7-Benzyl-3-cyclopropylmethyl-3,7-diazabicyclo[3.3.1]nonan-9-one | 173973-41-6

• 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: 7-Benzyl-3-cyclopropylmethyl-3,7-diazabicyclo[3.3.1]nonan-9-one
• 英文别名: 3-Benzyl-7-(cyclopropylmethyl)-3,7-diazabicyclo[3.3.1]nonan-9-one
• CAS: 173973-41-6
• 化学式: C₁₈H₂₄N₂O
• 分子量: 284.401
• InChiKey: VPBJPQMBMZFEOB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  23.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  7-Benzyl-3-cyclopropylmethyl-3,7-diazabicyclo[3.3.1]nonan-9-one 在 氢氧化钾 、 肼 作用下， 以 various solvent(s) 为溶剂， 反应 4.0h， 以98.2%的产率得到7-Benzyl-3-cyclopropylmethyl-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：

  N-苄基哌啶酮 、 环丙基甲胺 在 盐酸 、 paraformaldehyde 作用下， 以 甲醇 、 N2 、 水 、 溶剂黄146 为溶剂， 以13.54 g (76.3%)的产率得到7-Benzyl-3-cyclopropylmethyl-3,7-diazabicyclo[3.3.1]nonan-9-one
  参考文献：
  名称：

  N-alkyl and n-acyl derivatives of 3,7-diazabicyclo-[3.3.1]nonanes and

  摘要：

  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。

  公开号：

  US05468858A1

文献信息

• NOVEL 9,9-DIOL SYSTEMS STARTING FROM A 3,7- DIAZABICYCLO[3.3.1]NONAN-9-ONE NUCLEUS-SINGLE CRYSTAL X-RAY DIFFRACTION ANALYSIS OF 3-(2-PROPYL)-7-BENZYL-3,7-DIAZABICY CL0[3.3.1]NONAN-9,9-DIOL HYDROBROMIDE, 3-(2-PROPY L)-7-[3,4-DIMETHOXYBENZYL)-3,7-DIAZABICY CLO[3.3.1]NONAN-9,9-DIOL HYDROBROMIDE, AND 3,7-DIISOPROPYL-3,7-DIAZABICY CLO[3.3.1]NONAN-9,9-DIOL DIHYDROCHLORIDE
  作者：Sameer Tyagi、K. Darrell Berlin、M. Bilayet Hossain、Cindy Sinars、Dick Van Der Helm、Subbiah Sangiah

  DOI：10.1080/10426509708044224

  日期：1997.4.1

  Attempts to make inorganic metal complexes of 3,7-diazabicyclo[3.3.1]nonan-9-ones and metal bromides in fresh, reagent-grade, undried THF generated rare 9,9-diols. Treatment of the ketones with anhydrous HBr(g) in anhydrous ether gave hydrobromides with the proton on nitrogen and with the carbonyl group Intact. The hydrobromides were extremely hygroscopic and exhibited a strong propensity to form the corresponding 9,9-diol system. The mechanism of formation of the diols is discussed as well as a rationale for the stability of such diols via H-bonding in the solid state. The X-ray diffraction analyses of 3-(2-propyl)-7-benzyl-3,7-diazabicyclo[3.3.1]nonan-9,9-diol hydrobromide, 3-(2-propyl)-7-(3,4-dimethoxybenzyl)-3,7-diazabicyclo[3.3.1]nonan-9,9-diol hydrobromide, and 3,7-diisopropyl-3,7-diazabicyclo[3.3.1]nonan-9,9-diol dihydrochloride revealed a proton on N(3) and all bicyclic systems as chair-chair conformations in the solid state. The dihydrochloride was, of course, also protonated on N(7). This is the first systematic study of this type of 9,9-diol of the 3,7-diazabicyclo[3.3.1]nonane system and the corresponding carbonyl-containing hydrobromides with the proton on a nitrogen atom [N(3)].
• US5468858A
  申请人：——

  公开号：US5468858A

  公开（公告）日：1995-11-21