bis-(4-methyl-benzyl)-amine; hydrochloride | 78842-09-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: bis-(4-methyl-benzyl)-amine; hydrochloride
• 英文别名: Bis-(4-methyl-benzyl)-amin; Hydrochlorid；Bis(4-methylbenzyl)amine hydrochloride；1-(4-methylphenyl)-N-[(4-methylphenyl)methyl]methanamine;hydrochloride
• CAS: 78842-09-8
• 化学式: C₁₆H₁₉N*ClH
• 分子量: 261.794
• InChiKey: DEFYVXCLOIYNGO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.02
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  12
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  bis-(4-methyl-benzyl)-amine; hydrochloride 在 ammonium hexafluorophosphate 作用下， 以 甲醇 为溶剂， 生成 Bis(4-methylbenzyl)ammonium hexafluorophosphate
  参考文献：
  名称：

  Computationally forecasting the effect of dibenzylammonium substituents on pseudorotaxane formation with dibenzo[24]crown-8

  摘要：

  The ability to predict the relative stabilities of analogous pseudorotaxanes is essential for the synthetic chemist yet simplified computational forecasting approaches remain scarce. Consequently, ten [2]pseudorotaxanes have been assembled (from a series of para-substituted dibenzylammonium ions and dibenzo[24]crown-8) and their experimentally-determined stabilities correlated with two computational parameters closely related to complexation energy. The strongest relationship was obtained from density functional theory calculation of binding energy (R-2 = 0.92) while determination of the maximum surface electrostatic potential on the dibenzylammonium ions (a proxy indicator of complex stability) afforded comparable results (R-2 = 0.88) with great reduction in computational expense. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2015.07.061
• 作为产物：
  描述：

  bis(4-methylbenzyl)amine 在 盐酸 作用下， 以 甲醇 、 水 为溶剂， 以88%的产率得到bis-(4-methyl-benzyl)-amine; hydrochloride
  参考文献：
  名称：

  Pseudorotaxane orientational stereoisomerism driven by π-electron density

  摘要：

  伪[2]螺旋环取向异构体通过利用对位取代的二苄基铵轴的电子吸引（EW）或电子供给（ED）效应，在立体控制的方式下形成，这些轴穿过π电子丰富的伞形分子腔，从而实现对弱π–π相互作用的精细调控。

  DOI：

  10.1039/c4cc04668d

文献信息

• Reduction of hydrobenzamides: a strategy for synthesizing benzylamines
  作者：Andrés Gonzalez-Oñate、Rodolfo Quevedo

  DOI：10.1007/s12039-024-02259-5

  日期：——

  of aromatic aldehydes was studied in this work; aqueous ammonia was used as a nitrogen source. The results showed that aromatic aldehydes’ reaction with aqueous ammonia produced compounds known as hydrobenzamides (N,N´-(phenylmethylene)bis(1-phenylmethanimines), having good yield. The reaction of hydrobenzamides with sodium borohydride reduced both imine and aminal carbons and produced a primary and

  本工作研究了芳香醛的间接还原胺化反应；使用氨水作为氮源。结果表明，芳香醛与氨水反应生成了氢化苯甲酰胺（N , N´- (苯基亚甲基)双(1-苯基甲亚胺)），具有良好的产率。氢化苯甲酰胺与硼氢化钠的反应同时减少了亚胺和缩醛胺碳，本文分析了这种行为并提出了解释这种转变的可能机制。 图形概要 芳香醛与氨水的反应产生称为氢苯甲酰胺（N,N´-（苯基亚甲基）双（1-苯基甲亚胺））的化合物。氢苯甲酰胺与硼氢化钠的反应减少了亚胺和缩醛胺碳，并产生伯和仲苄胺混合物。
• Okamoto, Yoshihisa; Kinoshita, Toshio, Chemical and pharmaceutical bulletin, 1981, vol. 29, # 4, p. 1165 - 1169
  作者：Okamoto, Yoshihisa、Kinoshita, Toshio

  DOI：——

  日期：——
• Synthesis and evaluation of oryzalin analogs against Toxoplasma gondii
  作者：Molla M. Endeshaw、Catherine Li、Jessica de Leon、Ni Yao、Kirk Latibeaudiere、Kokku Premalatha、Naomi Morrissette、Karl A. Werbovetz

  DOI：10.1016/j.bmcl.2010.07.003

  日期：2010.9

  The synthesis and evaluation of 20 dinitroanilines and related compounds against the obligate intracellular parasite Toxoplasma gondii is reported. Using in vitro cultures of parasites in human fibroblasts, we determined that most of these compounds selectively disrupted Toxoplasma microtubules, and several displayed sub-micromolar potency against the parasite. The most potent compound was N(1),N(1)-dipropyl-2,6-dinitro-4-(trifluoromethyl)-1,3-benzenediamine (18b), which displayed an IC(50) value of 36 nM against intracellular T. gondii. Based on these data and another recent report [Ma, C.; Tran, J.; Gu, F.; Ochoa, R.; Li, C.; Sept, D.; Werbovetz, K.; Morrissette, N. Antimicrob. Agents Chemother. 2010, 54, 1453], an antimitotic structure-activity relationship for dinitroanilines versus Toxoplasma is presented. (C) 2010 Elsevier Ltd. All rights reserved.
• OKAMOTO YOSHIHISA; KINOSHITA TOSHIO, CHEM. AND PHARM. BULL., 1981, 29, NO 4, 1165-1169
  作者：OKAMOTO YOSHIHISA、 KINOSHITA TOSHIO

  DOI：——

  日期：——
• Pseudorotaxane orientational stereoisomerism driven by π-electron density
  作者：Carmine Gaeta、Carmen Talotta、Placido Neri

  DOI：10.1039/c4cc04668d

  日期：——

  Pseudo[2]rotaxane orientational isomers were formed in a stereocontrolled way by exploiting the electron-withdrawing (EW) or electron-donating (ED) effects of para-substituted dibenzylammonium axles threaded through the π-electron rich calixarene cavity, which allow the fine tuning of the weak π–π interactions.

  伪[2]螺旋环取向异构体通过利用对位取代的二苄基铵轴的电子吸引（EW）或电子供给（ED）效应，在立体控制的方式下形成，这些轴穿过π电子丰富的伞形分子腔，从而实现对弱π–π相互作用的精细调控。