N-{9-benzyl-9-azabicyclo[3.3.1]nonan-3-ylidene}hydroxylamine | 76272-57-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: N-{9-benzyl-9-azabicyclo[3.3.1]nonan-3-ylidene}hydroxylamine
• 英文别名: N-(9-benzyl-9-azabicyclo[3.3.1]nonan-3-ylidene)hydroxylamine
• CAS: 76272-57-6
• 化学式: C₁₅H₂₀N₂O
• 分子量: 244.337
• InChiKey: AHSBEVKCEQXEOP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  35.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-{9-benzyl-9-azabicyclo[3.3.1]nonan-3-ylidene}hydroxylamine 在 palladium 10% on activated carbon 甲醇 、 sodium tetrahydroborate 、 氢气 、 溶剂黄146 、 nickel dichloride 作用下， 以 乙醇 、 水 、 乙酸乙酯 为溶剂， -20.0~50.0 ℃ 、101.33 kPa 条件下， 反应 30.0h， 生成 3-(tert-butoxycarbonylamino)-9-azabicyclo[3.3.1]nonane N-oxyl
  参考文献：
  名称：

  [EN] TARGETED NITROXIDE AGENTS
  [FR] AGENTS NITROXYDE CIBLÉS

  摘要：

  公开号：

  WO2012112851A3
• 作为产物：
  描述：

  9-苄基-9-氮杂双环[3.3.1]壬烷-3-酮 在 盐酸羟胺 、 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 以99%的产率得到N-{9-benzyl-9-azabicyclo[3.3.1]nonan-3-ylidene}hydroxylamine
  参考文献：
  名称：

  [EN] TARGETED NITROXIDE AGENTS
  [FR] AGENTS NITROXYDE CIBLÉS

  摘要：

  公开号：

  WO2012112851A3

文献信息

• Azabicyclo[3.3.1]nonanes
  申请人：Beecham Group p.l.c.

  公开号：US04705858A1

  公开（公告）日：1987-11-10

  Certain endo-9-lower-alkyl 9-azabicyclo[3.3.1]nonane-3-amines are valuable intermediates for the preparation of 2-methoxy-4-amino-5-halo-N-[9-lower-alkyl]-azabicyclo[3.3.1]nonanylbenzami des wherein said final products possess useful pharmacological activity, such as ability to regulate gastro-intestinal function, anti-emetic activity and CNS activity.

  某些9-内酰基-9-低烷基-3-胺基-9-氮杂双环[3.3.1]壬烷是制备2-甲氧基-4-氨基-5-卤代-N-[9-低烷基]-氮杂双环[3.3.1]壬基苯甲酰胺的有价值中间体，其中所述最终产物具有有用的药理活性，例如调节胃肠功能、抗恶心活性和中枢神经系统活性。
• Pharmaceutically active aza-bicyclo-benzamide derivatives
  申请人：Beecham Group, Limited

  公开号：US04273778A1

  公开（公告）日：1981-06-16

  This invention relates to novel substituted benzamides having useful pharmacological properties, to pharmaceutical compositions containing them, and to a process for their preparation. N-(2-Diethylaminoethyl)-2-methoxy-4-amino-5-chlorobenzamide, 1-ethyl-2(2-methoxy-5-sulphamoylbenzamidomethyl)pyrrolidine and N-[4'-(1"-benzyl)-piperidyl]-2-methoxy-4-amino-5-chlorobenzamide are well known compounds having useful pharmacological activity such as the ability to regulate the gastro-intestinal function anti-emetic activity and CNS activity. It has now been found that a certain structurally distinct class of substituted benzamides also has useful pharmacological activity, in particular dopamine antagonist activity.

  本发明涉及具有有用的药理特性的新型取代苯甲酰胺、含有它们的制药组合物以及它们的制备方法。N-(2-二乙氨基乙基)-2-甲氧基-4-氨基-5-氯苯甲酰胺、1-乙基-2(2-甲氧基-5-磺酰胺基苯甲酰胺甲基)吡咯烷和N-[4'-(1"-苄基)-哌啶基]-2-甲氧基-4-氨基-5-氯苯甲酰胺是已知的具有有用药理活性的化合物，如调节胃肠功能、抗恶心活性和中枢神经系统活性。现在发现一类结构上独特的取代苯甲酰胺也具有有用的药理活性，特别是多巴胺拮抗活性。
• Pharmaceutically active tropanes
  申请人：Beecham Group p.l.c.

  公开号：US04544660A1

  公开（公告）日：1985-10-01

  A compound of the formula (I), and pharmaceutically acceptable salts thereof: ##STR1## wherein: R.sub.1 is a C.sub.1-6 alkoxy group; R.sub.2 and R.sub.3 are the same or different and are hydrogen, halogen, CF.sub.3, C.sub.2-7 acyl, C.sub.2-7 acylamino, or amino, aminocarbonyl or aminosulphone optionally substituted by one or two C.sub.1-6 alkyl groups, C.sub.1-6 alkylsulphone or nitro; R.sub.5 is hyrogen or C.sub.1-6 alkyl; R.sub.6 is C.sub.1-7 alkyl or a group --(CH.sub.2).sub.s R.sub.7 where s is 0 to 2 and R.sub.7 is a C.sub.3-8 cycloalkyl group, or a group --(CH.sub.2).sub.t R.sub.8 where t is 1 or 2 and R.sub.8 is C.sub.2-5 alkenyl or a phenyl group optionally substituted by one or two substituents selected from C.sub.1-6 alkyl, C.sub.1-4 alkoxy, trifluoromethyl and halogen; and n, p and q are independently 0 to 2; have useful pharmacological activity.

  化合物的化学式（I）及其药学上可接受的盐：##STR1## 其中：R.sub.1是C.sub.1-6烷氧基团；R.sub.2和R.sub.3相同或不同，可以是氢、卤素、CF.sub.3、C.sub.2-7酰基、C.sub.2-7酰胺基、氨基、氨基甲酰基或氨基磺酰基，可选地被一个或两个C.sub.1-6烷基、C.sub.1-6烷基磺酰基或硝基取代；R.sub.5是氢或C.sub.1-6烷基；R.sub.6是C.sub.1-7烷基或一个基团--(CH.sub.2).sub.sR.sub.7，其中s为0至2，R.sub.7是C.sub.3-8环烷基，或一个基团--(CH.sub.2).sub.tR.sub.8，其中t为1或2，R.sub.8是C.sub.2-5烯基或一个苯基，可选地被一个或两个C.sub.1-6烷基、C.sub.1-4烷氧基、三氟甲基和卤素中的一种或两种取代；n、p和q独立地为0至2；具有有用的药理活性。
• Certain aza-bicyclo-benzamide derivatives and pharmaceutical
  申请人：Beecham Group Limited

  公开号：US04336259A1

  公开（公告）日：1982-06-22

  Substituted benzamides having useful pharmacological properties, pharmaceutical compositions containing the same, pharmaceutically acceptable salts thereof, and procedure for administering said compositions. The active compounds have dopamine antagonist activity which is an effective amount of a compound of formula (I) and the compositions are particularly useful for the treatment of humans suffering from emesis impaired gastro-intestinal motility and disorders of the central nervous system. The administration of the compositions overcomes these disorders of the central nervous system and ordinary additions. The active compounds are characterized by having the formula (I), wherein R.sub.2 and/or R.sub.3 are sulphone groups, preferably either R.sub.2 or R.sub.3 being an aminosulphone or alkylsulphone group, which groups may optionally be substituted by 1 or 2 C.sub.1-6 alkyl groups.

  具有有用药理特性的取代苯甲酰胺，含有该化合物的制药组合物，其药学上可接受的盐，以及用于给予该组合物的方法。活性化合物具有多巴胺拮抗剂活性，其为公式(I)化合物的有效量，该组合物特别适用于治疗患有呕吐，受损胃肠运动和中枢神经系统障碍的人类。给予该组合物可以克服这些中枢神经系统障碍和常规添加物。活性化合物的特征在于具有公式(I)，其中R.sub.2和/或R.sub.3是磺酰基，最好是R.sub.2或R.sub.3是氨基磺酰基或烷基磺酰基，这些基团可以选择地被1或2个C.sub.1-6烷基取代。
• Azabicyclic intermediates for pharmaceutical compounds
  申请人：Beecham Group Ltd.

  公开号：US04599420A1

  公开（公告）日：1986-07-08

  This invention relates to novel substituted benzamides having useful pharmacological properties, to pharmaceutical compositions containing them, to a process for their preparation and to intermediates therefor. N-(2-Diethylaminoethyl)-2-methoxy-4-amino-5-chlorobenzamide, 1-ethyl-2(2-methoxy-5-sulphamoylbenzamidomethyl)pyrrolidine and N-[4'-(1"-benzyl)-piperidyl]-2-methoxy-4-amino-5-chlorobenzamide are well known compounds having useful pharmacological activity such as the ability to regulate the gastro-intestinal function anti-emetic activity and CNS activity. It has now been found that certain intermediates for a structurally distinct class of substituted benzamides also has useful pharmacological activity, in particular dopamine antagonist activity.

  本发明涉及具有有用药理特性的新型取代苯甲酰胺，含有它们的制药组合物，它们的制备过程及其中间体。 N-（2-二乙氨基乙基）-2-甲氧基-4-氨基-5-氯苯甲酰胺，1-乙基-2（2-甲氧基-5-磺酰胺基苯甲酰胺甲基）吡咯烷和N-[4'-(1"-苄基)-哌啶基]-2-甲氧基-4-氨基-5-氯苯甲酰胺是已知的化合物，具有有用的药理活性，例如调节胃肠功能、抗恶心活性和中枢神经系统活性。现在发现，某些结构独特的取代苯甲酰胺的中间体也具有有用的药理活性，特别是多巴胺拮抗剂活性。