2',3'-difluorobiphenyl-2-carbonitrile | 1238333-69-1

• 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: 2',3'-difluorobiphenyl-2-carbonitrile
• 英文别名: 2-(2,3-Difluorophenyl)benzonitrile
• CAS: 1238333-69-1
• 化学式: C₁₃H₇F₂N
• 分子量: 215.202
• InChiKey: QDXQDFWZZPQZQQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  23.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2',3'-difluorobiphenyl-2-carbonitrile 在 potassium hydroxide 、 盐酸 作用下， 以 叔丁醇 、 水 为溶剂， 反应 0.5h， 以90%的产率得到4-fluorophenanthridin-6(5H)-one
  参考文献：
  名称：

  General method for the synthesis of substituted phenanthridin-6(5H)-ones using a KOH-mediated anionic ring closure as the key step

  摘要：

  Substituted phenanthridin-6(5H)-ones were obtained in a two-step procedure involving a Suzuki cross-coupling reaction followed by a KOH-mediated anionic ring closure. The influence of the nature and the position of the substituents on the cyclization step were studied. This methodology offers a general and practical route to diversely substituted phenanthridin-6(5H)-ones. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.05.014
• 作为产物：
  描述：

  2-溴苯腈 、 2,3-二氟苯硼酸 在 四(三苯基膦)钯 、 potassium phosphate monohydrate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.25h， 以73%的产率得到2',3'-difluorobiphenyl-2-carbonitrile
  参考文献：
  名称：

  General method for the synthesis of substituted phenanthridin-6(5H)-ones using a KOH-mediated anionic ring closure as the key step

  摘要：

  Substituted phenanthridin-6(5H)-ones were obtained in a two-step procedure involving a Suzuki cross-coupling reaction followed by a KOH-mediated anionic ring closure. The influence of the nature and the position of the substituents on the cyclization step were studied. This methodology offers a general and practical route to diversely substituted phenanthridin-6(5H)-ones. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.05.014

文献信息

• [EN] IMIDAZO-PYRIMIDINE DERIVATIVES AS LIGANDS FOR GABA RECEPTORS<br/>[FR] DERIVES D'IMIDAZO-PYRIMIDINE UTILISES COMME LIGANDS POUR LES RECEPTEURS GABA
  申请人：MERCK SHARP & DOHME

  公开号：WO2002074772A1

  公开（公告）日：2002-09-26

  A class of 3-phenylimidazo[1,2-a]pyrimidine derivatives, substituted at the meta position of the phenyl ring by a directly attached, optionally halo- and/or cyano-substituted aryl or heteroaryl group, and further substituted on the phenyl ring by one or two fluorine atoms, are selective ligands for GABAA receptors, in particular having good affinity for the α2 and/or α3 and/or α5 subunit thereof, and are accordingly of benefit in the treatment and/or prevention of adverse conditions of the central nervous system, including anxiety, convulsions and cognitive disorders.

  一类3-苯基咪唑[1,2-a]嘧啶衍生物，取代苯环的间位，直接连接一个可选择的卤素和/或氰基取代的芳基或杂环基团，并在苯环上进一步取代一个或两个氟原子，是选择性的GABAA受体配体，特别是对其α2和/或α3和/或α5亚单位具有良好的亲和力，因此对于治疗和/或预防中枢神经系统的不良症状，包括焦虑、惊厥和认知障碍具有益处。
• PHENYL-[1,2,4]-OXADIAZOL-5-ONE DERIVATIVES WITH PHENYL GROUP, PROCESSES FOR THEIR PREPARATION AND THEIR USE AS PHARMACEUTICALS
  申请人：Sanofi-Aventis

  公开号：EP1931660A2

  公开（公告）日：2008-06-18
• HETEROMONOCYCLIC COMPOUND AND USE THEREOF
  申请人：Takeda Pharmaceutical Company Limited

  公开号：EP2074117A2

  公开（公告）日：2009-07-01
• FUSED RING COMPOUND AND USE THEREOF
  申请人：Takeda Pharmaceutical Company Limited

  公开号：EP2384327A1

  公开（公告）日：2011-11-09
• [EN] PHENYL-[1,2,4]-OXADIAZOL-5-ONE DERIVATIVES WITH PHENYL GROUP, PROCESSES FOR THEIR PREPARATION AND THEIR USE AS PHARMACEUTICALS<br/>[FR] DERIVES DE PHENYL-[1,2,4]-OXADIAZOL-5-ONE A GROUPE PHENYLE : PROCEDES DE PREPARATION ET UTILISATION COMME PRODUITS PHARMACEUTIQUES
  申请人：SANOFI AVENTIS DEUTSCHLAND

  公开号：WO2007039178A2

  公开（公告）日：2007-04-12

  [EN] The invention relates to phenyl-[1 ,2,4]-oxadiazol-5-one derivatives with phenyl group in all its stereoisomeric forms and mixtures in any ratio, and its physiologically acceptable salts and tautomeric forms showing PPARdelta agonist activity. What is described are compounds of the formula (I), wherein the radicals are as defined, and their physiologically acceptable salts and processes for their preparations. The compounds are suitable for the treatment and/or prevention of disorders of fatty acid metabolism and glucose utilization disorders as well as of disorders in which insulin resistance is involved and demyelinating and other neurodegenerative disorders of the central and peripheral nervous system.
  [FR] L'invention concerne des dérivés de phényl-[1,2,4]-oxadiazol-5-one à groupe phényle sous toutes leurs formes stéréoisomères et leurs mélanges dans des proportions quelconques, ainsi que les sels physiologiquement acceptables et les formes tautomères de ceux-ci qui exercent une activité agoniste sur les récepteurs PPAR?. L'invention décrit ainsi des composés représentés par la formule (I), dans laquelle les radicaux sont tels que définis dans la description, ainsi que les sels physiologiquement acceptables de ceux-ci et les procédés utilisés pour les obtenir. Ces composés sont utilisés pour traiter et/ou prévenir les troubles du métabolisme des acides gras, les troubles de l'utilisation du glucose, les troubles impliquant l'insulinorésistance et la démyélinisation, ainsi que d'autres troubles neurodégénératifs du système nerveux central et périphérique.