4-苯甲酰基-N,N,N-三丁基-苯甲铵溴化物(1:1) | 172040-91-4

• 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: 4-苯甲酰基-N,N,N-三丁基-苯甲铵溴化物(1:1)
• 英文名称: p-(Benzoyl)benzylN,N,N-tributylammonium bromide
• 英文别名: N-(4-Benzoyl)benzyl-N,N,N-tributylammonium bromide；N-[(4-Benzoylphenyl)methyl]-N,N-dibutylbutan-1-aminium bromide；(4-benzoylphenyl)methyl-tributylazanium;bromide
• CAS: 172040-91-4
• 化学式: Br*C₂₆H₃₈NO
• 分子量: 460.498
• InChiKey: NRWJLZATRJLOAP-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  3.64
• 重原子数：
  29
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-苯甲酰基-N,N,N-三丁基-苯甲铵溴化物(1:1) 以 水 、 乙腈 为溶剂， 生成 三正丁胺
  参考文献：
  名称：

  Sarker, Ananda M.; Lungu, Adrian; Mejiritski, Alexander, Journal of the Chemical Society. Perkin Transactions 2 (2001), 1998, # 10, p. 2315 - 2331

  摘要：

  DOI：
• 作为产物：
  描述：

  N-(4-[苯甲酰基]苄基)-N,N,N-三丁基铵四苯基硼酸盐 以 乙醚 、 氯仿 、 乙腈 为溶剂， 反应 12.0h， 生成 4-苯甲酰基-N,N,N-三丁基-苯甲铵溴化物(1:1)
  参考文献：
  名称：

  Sarker, Ananda M.; Lungu, Adrian; Mejiritski, Alexander, Journal of the Chemical Society. Perkin Transactions 2 (2001), 1998, # 10, p. 2315 - 2331

  摘要：

  DOI：

文献信息

• Photoinduced Inter- and Intra-Ion-Pair Electron Transfer Reactions in <i>N</i>-(<i>p</i>-Benzoylbenzyl)-<i>N</i>,<i>N</i>,<i>N</i>-tri-<i>n</i>-butylammonium Triphenyl-<i>n</i>-butylborate and -Gallate Salts
  作者：S. Hassoon、A. Sarker、A. Y. Polykarpov、M. A. J. Rodgers、D. C. Neckers

  DOI：10.1021/jp960931q

  日期：1996.1.1

  photolysis. An electron transfer reaction from the borate or the gallate counteranion to the excited triplet state of the benzophenone moiety (BP*3) was demonstrated. This reaction leads to the formation of benzophenone radical anion (6) and the boranyl radical, the latter of which dissociates rapidly to form butyl radical. The electron transfer rate was found to depend on the polarity of the solvent. In neat

  的光还原ñ - （p -benzoylbenzyl） - ñ，Ñ，ñ -三Ñ -butylammonium三苯基Ñ -butylborate（1）和没食子酸酯（2使用纳米和皮秒激光闪光光解）进行了研究。证明了从硼酸根或没食子酸根抗衡离子到二苯甲酮部分（BP * 3）的激发三重态的电子转移反应。该反应导致形成二苯甲酮自由基阴离子（6）和硼烷自由基，后者会迅速解离形成丁基自由基。发现电子转移速率取决于溶剂的极性。在纯苯中，获得的三重态的短寿命（300±150 ps）表示分子内过程，并且该化合物以紧密的离子对形式存在。添加1％MeCN可使三线态寿命延长至1.2 ns。建议在该溶剂混合物中形成溶剂分离的离子对。然而，在极性溶剂MeCN中，1和2部分以游离离子形式存在，这取决于它们的解离常数。在该溶剂中显示出扩散控制的分子间电子转移过程。所述p -benzoylbenzyl自由基（BPCH 2 •）
• Photoinduced Electron-Transfer Reactions:  Highly Efficient Cleavage of C−N Bonds and Photogeneration of Tertiary Amines
  作者：Ananda M. Sarker、Yuji Kaneko、Alexander V. Nikolaitchik、D. C. Neckers

  DOI：10.1021/jp972855c

  日期：1998.7.1

  The photocleavage of tertiary amine from tetraphenylborates complexed, via ammonium ions, to various chromophore electron accepters has been studied by laser-flash photolysis. Electron transfer from the berate anions to acceptor excited states is determined to be the primary photochemical step leading to homolytic C-N bond scission and concomitant formation of the corresponding tertiary amine. This pathway was established by direct observation of p-benzoylbenzyl (7a), p-acetylbenzyl (7b), beta-naphthylmethyl (7c), and 7-methoxycoumarin-4-methyl (7d) after laser-flash photolysis from N-(4-benzoyl)benzyl-N,N,N-tributylammonium tetraphenylborate (1a), N-(4-acetyl)benzyl-N,N,N-trimethylammonium tetraphenylborate (1b) N,N,N-tributyl-N-(2-methylnaphthalene)ammonium tetraphenylborate (1c), and N,N,N-tributyl-N-(4-methyl-7-methoxycoumarin)ammonium tetraphenylborate (1d), respectively. The presence of radicals (7a-7d) was also suggested by the reaction products. Comparison of the rate constants for quenching of the tripler states from excited (1a, 1b) and singlet states from (1c, 1d) reveals the efficiency of C-N bond cleavage. Quenching constants in the range of 10(9)-10(12) M-1 s(-1) were observed. Differences are accounted for in terms of variations in the electron-accepting excited states and structural characteristics of the chromophore accepters.
• 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.
• PHOTOSENSITIVE INTRAMOLECULAR ELECTRON TRANSFER COMPOUNDS
  申请人：SPECTRA GROUP LIMITED INC

  公开号：EP0871607A1

  公开（公告）日：1998-10-21
• EP0871607A4
  申请人：——

  公开号：EP0871607A4

  公开（公告）日：1999-09-29