(S)-2-ethyl-1-(2,4,6-trimethylbenzenesulfonyl)-aziridine | 1070341-71-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (S)-2-ethyl-1-(2,4,6-trimethylbenzenesulfonyl)-aziridine
• 英文别名: (S)-2-ethyl-1-(2,4,6-trimethylbenzenesulfonyl)aziridine；(2S)-2-ethyl-1-(2,4,6-trimethylphenyl)sulfonylaziridine
• CAS: 1070341-71-7
• 化学式: C₁₃H₁₉NO₂S
• 分子量: 253.365
• InChiKey: PPPXLOPZZKHBDG-NBFOIZRFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  45.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-氨基吲哚 、 (S)-2-ethyl-1-(2,4,6-trimethylbenzenesulfonyl)-aziridine 在 β-环糊精 作用下， 以 甲醇 为溶剂， 反应 24.0h， 生成 N-{(S)-1-[(1H-indol-7-ylamino)methyl]propyl}-2,4,6-trimethylbenzenesulfonamide trifluoroacetate
  参考文献：
  名称：

  WO2008/124665

  摘要：

  公开号：
• 作为产物：
  描述：

  2,4,6-三甲基苯磺酰氯 、 (S)-(+)-2-氨基-1-丁醇 在 吡啶 、 potassium hydroxide 作用下， 以 二氯甲烷 、 乙醚 为溶剂， 生成 (S)-2-ethyl-1-(2,4,6-trimethylbenzenesulfonyl)-aziridine
  参考文献：
  名称：

  Substituted phenyl as a steroid A-ring mimetic: Providing agonist activity to a class of arylsulfonamide nonsteroidal glucocorticoid ligands

  摘要：

  A class of arylsulfonamide glucocorticoid receptor agonists that contains a substituted phenyl group as a steroid A-ring mimetic is reported. The structural design and SAR that provide the functional switching of a GR antagonist to an agonist is described. A combination of specific hydrogen bonding and lipophilic elements on the A-ring moiety is required to achieve potent GR agonist activity. This study culminated in the identification of compound 23 as a potent GR agonist with selectivity over the PR and MR nuclear hormone receptors. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.10.047

文献信息

• Glucocorticoid Mimetics, Methods of Making Them, Pharmaceutical Compositions and Uses Thereof
  申请人：Kuzmich Daniel

  公开号：US20100317863A1

  公开（公告）日：2010-12-16

  Compounds of Formula (I) wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , and R 7 are as defined herein, or a tautomer, prodrug, solvate, or salt thereof; pharmaceutical compositions containing such compounds, and methods of modulating the glucocorticoid receptor function and methods of treating disease-states or conditions mediated by the glucocorticoid receptor function or characterized by inflammatory, allergic, or proliferative processes in a patient using these compounds.

  式（I）中的化合物，其中R1、R2、R3、R4、R5、R6和R7如本文所定义，或其异构体、前药、溶剂合物或盐；含有这些化合物的药物组合物；以及使用这些化合物调节糖皮质激素受体功能的方法，以及使用这些化合物治疗由糖皮质激素受体功能介导或以炎症、过敏或增生过程为特征的疾病状态或病情的方法。
• Glucocorticoid Mimetics, Methods of Making Them, Pharmaceutical Compositions, and Uses Thereof
  申请人：Razavi Hossein

  公开号：US20100063282A1

  公开（公告）日：2010-03-11

  Compounds of Formula (I) wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , X, R 7 , and R 8 are as defined herein, or a tautomer, prodrug, solvate, or salt thereof; pharmaceutical compositions containing such compounds, and methods of modulating the glucocorticoid receptor function and methods of treating disease-states or conditions mediated by the glucocorticoid receptor function or characterized by inflammatory, allergic, or proliferative processes in a patient using these compounds.

  化合物公式（I）中的化合物，其中R1、R2、R3、R4、R5、R6、X、R7和R8如此定义，或其互变异构体、前药、溶剂化物或盐；包含这些化合物的药物组合物；以及使用这些化合物调节糖皮质激素受体功能、治疗由糖皮质激素受体功能介导或以炎症、过敏或增殖过程为特征的疾病状态或病情的方法。
• GLUCOCORTICOID MIMETICS, METHODS OF MAKING THEM, PHARMACEUTICAL COMPOSITIONS, AND USES THEREOF
  申请人：Boehringer Ingelheim International GmbH

  公开号：EP2136634A1

  公开（公告）日：2009-12-30
• [EN] GLUCOCORTICOID MIMETICS, METHODS OF MAKING THEM, PHARMACEUTICAL COMPOSITIONS, AND USES THEREOF<br/>[FR] SUBSTANCES MIMÉTIQUES DE GLUCOCORTICOÏDE, PROCÉDÉS DE PRÉPARATION DE CELLES-CI, COMPOSITIONS PHARMACEUTIQUES ET UTILISATIONS DE CELLES-CI
  申请人：BOEHRINGER INGELHEIM INT

  公开号：WO2008124665A1

  公开（公告）日：2008-10-16

  [EN] Compounds of Formula (I), wherein R¹, R², R³, R⁴, R⁵, R⁶, X, R⁷, and R⁸ are as defined herein, or a tautomer, prodrug, solvate, or salt thereof; pharmaceutical compositions containing such compounds, and methods of modulating the glucocorticoid receptor function and methods of treating disease-states or conditions mediated by the glucocorticoid receptor function or characterized by inflammatory, allergic, or proliferative processes in a patient using these compounds.
  [FR] L'invention concerne - des composés de formule (I), où R¹, R², R³, R⁴, R⁵, R⁶, X, R⁷, et R⁸ sont tels que définis ici, ou un tautomère, un promédicament, un solvate ou un sel de ceux-ci ; - des compositions pharmaceutiques contenant de tels composés, et - des procédés de modulation de la fonction des récepteurs de glucocorticoïde et - des procédés de traitement d'états maladifs ou d'affections véhiculés par la fonction des récepteurs de glucocorticoïde ou caractérisés par des processus inflammatoires, allergiques ou prolifératifs chez un patient utilisant ces composés.
• [EN] GLUCOCORTICOID MIMETICS, METHODS OF MAKING THEM, PHARMACEUTICAL COMPOSITIONS, AND USES THEREOF<br/>[FR] MIMÉTIQUES DE GLUCOCORTICOÏDES, LEURS PROCÉDÉS DE PRODUCTION, COMPOSITIONS PHARMACEUTIQUES ET UTILISATIONS ASSOCIÉES
  申请人：BOEHRINGER INGELHEIM INT

  公开号：WO2009015067A2

  公开（公告）日：2009-01-29

  Compounds of Formula (I) wherein R1, R2, R3, R4, R5, R6, and R7 are as defined herein, or a tautomer, prodrug, solvate, or salt thereof; pharmaceutical compositions containing such compounds, and methods of modulating the glucocorticoid receptor function and methods of treating disease-states or conditions mediated by the glucocorticoid receptor function or characterized by inflammatory, allergic, or proliferative processes in a patient using these compounds.