2-(3-dimethylaminopropyl)tricyclo<3.3.1.1^3,7>decan-2-ol propanoate

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-(3-dimethylaminopropyl)tricyclo<3.3.1.1^3,7>decan-2-ol propanoate
• 英文别名: [2-[3-(Dimethylamino)propyl]-2-adamantyl] propanoate
• 化学式: C₁₈H₃₁NO₂
• 分子量: 293.45
• InChiKey: BHKJJDYQAKGPAC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  magnesium,N,N-dimethylpropan-1-amine,chloride 在 三乙胺 作用下， 以 四氢呋喃 、 苯 为溶剂， 反应 6.0h， 生成 2-(3-dimethylaminopropyl)tricyclo<3.3.1.1^3,7>decan-2-ol propanoate
  参考文献：
  名称：

  New adamantan-2-ol and adamantan-1-methanol derivatives as potent antibacterials. Synthesis, antibacterial activity and lipophilicity studies

  摘要：

  Two series of active adamantane-group-bearing trialkylamines and their quaternary ammonium salts were synthesized and their biological properties were tested. One series includes 2-(3-dialkylaminopropyl)tricyclo[3.3.1.1(3,7)] decan-2-ols and the other alpha,alpha-bis(3-dialkylaminopropyl)tricyclo[3.3.1.1(3,7)]decyl/1-methanols. Some of the synthesized molecules proved to be very active anti bacterials. The minimum inhibitory concentration (MIG) values of the most potent compounds were determined. The observed differences were investigated. The antibacterial activity of the compounds was found to be enhanced as the length of the nitrogen-attached carbon chain extends from CH3 to C12H25. The lipophilicity of the synthesized molecules was also studied and its relationship with the antibacterial activity was investigated.

  DOI：

  10.1016/0223-5234(96)80443-0

文献信息

• New adamantan-2-ol and adamantan-1-methanol derivatives as potent antibacterials. Synthesis, antibacterial activity and lipophilicity studies
  作者：E Antoniadou-Vyza、P Tsitsa、E Hytiroglou、A Tsantili-Kakoulidou

  DOI：10.1016/0223-5234(96)80443-0

  日期：1996.1

  Two series of active adamantane-group-bearing trialkylamines and their quaternary ammonium salts were synthesized and their biological properties were tested. One series includes 2-(3-dialkylaminopropyl)tricyclo[3.3.1.1(3,7)] decan-2-ols and the other alpha,alpha-bis(3-dialkylaminopropyl)tricyclo[3.3.1.1(3,7)]decyl/1-methanols. Some of the synthesized molecules proved to be very active anti bacterials. The minimum inhibitory concentration (MIG) values of the most potent compounds were determined. The observed differences were investigated. The antibacterial activity of the compounds was found to be enhanced as the length of the nitrogen-attached carbon chain extends from CH3 to C12H25. The lipophilicity of the synthesized molecules was also studied and its relationship with the antibacterial activity was investigated.