2-[[2-[ethyl[[[4-(trifluoromethoxy)phenyl]amino]carbonyl]amino]-2,3-dihydro-1H-inden-5-yl]thio]-2-methyl-propanoic acid | 685831-57-6

• 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: 2-[[2-[ethyl[[[4-(trifluoromethoxy)phenyl]amino]carbonyl]amino]-2,3-dihydro-1H-inden-5-yl]thio]-2-methyl-propanoic acid
• 英文别名: 2-{2-[1-ethyl-3-(4-trifluoromethoxyphenyl)ureido]indan-5-ylsulfanyl}-2-methylpropionic acid；2-[[2-[ethyl-[[4-(trifluoromethoxy)phenyl]carbamoyl]amino]-2,3-dihydro-1H-inden-5-yl]sulfanyl]-2-methylpropanoic acid
• CAS: 685831-57-6
• 化学式: C₂₃H₂₅F₃N₂O₄S
• 分子量: 482.524
• InChiKey: AHHRDMWAAXCONK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  33
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  104
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2-[[2-[ethyl[[[4-(trifluoromethoxy)phenyl]amino]carbonyl]amino]-2,3-dihydro-1H-inden-5-yl]thio]-2-methyl-propanoic acid 生成 (S)-2-{2-[1-ethyl-3-(4-trifluoromethoxyphenyl)ureido]indan-5-ylsulfanyl}-2-methylpropionic acid 、 2-[[(2R)-2-[ethyl[[[4-(trifluoromethoxy)phenyl]amino]carbonyl]amino]-2,3-dihydro-1H-inden-5-yl]thio]-2-methyl-propanoic acid
  参考文献：
  名称：

  Design and synthesis of indane-ureido-thioisobutyric acids: A novel class of PPARα agonists

  摘要：

  A series of aminoindane derivatives were synthesized and shown to be potent PPAR alpha agonists. The compounds were obtained as racemates in 12 steps, and tested for PPARa activation and PPAR alpha mediated induction of the HD gene. SAR was developed by variation to the core structure as shown within. Oral bioavailability was demonstrated in a Sprague-Dawley rat, while efficacy to reduce plasma triglycerides and plasma glucose was demonstrated in db/db mice. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.10.041
• 作为产物：
  描述：

  2-{2-[1-ethyl-3-(4-trifluoromethoxyphenyl)ureido]indan-5-ylsulfanyl}-2-methylpropionic acid tert butyl ester 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以73%的产率得到2-[[2-[ethyl[[[4-(trifluoromethoxy)phenyl]amino]carbonyl]amino]-2,3-dihydro-1H-inden-5-yl]thio]-2-methyl-propanoic acid
  参考文献：
  名称：

  [EN] TREATING SYNDROME X WITH SUBSTITUTED TETRALINS AND INDANES
  [FR] TRAITEMENT DU SYNDROME X A L'AIDE DE TETRALINES ET D'INDANES SUBSTITUES

  摘要：

  该发明涉及公式I的四氢萘和茚烷化合物，包含它们的组合物，以及将它们用作PPARα调节剂治疗或抑制糖尿病等疾病进展的方法。

  公开号：

  WO2004037777A1

文献信息

• [EN] SUBSTITUTED TETRALINS AND INDANES AND THEIR USE<br/>[FR] TETRALINES ET INDANES SUBSTITUES ET LEUR UTILISATION
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：WO2004037779A1

  公开（公告）日：2004-05-06

  This invention features tetralin and indane compounds, compositions containing them, and methods of using them as PPAR alpha modulators to treat or inhibit the progression of, for example, diabetes.

  这项发明涉及四氢萘和茚烷化合物，含有它们的组合物，以及将它们用作PPARα调节剂来治疗或抑制例如糖尿病等疾病进展的方法。
• [EN] SUBSTITUTED TETRALINS AND INDANES<br/>[FR] TETRALINES ET INDANES SUBSTITUES
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：WO2004037778A1

  公开（公告）日：2004-05-06

  The invention features tetralin and indane compounds, compositions containing them, and methods of using them as PPAR alpha modulators to treat or inhibit the progression of, for example, dyslipidemia.

  这项发明涉及四氢萘和茚烷化合物，含有它们的组合物，以及将它们用作PPARα调节剂来治疗或抑制例如脂质代谢异常等疾病进展的方法。
• Process for the preparation of substituted tetralin and substituted indane derivatives
  申请人：Zhang-Plasket Fan

  公开号：US20050240049A1

  公开（公告）日：2005-10-27

  The present invention relates to novel processes for the preparation of substituted tetralin. and substituted indane derivatives. The present invention is further directed to novel processes for the preparation of intermediates in the preparation of the substituted tetralin and substituted indane derivatives.

  本发明涉及一种制备取代四氢萘和取代茚衍生物的新工艺。本发明还涉及一种用于制备取代四氢萘和取代茚衍生物中间体的新工艺。
• Treating Syndrome X with substituted tetralins and indanes
  申请人：——

  公开号：US20040171680A1

  公开（公告）日：2004-09-02

  The invention features tetralin and indane compounds, compositions containing them, and methods of using them as PPAR alpha modulators to treat or inhibit the progression of, for example, diabetes.

  这项发明涉及萘环和茚环化合物、含有这些化合物的组合物以及使用它们作为PPAR alpha调节剂治疗或抑制糖尿病等疾病进展的方法。
• [EN] PROCESS FOR THE PREPARATION OF SUBSTITUTED TETRALIN AND SUBSTITUTED INDANE DERIVATIVES<br/>[FR] PROCEDES DE PREPARATION DE DERIVES DE TETRALINE SUBSTITUEE ET D'INDANE SUBSTITUE
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：WO2005105737A1

  公开（公告）日：2005-11-10

  The present invention relates to novel processes for the preparation of substituted tetralin and substituted indane derivatives. The present invention is further directed to novel processes for the preparation of intermediates in the preparation of the substituted tetralin and substituted indane derivatives.

  本发明涉及一种新的制备取代四氢萘和取代茚烷衍生物的过程。本发明还涉及制备取代四氢萘和取代茚烷衍生物中间体的新过程。