2-[4-(4-methoxy-3-nitro-phenyl)sulfonylpiperazin-1-yl]-1-methyl-benzimidazole | 1454676-38-0

• 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: 2-[4-(4-methoxy-3-nitro-phenyl)sulfonylpiperazin-1-yl]-1-methyl-benzimidazole
• 英文别名: 2-[4-(4-Methoxy-3-nitrophenyl)sulfonylpiperazin-1-yl]-1-methylbenzimidazole；2-[4-(4-methoxy-3-nitrophenyl)sulfonylpiperazin-1-yl]-1-methylbenzimidazole
• CAS: 1454676-38-0
• 化学式: C₁₉H₂₁N₅O₅S
• 分子量: 431.472
• InChiKey: WRPQRARHHFKWEG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  30
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  122
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2-氯苯并咪唑 在 氢溴酸 、 三乙胺 、 sodium hydroxide 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 27.0h， 生成 2-[4-(4-methoxy-3-nitro-phenyl)sulfonylpiperazin-1-yl]-1-methyl-benzimidazole
  参考文献：
  名称：

  Synthesis and biological analysis of benzazol-2-yl piperazine sulfonamides as 11β-hydroxysteroid dehydrogenase 1 inhibitors

  摘要：

  In the last decade the inhibition of the enzyme 11 beta-hydroxysteroid dehydrogenase 1 (11 beta-HSD1) emerged as a promising new strategy to treat diabetes and several metabolic syndrome phenotypes. Using a molecular modeling approach and classical bioisosteric studies, we discovered a new class of 11 beta-HSD1 inhibitors bearing an arylsulfonylpiperazine scaffold. Optimization of the initial lead resulted in compound 11 that selectively inhibits 11 beta-HSD1 (IC50 = 0.7 mu M). (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.07.047

文献信息

• Synthesis and biological analysis of benzazol-2-yl piperazine sulfonamides as 11β-hydroxysteroid dehydrogenase 1 inhibitors
  作者：Sandra Hofer、Denise V. Kratschmar、Brigitte Schernthanner、Anna Vuorinen、Daniela Schuster、Alex Odermatt、Johnny Easmon

  DOI：10.1016/j.bmcl.2013.07.047

  日期：2013.10

  In the last decade the inhibition of the enzyme 11 beta-hydroxysteroid dehydrogenase 1 (11 beta-HSD1) emerged as a promising new strategy to treat diabetes and several metabolic syndrome phenotypes. Using a molecular modeling approach and classical bioisosteric studies, we discovered a new class of 11 beta-HSD1 inhibitors bearing an arylsulfonylpiperazine scaffold. Optimization of the initial lead resulted in compound 11 that selectively inhibits 11 beta-HSD1 (IC50 = 0.7 mu M). (C) 2013 Elsevier Ltd. All rights reserved.