6-(4-Bromo-butyl)-3H-benzooxazol-2-one | 199387-17-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶唑类
• 英文名称: 6-(4-Bromo-butyl)-3H-benzooxazol-2-one
• 英文别名: 6-(4-bromobutyl)-3H-1,3-benzoxazol-2-one
• CAS: 199387-17-2
• 化学式: C₁₁H₁₂BrNO₂
• 分子量: 270.126
• InChiKey: LEDPNEBSZUBMAK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6-(4-Bromo-butyl)-3H-benzooxazol-2-one 在 potassium carbonate 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 生成 3-(2-{4-[Bis-(4-fluoro-phenyl)-methylene]-piperidin-1-yl}-ethyl)-6-{4-[4-(2-methoxy-phenyl)-piperazin-1-yl]-butyl}-3H-benzooxazol-2-one
  参考文献：
  名称：

  5-HT1A and 5-HT2A ligands with anxiolytic and antipanic-like properties

  摘要：

  A series of new benzothiazolin-2-one, benzoxazolin-2-one and benzoxazin-3-one derivatives were synthesized and their binding profile at 5-HT1A, 5-HT2A, 5-HT2C as well as D-2 and alpha(1) receptors was determined. All studied compounds displayed high to moderate affinity for both 5-HT1A and 5-HT2A receptor subtypes. Among these, one compound (29) emerged since it exhibited potent antagonist activities at 5-HT1A, 5-HT2A, D-2 and alpha(1) central receptors and showed anxiolytic and antipanic-like effects in mice. 29 is currently undergoing preclinical evaluation. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)10023-3
• 作为产物：
  描述：

  6-(4-bromobutyryl)-benzoxazolone 在 三乙基硅烷 、 三氟乙酸 作用下， 生成 6-(4-Bromo-butyl)-3H-benzooxazol-2-one
  参考文献：
  名称：

  5-HT1A and 5-HT2A ligands with anxiolytic and antipanic-like properties

  摘要：

  A series of new benzothiazolin-2-one, benzoxazolin-2-one and benzoxazin-3-one derivatives were synthesized and their binding profile at 5-HT1A, 5-HT2A, 5-HT2C as well as D-2 and alpha(1) receptors was determined. All studied compounds displayed high to moderate affinity for both 5-HT1A and 5-HT2A receptor subtypes. Among these, one compound (29) emerged since it exhibited potent antagonist activities at 5-HT1A, 5-HT2A, D-2 and alpha(1) central receptors and showed anxiolytic and antipanic-like effects in mice. 29 is currently undergoing preclinical evaluation. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)10023-3

文献信息

• Nouvelles amines alkyl hétérocycliques, leur procédé de préparation et les compositions pharmaceutiques qui les contiennent
  申请人：ADIR ET COMPAGNIE

  公开号：EP0478446B1

  公开（公告）日：1997-11-19
• US5196434A
  申请人：——

  公开号：US5196434A

  公开（公告）日：1993-03-23
• US5268381A
  申请人：——

  公开号：US5268381A

  公开（公告）日：1993-12-07
• US5296477A
  申请人：——

  公开号：US5296477A

  公开（公告）日：1994-03-22
• 5-HT1A and 5-HT2A ligands with anxiolytic and antipanic-like properties
  作者：O. Diouf、P. Carato、P. Depreux、J.P. Bonte、D.H. Caignard、B. Guardiola-Lemaître、M.C. Rettori、C. Belzung、Daniel Lesieur

  DOI：10.1016/s0960-894x(97)10023-3

  日期：1997.10

  A series of new benzothiazolin-2-one, benzoxazolin-2-one and benzoxazin-3-one derivatives were synthesized and their binding profile at 5-HT1A, 5-HT2A, 5-HT2C as well as D-2 and alpha(1) receptors was determined. All studied compounds displayed high to moderate affinity for both 5-HT1A and 5-HT2A receptor subtypes. Among these, one compound (29) emerged since it exhibited potent antagonist activities at 5-HT1A, 5-HT2A, D-2 and alpha(1) central receptors and showed anxiolytic and antipanic-like effects in mice. 29 is currently undergoing preclinical evaluation. (C) 1997 Elsevier Science Ltd.