(R)-1-(4-((2-methyl-4-(2-(pyridin-4-yl)ethyl)piperazin-1-yl)sulfonyl)phenyl)ethan-1-one | 1144518-01-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (R)-1-(4-((2-methyl-4-(2-(pyridin-4-yl)ethyl)piperazin-1-yl)sulfonyl)phenyl)ethan-1-one
• CAS: 1144518-01-3
• 化学式: C₂₀H₂₅N₃O₃S
• 分子量: 387.503
• InChiKey: OXXLTRLXXDCJAH-MRXNPFEDSA-N

物化性质

• 沸点：
  560.3±60.0 °C(predicted)
• 密度：
  1.215±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.22
• 重原子数：
  27.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  70.58
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (R)-1-(4-((2-methyl-4-(2-(pyridin-4-yl)ethyl)piperazin-1-yl)sulfonyl)phenyl)ethan-1-one 在 二乙胺基三氟化硫 作用下， 以25%的产率得到(R)-1-(4-(1,1-difluoroethyl)phenylsulfonyl)-2-methyl-4-(2-(pyridin-4-yl)ethyl)piperazine
  参考文献：
  名称：

  Synthesis and optimization of arylsulfonylpiperazines as a novel class of inhibitors of 11β-hydroxysteroid dehydrogenase type 1 (11β-HSD1)

  摘要：

  The synthesis and SAR of a series of arylsulfonylpiperazine inhibitors of 11 beta-HSD1 are described. Optimization rapidly led to potent, selective, and orally bioavailable inhibitors demonstrating efficacy in a cynomolgus monkey ex vivo enzyme inhibition model. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.12.114
• 作为产物：
  描述：

  (3R)-3-methyl-1-(2-pyridin-4-ylethyl)piperazine 、 4-乙酰基苯磺酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 (R)-1-(4-((2-methyl-4-(2-(pyridin-4-yl)ethyl)piperazin-1-yl)sulfonyl)phenyl)ethan-1-one
  参考文献：
  名称：

  Synthesis and optimization of arylsulfonylpiperazines as a novel class of inhibitors of 11β-hydroxysteroid dehydrogenase type 1 (11β-HSD1)

  摘要：

  The synthesis and SAR of a series of arylsulfonylpiperazine inhibitors of 11 beta-HSD1 are described. Optimization rapidly led to potent, selective, and orally bioavailable inhibitors demonstrating efficacy in a cynomolgus monkey ex vivo enzyme inhibition model. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.12.114