6-Anilino-3(2H)-pyridazinon | 1496-84-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 6-Anilino-3(2H)-pyridazinon
• 英文别名: 6-anilino-2H-pyridazin-3-one；6-phenylamino-2H-pyridazin-3-one；3-anilino-1H-pyridazin-6-one
• CAS: 1496-84-0
• 化学式: C₁₀H₉N₃O
• 分子量: 187.201
• InChiKey: LKZKJUMPMLNXOJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  14
• 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：
  53.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6-Anilino-3(2H)-pyridazinon 在 铁粉 、 caesium carbonate 、 溶剂黄146 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 生成 N⁴,N⁴-diethyl-N¹-(3-((6-oxo-3-(phenylamino)pyridazin-1(6H)-yl)methyl)phenyl)piperidine-1,4-dicarboxamide
  参考文献：
  名称：

  Discovery of novel 2,6-disubstituted pyridazinone derivatives as acetylcholinesterase inhibitors

  摘要：

  2,6-Disubstituted pyridazinone 4 was identified by HTS as a novel acetylcholinesterase (AChE) inhibitor. Under SAR development, compound 17e stood out as displaying high AChE inhibitory activity and AChE/butyrylcholinesterase (BuChE) selectivity in vitro. Docking studies revealed that 17e might interact with the catalytic active site (CAS) and the peripheral anionic site (PAS) simultaneously. Based on this novel binding information, 6-ortho-tolylamino and N-ethyl-N-isopropylacetamide substituted piperidine were disclosed as new PAS and CAS binders. (c) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.01.056
• 作为产物：
  描述：

  6-氯-N-苯基-3-吡嗪胺 在 甲酸 作用下， 以 水 为溶剂， 反应 264.0h， 生成 6-Anilino-3(2H)-pyridazinon
  参考文献：
  名称：

  Pyridazinone derivatives

  摘要：

  式(I)中D、R1、R2、R3、R4具有权利要求1中指示的含义的化合物是酪氨酸激酶的抑制剂，特别是对Met激酶的抑制剂，可用于治疗肿瘤。

  公开号：

  US20110269765A1

文献信息

• PYRIDAZINONE DERIVATIVES
  申请人：MERCK PATENT GMBH

  公开号：US20140148463A1

  公开（公告）日：2014-05-29

  Compounds of the formula (I) in which D, R 1 , R 2 , R 3 , R 4 have the meanings indicated in Claim 1 , are inhibitors of tyrosine kinases, in particular of Met kinase, and can be employed, inter alia, for the treatment of tumours.

  公式（I）的化合物，其中D，R1，R2，R3，R4具有声明1中指示的含义，是酪氨酸激酶的抑制剂，特别是Met激酶的抑制剂，可用于治疗肿瘤等疾病。
• Enhancing the cellular anti-proliferation activity of pyridazinones as c-met inhibitors using docking analysis
  作者：Weiqiang Xing、Jing Ai、Shiyu Jin、Zhangxing Shi、Xia Peng、Lang Wang、Yinchun Ji、Dong Lu、Yang Liu、Meiyu Geng、Youhong Hu

  DOI：10.1016/j.ejmech.2015.03.041

  日期：2015.5

  A series of 2, 6-disubstituted pyridazinone derivatives were evaluated and optimized for their c-Met inhibitory activity in enzyme and cellular assay. An analysis of the SAR results arising from computer modeling analysis of members of the library led to the proposal that in order to obtain optimal inhibitory activity in cellular systems the lipophilic/hydrophilic properties of individual structural fragments in the inhibitors need to match those of corresponding binding pockets in the enzyme. Guided by this proposal, the quinoline-pyridazinone 8a, containing hydrophobic 6-indolyl pyridazinone and quinoline moieties along with a hydrophilic morpholine terminal group, was designed and synthesized. The results of studies with this substance showed that it is a selective c-Met inhibitor with both a high enzyme inhibition IC50 value of 4.2 nM and a high EBC-1 cell proliferation inhibition 1050 value of 17 nM. (C) 2015 Elsevier Masson SAS. All rights reserved.
• YAMADA, TOSHIHIRO;NOBUHARA, YOUICHI;SHIMAMURA, HIROSHI;TSUKAMOTO, YOSHITS+, J. MED. CHEM., 1983, 26, N 3, 373-381
  作者：YAMADA, TOSHIHIRO、NOBUHARA, YOUICHI、SHIMAMURA, HIROSHI、TSUKAMOTO, YOSHITS+

  DOI：——

  日期：——
• PYRIDAZINONDERIVATE
  申请人：Merck Patent GmbH

  公开号：EP2373644B1

  公开（公告）日：2012-10-24
• US8853211B2
  申请人：——

  公开号：US8853211B2

  公开（公告）日：2014-10-07