5-(3-dimethylaminoacryloyl)thiophene-2-carboxylic acid methyl ester | 866523-73-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: 5-(3-dimethylaminoacryloyl)thiophene-2-carboxylic acid methyl ester
• 英文别名: methyl 5-[3-(dimethylamino)prop-2-enoyl]thiophene-2-carboxylate
• CAS: 866523-73-1
• 化学式: C₁₁H₁₃NO₃S
• 分子量: 239.295
• InChiKey: IFCTUXRADACEAI-UHFFFAOYSA-N

物化性质

• 沸点：
  365.2±42.0 °C(Predicted)
• 密度：
  1.204±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  74.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-(3-dimethylaminoacryloyl)thiophene-2-carboxylic acid methyl ester 在 吡啶 、 sodium methylate 、 间氯过氧苯甲酸 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 112.0h， 生成 5-(2-Methanesulfonyl-pyrimidin-4-yl)-thiophene-2-carboxylic acid [2-(2,4-dichloro-phenyl)-ethyl]-amide
  参考文献：
  名称：

  Discovery of 2-pyrimidyl-5-amidothiophenes as potent inhibitors for AKT: Synthesis and SAR studies

  摘要：

  A series of 2-pyrimidyl-5-amidothiophenes has been synthesized and evaluated for AKT inhibition. SAR studies resulted in potent inhibitors of AKT with IC(50) values as low as single digit nanomolar as represented by compound 2aa. Compound 2aa showed cellular activity including antiproliferation and downstream target modulation. Selectivity profile is described. A co-crystal of 2aa with PKA is determined and discussed.

  DOI：

  10.1016/j.bmcl.2006.05.092
• 作为产物：
  描述：

  5-乙酰基噻吩-2-甲酸 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 88.0h， 生成 5-(3-dimethylaminoacryloyl)thiophene-2-carboxylic acid methyl ester
  参考文献：
  名称：

  [EN] 3-OXO-TETRAHYDRO-FURO[3,2-B]PYRROL-4(5H)-YL) DERIVATIVES I
  [FR] DÉRIVÉS 3-OXO-TÉTRAHYDRO-FURO [3,2-B] PYRROL -4 (5H)-YL)

  摘要：

  这项发明涉及作为双重CatS/K抑制剂的酰胺氧代四氢-2H-呋喃[3.2-b]吡咯-4(5H)-基)衍生物，以及含有这些化合物的药物组合物，还涉及这些化合物用于治疗和/或预防疼痛以及其他疾病和/或紊乱。

  公开号：

  WO2015161928A1

文献信息

• [EN] SUBSTITUTED THIOPHENE DERIVATIVES AS ANTI-CANCER AGENTS<br/>[FR] DERIVES DU THIOPHENE SUBSTITUES EN TANT QU'AGENTS ANTICANCEREUX
  申请人：CHIRON CORP

  公开号：WO2005095386A1

  公开（公告）日：2005-10-13

  The present invention relates to new substituted five-membered compounds and pharmaceutically acceptable salts, esters or prodrugs thereof, compositions of the new compounds together with pharmaceutically acceptable carriers, and uses of the new compounds. The compounds of the invention have the following general formula (I).

  本发明涉及新的取代五元化合物及其药用盐、酯或前药，新化合物与药用载体的组合物，以及新化合物的用途。本发明的化合物具有以下一般式（I）。
• PHOTOLUMINESCENT MOLECULAR COMPLEX AND METHOD FOR DETERMINING OF THE CONCENTRATION OF SAID MOLECULAR COMPLEX
  申请人：Uri Asko

  公开号：US20140057284A1

  公开（公告）日：2014-02-27

  The invention concerns novel molecular complexes with photoluminescent probes whose specific association with purine-binding proteins leads to increased emission of long lifetime luminescence, and the application of the probes for monitoring activity of protein kinases (PKs) and other purine-binding proteins, screening of compounds as inhibitors of PKs and characterization of inhibitors targeted to the kinase, and methods of manufacturing of such probes. The invention concerns also the use of the improved method for monitoring activity of protein kinases in living cells, characterization of inhibitors of protein kinases, analysis of protein kinase-based disease biomarkers and other tasks of biological and medical importance.

  本发明涉及新型分子复合物，其中包含光致发光探针，其与嘌呤结合蛋白的特定结合导致发射长寿命荧光的增加，以及探针在监测蛋白激酶（PKs）和其他嘌呤结合蛋白的活性、筛选PKs抑制剂化合物和定向于激酶的抑制剂的表征以及制造这种探针的方法。本发明还涉及改进的方法用于监测活细胞中的蛋白激酶活性，表征蛋白激酶抑制剂，分析基于蛋白激酶的疾病生物标志物和其他生物和医学重要任务的使用。
• A PHOTOLUMINESCENT PROBE
  申请人：University of Tartu

  公开号：EP2482072B1

  公开（公告）日：2016-07-06
• Effect of the structure of adenosine mimic of bisubstrate-analog inhibitors on their activity towards basophilic protein kinases
  作者：Erki Enkvist、Marie Kriisa、Mart Roben、Grete Kadak、Gerda Raidaru、Asko Uri

  DOI：10.1016/j.bmcl.2009.09.026

  日期：2009.11

  Previously reported structural fragments that associate with the ATP-binding pocket of basophilic protein kinases were conjugated with D-arginine-containing peptides. Inhibitory potency of the resulting bisubstrate-analog inhibitors towards PKA and ROCK-II extended to subnanomolar range. The conjugates incorporating 2-pyrimidyl-5-amidothiophene fragment had the highest activity and at 100 nM concentration exhibited over 80% inhibition of most of the tested basophilic kinases of the AGC group. (C) 2009 Elsevier Ltd. All rights reserved.
• [EN] 3-OXO-TETRAHYDRO-FURO[3,2-B]PYRROL-4(5H)-YL) DERIVATIVES I<br/>[FR] DÉRIVÉS 3-OXO-TÉTRAHYDRO-FURO [3,2-B] PYRROL -4 (5H)-YL)
  申请人：GRUENENTHAL GMBH

  公开号：WO2015161928A1

  公开（公告）日：2015-10-29

  The invention relates to amidic oxotetrahydro-2H-furo[3.2-b]pyrrol-4(5H)-yl) derivatives as dual CatS/K inhibitors, to pharmaceutical compositions containing these compounds and also to these compounds for use in the treatment and/or prophylaxis of pain and further diseases and/or disorders.

  这项发明涉及作为双重CatS/K抑制剂的酰胺氧代四氢-2H-呋喃[3.2-b]吡咯-4(5H)-基)衍生物，以及含有这些化合物的药物组合物，还涉及这些化合物用于治疗和/或预防疼痛以及其他疾病和/或紊乱。