5-chloro-7-(4H-1,2,4-triazol-3-yl)benzo[c][2,6]naphthyridine | 1186041-90-6

• 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: 5-chloro-7-(4H-1,2,4-triazol-3-yl)benzo[c][2,6]naphthyridine
• 英文别名: 5-chloro-7-(1H-1,2,4-triazol-5-yl)benzo[c][2,6]naphthyridine
• CAS: 1186041-90-6
• 化学式: C₁₄H₈ClN₅
• 分子量: 281.704
• InChiKey: HIWJMOYZDGWBHT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  67.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-chloro-7-(4H-1,2,4-triazol-3-yl)benzo[c][2,6]naphthyridine 、 2-氯-N-甲基苯胺 以 N-甲基吡咯烷酮 为溶剂， 生成 N-(2-chlorophenyl)-N-methyl-7-(1H-1,2,4-triazol-5-yl)benzo[c][2,6]naphthyridin-5-amine
  参考文献：
  名称：

  7-(4H-1,2,4-Triazol-3-yl)benzo[c][2,6]naphthyridines: A novel class of Pim kinase inhibitors with potent cell antiproliferative activity

  摘要：

  A novel class of pan-Pim kinase inhibitors was designed by modifying the CK2 inhibitor CX-4945. Introduction of a triazole or secondary amide functionality on the C-7 position and 2'-halogenoanilines on C-5 resulted in potent inhibitors of the Pim-1 and Pim-2 isoforms, with many analogs active at single digit nanomolar concentrations. The molecules inhibited the phosphorylation at Serine 112 of the apoptosis effector BAD, and had potent antiproliferative effects on the AML cell line MV-4-11 ( IC50 < 30 nM). This work delivers an excellent lead-optimization platform for Pim targeting anticancer therapies. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.09.059
• 作为产物：
  描述：

  7-(4H-1,2,4-triazol-3-yl)benzo[c][2,6]naphthyridin-5(6H)-one 在 三氯氧磷 作用下， 以 乙腈 为溶剂， 生成 5-chloro-7-(4H-1,2,4-triazol-3-yl)benzo[c][2,6]naphthyridine
  参考文献：
  名称：

  PROTEIN KINASE MODULATORS

  摘要：

  该发明部分涉及具有特定生物活性的分子，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。该发明的分子可以调节Pim激酶活性和/或FMS样酪氨酸激酶（Flt）活性。该发明还涉及使用这些分子的方法。

  公开号：

  US20090239859A1

文献信息

• Protein kinase modulators
  申请人：Cylene Pharmaceuticals, Inc.

  公开号：US08168651B2

  公开（公告）日：2012-05-01

  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 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特定生物活性的分子，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。本发明的分子可以调节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。
• US8168651B2
  申请人：——

  公开号：US8168651B2

  公开（公告）日：2012-05-01
• [EN] PROTEIN KINASE MODULATORS<br/>[FR] MODULATEURS DE PROTÉINES KINASES
  申请人：CYLENE PHARMACEUTICALS INC

  公开号：WO2009108912A1

  公开（公告）日：2009-09-03

  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 Pim kinase activity and/or FMS-like tyrosine kinase (Ht) activity. The invention also relates in part to methods for using such molecules.