1-(6-甲基吡啶-2-基)-2-(喹噁啉-6-基)乙酮 | 1334763-80-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 中文名称: 1-(6-甲基吡啶-2-基)-2-(喹噁啉-6-基)乙酮
• 英文名称: 1-(6-methyl-pyridin-2-yl)-2-quinoxalin-6-yl-ethanone
• 英文别名: 1-(6-methylpyridin-2-yl)-2-(quinoxalin-6-yl)ethanone；1-(6-Methylpyridin-2-yl)-2-(quinoxalin-6-yl)ethanone；1-(6-methylpyridin-2-yl)-2-quinoxalin-6-ylethanone
• CAS: 1334763-80-2
• 化学式: C₁₆H₁₃N₃O
• 分子量: 263.299
• InChiKey: SFVCBSILIQWLQV-UHFFFAOYSA-N

物化性质

• 熔点：
  128.6 °C
• 沸点：
  448.8±40.0 °C(Predicted)
• 密度：
  1.243±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  55.7
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  1-(6-甲基吡啶-2-基)-2-(喹噁啉-6-基)乙酮 在 caesium carbonate 、 溶剂黄146 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 生成 3-[3-(6-methylpyridin-2-yl)-4-(quinoxalin-6-yl)-1H-pyrazol-1-yl]-N-phenylpropanamide
  参考文献：
  名称：

  Synthesis and biological evaluation of 1-substituted-3(5)-(6-methylpyridin-2-yl)-4-(quinoxalin-6-yl)pyrazoles as transforming growth factor-β type 1 receptor kinase inhibitors

  摘要：

  A series of 1-substituted-3(5)-(6-methylpyridin-2-yl)-4-(quinoxalin-6-yl)pyrazoles 14a-d, 15a-d, 17a, 17b, 18a-d, 19a, and 19b has been synthesized and evaluated for their ALK5 inhibitory activity in an enzyme assay and in a cell-based luciferase reporter assay. The 2-[3-(6-methylpyridin-2-yl)-4-(quinoxalin-6-yl)-1H-pyrazol-1-yl]-N-phenylethanethioamide (18a) inhibited ALK5 phosphorylation with an IC50 value of 0.013 mu M and showed 80% inhibition at 0.1 mu M in a luciferase reporter assay using HaCaT cells permanently transfected with p3TP-luc reporter construct. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.05.063
• 作为产物：
  描述：

  ((6-甲基吡啶-2-基)(苯基氨基)甲基)磷酸二苯酯 、 喹喔啉-6-甲醛 在 caesium carbonate 、 盐酸 、 potassium hydroxide 作用下， 以 四氢呋喃 、 异丙醇 、 水 为溶剂， 反应 17.0h， 以79%的产率得到1-(6-甲基吡啶-2-基)-2-(喹噁啉-6-基)乙酮
  参考文献：
  名称：

  Synthesis and biological evaluation of 1-substituted-3(5)-(6-methylpyridin-2-yl)-4-(quinoxalin-6-yl)pyrazoles as transforming growth factor-β type 1 receptor kinase inhibitors

  摘要：

  A series of 1-substituted-3(5)-(6-methylpyridin-2-yl)-4-(quinoxalin-6-yl)pyrazoles 14a-d, 15a-d, 17a, 17b, 18a-d, 19a, and 19b has been synthesized and evaluated for their ALK5 inhibitory activity in an enzyme assay and in a cell-based luciferase reporter assay. The 2-[3-(6-methylpyridin-2-yl)-4-(quinoxalin-6-yl)-1H-pyrazol-1-yl]-N-phenylethanethioamide (18a) inhibited ALK5 phosphorylation with an IC50 value of 0.013 mu M and showed 80% inhibition at 0.1 mu M in a luciferase reporter assay using HaCaT cells permanently transfected with p3TP-luc reporter construct. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.05.063

文献信息

• 2-PYRIDYL SUBSTITUTED IMIDAZOLES AS ALK5 AND/OR ALK4 INHIBITORS
  申请人：LEE Ju Young

  公开号：US20130018052A1

  公开（公告）日：2013-01-17

  The present invention provides a novel 2-pyridyl substituted imidazole derivative, or a pharmaceutically acceptable salt or solvate thereof, which selectively inhibits the transforming growth factor-β (TGF-β) type I receptor (ALK5) and/or the activin type I receptor (ALK4); a pharmaceutical composition comprising same as an active ingredient; and a use of the 2-pyridyl substituted imidazole derivative for the manufacture of a medicament for preventing or treating a disease mediated by ALK5 and/or ALK4 receptors in a mammal.

  本发明提供了一种新型的2-吡啶基取代咪唑衍生物，或其药学上可接受的盐或溶剂，该衍生物选择性地抑制转化生长因子-β（TGF-β）类型I受体（ALK5）和/或活化素类型I受体（ALK4）；一种包含其作为活性成分的制药组合物；以及使用该2-吡啶基取代咪唑衍生物制造哺乳动物ALK5和/或ALK4受体介导的疾病的药物的用途。
• 2-pyridyl substituted imidazoles as ALK5 and/or ALK4 inhibitors
  申请人：Lee Ju Young

  公开号：US10155763B2

  公开（公告）日：2018-12-18

  The present invention provides a novel 2-pyridyl substituted imidazole derivative, or a pharmaceutically acceptable salt or solvate thereof, which selectively inhibits the transforming growth factor-β (TGF-β) type I receptor (ALK5) and/or the activin type I receptor (ALK4); a pharmaceutical composition comprising same as an active ingredient; and a use of the 2-pyridyl substituted imidazole derivative for the manufacture of a medicament for preventing or treating a disease mediated by ALK5 and/or ALK4 receptors in a mammal.

  本发明提供了一种新型 2-吡啶基取代的咪唑衍生物或其药学上可接受的盐或溶 剂，它可选择性地抑制转化生长因子-β（TGF-β）I 型受体（ALK5）和/或激活素 I 型受体（ALK4）；一种药物组合物，其活性成分包含上述成分；以及 2-吡啶基取代的咪唑衍生物在制造用于预防或治疗由哺乳动物体内 ALK5 和/或 ALK4 受体介导的疾病的药物中的用途。
• [EN] 2-PYRIDYL SUBSTITUTED IMIDAZOLES AS ALK5 AND/OR ALK4 INHIBITORS<br/>[FR] 2-PYRIDYLIMIDAZOLES SUBSTITUÉS UTILISÉS COMME INHIBITEURS D'ALK5 ET/OU D'ALK4
  申请人：SK CHEMICALS CO LTD

  公开号：WO2013009140A3

  公开（公告）日：2013-04-11
• Synthesis and biological evaluation of 1-substituted-3(5)-(6-methylpyridin-2-yl)-4-(quinoxalin-6-yl)pyrazoles as transforming growth factor-β type 1 receptor kinase inhibitors
  作者：Cheng Hua Jin、Domalapally Sreenu、Maddeboina Krishnaiah、Vura Bala Subrahmanyam、Kota Sudhakar Rao、Annaji Venkata Nagendra Mohan、Chul-Yong Park、Jee-Yeon Son、Do-Hyun Son、Hyun-Ju Park、Yhun Yhong Sheen、Dae-Kee Kim

  DOI：10.1016/j.ejmech.2011.05.063

  日期：2011.9

  A series of 1-substituted-3(5)-(6-methylpyridin-2-yl)-4-(quinoxalin-6-yl)pyrazoles 14a-d, 15a-d, 17a, 17b, 18a-d, 19a, and 19b has been synthesized and evaluated for their ALK5 inhibitory activity in an enzyme assay and in a cell-based luciferase reporter assay. The 2-[3-(6-methylpyridin-2-yl)-4-(quinoxalin-6-yl)-1H-pyrazol-1-yl]-N-phenylethanethioamide (18a) inhibited ALK5 phosphorylation with an IC50 value of 0.013 mu M and showed 80% inhibition at 0.1 mu M in a luciferase reporter assay using HaCaT cells permanently transfected with p3TP-luc reporter construct. (C) 2011 Elsevier Masson SAS. All rights reserved.