N-(2-adamantyl)-2-[1-[(3-chloro-2-methylphenyl)sulfonylamino]cyclopropyl]acetamide | 1351375-57-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-(2-adamantyl)-2-[1-[(3-chloro-2-methylphenyl)sulfonylamino]cyclopropyl]acetamide
• CAS: 1351375-57-9
• 化学式: C₂₂H₂₉ClN₂O₃S
• 分子量: 437.003
• InChiKey: WZNOZPSOUUCVKT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  83.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-(1-((tert-butoxycarbonyl)amino)cyclopropyl)acetic acid 在 盐酸 、 双(2-氧代-3-恶唑烷基)次磷酰氯 、 三乙胺 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 乙酸乙酯 为溶剂， 反应 14.0h， 生成 N-(2-adamantyl)-2-[1-[(3-chloro-2-methylphenyl)sulfonylamino]cyclopropyl]acetamide
  参考文献：
  名称：

  3-Amino-N-adamantyl-3-methylbutanamide derivatives as 11β-hydroxysteroid dehydrogenase 1 inhibitor

  摘要：

  Many adamantane derivatives have been demonstrated to function as 11 beta-hydroxysteroid dehydrogenase type 1 (11 beta-HSD1) inhibitors. 3-Amino-N-adamantyl-3-methylbutanamide derivatives were optimized by structure-based drug design. Compound 8j exhibited a good in vitro and ex vivo inhibitory activity against both human and mouse 11 beta-HSD1. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.01.017

文献信息

• [EN] NOVEL DERIVATIVE HAVING INHIBITORY ACTIVITY AGAINST 11?-HSD1, PREPARATION METHOD THEREOF, AND PHARMACEUTICAL COMPOSITION CONTAINING SAME AS ACTIVE INGREDIENT<br/>[FR] NOUVEAU DÉRIVÉ AYANT UNE ACTIVITÉ INHIBITRICE CONTRE 11?-HSD1, SON PROCÉDÉ DE PRÉPARATION, ET COMPOSITION PHARMACEUTIQUE LE CONTENANT COMME PRINCIPE ACTIF
  申请人：EQUISNZAROO CO LTD

  公开号：WO2011149213A2

  公开（公告）日：2011-12-01

  본 발명은 11-베타-HSD1 효소의 억제활성을 갖는 신규 유도체, 이의 제조방법 및 이를 유효성분으로 함유하는 약학적 조성물에 관한 것으로, 본 발명에 따른 화합물은 11-베타-하이드록시스테로이드 데하이드로게나아제 타입 1(11β-HSD1)을 선택적으로 억제함으로 상기 11β-HSD1의 과활성에 의해 유발되는 질환, 예를 들면 인슐린 비의존성 타입 2 당뇨병, 인슐린 내성, 비만, 지질 장애, 대사 증후군, 및 과도한 글루코코르티코이드 작용에 의해 매개되는 질환 및 상태를 치료하기 위한 치료제로서 유용하게 사용할 수 있다.
• 3-Amino-N-adamantyl-3-methylbutanamide derivatives as 11β-hydroxysteroid dehydrogenase 1 inhibitor
  作者：Younho Lee、Yong June Shin、Soon Kil Ahn

  DOI：10.1016/j.bmcl.2014.01.017

  日期：2014.3

  Many adamantane derivatives have been demonstrated to function as 11 beta-hydroxysteroid dehydrogenase type 1 (11 beta-HSD1) inhibitors. 3-Amino-N-adamantyl-3-methylbutanamide derivatives were optimized by structure-based drug design. Compound 8j exhibited a good in vitro and ex vivo inhibitory activity against both human and mouse 11 beta-HSD1. (C) 2014 Elsevier Ltd. All rights reserved.