Methyl 4-chlorothieno[3,4-C]quinoline-6-carboxylate | 1269468-15-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: Methyl 4-chlorothieno[3,4-C]quinoline-6-carboxylate
• CAS: 1269468-15-6
• 化学式: C₁₃H₈ClNO₂S
• 分子量: 277.731
• InChiKey: DAGDFWDKTCKDPF-UHFFFAOYSA-N

物化性质

• 沸点：
  453.2±40.0 °C(Predicted)
• 密度：
  1.460±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  67.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Methyl 4-chlorothieno[3,4-C]quinoline-6-carboxylate 在 水 、 sodium hydroxide 作用下， 以 N-甲基吡咯烷酮 、 乙醇 为溶剂， 生成 4-(phenylamino)thieno[3,4-c]quinoline-6-carboxylic acid
  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
• 作为产物：
  描述：

  methyl 4-oxo-5H-thieno[3,4-c]quinoline-6-carboxylate 在 三乙胺 、 三氯氧磷 作用下， 以 乙腈 为溶剂， 生成 Methyl 4-chlorothieno[3,4-C]quinoline-6-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

• NOVEL PROTEIN KINASE MODULATORS
  申请人：PIERRE Fabrice

  公开号：US20110065698A1

  公开（公告）日：2011-03-17

  The invention relates in part to molecules having certain biological activities that include, but are not limited to, inhibiting cell proliferation, modulating protein kinase activity and modulating polymerase activity. Molecules of the invention can modulate protein kinase CK2 activity, Pim kinase activity and/or FMS-like tyrosine kinase (Flt) activity. The invention also relates in part to methods for using such molecules.

  本发明部分涉及具有某些生物活性的分子，包括但不限于抑制细胞增殖、调节蛋白激酶活性和调节聚合酶活性等。本发明的分子可以调节蛋白激酶CK2活性、Pim激酶活性和/或类FMS酪氨酸激酶(Flt)活性。本发明部分还涉及使用这些分子的方法。
• 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.