3-[[[4-(6-methyl-2-pyridinyl)-5-[1,2,4]triazolo[1,5-a]pyridin-6-yl-2-thiazolyl]amino]methyl]benzonitrile | 1383123-98-5

• 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: 3-[[[4-(6-methyl-2-pyridinyl)-5-[1,2,4]triazolo[1,5-a]pyridin-6-yl-2-thiazolyl]amino]methyl]benzonitrile
• 英文别名: 3-((5-([1,2,4]triazolo[1,5-a]pyridin-6-yl)-4-(6-methylpyridin-2-yl)thiazol-2-ylamino)methyl)benzonitrile；EW-7203；3-[[[4-(6-methylpyridin-2-yl)-5-([1,2,4]triazolo[1,5-a]pyridin-6-yl)-1,3-thiazol-2-yl]amino]methyl]benzonitrile
• CAS: 1383123-98-5
• 化学式: C₂₃H₁₇N₇S
• 分子量: 423.501
• InChiKey: CBDNDJPIMQLOAF-UHFFFAOYSA-N

物化性质

• 密度：
  1.38±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  31
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  120
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  3-[[[4-(6-methyl-2-pyridinyl)-5-[1,2,4]triazolo[1,5-a]pyridin-6-yl-2-thiazolyl]amino]methyl]benzonitrile 在 双氧水 、 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 3.0h， 以60%的产率得到3-[[[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 21.0h， 生成 3-[[[4-(6-methyl-2-pyridinyl)-5-[1,2,4]triazolo[1,5-a]pyridin-6-yl-2-thiazolyl]amino]methyl]benzonitrile
  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

• 1,2-DIHYDRO-3H-PYRAZOL-3-ONE COMPOUNDS AND METHODS OF USING SAME
  申请人：Frequency Therapeutics, Inc.

  公开号：US20200316089A1

  公开（公告）日：2020-10-08

  The present disclosure relates to 1,2-dihydro-3H-pyrazol-3-one compounds and methods of using them to induce self-renewal of stem/progenitor supporting cells, including inducing the stem/progenitor cells to proliferate while maintaining, in the daughter cells, the capacity to differentiate into tissue cells.

  本公开涉及1,2-二氢-3H-吡唑-3-酮化合物及其使用方法，用于诱导干/祖细胞支持细胞的自我更新，包括诱导干/祖细胞增殖，同时维持子细胞中分化成组织细胞的能力。
• 1H-pyrrole-2,5-dione compounds and methods of using same
  申请人：Frequency Therapeutics, Inc.

  公开号：US11066419B2

  公开（公告）日：2021-07-20

  The present invention relates to 1H-pyrrole-2,5-dione compounds and methods of using them to induce self-renewal of stem/progenitor supporting cells, including inducing the stem/progenitor cells to proliferate while maintaining, in the daughter cells, the capacity to differentiate into tissue cells.

  本发明涉及 1H-吡咯-2,5-二酮化合物和使用它们诱导干/祖支持细胞自我更新的方法，包括诱导干/祖细胞增殖，同时保持子细胞分化成组织细胞的能力。
• METHODS OF PREDICTING AND PREVENTING CANCER IN PATIENTS HAVING PREMALIGNANT LESIONS
  申请人：INSERM (Institut National de la Santé et de la Recherche Médicale)

  公开号：EP3947737A2

  公开（公告）日：2022-02-09
• Compositions and Methods for Treating and Preventing Neointimal Stenosis
  申请人：Breuer Christopher

  公开号：US20140348889A1

  公开（公告）日：2014-11-27

  Methods for treating or preventing neointima stenosis are disclosed. The methods generally involve the use of a TGFβ inhibitor, a SMAD2 inhibitor, an FGF Receptor agonist, a Let-7 agonist, or a combination thereof, to inhibit endothelial-to-mesenchymal transition (Endo-MT) of vascular endothelial cells into smooth muscle cells (SMC) at sites of endothelial damage. The disclosed methods can therefore be used to prevent or inhibit neointimal stenosis or restenosis, e.g., after angioplasty, vascular graft, or stent. Also disclosed are methods for increasing the patency of biodegradable, synthetic vascular grafts using a composition that inhibits Endo-MT. A cell-free tissue engineered vascular graft (TEVG) produced by this method is also disclosed.
• 1H-PYRROLE-2,5-DIONE COMPOUNDS AND METHODS OF USING THEM TO INDUCE SELF-RENEWAL OF STEM/PROGENITOR SUPPORTING CELLS
  申请人：Frequency Therapeutics, Inc.

  公开号：US20190352313A1

  公开（公告）日：2019-11-21

  The present invention relates to 1H-pyrrole-2,5-dione compounds and methods of using them to induce self-renewal of stem/progenitor supporting cells, including inducing the stem/progenitor cells to proliferate while maintaining, in the daughter cells, the capacity to differentiate into tissue cells.