3-(4-Nitrobenzoyl)-7-isopropyl-3,7-diazabicyclo[3.3.1]nonane | 173973-20-1

• 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: 3-(4-Nitrobenzoyl)-7-isopropyl-3,7-diazabicyclo[3.3.1]nonane
• 英文别名: (4-Nitrophenyl)-(7-propan-2-yl-3,7-diazabicyclo[3.3.1]nonan-3-yl)methanone
• CAS: 173973-20-1
• 化学式: C₁₇H₂₃N₃O₃
• 分子量: 317.388
• InChiKey: MEHYSILUYHYKPX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  69.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(4-Nitrobenzoyl)-7-isopropyl-3,7-diazabicyclo[3.3.1]nonane 在 盐酸 、 titanium(III) chloride 、 溶剂黄146 作用下， 反应 0.12h， 以86.2%的产率得到3-(4-aminobenzoyl)-7-isopropyl-3,7-diazabicyclo[3.3.1]nonane
  参考文献：
  名称：

  Novel 3,7-Diheterabicyclo[3.3.1]nonanes That Possess Predominant Class III Antiarrhythmic Activity in 1-4 Day Post Infarction Dog Models:  X-ray Diffraction Analysis of 3-[4-(1H-Imidazol-1-yl)benzoyl]-7-isopropyl-3,7-diazabicyclo[3.3.1]nonane Dihydroperchlorate

  摘要：

  Several 3,7-diheterabicyclo[3.3.1]nonanes (DHBCNs) were prepared and screened in the Harris dog model for their ability to abolish pace-induced and sustained ventricular tachycardia (SVT) or prevent induction of ventricular tachycardia. In addition, an electrophysiological examination was made in the infarcted hearts of each animal to determine if more than one class activity was present. The examples exhibited predominately class III antiarrhythmic activity via a prolongation of the ventricular effective refractory period (VERP) in the models, although there may well be an underlying class Ib action present as exemplified by the ability of several of the agents to slow conduction in the myocardial infarcted dog hearts. 3-[4-(1H-Imidazol-1-yl)benzoyl]-7-isopropyl-3,7-diazabicyclo[3.3.1]nonane dihydroperchlorate displayed powerful class III activity in the model systems while several other DHBCNs exhibited various degrees of class III action. An X-ray diffraction analysis revealed that this compound has a 3,7-diazabicyclo[3.3.1]nonane bicyclic unit in a chair-chair conformation.

  DOI：

  10.1021/jm950772j
• 作为产物：
  描述：

  4-硝基苯甲酰氯 、 3-Isopropyl-3,7-diazabicyclo[3.3.1]nonane 在 sodium hydroxide 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以94.3%的产率得到3-(4-Nitrobenzoyl)-7-isopropyl-3,7-diazabicyclo[3.3.1]nonane
  参考文献：
  名称：

  Novel 3,7-Diheterabicyclo[3.3.1]nonanes That Possess Predominant Class III Antiarrhythmic Activity in 1-4 Day Post Infarction Dog Models:  X-ray Diffraction Analysis of 3-[4-(1H-Imidazol-1-yl)benzoyl]-7-isopropyl-3,7-diazabicyclo[3.3.1]nonane Dihydroperchlorate

  摘要：

  Several 3,7-diheterabicyclo[3.3.1]nonanes (DHBCNs) were prepared and screened in the Harris dog model for their ability to abolish pace-induced and sustained ventricular tachycardia (SVT) or prevent induction of ventricular tachycardia. In addition, an electrophysiological examination was made in the infarcted hearts of each animal to determine if more than one class activity was present. The examples exhibited predominately class III antiarrhythmic activity via a prolongation of the ventricular effective refractory period (VERP) in the models, although there may well be an underlying class Ib action present as exemplified by the ability of several of the agents to slow conduction in the myocardial infarcted dog hearts. 3-[4-(1H-Imidazol-1-yl)benzoyl]-7-isopropyl-3,7-diazabicyclo[3.3.1]nonane dihydroperchlorate displayed powerful class III activity in the model systems while several other DHBCNs exhibited various degrees of class III action. An X-ray diffraction analysis revealed that this compound has a 3,7-diazabicyclo[3.3.1]nonane bicyclic unit in a chair-chair conformation.

  DOI：

  10.1021/jm950772j

文献信息

• N-alkyl and n-acyl derivatives of 3,7-diazabicyclo-[3.3.1]nonanes and
  申请人：The Board of Regents of Oklahoma State University Physical Sciences

  公开号：US05468858A1

  公开（公告）日：1995-11-21

  3,7-Diazabicyclo[3.3.1]nonanes and selected derivatives thereof of the general formula: ##STR1## are disclosed as multiclass antiarrhythmic agents.

  3,7-二氮杂双环[3.3.1]壬烷及其选择性衍生物的一般公式如下：##STR1## 被披露为多类抗心律失常药物。
• US5468858A
  申请人：——

  公开号：US5468858A

  公开（公告）日：1995-11-21
• Novel 3,7-Diheterabicyclo[3.3.1]nonanes That Possess Predominant Class III Antiarrhythmic Activity in 1-4 Day Post Infarction Dog Models:  X-ray Diffraction Analysis of 3-[4-(1<i>H</i>-Imidazol-1-yl)benzoyl]-7-isopropyl-3,7-diazabicyclo[3.3.1]nonane Dihydroperchlorate
  作者：Gregory L. Garrison、K. Darrell Berlin、Benjamin J. Scherlag、Ralph Lazzara、Eugene Patterson、Tamas Fazekas、Subbiah Sangiah、Chun-Lin Chen、F. D. Schubot、Dick van der Helm

  DOI：10.1021/jm950772j

  日期：1996.1.1

  Several 3,7-diheterabicyclo[3.3.1]nonanes (DHBCNs) were prepared and screened in the Harris dog model for their ability to abolish pace-induced and sustained ventricular tachycardia (SVT) or prevent induction of ventricular tachycardia. In addition, an electrophysiological examination was made in the infarcted hearts of each animal to determine if more than one class activity was present. The examples exhibited predominately class III antiarrhythmic activity via a prolongation of the ventricular effective refractory period (VERP) in the models, although there may well be an underlying class Ib action present as exemplified by the ability of several of the agents to slow conduction in the myocardial infarcted dog hearts. 3-[4-(1H-Imidazol-1-yl)benzoyl]-7-isopropyl-3,7-diazabicyclo[3.3.1]nonane dihydroperchlorate displayed powerful class III activity in the model systems while several other DHBCNs exhibited various degrees of class III action. An X-ray diffraction analysis revealed that this compound has a 3,7-diazabicyclo[3.3.1]nonane bicyclic unit in a chair-chair conformation.