(S)-N-(1-amino-3-(2,4-dichlorophenyl)propan-2-yl)-2-(1H-pyrrolo[2,3-b]pyridin-4-yl)thiazole-5-carboxamide | 1261080-57-2

• 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: (S)-N-(1-amino-3-(2,4-dichlorophenyl)propan-2-yl)-2-(1H-pyrrolo[2,3-b]pyridin-4-yl)thiazole-5-carboxamide
• 英文别名: N-[(2S)-1-amino-3-(2,4-dichlorophenyl)propan-2-yl]-2-(1H-pyrrolo[2,3-b]pyridin-4-yl)-1,3-thiazole-5-carboxamide
• CAS: 1261080-57-2
• 化学式: C₂₀H₁₇Cl₂N₅OS
• 分子量: 446.36
• InChiKey: ILWUNGFIKSDJOY-ZDUSSCGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  125
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1H-Pyrrolo[2,3-b]pyridine 7-Oxide 在 四(三苯基膦)钯 、 bis[1,2-bis(diphenylphosphino)ferrocene]-palladium(0) 、 palladium 10% on activated carbon 、 水 、 氢气 、 potassium acetate 、 四甲基溴化铵 、 sodium hydride 、 potassium carbonate 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 、 sodium hydroxide 、 lithium hydroxide 、 甲基磺酸酐 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 15.17h， 生成 (S)-N-(1-amino-3-(2,4-dichlorophenyl)propan-2-yl)-2-(1H-pyrrolo[2,3-b]pyridin-4-yl)thiazole-5-carboxamide
  参考文献：
  名称：

  New thiazole carboxamides as potent inhibitors of Akt kinases

  摘要：

  A new series of 2-substituted thiazole carboxamides were identified as potent pan inhibitors against all three isoforms of Akt (Akt1, Akt2 and Akt3) by systematic optimization of weak screening hit N-(1-amino-3-phenylpropan-2-yl)-2-phenylthiazole-5-carboxamide (1). One of the most potent compounds, 5m, inhibited the kinase activities of Akt1, Akt2 and Akt3 with IC50 values of 25, 196 and 24 nM, respectively. The compound also potently inhibited the phosphorylation of downstream MDM2 and GSK3 beta proteins, and displayed strongly antiproliferative activity in prostate cancer cells. The inhibitors might serve as lead compounds for further development of novel effective anticancer agents. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.11.080

文献信息

• Phosphatase Binding Compounds and Methods of Using Same
  申请人：Yale University

  公开号：US20200268897A1

  公开（公告）日：2020-08-27

  The present invention provides bifunctional compounds that efficiently dephosphorylate certain phospho-activated target proteins. Such target proteins can be any protein involved in the pathway of a disease or disorder, such as but not limited to cancer, neurodegeneration, metabolic disease, diabetes, insulin resistance, and so forth.