N-[(S)-2-(3-Chloro-phenyl)-4-(4-phenyl-piperazin-1-yl)-butyl]-N-methyl-benzenesulfonamide

• 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: N-[(S)-2-(3-Chloro-phenyl)-4-(4-phenyl-piperazin-1-yl)-butyl]-N-methyl-benzenesulfonamide
• 英文别名: N-[(2S)-2-(3-chlorophenyl)-4-(4-phenylpiperazin-1-yl)butyl]-N-methylbenzenesulfonamide
• 化学式: C₂₇H₃₂ClN₃O₂S
• 分子量: 498.089
• InChiKey: XUUJYYZQRHZSHJ-XMMPIXPASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  34
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  52.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  N-苯基哌嗪 、 (S)-(3-(3-chlorophenyl))-4-(N-methyl-N-phenylsulfonylamino)butanal 在 三乙酰氧基硼氢化钠 、 溶剂黄146 作用下， 以 1,2-二氯乙烷 为溶剂， 生成 N-[(S)-2-(3-Chloro-phenyl)-4-(4-phenyl-piperazin-1-yl)-butyl]-N-methyl-benzenesulfonamide
  参考文献：
  名称：

  Antagonists of the human CCR5 receptor as anti-HIV-1 agents. Part 3: A proposed pharmacophore model for 1-[N-(methyl)-N-(phenylsulfonyl)amino]-2-(phenyl)-4-[4-(substituted)piperidin-1-yl]butanes

  摘要：

  Structure-activity relationship studies directed toward the optimization of (2S)-2-(3-chlorophenyl)-1-[N-(methyl)-N-(phenylsulfonyl)amino]-4-[-(substituted)piperidin-1-yl]butanes as CCR5 antagonists resulted in the synthesis of the spiro-indanone derivative 8c (IC50 = 5 nM). These and previous results are summarized in a proposed pharmacophore model for this class of CCR5 antagonist. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00491-7

文献信息

• [EN] SUBSTITUTED ARYL PIPERAZINES AS MODULATORS OF CHEMOKINE RECEPTOR ACTIVITY<br/>[FR] ARYLPIPERAZINES SUBSTITUEES UTILISEES COMME MODULATEURS DE L'ACTIVITE DU RECEPTEUR DE LA CHEMOKINE
  申请人：MERCK & CO., INC.

  公开号：WO1998025617A1

  公开（公告）日：1998-06-18

  (EN) The present invention is directed to aryl piperazines of formula (I) (wherein Ar, R1, R8 and R9 are defined herein) which are useful as modulators of chemokine receptor activity. In particular, these compounds are useful as modulators of the chemokine receptors CCR-1, CCR-2, CCR-2A, CCR-2B, CCR-3, CCR-4, CCR-5, CXCR-3, and/or CXCR-4.(FR) L'invention porte sur des arylpipérazines de formule (I) dans laquelle Ar, R1, R8 et R9 sont définis dans la description, et s'avérant utiles comme modulateurs de l'activité du récepteur de la chémokine, et en particulier comme modulateurs des récepteurs CCR-1, CCR-2, CCR-2A, CCR-2B, CCR-3, CCR-4, CCR-5, CXCR-3, et/ou CXCR-4 de la chémokine.
• Antagonists of the human CCR5 receptor as anti-HIV-1 agents. Part 3: A proposed pharmacophore model for 1-[N-(methyl)-N-(phenylsulfonyl)amino]-2-(phenyl)-4-[4-(substituted)piperidin-1-yl]butanes
  作者：Paul E. Finke、Laura C. Meurer、Bryan Oates、Shrenik K. Shah、Jennifer L. Loebach、Sander G. Mills、Malcolm MacCoss、Laurie Castonguay、Lorraine Malkowitz、Martin S. Springer、Sandra L. Gould、Julie A. DeMartino

  DOI：10.1016/s0960-894x(01)00491-7

  日期：2001.9

  Structure-activity relationship studies directed toward the optimization of (2S)-2-(3-chlorophenyl)-1-[N-(methyl)-N-(phenylsulfonyl)amino]-4-[-(substituted)piperidin-1-yl]butanes as CCR5 antagonists resulted in the synthesis of the spiro-indanone derivative 8c (IC50 = 5 nM). These and previous results are summarized in a proposed pharmacophore model for this class of CCR5 antagonist. (C) 2001 Elsevier Science Ltd. All rights reserved.