4-(2-Fluoro-5-nitro-phenyl)-pyrimidine-5-carbonitrile | 425379-59-5

• 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-(2-Fluoro-5-nitro-phenyl)-pyrimidine-5-carbonitrile
• 英文别名: 4-(2-Fluoro-5-nitrophenyl)pyrimidine-5-carbonitrile
• CAS: 425379-59-5
• 化学式: C₁₁H₅FN₄O₂
• 分子量: 244.185
• InChiKey: DWQBEXIVYXPAIE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  18
• 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：
  95.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-(2-Fluoro-5-nitro-phenyl)-pyrimidine-5-carbonitrile 在 氢溴酸 、 tin(ll) chloride 、 copper(I) bromide 、 sodium nitrite 作用下， 以 乙醇 为溶剂， 反应 2.0h， 生成 4-[2-Fluoro-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-pyrimidine-5-carbonitrile
  参考文献：
  名称：

  Imidazo[1,2-b][1,2,4]triazines as α2/α3 subtype selective GABAA agonists for the treatment of anxiety

  摘要：

  Imidazo[1,2-a]pyrimidines and imidazo[1,2-b][1,2,4]triazines are ligands for the benzodiazepine binding site of GABA(A) receptors that are functionally selective for the alpha 2/alpha 3 subtypes over the alpha 1 subtype. SAR studies to optimise this functional selectivity, pharmacokinetic and behavioural data are described. (C) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.12.044
• 作为产物：
  描述：

  3-溴-4-氟硝基苯 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 potassium fluoride 、 tris(dibenzylideneacetone)dipalladium (0) 、 三叔丁基膦 、 potassium acetate 作用下， 以 四氢呋喃 、 1,4-二氧六环 为溶剂， 生成 4-(2-Fluoro-5-nitro-phenyl)-pyrimidine-5-carbonitrile
  参考文献：
  名称：

  Imidazo[1,2-b][1,2,4]triazines as α2/α3 subtype selective GABAA agonists for the treatment of anxiety

  摘要：

  Imidazo[1,2-a]pyrimidines and imidazo[1,2-b][1,2,4]triazines are ligands for the benzodiazepine binding site of GABA(A) receptors that are functionally selective for the alpha 2/alpha 3 subtypes over the alpha 1 subtype. SAR studies to optimise this functional selectivity, pharmacokinetic and behavioural data are described. (C) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.12.044

文献信息

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

  公开号：WO2002038568A1

  公开（公告）日：2002-05-16

  A class of 7-phenylimidazo [1,2-b][1,2,4]triazine derivatives, substituted at the meta position of the phenyl ring by an optionally substituted aryl or heteroaryl group which is directly attached or bridged by an oxygen atom or a -NH- linkage, being selective ligands for GABAA receptors, in particular having good affinity for the α2 and/or α3 and/or α5 subunit thereof, 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7-苯基咪唑[1,2-b][1,2,4]三嗪衍生物，取代苯环的间位上，由一个可选择取代的芳基或杂环芳基基团直接连接或通过氧原子或-NH-键桥接，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、惊厥和认知障碍是有益的。
• Imidazo-triazine derivatives as ligands for gaba receptors
  申请人：——

  公开号：US20040023964A1

  公开（公告）日：2004-02-05

  A class of 7-phenylimidazo[1,2-b][1,2,4]triazine derivatives, substituted at the meta position of the phenyl ring by an optionally substituted aryl or heteroaryl group which is directly attached or bridged by an oxygen atom or a —NH— linkage, being selective ligands for GABA A receptors, in particular having good affinity for the &agr;2 and/or &agr;3 and/or &agr;5 subunit thereof, 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7-苯基咪唑[1,2-b][1,2,4]三嗪衍生物，其苯环的间位被一个可选择取代的芳基或杂环芳基基团取代，该基团直接连接或由氧原子或-NH-键桥接，是选择性的GABAA受体配体，特别是具有良好的对α2和/或α3和/或α5亚单位的亲和力，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。
• IMIDAZO-TRIAZINE DERIVATIVES AS LIGANDS FOR GABA RECEPTORS
  申请人：MERCK SHARP & DOHME LTD.

  公开号：EP1343788A1

  公开（公告）日：2003-09-17
• US6936608B2
  申请人：——

  公开号：US6936608B2

  公开（公告）日：2005-08-30