ethyl 1-[3-(ethoxycarbonyl)-2-nitrophenyl]-1H-imidazole-5-carboxylate | 1255927-31-1

• 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: ethyl 1-[3-(ethoxycarbonyl)-2-nitrophenyl]-1H-imidazole-5-carboxylate
• 英文别名: ethyl 3-(3-ethoxycarbonyl-2-nitrophenyl)imidazole-4-carboxylate
• CAS: 1255927-31-1
• 化学式: C₁₅H₁₅N₃O₆
• 分子量: 333.301
• InChiKey: UEZUQCMWBUKPFG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  116
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  ethyl 1-[3-(ethoxycarbonyl)-2-nitrophenyl]-1H-imidazole-5-carboxylate 在 铁粉 异丙醇 、 hexanes 作用下， 以 溶剂黄146 、 水 为溶剂， 反应 0.5h， 以hexanes to afford ethyl 4-oxo-4,5-dihydroimidazo[1,5-a]quinoxaline-6-carboxylate (124 mg, 27%) as a tan solid的产率得到Ethyl 4-oxo-4,5-dihydroimidazo[1,5-a]quinoxaline-6-carboxylate
  参考文献：
  名称：

  NOVEL PROTEIN KINASE MODULATORS

  摘要：

  本发明提供了抑制选择性激酶（Pim、Flt和/或CK2激酶）的化合物和含有这些化合物的组合物。这些化合物和组合物对于治疗增殖性疾病，如癌症，以及其他与激酶相关的疾病包括炎症、疼痛、某些感染和免疫性疾病非常有用。

  公开号：

  US20100298302A1
• 作为产物：
  描述：

  3-氨基-2-硝基苯甲酸乙酯 在 potassium carbonate 作用下， 以 甲醇 为溶剂， 生成 ethyl 1-[3-(ethoxycarbonyl)-2-nitrophenyl]-1H-imidazole-5-carboxylate
  参考文献：
  名称：

  Novel potent dual inhibitors of CK2 and Pim kinases with antiproliferative activity against cancer cells

  摘要：

  A novel family of potent dual inhibitors of CK2 and the Pim kinases was discovered by modifying the scaffolds of tricyclic Pim inhibitors. Several analogs were active at single digit nanomolar IC50 values against CK2 and the Pim isoforms Pim-1 and Pim-2. The molecules displayed antiproliferative activity in various cell phenotypes in the low micromolar and submicromolar range, providing an excellent starting point for further drug discovery optimization. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.02.099

文献信息

• [EN] NOVEL PROTEIN KINASE MODULATORS<br/>[FR] MODULATEURS INÉDITS DES PROTÉINES KINASES
  申请人：CYLENE PHARMACEUTICALS INC

  公开号：WO2010135571A1

  公开（公告）日：2010-11-25

  The invention provides compounds that inhibit selected kinases (Pirn, Fit and/or CK2 kinases) and compositions containing such compounds. These compounds and compositions are useful for treating proliferative disorders such as cancer, as well as other kinase-associated conditions including inflammation, pain, and certain infections and immunological disorders.

  该发明提供了抑制特定激酶（Pirn、Fit和/或CK2激酶）的化合物，以及含有这些化合物的组合物。这些化合物和组合物可用于治疗增生性疾病，如癌症，以及其他与激酶相关的疾病，包括炎症、疼痛、某些感染和免疫性疾病。
• Novel potent dual inhibitors of CK2 and Pim kinases with antiproliferative activity against cancer cells
  作者：Fabrice Pierre、Collin F. Regan、Marie-Claire Chevrel、Adam Siddiqui-Jain、Diwata Macalino、Nicole Streiner、Denis Drygin、Mustapha Haddach、Sean E. O’Brien、William G. Rice、David M. Ryckman

  DOI：10.1016/j.bmcl.2012.02.099

  日期：2012.5

  A novel family of potent dual inhibitors of CK2 and the Pim kinases was discovered by modifying the scaffolds of tricyclic Pim inhibitors. Several analogs were active at single digit nanomolar IC50 values against CK2 and the Pim isoforms Pim-1 and Pim-2. The molecules displayed antiproliferative activity in various cell phenotypes in the low micromolar and submicromolar range, providing an excellent starting point for further drug discovery optimization. (C) 2012 Elsevier Ltd. All rights reserved.
• NOVEL PROTEIN KINASE MODULATORS
  申请人：PIERRE Fabrice

  公开号：US20100298302A1

  公开（公告）日：2010-11-25

  The invention provides compounds that inhibit selected kinases (Pim, Flt and/or CK2 kinases) and compositions containing such compounds. These compounds and compositions are useful for treating proliferative disorders such as cancer, as well as other kinase-associated conditions including inflammation, pain, and certain infections and immunological disorders.

  本发明提供了抑制选择性激酶（Pim、Flt和/或CK2激酶）的化合物和含有这些化合物的组合物。这些化合物和组合物对于治疗增殖性疾病，如癌症，以及其他与激酶相关的疾病包括炎症、疼痛、某些感染和免疫性疾病非常有用。