5-(2-Methanesulfonyl-pyrimidin-4-yl)-thiophene-2-carboxylic acid [2-(2,4-dichloro-phenyl)-ethyl]-amide | 866523-72-0

• 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-(2-Methanesulfonyl-pyrimidin-4-yl)-thiophene-2-carboxylic acid [2-(2,4-dichloro-phenyl)-ethyl]-amide
• 英文别名: N-[2-(2,4-dichlorophenyl)ethyl]-5-(2-methylsulfonylpyrimidin-4-yl)thiophene-2-carboxamide
• CAS: 866523-72-0
• 化学式: C₁₈H₁₅Cl₂N₃O₃S₂
• 分子量: 456.373
• InChiKey: GHZQMQFDKFZEMI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  126
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5-(2-Methanesulfonyl-pyrimidin-4-yl)-thiophene-2-carboxylic acid [2-(2,4-dichloro-phenyl)-ethyl]-amide 、 C.I.酸性橙108 以 1,4-二氧六环 为溶剂， 反应 4.0h， 生成 N-[2-(2,4-dichlorophenyl)ethyl]-5-{2-[(2-hydroxyethyl)amino]pyrimidin-4-yl}thiophene-2-carboxamide
  参考文献：
  名称：

  [EN] SUBSTITUTED THIOPHENE DERIVATIVES AS ANTI-CANCER AGENTS
  [FR] DERIVES DU THIOPHENE SUBSTITUES EN TANT QU'AGENTS ANTICANCEREUX

  摘要：

  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）。

  公开号：

  WO2005095386A1
• 作为产物：
  描述：

  5-乙酰基噻吩-2-甲酸 在 吡啶 、 sodium methylate 、 间氯过氧苯甲酸 作用下， 以 甲醇 、 二氯甲烷 、 水 、 甲苯 为溶剂， 反应 128.0h， 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

文献信息

• SUBSTITUTED 2,5-HETEROCYCLIC DERIVATIVES
  申请人：Lin Xiaodong

  公开号：US20080255120A1

  公开（公告）日：2008-10-16

  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:

  本发明涉及新的取代五元化合物及其药学上可接受的盐、酯或前药，新化合物与药学上可接受的载体的组合物，以及新化合物的用途。本发明的化合物具有以下一般式：
• US7470701B2
  申请人：——

  公开号：US7470701B2

  公开（公告）日：2008-12-30
• Discovery of 2-pyrimidyl-5-amidothiophenes as potent inhibitors for AKT: Synthesis and SAR studies
  作者：Xiaodong Lin、Jeremy M. Murray、Alice C. Rico、Michael X. Wang、Daniel T. Chu、Yasheen Zhou、Merci Del Rosario、Susan Kaufman、Sylvia Ma、Eric Fang、Kenneth Crawford、A.B. Jefferson

  DOI：10.1016/j.bmcl.2006.05.092

  日期：2006.8

  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.
• [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）。