4-chloro-5-iodo-2-methylpyridazin-3(2H)-one | 847026-47-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 4-chloro-5-iodo-2-methylpyridazin-3(2H)-one
• 英文别名: 4-chloro-5-iodo-2-methyl-3(2H)-pyridazinone；4-chloro-5-iodo-2-methylpyridazin-3-one
• CAS: 847026-47-5
• 化学式: C₅H₄ClIN₂O
• 分子量: 270.457
• InChiKey: PPBCBWDPKIDUMS-UHFFFAOYSA-N

物化性质

• 沸点：
  241.2±50.0 °C(Predicted)
• 密度：
  2.19±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  32.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-chloro-5-iodo-2-methylpyridazin-3(2H)-one 在 bis-triphenylphosphine-palladium(II) chloride 、 zinc chloride-2,2,6,6-tetramethylpiperidin-1-ide lithium chloride complex 、 sodium carbonate 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 水 为溶剂， 反应 40.08h， 生成 4-chloro-5-(2-chloro-4-fluorophenyl)-2-methyl-6-(4-methyl-3-pyridinyl)-3(2H)-pyridazinone
  参考文献：
  名称：

  WO2023/23242

  摘要：

  公开号：
• 作为产物：
  描述：

  4,5-二氯-2-甲基哒嗪-3-酮 在 sodium iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以57%的产率得到4-chloro-5-iodo-2-methylpyridazin-3(2H)-one
  参考文献：
  名称：

  三唑基和相关杂芳基取代基对 SNAr 反应的加速作用：氢键稳定过渡态的证据

  摘要：

  通过系统实验和密度泛函理论计算研究了 1,2,3-三唑基取代基对 SNAr 反应的显着加速作用。邻三唑基取代基的孤对电子通过与处于加成过渡态的胺亲核试剂形成优先氢键，在降低亲核加成的活化能方面发挥关键作用。在这一发现的扩展中，还发现了一系列具有相似电子对供体特性的相关杂芳基促进 SNAr 反应。实验确定的溶剂效应为这一原理提供了进一步的支持，该原理用于在二氟芳烃底物上实现邻位选择性取代。

  DOI：

  10.1021/jacs.5b06189

文献信息

• Synthesis of novel fused azecine ring systems through application of the tert-amino effect
  作者：Petra Dunkel、György Túrós、Attila Bényei、Krisztina Ludányi、Péter Mátyus

  DOI：10.1016/j.tet.2010.02.014

  日期：2010.3

  Novel fused azecine ring systems were synthesized via the microwave-assisted thermal isomerization of terphenyl or biphenyl-pyridazine compounds possessing a vinyl and a tert-amino group, through application of a new extension of the tert-amino effect. Substrates for the ring closure were prepared from ortho-dihalobenzene or pyridazinone by consecutive Suzuki couplings with ortho-sec-amino- and formylphenylboronic

  新的稠合环azecine系统是经由具有的乙烯基和三联苯或联苯哒嗪化合物的微波辅助的热异构化合成叔-氨基，通过的一个新的扩展的应用叔氨基的效果。从制备用于环合衬底邻-dihalobenzene或哒嗪酮通过连续Suzuki偶联与邻-仲丁基氨基甲酰基苯基和酸，然后所获得的醛的Knoevenagel缩合。
• [EN] SUBSTITUTED 5,6-DIPHENYL-3(2H)-PYRIDAZINONES FOR USE AS FUNGICIDES<br/>[FR] 5,6-DIPHÉNYL-3 (2H)-PYRIDAZINONES SUBSTITUÉES DESTINÉES À ÊTRE UTILISÉES COMME FONGICIDES
  申请人：FMC CORP

  公开号：WO2021163519A1

  公开（公告）日：2021-08-19

  Disclosed are compounds of Formula (1) including all geometric and stereoisomers, N-oxides, and salts thereof, wherein W, R1, R2, R3, R4, R5 m, n and p are as defined in the disclosure. Also disclosed are compositions containing the compounds of Formula (1) and methods for controlling plant disease caused by a fungal pathogen comprising applying an effective amount of a compound or a composition of the invention.

  公开了包括所有几何和立体异构体、N-氧化物和盐的化合物的结构式（1），其中W、R1、R2、R3、R4、R5、m、n和p的定义如公开内容所述。还公开了含有结构式（1）化合物的组合物以及用于控制由真菌病原体引起的植物疾病的方法，包括施用本发明的化合物或组合物的有效量。
• Discovery of a Potent, Cell Penetrant, and Selective p300/CBP-Associated Factor (PCAF)/General Control Nonderepressible 5 (GCN5) Bromodomain Chemical Probe
  作者：Philip G. Humphreys、Paul Bamborough、Chun-wa Chung、Peter D. Craggs、Laurie Gordon、Paola Grandi、Thomas G. Hayhow、Jameed Hussain、Katherine L. Jones、Matthew Lindon、Anne-Marie Michon、Jessica F. Renaux、Colin J. Suckling、David F. Tough、Rab K. Prinjha

  DOI：10.1021/acs.jmedchem.6b01566

  日期：2017.1.26

  p300/CREB binding pi-otein associated factor (PCAF/KAT2B) and general control nonderepressible 5 (GCNS/KAT2A) are multidomain proteins that have been implicated in retroviral infection, inflammation pathways, and cancer development. However, outside of viral replication, little is known about the dependence of these effects on the C-terminal bromodomain. Herein, we report GSK4027 as a chemical probe for the PCAF/GCN5 bromodomain, together with GSK4028 as an enantiomeric negative control. The probe was optimized from a weakly potent, nonselective p-yridazinone hit to deliver high potency for the PCAF/GCNS bromodomain, high solubility, cellular target engagement, and >= 18000-fold selectivity over the BET family, together with >= 70-fold selectivity over the wider bromodomain families.
• SUBSTITUTED 5,6-DIPHENYL-3(2H)-PYRIDAZINONES FOR USE AS FUNGICIDES
  申请人：FMC CORPORATION

  公开号：EP4103554A1

  公开（公告）日：2022-12-21
• [EN] TYK2 INHIBITORS AND USES THEREOF<br/>[FR] INHIBITEURS DE TYK2 ET LEURS UTILISATIONS
  申请人：[en]SUDO BIOSCIENCES LIMITED

  公开号：WO2023227946A1

  公开（公告）日：2023-11-30

  Described herein are compounds that are TYK2 inhibitors, methods of making such compounds, pharmaceutical compositions and medicaments comprising such compounds, and methods of using such compounds in the treatment of conditions, diseases, or disorders that would benefit from modulation of TYK2 activity. Formula (I):