1-[(4-苯甲酰基苯基)甲基]吡啶鎓溴化物 | 84434-09-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-[(4-苯甲酰基苯基)甲基]吡啶鎓溴化物
• 英文名称: 1-(4-benzoylbenzyl)pyridinium bromide
• 英文别名: 1-[(4-Benzoylphenyl)methyl]pyridinium bromide；phenyl-[4-(pyridin-1-ium-1-ylmethyl)phenyl]methanone;bromide
• CAS: 84434-09-3
• 化学式: Br*C₁₉H₁₆NO
• 分子量: 354.246
• InChiKey: RJVZVOBINMXCGC-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  0.26
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  21
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  吡啶 、 4-(溴甲基)二苯甲酮 以 乙腈 为溶剂， 生成 1-[(4-苯甲酰基苯基)甲基]吡啶鎓溴化物
  参考文献：
  名称：

  SAR Studies of Diphenyl Cationic Trypanocides: Superior Activity of Phosphonium over Ammonium Salts

  摘要：

  In previous studies, we have shown that phosphonium salt diphenyl derivatives are attractive antitrypanosomal hit compounds with EC50 values against Trypanosoma brucei in the nanomolar range. To evaluate the role of the cationic center on the trypanocidal activity and extend the structure-activity relationship (SAR) of this series, trialkylammonium, pyridinium, and quinolinium salt analogues were synthesized and evaluated in vitro against T. b. brucei. Similar SARs were observed with ammonium and phosphonium salts showing that charge dispersion and lipophilic groups around the cationic center are crucial to obtain submicromolar activities. The new compounds were equally effective against wild type (T. b. brucei s427) and resistant strains (TbAT1-KO and TbB48) of trypanosomes indicating that the P2 and high affinity pentamidine transporters (HAPT) are not essential to their trypanocidal action. Similarly to phosphonium salt derivatives, diffusion seems to be the main route of entry into trypanosomes.

  DOI：

  10.1021/ml500408d

文献信息

• Photochemical Properties Of 4-Benzoylbenzylammonium Borates
  作者：Wenqin Zhang、Kesheng Feng、Xiaosong Wu、Dustin Martin、Douglas C. Neckers

  DOI：10.1021/jo981443c

  日期：1999.1.1

  Several new 4-benzoylbenzylammonium berates were prepared in order to study their photochemical properties. It was found that a quantitative yield of biphenyl and a small amount of benzene are formed from photolysis of the title compounds as tetraphenylborates in the absence of oxygen. In addition, amines and methylbenzophenone were detected after the steady-state photolysis. The quantum yields of the photolysis of the title compounds and the formation of biphenyl, amines, and methylbenzophenone were determined. Radical trapping experiments showed that the photogenerated amine is converted to an a-aminoalkyl radical, which is an important initiating species for the polymerization of acrylates when tetraphenylborate is chosen as a counteranion. It was found that even 1-(4-benzoylbenzyl)pyridinium tetraphenylborate is an active photoinitiator, however, indicating that a-aminoalkyl radical is not the only initiating species formed from 4-benzoylbenzylammonium tetraphenylborates. The effect of structure on initiating activity was determined and discussed.
• SAR Studies of Diphenyl Cationic Trypanocides: Superior Activity of Phosphonium over Ammonium Salts
  作者：Christophe Dardonville、Abdulsalam A. M. Alkhaldi、Harry P. De Koning

  DOI：10.1021/ml500408d

  日期：2015.2.12

  In previous studies, we have shown that phosphonium salt diphenyl derivatives are attractive antitrypanosomal hit compounds with EC50 values against Trypanosoma brucei in the nanomolar range. To evaluate the role of the cationic center on the trypanocidal activity and extend the structure-activity relationship (SAR) of this series, trialkylammonium, pyridinium, and quinolinium salt analogues were synthesized and evaluated in vitro against T. b. brucei. Similar SARs were observed with ammonium and phosphonium salts showing that charge dispersion and lipophilic groups around the cationic center are crucial to obtain submicromolar activities. The new compounds were equally effective against wild type (T. b. brucei s427) and resistant strains (TbAT1-KO and TbB48) of trypanosomes indicating that the P2 and high affinity pentamidine transporters (HAPT) are not essential to their trypanocidal action. Similarly to phosphonium salt derivatives, diffusion seems to be the main route of entry into trypanosomes.