2-oxo-2H-[1,2’-bipyridine]-3-carboxylic acid | 888721-11-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-oxo-2H-[1,2’-bipyridine]-3-carboxylic acid
• 英文别名: 2-Oxo-1-(pyridin-2-yl)-1,2-dihydropyridine-3-carboxylic acid；2-oxo-1-pyridin-2-ylpyridine-3-carboxylic acid
• CAS: 888721-11-7
• 化学式: C₁₁H₈N₂O₃
• 分子量: 216.196
• InChiKey: MTYGMEUMDAFSOY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  70.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-fluoro-4-((1H-pyrrolo[2,3-b]pyridin-4-yl)oxy)aniline 、 2-oxo-2H-[1,2’-bipyridine]-3-carboxylic acid 在 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 生成 N-(4-(1H-pyrrolo[2,3-b]pyridin-4-yloxy)-3-fluorophenyl)-2-oxo-1-(pyridin-2-yl)-1,2-dihydropyridine-3-carboxamide
  参考文献：
  名称：

  Discovery of Pyrrolopyridine−Pyridone Based Inhibitors of Met Kinase: Synthesis, X-ray Crystallographic Analysis, and Biological Activities

  摘要：

  Conformationally constrained 2-pyridone analogue 2 is a potent Met kinase inhibitor with an IC(50) value of 1.8 nM. Further SAR of the 2-pyridone based inhibitors of Met kinase led to potent 4-pyridone and pyridine N-oxide inhibitors Such as 3 and 4. The X-ray crystallographic data of the inhibitor 2 bound to the ATP binding site of Met kinase protein provided insight into the binding modes of these inhibitors, and the SAR of this series of analogues was rationalized. Many of these analogues showed potent anti proliferative activities against the Met dependent GTL-16 gastric carcinoma cell line. Compound 2 also inhibited Flt-3 and VEGFR-2 kinases with IC(50) values of 4 and 27 nM, respectively. It possesses a favorable pharmacokinetic profile in mice and demonstrates significant in vivo antitumor activity in the GTI-16 human gastric carcinoma xenograft model.

  DOI：

  10.1021/jm800476q
• 作为产物：
  描述：

  methyl 2-oxo-2H-[1 ,2’-bipyridine]-3-carboxylate 在 水 、 sodium hydroxide 作用下， 以 甲醇 为溶剂， 以68.1%的产率得到2-oxo-2H-[1,2’-bipyridine]-3-carboxylic acid
  参考文献：
  名称：

  [EN] PYRAZOLOPYRIDINE COMPOUNDS AS TAM INHIBITORS
  [FR] COMPOSÉS DE PYRAZOLOPYRIDINE COMME INHIBITEURS DE TAM

  摘要：

  The present disclosure relates to pyrazolopyridine compounds useful as inhibitors of TAM kinases, in particular as intibitors of AXL and MER kinases, as well as pharmaceutical compositions comprising these compounds and methods of treatment by administration of these compounds or the pharmaceutical compositions.

  公开号：

  WO2023051464A1

文献信息

• [EN] NAPHTHYRIDINE COMPOUNDS AS INHIBITORS OF MER TYROSINE KINASE AND AXL TYROSINE KINASE<br/>[FR] COMPOSÉS DE LA NAPHTYRIDINE EN TANT QU'INHIBITEURS DE LA TYROSINE KINASE MER ET DE LA TYROSINE KINASE AXL
  申请人：KINSENSUS LTD

  公开号：WO2021198709A1

  公开（公告）日：2021-10-07

  The present invention relates to compounds of Formula (I) that function as inhibitors of MerTK activity, to processes for the preparation of such compounds, to pharmaceutical compositions comprising them and to their use in the treatment of proliferative disorders, such as cancer, as well as other diseases or conditions in which (MerTK) activity is implicated: (I) Formula (I) wherein R1, X1, Ring A, Ring B and Ring C are each as defined herein.

  本发明涉及作为MerTK活性抑制剂的化合物（I）的公式，以及制备这些化合物的方法，包括含有它们的药物组合物以及它们在治疗增殖性疾病（如癌症）以及MerTK活性被牵涉的其他疾病或病况中的用途：（I）公式（I），其中R1、X1、环A、环B和环C分别如本文所定义。
• Fused heterocyclic kinase inhibitors
  申请人：Borzilleri M. Robert

  公开号：US20050288290A1

  公开（公告）日：2005-12-29

  In general, the instant invention comprises compounds of Formulas I and II including pharmaceutically acceptable salts thereof. The compounds of the invention are useful as protein kinase inhibitors and therefore are useful for treating cancer and other protein kinase mediated diseases.

  一般而言，本发明涉及公式I和II的化合物，包括其药学上可接受的盐。本发明的化合物可用作蛋白激酶抑制剂，因此可用于治疗癌症和其他蛋白激酶介导的疾病。
• Pyrrolotriazine kinase inhibitors
  申请人：Borzilleri Robert M.

  公开号：US20060004006A1

  公开（公告）日：2006-01-05

  In general, the instant invention comprises compounds of Formulas I and II including pharmaceutically acceptable salts thereof. The compounds of the invention are useful as protein kinase inhibitors and therefore are useful for treating cancer and other protein kinase mediated diseases.

  一般而言，本发明涉及公式I和II的化合物及其药学上可接受的盐。本发明的化合物可用作蛋白激酶抑制剂，因此可用于治疗癌症和其他蛋白激酶介导的疾病。
• US7173031B2
  申请人：——

  公开号：US7173031B2

  公开（公告）日：2007-02-06
• US7439246B2
  申请人：——

  公开号：US7439246B2

  公开（公告）日：2008-10-21