo-3,4-dichlorophenylacetic acid methyl ester 在 lithium aluminium tetrahydride 、 三乙胺 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 生成 (+/-)-1-[[3,5-bis(trifluoromethyl)phenyl]-methyl]-3-(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：US05719156A1

  公开（公告）日：1998-02-17

  The invention relates to compounds of the formulas ##STR1## wherein Z, R.sub.c, y, x, l.sub.1, l.sub.2, l.sub.3, u, R.sub.4,R.sub.c', n, R.sub.1, R.sub.2, and R.sub.3, are as described herein. These compounds are neurokinin antagonists. These compounds are useful in the treatment of chronic airway diseases such as asthma.

  该发明涉及以下式的化合物：其中Z、R.sub.c、y、x、l.sub.1、l.sub.2、l.sub.3、u、R.sub.4、R.sub.c'、n、R.sub.1、R.sub.2和R.sub.3如本文所述。这些化合物是神经激肽拮抗剂。这些化合物在治疗慢性气道疾病如哮喘方面具有用处。
• [EN] PIPERAZINO DERIVATIVES AS NEUROKININ ANTAGONISTS<br/>[FR] DERIVES PIPERAZINO EN TANT QU'ANTAGONISTES DES NEUROKININES
  申请人：SCHERING CORPORATION

  公开号：WO1996034864A1

  公开（公告）日：1996-11-07

  (EN) The invention relates to compounds of formula (I). These compounds are neurokinin antagonists. These compounds are useful in the treatment of chronic airway diseases such as asthma.(FR) L'invention concerne des composés de la formule (I), qui sont des antagonistes des neurokinines et sont utiles dans le traitement de maladies chroniques des voies aériennes telles que l'asthme.

  该发明涉及公式（I）的化合物。这些化合物是神经肽拮抗剂。这些化合物在治疗慢性呼吸道疾病，如哮喘方面非常有用。
• PIPERAZINO DERIVATIVES AS NEUROKININ ANTAGONISTS
  申请人：SCHERING CORPORATION

  公开号：EP0823906A1

  公开（公告）日：1998-02-18
• US5719156A
  申请人：——

  公开号：US5719156A

  公开（公告）日：1998-02-17
• US5798359A
  申请人：——

  公开号：US5798359A

  公开（公告）日：1998-08-25