1-[3-[4-(6-Phenylhexyl)piperazin-1-yl]phenyl]pyrrole-3-carbonitrile | 1417454-03-5

• 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-[4-(6-Phenylhexyl)piperazin-1-yl]phenyl]pyrrole-3-carbonitrile
• 英文别名: 1-[3-[4-(6-phenylhexyl)piperazin-1-yl]phenyl]pyrrole-3-carbonitrile
• CAS: 1417454-03-5
• 化学式: C₂₇H₃₂N₄
• 分子量: 412.578
• InChiKey: UVAKKIBSHAPQFH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  31
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  35.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-[3-[4-(6-Phenylhexyl)piperazin-1-yl]phenyl]pyrrole-3-carbonitrile 在 水 、 双氧水 、 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 12.0h， 生成 1-[3-[4-(6-Phenylhexyl)piperazin-1-yl]phenyl]pyrrole-3-carboxamide
  参考文献：
  名称：

  Identification of a novel arylpiperazine scaffold for fatty acid amide hydrolase inhibition with improved drug disposition properties

  摘要：

  We herein describe the systematic approach used to develop new analogues of compound 2, recently identified as a potent and selective fatty acid amide hydrolase (FAAH) inhibitor. Aiming at identifying new scaffolds endowed with improved drug disposition properties with respect to the phenylpyrrole-based lead, we subjected it to two different structural modification strategies. This process allowed the identification of derivatives 4b and 5c as potent, reversible and non-competitive FAAH inhibitors. (C) 2012 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2012.11.035
• 作为产物：
  描述：

  在 甲醇 、 tris-(dibenzylideneacetone)dipalladium(0) 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 、 三乙胺 、 乙酰氯 、 sodium t-butanolate 作用下， 以 甲苯 、 乙腈 为溶剂， 反应 25.5h， 生成 1-[3-[4-(6-Phenylhexyl)piperazin-1-yl]phenyl]pyrrole-3-carbonitrile
  参考文献：
  名称：

  Identification of a novel arylpiperazine scaffold for fatty acid amide hydrolase inhibition with improved drug disposition properties

  摘要：

  We herein describe the systematic approach used to develop new analogues of compound 2, recently identified as a potent and selective fatty acid amide hydrolase (FAAH) inhibitor. Aiming at identifying new scaffolds endowed with improved drug disposition properties with respect to the phenylpyrrole-based lead, we subjected it to two different structural modification strategies. This process allowed the identification of derivatives 4b and 5c as potent, reversible and non-competitive FAAH inhibitors. (C) 2012 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2012.11.035

文献信息

• Identification of a novel arylpiperazine scaffold for fatty acid amide hydrolase inhibition with improved drug disposition properties
  作者：Stefania Butini、Sandra Gemma、Margherita Brindisi、Samuele Maramai、Patrizia Minetti、Diana Celona、Raffaella Napolitano、Franco Borsini、Walter Cabri、Filomena Fezza、Lucio Merlini、Sabrina Dallavalle、Giuseppe Campiani、Mauro Maccarrone

  DOI：10.1016/j.bmcl.2012.11.035

  日期：2013.1

  We herein describe the systematic approach used to develop new analogues of compound 2, recently identified as a potent and selective fatty acid amide hydrolase (FAAH) inhibitor. Aiming at identifying new scaffolds endowed with improved drug disposition properties with respect to the phenylpyrrole-based lead, we subjected it to two different structural modification strategies. This process allowed the identification of derivatives 4b and 5c as potent, reversible and non-competitive FAAH inhibitors. (C) 2012 Published by Elsevier Ltd.