2-(5-bromo-2-fluorophenyl)-3-fluoropyridine | 425379-44-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-(5-bromo-2-fluorophenyl)-3-fluoropyridine
• CAS: 425379-44-8
• 化学式: C₁₁H₆BrF₂N
• 分子量: 270.076
• InChiKey: NQIBQILAMKZKFE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  15
• 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：
  12.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(5-bromo-2-fluorophenyl)-3-fluoropyridine 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 potassium acetate 、 sodium carbonate 、 联硼酸新戊二醇酯 、 三氯氧磷 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 39.0h， 生成 3-chloro-5-[3-(3-fluoropyridin-2-yl)-4-fluorophenyl]pyridazine
  参考文献：
  名称：

  A Pyridazine Series of α2/α3 Subtype Selective GABA_A Agonists for the Treatment of Anxiety

  摘要：

  The development of a series of GABA(A) alpha 2/alpha 3 subtype selective pyridazine based benzodiazepine site agonists as anxiolytic agents with reduced sedative/ataxic potential is described, including the discovery of 16, a remarkably alpha 3-selective compound ideal for in vivo study. These ligands are antagonists at the alpha 1 subtype, with good CNS penetration and receptor occupancy, and excellent oral bioavailability.

  DOI：

  10.1021/jm051144x
• 作为产物：
  描述：

  2-氯-3-氟吡啶 在 potassium fluoride 、 tris(dibenzylideneacetone)dipalladium (0) 、 1,3-二溴-5,5-二甲基海因 、 三叔丁基膦 、 硫酸 作用下， 以 四氢呋喃 、 正己烷 、 水 、 乙腈 为溶剂， 反应 26.0h， 生成 2-(5-bromo-2-fluorophenyl)-3-fluoropyridine
  参考文献：
  名称：

  A Pyridazine Series of α2/α3 Subtype Selective GABA_A Agonists for the Treatment of Anxiety

  摘要：

  The development of a series of GABA(A) alpha 2/alpha 3 subtype selective pyridazine based benzodiazepine site agonists as anxiolytic agents with reduced sedative/ataxic potential is described, including the discovery of 16, a remarkably alpha 3-selective compound ideal for in vivo study. These ligands are antagonists at the alpha 1 subtype, with good CNS penetration and receptor occupancy, and excellent oral bioavailability.

  DOI：

  10.1021/jm051144x

文献信息

• [EN] FLUOROIMIDAZOPYRIMIDINES AS GABA-A ALPHA 2/3 LIGANDS FOR DEPRESSION/ANXIETY<br/>[FR] ANTIDEPRESSEUR / ANXIOLITIQUES A BASE DE FLUOROIMIDAZOPYRIMIDINES SERVANT DE LIGANDS ALPHA 2/3 DES GABA-A
  申请人：MERCK SHARP & DOHME

  公开号：WO2004065388A1

  公开（公告）日：2004-08-05

  The present invention provides a compound formula (I), or a pharmaceutically acceptable salt thereof: wherein W is phenyl or pyridyl; X1 represents hydrogen, halogen, C1-6 alkyl, trifluoromethyl or C1-6 alkoxy; X2 represents hydrogen or halogen; Y represents a chemical bond, an -NH- linkage or a group -OCnH2n-; Z represents an optionally substituted aryl or heteroaryl group; R1 represents hydrocarbon, a heterocyclic group, halogen, cyano, trifluoromethyl, nitro, -ORa, -SRa, -SORa, -SO2Ra, -SO2NRaRb, NRaRb, -NRaCORb, -NRaCO2Rb, -CORa, -CO2Ra, -CONRaRb or Cra=NORb; Ra and Rb independently represent hydrogen, hydrocarbon or a heterocyclic group; and n is zero, one, two or three; pharmaceutical compositions comprising it; its use in methods of treatment; use of it in the manufacture of medicaments to treat anxiety and/or depression; and methods of treatment for anxiety and/or depression using it.

  本发明提供了一个化合物公式(I)，或其药学上可接受的盐：其中W是苯基或吡啶基；X1代表氢、卤素、C1-6烷基、三氟甲基或C1-6烷氧基；X2代表氢或卤素；Y代表化学键、-NH-连接或-OCnH2n-基团；Z代表可选择取代的芳基或杂芳基；R1代表碳氢化合物、杂环基团、卤素、氰基、三氟甲基、硝基、-ORa、-SRa、-SORa、-SO2Ra、-SO2NRaRb、NRaRb、-NRaCORb、-NRaCO2Rb、-CORa、-CO2Ra、-CONRaRb或Cra=NORb；Ra和Rb独立地代表氢、碳氢化合物或杂环基团；n为零、一、二或三；包括它的药物组合物；其在治疗方法中的使用；将其用于制造治疗焦虑和/或抑郁症药物；以及使用它进行焦虑和/或抑郁症治疗的方法。
• [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。
• HTLV-III envelope peptides
  申请人：Hoffmann-La Roche Inc.

  公开号：US04772547A1

  公开（公告）日：1988-09-20

  The present disclosure relates to synthetic peptides derived from the conserved region of the HTLVIII envelope proteins. These peptides are useful as reagents for immunoassays for detection of AIDS antibodies, as components of immunogenic compositions useful as vaccines, and for the production of anti-bodies selective to said envelope protein and methods for detecting the presence of AIDS antibodies in biological fluid samples.

  本公开涉及从HTLVIII包膜蛋白的保守区域中派生的合成肽。这些肽对于用于检测艾滋病抗体的免疫测定试剂、用作疫苗的免疫原组分以及用于产生选择性对所述包膜蛋白的抗体和检测生物液体样品中艾滋病抗体存在的方法是有用的。
• 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。
• (1, 8) naphthyridines as gaba ligands, their pharmaceutical compositions and uses
  申请人：——

  公开号：US20040171633A1

  公开（公告）日：2004-09-02

  A class of [1,8] naphthyridine analogues which are substituted in the 4-position by a substituted phenyl ring. These compounds are ligands for GABA A receptors and useful in the therapy of deleterious mental states such as anxiety.

  这是一类1,8-萘啶类似物，其4位被取代的苯基环。这些化合物是GABAA受体的配体，可用于治疗焦虑等有害精神状态。