5-(3-bromopropoxy)-6-fluoro-indane | 78114-96-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 5-(3-bromopropoxy)-6-fluoro-indane
• 英文别名: 5-(3-bromopropoxy)-6-fluoro-2,3-dihydro-1H-indene
• CAS: 78114-96-2
• 化学式: C₁₂H₁₄BrFO
• 分子量: 273.145
• InChiKey: PXMXDPIUFRIQHY-UHFFFAOYSA-N

物化性质

• 沸点：
  348.3±42.0 °C(Predicted)
• 密度：
  1.415±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-(3-bromopropoxy)-6-fluoro-indane 、 1-(3-氯苯基)哌嗪 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 6-fluoro-5-{3-[4-(3-chlorophenyl)-1-piperazinyl]propoxy}indane
  参考文献：
  名称：

  Synthesis and antianxiety activity of (.omega.-piperazinylalkoxy)indan derivatives

  摘要：

  A series of (omega-piperazinylalkoxy)indan derivatives has been synthesized and screened for potential antianxiety activities. The effect of structural modification of these molecules on activities has been systemically examined. Antianxiety activity was displayed by 5-[3-(4-phenyl-1-piperazinyl)propoxy]indan (2), 5-[3-[4-(4-fluorophenyl)-1-piperazinyl]-propoxy]indan (8), 6-fluoro-5-[3-(4-phenyl-1-piperazinyl)propoxy]indan (33), and 6-methyl-5-[3-(4-phenyl-1-piperazinyl)propoxy]indan (42), as determined in antifighting and anti-morphine tests. These derivatives in antianxiety tests were equipotent or more potent than chlordiazepoxide with less muscle-relaxant effect. They also showed weak neuroleptic-like action.

  DOI：

  10.1021/jm00356a024
• 作为产物：
  描述：

  5-氟-2,3-二氢-6-甲氧基-1H-茚-1-酮 在 盐酸 、 氢氧化钾 、 三溴化硼 、 汞 、 锌 作用下， 以 二氯甲烷 、 水 、 甲苯 、 叔丁醇 为溶剂， 反应 11.0h， 生成 5-(3-bromopropoxy)-6-fluoro-indane
  参考文献：
  名称：

  Synthesis and antianxiety activity of (.omega.-piperazinylalkoxy)indan derivatives

  摘要：

  A series of (omega-piperazinylalkoxy)indan derivatives has been synthesized and screened for potential antianxiety activities. The effect of structural modification of these molecules on activities has been systemically examined. Antianxiety activity was displayed by 5-[3-(4-phenyl-1-piperazinyl)propoxy]indan (2), 5-[3-[4-(4-fluorophenyl)-1-piperazinyl]-propoxy]indan (8), 6-fluoro-5-[3-(4-phenyl-1-piperazinyl)propoxy]indan (33), and 6-methyl-5-[3-(4-phenyl-1-piperazinyl)propoxy]indan (42), as determined in antifighting and anti-morphine tests. These derivatives in antianxiety tests were equipotent or more potent than chlordiazepoxide with less muscle-relaxant effect. They also showed weak neuroleptic-like action.

  DOI：

  10.1021/jm00356a024

文献信息

• Piperazinylalkoxyindanes and acid addition salts thereof
  申请人：Mitsubishi Chemical Industries, Limited

  公开号：US04339580A1

  公开（公告）日：1982-07-13

  Piperazinylalkoxyindanes and their pharmaceutically acceptable acid addition salts which have anti-anxiety activity and are effective as sedatives.

  Piperazinylalkoxyindanes及其药学上可接受的酸盐，具有抗焦虑活性，并可作为镇静剂使用。
• KIKUMOTO, RYOJI;TOBE, AKIHIRO;FUKAMI, HARUKAZU;EGAWA, MITSUO, J. MED. CHEM., 1983, 26, N 2, 246-250
  作者：KIKUMOTO, RYOJI、TOBE, AKIHIRO、FUKAMI, HARUKAZU、EGAWA, MITSUO

  DOI：——

  日期：——
• US4339580A
  申请人：——

  公开号：US4339580A

  公开（公告）日：1982-07-13
• Synthesis and antianxiety activity of (.omega.-piperazinylalkoxy)indan derivatives
  作者：Ryoji Kikumoto、Akihiro Tobe、Harukazu Fukami、Mitsuo Egawa

  DOI：10.1021/jm00356a024

  日期：1983.2

  A series of (omega-piperazinylalkoxy)indan derivatives has been synthesized and screened for potential antianxiety activities. The effect of structural modification of these molecules on activities has been systemically examined. Antianxiety activity was displayed by 5-[3-(4-phenyl-1-piperazinyl)propoxy]indan (2), 5-[3-[4-(4-fluorophenyl)-1-piperazinyl]-propoxy]indan (8), 6-fluoro-5-[3-(4-phenyl-1-piperazinyl)propoxy]indan (33), and 6-methyl-5-[3-(4-phenyl-1-piperazinyl)propoxy]indan (42), as determined in antifighting and anti-morphine tests. These derivatives in antianxiety tests were equipotent or more potent than chlordiazepoxide with less muscle-relaxant effect. They also showed weak neuroleptic-like action.