ethyl 2-(2-phenyl-1H-imidazol-1-yl)acetate | 1285030-58-1

• 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: ethyl 2-(2-phenyl-1H-imidazol-1-yl)acetate
• 英文别名: Ethyl 2-(2-phenylimidazol-1-yl)acetate
• CAS: 1285030-58-1
• 化学式: C₁₃H₁₄N₂O₂
• 分子量: 230.266
• InChiKey: OXUCEAIFDMNXJY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  44.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl 2-(2-phenyl-1H-imidazol-1-yl)acetate 在 lithium aluminium tetrahydride 、 diamide 、 三苯基膦 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 50.0h， 生成 2-(2-fluorophenyl)-3-(4-(2-(2-phenyl-1H-imidazol-1-yl)ethoxy)phenyl)-2,3-dihydroquinazolin-4(1H)-one
  参考文献：
  名称：

  Discovery of Novel KRAS-PDEδ Inhibitors by Fragment-Based Drug Design

  摘要：

  [Graphics]Targeting KRAS-PDE delta protein-protein interactions with small molecules represents a promising opportunity for developing novel antitumor agents. However, current KRAS-PDE delta inhibitors are limited by poor cellular antitumor potency and the druggability of the target remains to be validated by new inhibitors. To tackle these challenges, herein, novel, highly potent KRAS-PDE delta inhibitors were identified by fragment-based drug design, providing promising lead compounds or chemical probes for investigating the biological functions and druggability of KRAS-PDE delta interaction.

  DOI：

  10.1021/acs.jmedchem.8b00057
• 作为产物：
  描述：

  2-苯基咪唑 、 溴乙酸乙酯 在 苄基三乙基溴化铵 、 三乙胺 作用下， 以 乙腈 为溶剂， 反应 12.0h， 生成 ethyl 2-(2-phenyl-1H-imidazol-1-yl)acetate
  参考文献：
  名称：

  超酸促进的环脱水作用导致咪唑并[2,1-a]异喹啉环系

  摘要：

  制备了一系列杂环取代的苯乙酮，并与Brønsted超酸CF 3 SO 3 H（三氟甲磺酸=三氟甲磺酸）反应。环脱水作用提供了芳基取代的咪唑并[2,1– a ]异喹啉和相关产品（28–85％，七个实例）。提出了一种涉及双效中间体的机制。

  DOI：

  10.1002/hlca.201200590

文献信息

• Superacid-Promoted Cyclodehydration Leading to the Imidazo[2,1-<i>a</i>]isoquinoline Ring System
  作者：Anila Kethe、Rajasekhar Reddy Naredla、Douglas A. Klumpp

  DOI：10.1002/hlca.201200590

  日期：2013.8

  A series of heterocycle‐substituted acetophenones were prepared and reacted with the Brønsted superacid CF3SO3H (triflic acid=trifluoromethanesulfonic acid). Cyclodehydration provided aryl‐substituted imidazo[2,1‐a]isoquinolines and related products (28–85%, seven examples). A mechanism is proposed involving dicationic intermediates.

  制备了一系列杂环取代的苯乙酮，并与Brønsted超酸CF 3 SO 3 H（三氟甲磺酸=三氟甲磺酸）反应。环脱水作用提供了芳基取代的咪唑并[2,1– a ]异喹啉和相关产品（28–85％，七个实例）。提出了一种涉及双效中间体的机制。
• [EN] COMPOUNDS AND COMPOSITIONS FOR TREATING CONDITIONS ASSOCIATED WITH STING ACTIVITY<br/>[FR] COMPOSÉS ET COMPOSITIONS POUR TRAITER DES ÉTATS PATHOLOGIQUES ASSOCIÉS À UNE ACTIVITÉ DE STING
  申请人：IFM DUE INC

  公开号：WO2020150417A3

  公开（公告）日：2020-08-27
• Discovery of Novel KRAS-PDEδ Inhibitors by Fragment-Based Drug Design
  作者：Long Chen、Chunlin Zhuang、Junjie Lu、Yan Jiang、Chunquan Sheng

  DOI：10.1021/acs.jmedchem.8b00057

  日期：2018.3.22

  [Graphics]Targeting KRAS-PDE delta protein-protein interactions with small molecules represents a promising opportunity for developing novel antitumor agents. However, current KRAS-PDE delta inhibitors are limited by poor cellular antitumor potency and the druggability of the target remains to be validated by new inhibitors. To tackle these challenges, herein, novel, highly potent KRAS-PDE delta inhibitors were identified by fragment-based drug design, providing promising lead compounds or chemical probes for investigating the biological functions and druggability of KRAS-PDE delta interaction.