(8-Bromo-3,4-dihydro-naphthalen-2-yl)-dipropyl-amine | 139153-37-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (8-Bromo-3,4-dihydro-naphthalen-2-yl)-dipropyl-amine
• 英文别名: 8-Bromo2-dipropylamino-3,4-dihydronaphthalene；8-bromo-N,N-dipropyl-3,4-dihydronaphthalen-2-amine
• CAS: 139153-37-0
• 化学式: C₁₆H₂₂BrN
• 分子量: 308.261
• InChiKey: VMDHJJVNHYFSQQ-UHFFFAOYSA-N

物化性质

• 沸点：
  385.1±42.0 °C(Predicted)
• 密度：
  1.24±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (8-Bromo-3,4-dihydro-naphthalen-2-yl)-dipropyl-amine 在 sodium cyanoborohydride 作用下， 以 甲醇 为溶剂， 反应 3.0h， 生成 8-bromo-2-di-n-propylamino-1,2,3,4-tetrahydronaphthalene
  参考文献：
  名称：

  5-, 6-, 7- and 8-amino-2-(N,N-di-n-propylamino)-1,2,3,4-tetrahydronaphthalenes: centrally acting DA and 5-HT1A agonists

  摘要：

  5-, 6-, 7- and 8-Amino-2-(NN-di-n-propylamino)-1,2,3,4-tetrahydronaphthalene were synthesized and compared with the corresponding phenolic compounds in vivo and in vitro for their effects on central serotonergic (5-HT1A) and dopaminergic (D2) systems. The 5- and 8-amino isomers surprisingly showed a 100-fold lower affinity for D2 and 5-HT1A receptors, respectively, than their corresponding phenols. This was also reflected in vivo. The 6-amino- and hydroxy-isomers were equipotent, while the 7-amino compound showed in vivo effects both on dopaminergic and serotonergic systems, the latter not being noticed in vitro. Intermediates 8-bromo-2-(N,N-di-n-propylamino)-1,2,3,4-tetrahydronaphthalene and 2-(N,N-di-n-propylamino)-1,2,3,4-tetrahydronaphthalene-8-carboxylic acid methyl ester were also tested and found to be quite potent 5-HT1A agonists.

  DOI：

  10.1016/0223-5234(93)90028-d
• 作为产物：
  描述：

  2-溴苯乙酰氯 在 三氯化铝 、 对甲苯磺酸 作用下， 以 二氯甲烷 、 苯 为溶剂， 反应 50.0h， 生成 (8-Bromo-3,4-dihydro-naphthalen-2-yl)-dipropyl-amine
  参考文献：
  名称：

  5-, 6-, 7- and 8-amino-2-(N,N-di-n-propylamino)-1,2,3,4-tetrahydronaphthalenes: centrally acting DA and 5-HT1A agonists

  摘要：

  5-, 6-, 7- and 8-Amino-2-(NN-di-n-propylamino)-1,2,3,4-tetrahydronaphthalene were synthesized and compared with the corresponding phenolic compounds in vivo and in vitro for their effects on central serotonergic (5-HT1A) and dopaminergic (D2) systems. The 5- and 8-amino isomers surprisingly showed a 100-fold lower affinity for D2 and 5-HT1A receptors, respectively, than their corresponding phenols. This was also reflected in vivo. The 6-amino- and hydroxy-isomers were equipotent, while the 7-amino compound showed in vivo effects both on dopaminergic and serotonergic systems, the latter not being noticed in vitro. Intermediates 8-bromo-2-(N,N-di-n-propylamino)-1,2,3,4-tetrahydronaphthalene and 2-(N,N-di-n-propylamino)-1,2,3,4-tetrahydronaphthalene-8-carboxylic acid methyl ester were also tested and found to be quite potent 5-HT1A agonists.

  DOI：

  10.1016/0223-5234(93)90028-d

文献信息

• Method of inhibiting gastric acid secretion with benzodioxanes
  申请人：Eli Lilly and Company

  公开号：US05158956A1

  公开（公告）日：1992-10-27

  The present invention provides a method of inhibiting gastric acid secretion in mammals by administering a 5-HT1A agonist compound or a pharmaceutically acceptable salt thereof.

  本发明提供了一种通过给哺乳动物施用5-HT1A激动剂化合物或其药学上可接受的盐来抑制胃酸分泌的方法。
• Method of inhibiting gastric acid secretion with
  申请人：Eli Lilly and Company

  公开号：US05594025A1

  公开（公告）日：1997-01-14

  The present invention provides a method of inhibiting gastric acid secretion in mammals by administering a 5-HT1A agonist compound or a pharmaceutically acceptable salt thereof.

  本发明提供了一种通过给哺乳动物施用5-HT1A激动剂化合物或其药学上可接受的盐来抑制胃酸分泌的方法。
• Method of inhibiting gastric acid secretion with 4- amino-1, 3, 4, 5
  申请人：Eli Lilly and Company

  公开号：US05457120A1

  公开（公告）日：1995-10-10

  The present invention provides a method of inhibiting gastric acid secretion in mammals by administering a 5-HT1A agonist compound or a pharmaceutically acceptable salt thereof.

  本发明提供了一种通过给哺乳动物给予5-HT1A激动剂化合物或其药学上可接受的盐来抑制胃酸分泌的方法。
• Ring-substituted 2-amino-1,2,3,4-tetrahydronaphthalenes and
  申请人：Eli Lilly and Company

  公开号：US05637624A1

  公开（公告）日：1997-06-10

  The present invention provides novel ring-substituted 2-amino-1,2,3,4-tetrahydronaphthalenes and 3-aminochromanes which exhibit binding activity at the serotonin 1A receptor.

  本发明提供了新型的环取代的2-氨基-1,2,3,4-四氢萘和3-氨基色满烷，其表现出在5-羟色胺1A受体上的结合活性。
• Method of inhibiting gastric acid secretion with n-arylpiperazines
  申请人：Eli Lilly and Company

  公开号：US05258379A1

  公开（公告）日：1993-11-02

  The present invention provides a method of inhibiting gastric acid secretion in mammals by administering a 5-HT1A agonist compound or a pharmaceutically acceptable salt thereof.

  本发明提供了一种通过给哺乳动物注射5-HT1A激动剂化合物或其药学上可接受的盐来抑制胃酸分泌的方法。