8-(4-Fluoro-phenyl)-4-(3-[1,2,3]triazol-1-yl-phenyl)-1,3-dihydro-benzo [b][1,4]diazepin-2-one | 335258-65-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯二氮卓类
• 英文名称: 8-(4-Fluoro-phenyl)-4-(3-[1,2,3]triazol-1-yl-phenyl)-1,3-dihydro-benzo [b][1,4]diazepin-2-one
• 英文别名: 8-(4-fluorophenyl)-4-[3-(triazol-1-yl)phenyl]-1,3-dihydro-1,5-benzodiazepin-2-one
• CAS: 335258-65-6
• 化学式: C₂₃H₁₆FN₅O
• 分子量: 397.411
• InChiKey: KMKWIXWGWYUKBT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  30
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  72.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  {4'-Fluoro-3-[3-oxo-3-(3-[1,2,3]triazol-1-yl-phenyl)-propionylamino]-biphenyl-4-yl}-carbamic acid tert.-butyl ester 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 8-(4-Fluoro-phenyl)-4-(3-[1,2,3]triazol-1-yl-phenyl)-1,3-dihydro-benzo [b][1,4]diazepin-2-one
  参考文献：
  名称：

  Synthesis and characterization of 1,3-dihydro-benzo[b][1,4]diazepin-2-one derivatives: Part 3. New potent non-competitive metabotropic glutamate receptor 2/3 antagonists

  摘要：

  A series of 1,3-dihydro-benzo[b][1,4]diazepin-2-one derivatives was evaluated as non-competitive mGluR2/3 antagonists. Replacement of the (2-aryl)-ethynyl-moiety in 8-position with smaller less lipophilic substituents produced compounds inhibiting the binding of [3H]-LY354740 to rat mGluR2 with low nanomolar affinity and consistent functional effect at both mGluR2 and mGluR3. These compounds were able to reverse LY354740-mediated inhibition of field excitatory postsynaptic potentials in the rat dentate gyrus and in vivo activity could be demonstrated by reversal of the LY354740-induced hypoactivity in mice after oral administration. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.02.076

文献信息

• Glutamate receptor antagonists
  申请人：Adam Geo

  公开号：US20060148791A1

  公开（公告）日：2006-07-06

  The present invention is a compound of formula wherein X is an ethynediyl group, R 1 , R 2 and R 3 are as defined in the specification.

  本发明是一个公式化合物，其中X是一个乙炔基团，R1、R2和R3如规范所定义。
• BENZODIAZEPINE DERIVATIVES AS METABOTROPIC GLUTAMATE RECEPTOR ANTAGONISTS
  申请人：F. HOFFMANN-LA ROCHE AG

  公开号：EP1224175B1

  公开（公告）日：2004-03-17
• US6509328B1
  申请人：——

  公开号：US6509328B1

  公开（公告）日：2003-01-21
• US6960578B2
  申请人：——

  公开号：US6960578B2

  公开（公告）日：2005-11-01
• US7018998B2
  申请人：——

  公开号：US7018998B2

  公开（公告）日：2006-03-28