9-(4-fluorobenzyl)-9-azabicyclo<3.3.1>nonan-3-one

• 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: 9-(4-fluorobenzyl)-9-azabicyclo<3.3.1>nonan-3-one
• 英文别名: 9-(4-Fluorobenzyl)-9-aza-bicyclo-[3.3.1]-nonan-3-one；9-[(4-fluorophenyl)methyl]-9-azabicyclo[3.3.1]nonan-3-one
• 化学式: C₁₅H₁₈FNO
• mdl: MFCD17115326
• 分子量: 247.312
• InChiKey: KNYQOHHDDHITQQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.533
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  9-(4-fluorobenzyl)-9-azabicyclo<3.3.1>nonan-3-one 以78的产率得到N-[9-[(4-fluorophenyl)methyl]-9-azabicyclo[3.3.1]nonan-3-ylidene]hydroxylamine
  参考文献：
  名称：

  Azabicyclo-(3,3,1)-nonylbenzamide derivatives, processes for their preparation, and pharmaceutical compositions containing them

  摘要：

  公开号：

  EP0076592B1
• 作为产物：
  描述：

  1,3-丙酮二羧酸 、 戊二醛 、 对氟苄胺 在 盐酸 作用下， 生成 9-(4-fluorobenzyl)-9-azabicyclo<3.3.1>nonan-3-one
  参考文献：
  名称：

  Fluorine-18 labeled benzamides for studying the dopamine D2 receptor with positron emission tomography

  摘要：

  Two series of (N-benzylpiperidin-4-yl)- and (9-azabicyclo[3.3.1]nonan-3beta-yl)benzamides were prepared, and in vitro binding assays were used to measure the affinity of these compounds for dopamine D2, dopamine D3, serotonin 5-HT2, and alpha2-adrenergic receptors. The results of these studies indicated compounds 23, 26b, and 34 have the selectivity needed for in vivo studies of the D2 (and possibly D3) receptors. F-18-Labeled analogues of 23, 26b and 34 were prepared by N-alkylation of the corresponding desbenzyl precursors with [F-18]-4-fluorobenzyl iodide. Preliminary in vivo studies demonstrated that [F-18]-23 and [F-18]-26b are suitable candidates for further evaluation in positron emission tomography imaging studies. The slow rate of washout of [F-18]-34 from nondopaminergic regions and its comparatively high lipophilicity indicates that this compound may not be suitable for imaging studies because of a high level of nonspecific binding.

  DOI：

  10.1021/jm00075a028

文献信息

• 9'-Azabicyclo [3.3.1] nonyl benzamide
  申请人：Beecham Group p.l.c.

  公开号：US04472413A1

  公开（公告）日：1984-09-18

  Compounds of formula (I): ##STR1## wherein X is methoxy or ethoxy, Y is amino or C.sub.1-6 alkanoylamino, Z is hydrogen, chloro or bromo and R.sub.1 is methyl, chloro or fluoro, have anti-psychotic activity, and are useful in the treatment of CNS disorders.

  式(I)的化合物：##STR1## 其中X为甲氧基或乙氧基，Y为氨基或C.sub.1-6脂肪酰氨基，Z为氢、氯或溴，R.sub.1为甲基、氯或氟，具有抗精神病活性，并可用于治疗中枢神经系统疾病。
• 9-Azabicyclo(3.3.1) nonane intermediates for compounds useful in the
  申请人：Beecham Group p.l.c.

  公开号：US04560757A1

  公开（公告）日：1985-12-24

  Compounds of formula (I): ##STR1## wherein X is methoxy or ethoxy, Y is amino or C.sub.1-6 alkanoylamino, Z is hydrogen, chloro or bromo and R.sub.1 is methyl, chloro or fluoro, have anti-psychotic activity, and are useful in the treatment of CNS disorders. Intermediates for the above compounds are also disclosed.

  式(I)的化合物：##STR1## 其中X为甲氧基或乙氧基，Y为氨基或C.sub.1-6脂肪酰氨基，Z为氢、氯或溴，R.sub.1为甲基、氯或氟，具有抗精神病活性，并可用于治疗中枢神经系统疾病。还公开了上述化合物的中间体。
• Azabicyclo-(3,3,1)-nonylbenzamide derivatives, processes for their preparation, and pharmaceutical compositions containing them
  申请人：BEECHAM GROUP PLC

  公开号：EP0076592B1

  公开（公告）日：1987-01-28
• US4472413A
  申请人：——

  公开号：US4472413A

  公开（公告）日：1984-09-18
• US4560757A
  申请人：——

  公开号：US4560757A

  公开（公告）日：1985-12-24