3-(2-nitrophenyl)-2-(2-(4-phenylthiazol-2-yl)hydrazono)propanoic acid | 901787-89-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 苯丙酸
• 英文名称: 3-(2-nitrophenyl)-2-(2-(4-phenylthiazol-2-yl)hydrazono)propanoic acid
• 英文别名: (E)-2-[(4-(phenyl)-thiazol-2-yl)-hydrazono]-3-(2-nitro-phenyl)-propionic acid；(2E)-3-(2-nitrophenyl)-2-[(4-phenyl-1,3-thiazol-2-yl)hydrazinylidene]propanoic acid
• CAS: 901787-89-1
• 化学式: C₁₈H₁₄N₄O₄S
• 分子量: 382.4
• InChiKey: ATNLHPKTBDLOKQ-XSFVSMFZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  149
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2-[(4-(phenyl)-thiazol-2-yl)-hydrazono]-3-(2-nitro-phenyl)-propionic acid 以 水 、 溶剂黄146 、 乙腈 为溶剂， 生成 3-(2-nitrophenyl)-2-(2-(4-phenylthiazol-2-yl)hydrazono)propanoic acid 、 3-(2-nitrophenyl)-2-(2-(4-phenylthiazol-2-yl)hydrazono)propanoic acid
  参考文献：
  名称：

  Regulation of protein synthesis

  摘要：

  一种用于抑制肿瘤细胞增殖的组合物和方法，与非肿瘤细胞相比。还描述了筛选抑制依赖帽结构翻译而非独立帽结构翻译蛋白质的组合物的方法。

  公开号：

  US20100144805A1

文献信息

• Structure–activity relationship study of 4EGI-1, small molecule eIF4E/eIF4G protein–protein interaction inhibitors
  作者：Khuloud Takrouri、Ting Chen、Evangelos Papadopoulos、Rupam Sahoo、Eihab Kabha、Han Chen、Sonia Cantel、Gerhard Wagner、Jose A. Halperin、Bertal H. Aktas、Michael Chorev

  DOI：10.1016/j.ejmech.2014.03.034

  日期：2014.4

  Protein-protein interactions are critical for regulating the activity of translation initiation factors and multitude of other cellular process, and form the largest block of untapped albeit most challenging targets for drug development. 4EGI-1, (E/Z)-2-(2-(4-(3,4-dichlorophenyl)thiazol-2-yl)hydrazono)-3-(2-nitrophenyl)propanoic acid, is a hit compound discovered in a screening campaign of small molecule libraries as an inhibitor of translation initiation factors elF4E and eIF4G protein protein interaction; it inhibits translation initiation in vitro and in vivo. A series of 4EGI-1-derived thiazol-2-yl hydrazones have been designed and synthesized in order to delineate the structural latitude and improve its binding affinity to eIF4E, and increase its potency in inhibiting the eIF4E/eIF4G interaction. Probing a wide range of substituents on both phenyl rings comprising the 3-phenylpropionic acid and 4-phenylthiazolidine moieties in the context of both E- and Z-isomers of 4EGI-1 led to analogs with enhanced binding affinity and translation initiation inhibitory activities. (C) 2014 Elsevier Masson SAS. All rights reserved.
• REGULATION OF PROTEIN SYNTHESIS BY INHIBITION OF EIF4E-EIF4G INTERACTION
  申请人：President and Fellows of Harvard College

  公开号：EP1868604B1

  公开（公告）日：2014-08-13
• US8257931B2
  申请人：——

  公开号：US8257931B2

  公开（公告）日：2012-09-04
• Regulation of protein synthesis
  申请人：Wagner Gerhard

  公开号：US20100144805A1

  公开（公告）日：2010-06-10

  A composition and method for inhibiting proliferation of a tumor cell compared to a non-tumor cell. Also described are methods of screening for a composition that inhibits cap-dependent translation compared to cap-independent translation of proteins.

  一种用于抑制肿瘤细胞增殖的组合物和方法，与非肿瘤细胞相比。还描述了筛选抑制依赖帽结构翻译而非独立帽结构翻译蛋白质的组合物的方法。