(R)-1-(5-(dimethylamino)-1-naphthalsulfonyl)-N-cycloheptylpiperidine-2-carboxamide | 1472657-37-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (R)-1-(5-(dimethylamino)-1-naphthalsulfonyl)-N-cycloheptylpiperidine-2-carboxamide
• 英文别名: (2R)-N-cycloheptyl-1-[5-(dimethylamino)naphthalen-1-yl]sulfonylpiperidine-2-carboxamide
• CAS: 1472657-37-6
• 化学式: C₂₅H₃₅N₃O₃S
• 分子量: 457.637
• InChiKey: GOSQDVRWUQTWAR-HSZRJFAPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  32
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  78.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  D-哌啶-2-甲酸 在 盐酸 、 sodium carbonate 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 水 为溶剂， 反应 22.0h， 生成 (R)-1-(5-(dimethylamino)-1-naphthalsulfonyl)-N-cycloheptylpiperidine-2-carboxamide
  参考文献：
  名称：

  Design and Synthesis of (R)-1-Arylsulfonylpiperidine-2-carboxamides as 11β-Hydroxysteroid Dehydrogenase Type 1 Inhibitors

  摘要：

  R adamantly beats S: 11β-HSD1 is a target for treating metabolic syndrome. The R isomer 5 was selected as a starting point for optimization and SAR studies. Inhibitor 8 w emerged after several rounds of optimization, showing cross-species inhibition of human and mouse 11β-HSD1. It also displays a good DMPK profile in vitro, and was advanced to PK/PD evaluations in vivo. The results confirmed its dose-dependent activity in mice.

  DOI：

  10.1002/cmdc.201300022

文献信息

• Design and Synthesis of (<i>R</i>)-1-Arylsulfonylpiperidine-2-carboxamides as 11β-Hydroxysteroid Dehydrogenase Type 1 Inhibitors
  作者：Guangxin Xia、Lin Liu、Haiyan Liu、Jianxin Yu、Zhenmin Xu、Qian Chen、Chen Ma、Ping Li、Bing Xiong、Xuejun Liu、Jingkang Shen

  DOI：10.1002/cmdc.201300022

  日期：2013.4

  R adamantly beats S: 11β-HSD1 is a target for treating metabolic syndrome. The R isomer 5 was selected as a starting point for optimization and SAR studies. Inhibitor 8 w emerged after several rounds of optimization, showing cross-species inhibition of human and mouse 11β-HSD1. It also displays a good DMPK profile in vitro, and was advanced to PK/PD evaluations in vivo. The results confirmed its dose-dependent activity in mice.