(1R,5S,6r)-3-[5-(adamantan-2-ylcarbamoyl)-6-(methylthio)pyridin-2-yl]-3-azabicyclo[3.1.0]hexane-6-carboxylic acid | 1024034-77-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: (1R,5S,6r)-3-[5-(adamantan-2-ylcarbamoyl)-6-(methylthio)pyridin-2-yl]-3-azabicyclo[3.1.0]hexane-6-carboxylic acid
• CAS: 1024034-77-2
• 化学式: C₂₃H₂₉N₃O₃S
• 分子量: 427.568
• InChiKey: RHGZHDAGSCMDIV-CSRUDHSZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.12
• 重原子数：
  30.0
• 可旋转键数：
  5.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  82.53
• 氢给体数：
  2.0
• 氢受体数：
  5.0

文献信息

• CHEMICAL COMPOUNDS
  申请人：McCoull William

  公开号：US20080269288A1

  公开（公告）日：2008-10-30

  Compounds of formula (I): wherein variable groups are defined within; their use in the inhibition of 11βHSD1, processes for making them and pharmaceutical compositions comprising them are described.

  公式（I）的化合物：其中变量基团在内部定义；描述了它们在抑制11βHSD1中的应用，制备它们的过程以及包含它们的药物组合物。
• Methods and compositions for treating alcohol use disorders
  申请人：Sanna Pietro Paolo

  公开号：US10039772B2

  公开（公告）日：2018-08-07

  Disclosed are methods and compositions for treating alcohol dependence by administration to a patient of an inhibitor of 11β-hydroxysteroid dehydrogenases (11β-HSD) to modulate glucocorticoid effects. One such compound is the 11β-HSD inhibitor carbenoxolone (18β-glycyrrhetinic acid 3β-O-hemisuccinate), which has been extensively employed in the clinic for the treatment of gastritis and peptic ulcer. Carbenoxolone is active on both 11β-HSD1 and 2 isoforms. Here, carbenoxolone is surprisingly shown to reduce both baseline and excessive drinking in rats and mice. The carbenoxolone diastereomer 18α-glycyrrhetinic acid 3β-O-hemisuccinate (αCBX), which the applicants discovered to be selective for 11β-HSD2, was also effective in reducing alcohol drinking in mice. Thus, 11β-HSD inhibitors are a new class of candidate alcohol abuse medications and existing 11β-HSD inhibitor drugs may be re-purposed for alcohol abuse treatment.

  本发明公开了通过向患者施用 11β-羟基类固醇脱氢酶（11β-HSD）抑制剂以调节糖皮质激素作用来治疗酒精依赖症的方法和组合物。其中一种化合物是 11β-HSD 抑制剂卡本诺酮（18β-甘草次酸 3β-O-hemisuccinate ），临床上已广泛用于治疗胃炎和消化性溃疡。卡贝诺酮对 11β-HSD1 和 2 同工酶均有活性。令人惊讶的是，羧甲诺龙在大鼠和小鼠体内可减少基线饮酒量和过量饮酒量。申请人发现，羧诺龙的非对映异构体 18α-甘草次酸 3β-O-hemisuccinate (αCBX)对 11β-HSD2 具有选择性，也能有效减少小鼠的饮酒量。因此，11β-HSD 抑制剂是一类新的候选酗酒药物，现有的 11β-HSD 抑制剂药物可重新用于酗酒治疗。
• [EN] CHEMICAL COMPOUNDS 313<br/>[FR] COMPOSÉS CHIMIQUES 313
  申请人：ASTRAZENECA AB

  公开号：WO2009056881A1

  公开（公告）日：2009-05-07

  (1R,5S,6r)-3-[5-(Adamantan-2-ylcarbamoyl)-6-(methylthio)pyridin-2-yl]-3- azabicyclo[3.1.0]hexane-6-carboxylic acid and ph armaceutically-acceptable salts thereof; its use in the inhibition of 11β HSD1, processes for making it and pharmaceutical compositions comprising it are also described.

  (1R,5S,6r)-3-[5-(金刚烷-2-基羰基)-6-(甲硫基)吡啶-2-基]-3-氮杂双环[3.1.0]己烷-6-甲酸及其药学上可接受的盐；及其在抑制11βHSD1中的用途，制备方法及其包含的药物组合物也在此描述。 本化合物是一种具有特定立体化学的氮杂双环结构，含有复杂取代基的生物活性分子，用于药物研发和治疗相关疾病。
• METHODS AND COMPOSITIONS FOR TREATING ALCOHOL USE DISORDERS
  申请人：SANNA Pietro Paolo

  公开号：US20170232007A1

  公开（公告）日：2017-08-17

  Disclosed are methods and compositions for treating alcohol dependence by administration to a patient of an inhibitor of 11β-hydroxysteroid dehydrogenases (11β-HSD) to modulate glucocorticoid effects. One such compound is the 11β-HSD inhibitor carbenoxolone (18β-glycyrrhetinic acid 3β-O-hemisuccinate), which has been extensively employed in the clinic for the treatment of gastritis and peptic ulcer. Carbenoxolone is active on both 11β-HSD1 and 2 isoforms. Here, carbenoxolone is surprisingly shown to reduce both baseline and excessive drinking in rats and mice. The carbenoxolone diastereomer 18α-glycyrrhetinic acid 3β-O-hemisuccinate (αCBX), which the applicants discovered to be selective for 11β-HSD2, was also effective in reducing alcohol drinking in mice. Thus, 11β-HSD inhibitors are a new class of candidate alcohol abuse medications and existing 11β-HSD inhibitor drugs may be re-purposed for alcohol abuse treatment.
• US7964618B2
  申请人：——

  公开号：US7964618B2

  公开（公告）日：2011-06-21