2,6-bis(trifluoromethyl)benzoic acid cesium salt | 1353048-90-4

• 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: 2,6-bis(trifluoromethyl)benzoic acid cesium salt
• 英文别名: Cesium;2,6-bis(trifluoromethyl)benzoate
• CAS: 1353048-90-4
• 化学式: C₉H₃F₆O₂*Cs
• 分子量: 390.017
• InChiKey: OESJQYVWEYTNLG-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.91
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  40.1
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2-(溴甲基)丙烯酸甲酯 、 2,6-bis(trifluoromethyl)benzoic acid cesium salt 以 丙酮 为溶剂， 反应 4.0h， 以88%的产率得到2-(Methoxycarbonyl)Allyl 2,6-Bis(Trifluoromethyl)Benzoate
  参考文献：
  名称：

  Studies toward Novel Peptidomimetic Inhibitors of Thioredoxin–Thioredoxin Reductase System

  摘要：

  Thioredoxins (Trx) are ubiquitous multifunctional low-molecular weight proteins that together with thioredoxin reductases (TrxR) participate in the maintenance of protein thiol homeostasis in NADPH-dependent reactions. An increasing number of data reveal that the Trx-TrxR system is an attractive target for anticancer therapies. In this work, we have elaborated a new and simple synthetic approach employing Ugi reaction to synthesize several new inhibitors of this system. The influence of various electrophilic fragments of this new class of compounds on the inhibition of the Trx-TrxR system was evaluated. As a result, a new compound 19a (SK053), which inhibits the activity of the Trx-TrxR system and exhibits antitumor activity, was obtained. Biologic analyses revealed that 19a inhibits induction of NF-kappa B and AP-1 and decreases H2O2 scavenging capacity in tumor cells. Altogether, we show that 19a is a novel potential antitumor peptidomimetic inhibitor that can be used as a starting compound for further optimization.

  DOI：

  10.1021/jm201359d

文献信息

• [EN] NOVEL ESTERS OF (ACYLOXYMETHYL)ACRYLAMIDE, A PHARMACEUTICAL COMPOSITION CONTAINING THEM, AND THEIR USE AS INHIBITORS OF THE THIOREDOXIN - THIOREDOXIN REDUCTASE SYSTEM<br/>[FR] NOUVEAUX ESTERS D'(ACYLOXYMÉTHYL)ACRYLAMIDE, COMPOSITION PHARMACEUTIQUE LES CONTENANT, ET LEUR UTILISATION EN TANT QU'INHIBITEURS DU SYSTÈME DE THIORÉDOXINE/THIORÉDOXINE RÉDUCTASE
  申请人：INST CHEMII ORGANICZNEJ POLSKIEJ AKADEMII NAUK

  公开号：WO2012050465A1

  公开（公告）日：2012-04-19

  The subject of the present invention are novel esters of (acyloxymethyl)acrylamide, a pharmaceutical composition containing them and their use in the production of drugs for the prophylaxis or treatment of oncogenic diseases and diseases connected with increased cell proliferation.

  本发明的主题是新的（酰氧甲基）丙烯酰胺酯，其中包含它们的制药组合物以及它们在生产用于预防或治疗肿瘤性疾病和与细胞增殖增加有关的疾病的药物中的应用。
• Chemoenzymatic synthesis and application of a new, easily chiral auxiliary for the synthesis of peptidomimetics via an Ugi reaction
  作者：Szymon Klossowski、Anna Brodzka、Małgorzata Zysk、Ryszard Ostaszewski

  DOI：10.1016/j.tetasy.2014.01.016

  日期：2014.3

  A new chiral auxiliary derived from alpha-phenylethylamine, alpha-(2,4-dimethoxyphenyl)ethylamine is presented. It significantly expands upon the application of cc-phenylethylamine derivatives used as chiral auxiliaries. A straightforward, chemoenzymatic synthesis of non-racemic alpha-(2,4-dimethoxyphenyl)ethylamine is described and the new chiral auxiliary applied to an asymmetric Ugi reaction. The mild conditions used for the cleavage of the auxiliary allowed to obtain chiral, non-racemic peptidomimetics possessing reactive alpha,beta-unsaturated double bonds.(C) 2014 Elsevier Ltd. All rights reserved.