2-[(1Z)-1-{[4-(dimethylamino)phenyl]methylidene}-5-fluoro-2-methyl-1H-inden-3-yl]acetic acid | 1346513-32-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚和异茚
• 英文名称: 2-[(1Z)-1-{[4-(dimethylamino)phenyl]methylidene}-5-fluoro-2-methyl-1H-inden-3-yl]acetic acid
• 英文别名: 2-[(3Z)-3-[[4-(dimethylamino)phenyl]methylidene]-6-fluoro-2-methylinden-1-yl]acetic acid
• CAS: 1346513-32-3
• 化学式: C₂₁H₂₀FNO₂
• 分子量: 337.394
• InChiKey: FBWOSQAYAIWTAI-ZDLGFXPLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  40.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  6-氟-2-甲基-1-茚酮 在 盐酸 、 硫酸 、 水 、 sodium methylate 、 溶剂黄146 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 13.5h， 生成 2-[(1Z)-1-{[4-(dimethylamino)phenyl]methylidene}-5-fluoro-2-methyl-1H-inden-3-yl]acetic acid
  参考文献：
  名称：

  Synthesis and SAR study of modulators inhibiting tRXRα-dependent AKT activation

  摘要：

  RXR alpha represents an intriguing and unique target for pharmacologic interventions. We recently showed that Sulindac and a designed analog could bind to RXR alpha and modulate its biological activity, including inhibition of the interaction of an N-terminally truncated RXR alpha (tRXR alpha) with the p85 alpha regulatory subunit of phosphatidylinositol-3-OH kinase (PI3K). Here we report the synthesis, testing and SAR of a series of novel analogs of Sulindac as potential modulators for inhibiting tRXR alpha-dependent AKT activation. A new compound 30 was identified to have improved biological activity. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.01.012

文献信息

• METHODS AND COMPOSITIONS RELATED TO A RETINOID RECEPTOR-SELECTIVE PATHWAY
  申请人：Zhang Xiao-kun

  公开号：US20150266842A1

  公开（公告）日：2015-09-24

  Provided herein are methods and compositions related to a retinoid receptor-selective pathway. As described herein, this pathway can be targeted to manipulate a tumor microenvironment. For example, the methods and compositions described herein can be used to induce apoptosis in a cancer cell. Further, the compositions described herein, including Sulindac and analogs thereof, can be used to target this pathway for the treatment or prevention of cancer in human patients.

  本文提供了与视黄醛受体选择性通路相关的方法和组合物。如本文所述，该通路可以被定向用于操纵肿瘤微环境。例如，本文描述的方法和组合物可用于诱导癌细胞凋亡。此外，包括舒林达克及其类似物在内的本文描述的组合物可用于针对该通路治疗或预防人类患者的癌症。
• Derivatives of sulindac can protect normal cells against oxidative damage
  申请人：University of South Alabama

  公开号：US11186534B2

  公开（公告）日：2021-11-30

  The disclosure provides chemical compounds possessing therapeutic and/or protective properties against oxidative damage. Methods of making such therapeutic and/or protective compounds and associated compositions are also provided, as are methods for their use, which include protecting cells from oxidative damage and/or inhibiting production of ROS in a cell or subject, as well as preventing or reducing the extent of tissue damage caused by an ischemic event in a subject at elevated risk of such an event.

  本公开提供了具有针对氧化损伤的治疗和/或保护特性的化合物。还提供了制造这种治疗性和/或保护性化合物及相关组合物的方法，以及它们的使用方法，其中包括保护细胞免受氧化损伤和/或抑制细胞或受试者体内 ROS 的产生，以及预防或减少受试者因高风险缺血事件而造成的组织损伤程度。
• METHODS AND COMPOSITIONS RELATED TO RETINOID RECEPTOR-SELECTIVE PATHWAY
  申请人：Sanford-Burnham Medical Research Institute

  公开号：US20170313668A1

  公开（公告）日：2017-11-02

  Provided herein are methods and compositions related to a retinoid receptor-selective pathway. As described herein, this pathway can be targeted to manipulate a tumor microenviroment. For example, the methods and compositions described herein can be used to induce apoptosis in a cancer cell. Further, the compositions described herein, including Sulindac and analogs thereof, can be used to target this pathway for the treatment or prevention of cancer in human patients.
• DERIVATIVES OF SULINDAC CAN PROTECT NORMAL CELLS AGAINST OXIDATIVE DAMAGE
  申请人：University of South Alabama

  公开号：US20200095184A1

  公开（公告）日：2020-03-26

  The disclosure provides chemical compounds possessing therapeutic and/or protective properties against oxidative damage. Methods of making such therapeutic and/or protective compounds and associated compositions are also provided, as are methods for their use, which include protecting cells from oxidative damage and/or inhibiting production of ROS in a cell or subject, as well as preventing or reducing the extent of tissue damage caused by an ischemic event in a subject at elevated risk of such an event.
• US9611235B2
  申请人：——

  公开号：US9611235B2

  公开（公告）日：2017-04-04