4-[(3-甲基苯并[b]噻吩-2-基)甲基]-N-3-吡啶-1-哌啶羧酰胺 | 1164113-03-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 中文名称: 4-[(3-甲基苯并[b]噻吩-2-基)甲基]-N-3-吡啶-1-哌啶羧酰胺
• 英文名称: 1-Piperidinecarboxamide, 4-[(3-methylbenzo[b]thien-2-yl)methyl]-N-3-pyridinyl-
• 英文别名: 4-[(3-methyl-1-benzothiophen-2-yl)methyl]-N-pyridin-3-ylpiperidine-1-carboxamide
• CAS: 1164113-03-4
• 化学式: C₂₁H₂₃N₃OS
• 分子量: 365.499
• InChiKey: NNBZAVBGFXRBDN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  73.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-[(3-Methyl-1-benzothiophen-2-yl)methyl]piperidine 、 3-异氰酸吡啶 以 二氯甲烷 为溶剂， 生成 4-[(3-甲基苯并[b]噻吩-2-基)甲基]-N-3-吡啶-1-哌啶羧酰胺
  参考文献：
  名称：

  Benzothiophene piperazine and piperidine urea inhibitors of fatty acid amide hydrolase (FAAH)

  摘要：

  The synthesis and structure-activity relationships (SAR) of a series of benzothiophene piperazine and piperidine urea FAAH inhibitors is described. These compounds inhibit FAAH by covalently modifying the enzyme's active site serine nucleophile. Activity-based protein pro. ling (ABPP) revealed that these urea inhibitors were completely selective for FAAH relative to other mammalian serine hydrolases. Several compounds showed in vivo activity in a rat complete Freund's adjuvant (CFA) model of inflammatory pain. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.03.080

文献信息

• Benzothiophene piperazine and piperidine urea inhibitors of fatty acid amide hydrolase (FAAH)
  作者：Douglas S. Johnson、Kay Ahn、Suzanne Kesten、Scott E. Lazerwith、Yuntao Song、Mark Morris、Lorraine Fay、Tracy Gregory、Cory Stiff、James B. Dunbar、Marya Liimatta、David Beidler、Sarah Smith、Tyzoon K. Nomanbhoy、Benjamin F. Cravatt

  DOI：10.1016/j.bmcl.2009.03.080

  日期：2009.5

  The synthesis and structure-activity relationships (SAR) of a series of benzothiophene piperazine and piperidine urea FAAH inhibitors is described. These compounds inhibit FAAH by covalently modifying the enzyme's active site serine nucleophile. Activity-based protein pro. ling (ABPP) revealed that these urea inhibitors were completely selective for FAAH relative to other mammalian serine hydrolases. Several compounds showed in vivo activity in a rat complete Freund's adjuvant (CFA) model of inflammatory pain. (C) 2009 Elsevier Ltd. All rights reserved.