endo-8-propyl-8-azabicyclo<3.2.1>octan-3-ol | 60205-27-8

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 托烷生物碱
• 英文名称: endo-8-propyl-8-azabicyclo<3.2.1>octan-3-ol
• 英文别名: 8-propylnortropine；8-propyl-nortropane-3endo-ol；8-Propyl-nortropan-3endo-ol
• CAS: 60205-27-8
• 化学式: C₁₀H₁₉NO
• 分子量: 169.267
• InChiKey: ICLCILJDFDMZEP-MYJAWHEDSA-N

物化性质

• 沸点：
  274.0±15.0 °C(Predicted)
• 密度：
  1.025±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.38
• 重原子数：
  12.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  23.47
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  endo-8-propyl-8-azabicyclo<3.2.1>octan-3-ol 在 三乙胺 作用下， 以 1,2-二氯乙烷 、 乙腈 为溶剂， 反应 12.0h， 生成
  参考文献：
  名称：

  N-alkyl-nor-tropine esters of 2-phenyl-cyclohexenic acids as new bronchodilator agents. Effect of structural and conformational modifications on affinity for muscarinic receptors

  摘要：

  A series of N-alkyl-nor-tropine esters of 2-phenyl-2-cyclohexene-1-carboxylic, 2-phenyl-cyclohexanecarboxylic, and 2-phenyl-1-cyclohexene-1-acetic acids and their quaternary ammonium salts were synthesized and evaluated for bronchodilator activity by binding assays and pharmacological tests. The in vitro and in vivo functional activity results showed that some quaternary derivatives are potent anticholinergic bronchodilator agents, and 4 compounds (14-A, 16-A, 25-A and 28-A) were selected for pharmacotoxicological evaluation. The binding data also indicated that the affinity of these compounds for the tracheal membrane muscarinic receptors is markedly affected by structural modifications of both the cationic head and the acyl moiety of the molecule. In the series of N-alkyl-nor-tropine 2-phenyl-2-cyclohexene-1-carboxylate derivatives, a rather strict limitation of the bulk of the equatorial substituent of tropine nitrogen is required for very high affinity. Conformational analysis and molecular graphics techniques evidenced an influence of the acyl moiety conformation on the affinity of the different tropinic esters, suggesting that the carbonyl oxygen may participate in interaction with the binding site, eliciting a marked increase of potency when it is oriented in a proper conformation with respect to the tropinic nitrogen and the phenyl ring.

  DOI：

  10.1016/0223-5234(92)90179-5
• 作为产物：
  描述：

  atropine 在 氢氧化钾 、 sodium hydroxide 、 水 、 potassium hexacyanoferrate(III) 作用下， 生成 endo-8-propyl-8-azabicyclo<3.2.1>octan-3-ol
  参考文献：
  名称：

  Stereoisomeric Quaternary Ammonium Derivatives of Tropine Having a Pseudoasymmetric Nitrogen Atom

  摘要：

  DOI：

  10.1021/ja01109a047

文献信息

• Über Diarylmethanderivate von 6-Alkoxytropinen und N-Alkylnortropinen. 12. Mitteilung über Alkaloidsynthesen
  作者：E. Jucker、A. Lindenmann

  DOI：10.1002/hlca.19590420717

  日期：——

  Es werden Synthesen von Diarylmethyläthern, Äthern des Benzilsäureamids und von Diarylmethylaminen von Tropan-Derivaten beschrieben. Einige der neuen Verbindungen zeigen anticholinergische und histaminhemmende Wirkungen.

  描述了二芳基甲基醚，苯甲酸酰胺的醚和托烷衍生物的二芳基甲基胺的合成。一些新化合物显示出抗胆碱能和组胺抑制作用。
• [EN] TETRAAZA-CYCLOPENTA[A]INDENYL DERIVATIVES<br/>[FR] DÉRIVÉS DE TETRAAZA-CYCLOPENTA[A]INDENYLE
  申请人：ASCENEURON SA

  公开号：WO2014198808A1

  公开（公告）日：2014-12-18

  The present invention provides compounds of Formula (I) as M1 receptor positive allosteric modulators for the treatment of diseases mediated by the muscarinic M1 mediator.

  本发明提供了Formula (I)的化合物作为M1受体正向变构调节剂，用于治疗由M1胆碱能介质介导的疾病。
• Manoharan, T. Samuel; Madyastha, K. Madhava; Singh, B. B., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1984, vol. 23, # 1, p. 5 - 11
  作者：Manoharan, T. Samuel、Madyastha, K. Madhava、Singh, B. B.、Bhatnagar, S. P.、Weiss, Ulrich

  DOI：——

  日期：——
• Zeile; Schulz, Chemische Berichte, 1955, vol. 88, p. 1078,1083
  作者：Zeile、Schulz

  DOI：——

  日期：——