3-[6-chloro-2-fluoro-3-(5-methyl-6-oxo-1,6-dihydro-pyridazine-3-ylmethyl)-phenoxy]-5-fluoro-benzonitrile | 770717-00-5

• 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: 3-[6-chloro-2-fluoro-3-(5-methyl-6-oxo-1,6-dihydro-pyridazine-3-ylmethyl)-phenoxy]-5-fluoro-benzonitrile
• 英文别名: 3-[6-chloro-2-fluoro-3-(5-methyl-6-oxo-1,6-dihydro-pyridazin-3-ylmethyl)-phenoxy]-5-fluoro-benzonitrile；3-(6-Chloro-2-fluoro-3-((5-methyl-6-oxo-1,6-dihydropyridazin-3-yl)methyl)phenoxy)-5-fluorobenzonitrile；3-[6-chloro-2-fluoro-3-[(5-methyl-6-oxo-1H-pyridazin-3-yl)methyl]phenoxy]-5-fluorobenzonitrile
• CAS: 770717-00-5
• 化学式: C₁₉H₁₂ClF₂N₃O₂
• 分子量: 387.773
• InChiKey: IUUQWNJIQOXGIC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  74.5
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  在 sodium acetate 、 溶剂黄146 作用下， 生成 3-[6-chloro-2-fluoro-3-(5-methyl-6-oxo-1,6-dihydro-pyridazine-3-ylmethyl)-phenoxy]-5-fluoro-benzonitrile
  参考文献：
  名称：

  Discovery and optimization of pyridazinone non-nucleoside inhibitors of HIV-1 reverse transcriptase

  摘要：

  A series of benzyl pyridazinones were evaluated as HIV-1 non-nucleoside reverse transcriptase inhibitors (NNRTIs). Several members of this series showed good activity against the wild-type virus and NNRTI-resistant viruses. The binding of inhibitor 5a to HIV-RT was analyzed by surface plasmon resonance spectroscopy. Pharmacokinetic studies of 5a in rat and dog demonstrated that this compound has good oral bioavailability in animal species. The crystal structure of a complex between HIV-RT and inhibitor 4c is also described.

  DOI：

  10.1016/j.bmcl.2008.06.072

文献信息

• Process for preparing pyridazinone compounds
  申请人：Kertesz John Denis

  公开号：US20050234236A1

  公开（公告）日：2005-10-20

  The present invention provides a process for the preparation 6-[3-(hetero)aryloxy-2-fluoro-benzyl]-2H-pyridazin-3-one compounds 1 where R2 is an optionally substituted aryl or an optionally substituted heteroaryl, R 6 is NO 2 , NH 2 , alkyl, halogen, or a function group readily derived therefrom and R 4c is hydrogen or alkyl. There also is provided a process for the preparation of phenylacetic acid compounds 2, wherein R 2 and R 6 are as defined previously and R 5a is hydrogen or alkyl, which are useful for the preparation of pyridazinone compounds.

  本发明提供了一种制备6-[3-(杂)芳氧基-2-氟苯甲基]-2H-吡啶嗪-3-酮化合物1的方法，其中R2为可任选取代的芳基或可任选取代的杂芳基，R6为NO2、NH2、烷基、卤素或易于由此衍生的功能团，R4c为氢或烷基。本发明还提供了一种制备苯乙酸化合物2的方法，其中R2和R6如前所述定义，R5a为氢或烷基，这些化合物对于制备吡啶嗪酮化合物是有用的。
• [EN] PROCESS FOR PREPARING PYRIDAZINONE COMPOUNDS<br/>[FR] PROCEDE DE PREPARATION DE COMPOSES A BASE DE PYRIDAZINONE
  申请人：HOFFMANN LA ROCHE

  公开号：WO2005100323A1

  公开（公告）日：2005-10-27

  The present invention provides a process for the preparation 6-[3-(hetero)aryloxy-2-­fluoro-benzyl] -2H-pyridazin-3-one compounds of formula VIII wherein R2 is an optionally substituted aryl or an optionally substituted heteroaryl, X is C1-6 alkyl, halogen, or a function group readily derived therefrom and R5 is H, C02R5a or formula C; R5a is hydrogen or C1-6 alkyl; R4c is hydrogen or C1-6 alkyl.

  本发明提供了一种制备公式VIII中6-[3-(杂)芳氧基-2-氟苯基]-2H-吡啶并[3,2-c][1,2,4]三唑-3-酮化合物的方法，其中R2是可选取代芳基或可选取代杂环芳基，X是C1-6烷基，卤素或易于从中派生的功能基团，R5是H，C02R5a或公式C; R5a是氢或C1-6烷基; R4c是氢或C1-6烷基。
• Non-nucleoside reverse transcriptase inhibitors
  申请人：Dunn Patrick James

  公开号：US20050215554A1

  公开（公告）日：2005-09-29

  The present invention relates to a compounds according to formula I, methods for treating diseases mediated by human immunodeficieny virus by administration of a compound according to formula I and pharmaceutical compositions for treating diseases mediated by human immunodeficieny virus containing a compound according to formula I where R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 and R 8 are as defined herein.

  本发明涉及一种按照公式I所示的化合物，以及使用该化合物治疗由人类免疫缺陷病毒介导的疾病的方法，以及用于治疗由人类免疫缺陷病毒介导的疾病的制药组合物，其中R1、R2、R3、R4、R5、R6、R7和R8的定义如本文所述。
• Phenylacetic acid compounds
  申请人：Kertesz John Denis

  公开号：US20080108810A1

  公开（公告）日：2008-05-08

  The present invention provides a process for the preparation 6-[3-(hetero)aryloxy-2-fluoro-benzyl]-2H-pyridazin-3-one compounds 1 where R2 is an optionally substituted aryl or an optionally substituted heteroaryl, R 6 is NO 2 , NH 2 , alkyl, halogen, or a function group readily derived therefrom and R 4c is hydrogen or alkyl. There also is provided a process for the preparation of phenylacetic acid compounds 2, wherein R 2 and R 6 are as defined previously and R 5a is hydrogen or alkyl, which are useful for the preparation of pyridazinone compounds.

  本发明提供了一种制备6-[3-(杂)芳氧基-2-氟苯基]-2H-吡啶并[3,2-c][1,2,4]三唑-3-酮化合物1的方法，其中R2是可选取代的芳基或可选取代的杂环基，R6是NO2、NH2、烷基、卤素或可由其轻松衍生的官能团，R4是氢或烷基。本发明还提供了一种制备苯乙酸化合物2的方法，其中R2和R6如前所定义，R5是氢或烷基，这些化合物对于制备吡啶并酮化合物是有用的。
• PROCESS FOR PREPARING PYRIDAZINONE COMPOUNDS
  申请人：F.HOFFMANN-LA ROCHE AG

  公开号：EP1737827A1

  公开（公告）日：2007-01-03