4-(6-methylpyridin-2-yl)-5-([1,2,4]triazolo[1,5-a]-pyridin-6-yl)thiazol-2-amine | 1415663-76-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三唑并吡啶类
• 英文名称: 4-(6-methylpyridin-2-yl)-5-([1,2,4]triazolo[1,5-a]-pyridin-6-yl)thiazol-2-amine
• 英文别名: 4-(6-methylpyridin-2-yl)-5-([1,2,4]triazolo[1,5-α]pyridin-6-yl)thiazol-2-amine；4-(6-Methylpyridin-2-yl)-5-([1,2,4]triazolo[1,5-a]pyridin-6-yl)-1,3-thiazol-2-amine；4-(6-methylpyridin-2-yl)-5-([1,2,4]triazolo[1,5-a]pyridin-6-yl)-1,3-thiazol-2-amine
• CAS: 1415663-76-1
• 化学式: C₁₅H₁₂N₆S
• 分子量: 308.366
• InChiKey: JSGJGNVSNLTHED-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  110
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-(6-methylpyridin-2-yl)-5-([1,2,4]triazolo[1,5-a]-pyridin-6-yl)thiazol-2-amine 在 双氧水 、 caesium carbonate 、 sodium hydroxide 作用下， 以 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 4-[[[4-(6-Methylpyridin-2-yl)-5-([1,2,4]triazolo[1,5-a]pyridin-6-yl)-1,3-thiazol-2-yl]amino]methyl]benzamide
  参考文献：
  名称：

  Synthesis and biological evaluation of 2-benzylamino-4(5)-(6-methylpyridin-2-yl)-5(4)-([1,2,4]triazolo[1,5-a]-pyridin-6-yl)thiazoles as transforming growth factor-β type 1 receptor kinase inhibitors

  摘要：

  A series of 2-benzylamino-4(5)-(6-methylpyridin-2-yl)-5(4)-([1,2,4]triazolo[1,5-a]pyridin-6-yl)thiazoles 12a-ab, 13a, 13b, and 18a-d has been synthesized and evaluated for their ALK5 inhibitory activity in an enzyme assay and in a cell-based luciferase reporter assay. The N-(3-fluorobenzyl)-4-(6-methylpyridin-2-yl)-5-([1,2,4]triazolo[1,5-a]pyridin-6-yl)thiazol-2-amine (12b) inhibited ALK5 phosphorylation with an IC50 value of 7.01 nM and showed 61% inhibition at 30 nM in a luciferase reporter assay using HaCaT cells permanently transfected with p3TP-luc reporter construct. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.09.011
• 作为产物：
  描述：

  [1,2,4]三氮唑[1,5-A]吡啶-6-甲醛 在 溴 、 caesium carbonate 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 N,N-二甲基甲酰胺 、 异丙醇 为溶剂， 反应 20.0h， 生成 4-(6-methylpyridin-2-yl)-5-([1,2,4]triazolo[1,5-a]-pyridin-6-yl)thiazol-2-amine
  参考文献：
  名称：

  Synthesis and biological evaluation of 2-benzylamino-4(5)-(6-methylpyridin-2-yl)-5(4)-([1,2,4]triazolo[1,5-a]-pyridin-6-yl)thiazoles as transforming growth factor-β type 1 receptor kinase inhibitors

  摘要：

  A series of 2-benzylamino-4(5)-(6-methylpyridin-2-yl)-5(4)-([1,2,4]triazolo[1,5-a]pyridin-6-yl)thiazoles 12a-ab, 13a, 13b, and 18a-d has been synthesized and evaluated for their ALK5 inhibitory activity in an enzyme assay and in a cell-based luciferase reporter assay. The N-(3-fluorobenzyl)-4-(6-methylpyridin-2-yl)-5-([1,2,4]triazolo[1,5-a]pyridin-6-yl)thiazol-2-amine (12b) inhibited ALK5 phosphorylation with an IC50 value of 7.01 nM and showed 61% inhibition at 30 nM in a luciferase reporter assay using HaCaT cells permanently transfected with p3TP-luc reporter construct. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.09.011

文献信息

• 含氨基酸结构的咪唑和噻唑类衍生物及其制备方法和应用
  申请人：延边大学

  公开号：CN115466260A

  公开（公告）日：2022-12-13

  本发明公开了含氨基酸结构的咪唑和噻唑类衍生物，两种具有如下通式I和II所示结构的含氨基酸结构的咪唑和噻唑类化合物，及其在药学上可接受的盐或水合物： 以上通式中：R1为6元杂环，C2或C5烷基胺，C2苯基胺；R2为6元杂环，C2或C5烷基胺，C2苯基胺；X为O或S。
• Synthesis and biological evaluation of 2-benzylamino-4(5)-(6-methylpyridin-2-yl)-5(4)-([1,2,4]triazolo[1,5-a]-pyridin-6-yl)thiazoles as transforming growth factor-β type 1 receptor kinase inhibitors
  作者：Maddeboina Krishnaiah、Cheng Hua Jin、Domalapally Sreenu、Vura Bala Subrahmanyam、Kota Sudhakar Rao、Do-Hyun Son、Hyun-Ju Park、Seung Won Kim、Yhun Yhong Sheen、Dae-Kee Kim

  DOI：10.1016/j.ejmech.2012.09.011

  日期：2012.11

  A series of 2-benzylamino-4(5)-(6-methylpyridin-2-yl)-5(4)-([1,2,4]triazolo[1,5-a]pyridin-6-yl)thiazoles 12a-ab, 13a, 13b, and 18a-d has been synthesized and evaluated for their ALK5 inhibitory activity in an enzyme assay and in a cell-based luciferase reporter assay. The N-(3-fluorobenzyl)-4-(6-methylpyridin-2-yl)-5-([1,2,4]triazolo[1,5-a]pyridin-6-yl)thiazol-2-amine (12b) inhibited ALK5 phosphorylation with an IC50 value of 7.01 nM and showed 61% inhibition at 30 nM in a luciferase reporter assay using HaCaT cells permanently transfected with p3TP-luc reporter construct. (C) 2012 Elsevier Masson SAS. All rights reserved.