tert-butyl 5-fluoroindoline-1-carboxylate | 1304782-97-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: tert-butyl 5-fluoroindoline-1-carboxylate
• 英文别名: tert-Butyl 5-fluoroindoline-1-carboxylate；tert-butyl 5-fluoro-2,3-dihydroindole-1-carboxylate
• CAS: 1304782-97-5
• 化学式: C₁₃H₁₆FNO₂
• 分子量: 237.274
• InChiKey: YOHOOJDAIWYYTR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  二氧化碳 、 tert-butyl 5-fluoroindoline-1-carboxylate 在 四甲基乙二胺 、 仲丁基锂 作用下， 以 四氢呋喃 为溶剂， 生成
  参考文献：
  名称：

  A novel series of potent and selective EP4 receptor ligands: Facile modulation of agonism and antagonism

  摘要：

  A novel series of EP4 ligands, based on a benzyl indoline scaffold, has been discovered. It was found that agonism and antagonism in this series can be easily modulated by minor modifications on the benzyl group. The pharmacokinetic, metabolic and pharmacological profiles of these compounds was explored. It was found that these compounds show good pharmacokinetics in rat and are efficacious in pre-clinical models of pain and inflammation. (c) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.10.106
• 作为产物：
  描述：

  5-氟吲哚啉 、 二碳酸二叔丁酯 以 四氢呋喃 为溶剂， 以81%的产率得到tert-butyl 5-fluoroindoline-1-carboxylate
  参考文献：
  名称：

  [EN] COMPOUNDS AND METHODS FOR SKIN REPAIR
  [FR] COMPOSÉS ET MÉTHODES DE RÉPARATION CUTANÉE

  摘要：

  这项发明提供了用于伤口愈合和疤痕减少的组合物和方法。该发明的组合物和方法包括本文所述的至少一种EP4激动剂。可以通过该发明的组合物和方法治疗的伤口和/或疤痕可能源自手术、外伤、疾病、机械损伤、烧伤、放射性污染等事件。

  公开号：

  WO2015048553A1

文献信息

• Hydrogenation of fluoroarenes: Direct access to all- <i>cis</i> -(multi)fluorinated cycloalkanes
  作者：Mario P. Wiesenfeldt、Zackaria Nairoukh、Wei Li、Frank Glorius

  DOI：10.1126/science.aao0270

  日期：2017.9

  pushing all fluorines toward the other face. The reaction also pushed fluorine toward the same face as nitrogen and oxygen in heterocycles such as indole and benzofuran. Science, this issue p. 908 Rhodium catalysis in a nonpolar solvent produces cyclic fluorocarbons with all the fluorines on the same face of the ring. All-cis-multifluorinated cycloalkanes exhibit intriguing electronic properties. In particular

  将所有氟保持在同一侧碳-氟键高度极化，当其中几个位于饱和环的同一面上时，这种效应会被放大。然而，大多数现有的氟化方法难以始终如一地产生这种全顺式相互构型。维森费尔特等。在非极性溶剂中使用铑催化剂选择性地将氢添加到各种扁平氟芳烃环的一个面上，将所有氟推向另一面。该反应还将氟推向与杂环（如吲哚和苯并呋喃）中的氮和氧相同的表面。科学，这个问题 p。908 铑在非极性溶剂中催化生成环状碳氟化合物，所有氟都位于环的同一面上。全顺式多氟化环烷烃表现出有趣的电子特性。特别是，它们垂直于脂肪环显示出极高的偶极矩，使它们成为材料科学中非常理想的图案。很少有这样的基序被制备出来，因为它们的合成需要来自非对映选择性预官能化前体的多步序列。在此，我们报告了一种合成策略，通过铑-环状（烷基）（氨基）卡宾（CAAC）-催化在己烷中对容易获得的氟化芳烃进行氢化来获取这些有价值的材料。该路线使大量多取代和多氟化环烷烃的可扩展单步制备成为可能，包括全顺式
• COMPOUNDS AND METHODS FOR SKIN REPAIR
  申请人：Allergan, Inc.

  公开号：US20150094330A1

  公开（公告）日：2015-04-02

  The invention provides compositions and methods for wound healing and scar reduction. The compositions and methods of the invention include at least one EP4 agonist set forth herein. Wounds and or scars that can be treated by the compositions and methods of the invention can arise from events such as surgery, trauma, disease, mechanical injury, burn, radiation, poisoning, and the like.

  本发明提供了用于伤口愈合和减少疤痕的组合物和方法。该发明的组合物和方法包括本文列出的至少一种EP4激动剂。本发明的组合物和方法可以治疗由手术、创伤、疾病、机械损伤、烧伤、辐射、中毒等事件引起的伤口和/或疤痕。
• US9546162B2
  申请人：——

  公开号：US9546162B2

  公开（公告）日：2017-01-17
• [EN] COMPOUNDS AND METHODS FOR SKIN REPAIR<br/>[FR] COMPOSÉS ET MÉTHODES DE RÉPARATION CUTANÉE
  申请人：ALLERGAN INC

  公开号：WO2015048553A1

  公开（公告）日：2015-04-02

  The invention provides compositions and methods for wound healing and scar reduction. The compositions and methods of the invention Include at least one EP4 agonist set forth herein. Wounds and or scars that can be treated by the compositions and methods of the invention can arise from events such as surgery, trauma, disease, mechanical injury, burn, radiation, poisoning, and the like.

  这项发明提供了用于伤口愈合和疤痕减少的组合物和方法。该发明的组合物和方法包括本文所述的至少一种EP4激动剂。可以通过该发明的组合物和方法治疗的伤口和/或疤痕可能源自手术、外伤、疾病、机械损伤、烧伤、放射性污染等事件。
• A novel series of potent and selective EP4 receptor ligands: Facile modulation of agonism and antagonism
  作者：Michael J. Boyd、Carl Berthelette、Jean-François Chiasson、Patsy Clark、John Colucci、Danielle Denis、Yongxin Han、Jean-Francois Lévesque、Marie-Claude Mathieu、Rino Stocco、Alex Therien、Steve Rowland、Mark Wrona、Daigen Xu

  DOI：10.1016/j.bmcl.2010.10.106

  日期：2011.1

  A novel series of EP4 ligands, based on a benzyl indoline scaffold, has been discovered. It was found that agonism and antagonism in this series can be easily modulated by minor modifications on the benzyl group. The pharmacokinetic, metabolic and pharmacological profiles of these compounds was explored. It was found that these compounds show good pharmacokinetics in rat and are efficacious in pre-clinical models of pain and inflammation. (c) 2010 Elsevier Ltd. All rights reserved.