4-iodo-N-(4-methylbenzyl)aniline | 200706-83-8

• 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: 4-iodo-N-(4-methylbenzyl)aniline
• 英文别名: 4-iodo-N-[(4-methylphenyl)methyl]aniline
• CAS: 200706-83-8
• 化学式: C₁₄H₁₄IN
• mdl: MFCD00019019
• 分子量: 323.176
• InChiKey: MYCDMONPQLQBSA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.142
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  反丁烯二酰氯 、 4-iodo-N-(4-methylbenzyl)aniline 在 三乙胺 作用下， 以 乙酸乙酯 为溶剂， 反应 12.0h， 以45%的产率得到N¹,N⁴-bis(4-iodophenyl)-N¹,N⁴-bis(4-methylbenzyl)fumaramide
  参考文献：
  名称：

  Synthesis and anticholinesterase activity of fumaramide derivatives

  摘要：

  A series of fumaramide derivatives were synthesized from substituted benzanilines and their cholinesterase inhibitory activity was assayed according to Ellman's method using galanthamine-HBr as the reference compound. Most of the fumaramide compounds showed inhibitory activity of both cholinesterase enzymes. Compounds 29 (IC50 = 0.14 mu M) and 30 (IC50 = 16.50 mu M) were found to be the most active inhibitors on acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE) enzymes, respectively. Molecular docking studies were performed with Surflex-Dock programme to provide the possible interactions between compounds and enzymes. A Lineweaver-Burk plot and molecular modelling studies showed that fumaramide compounds targeted both the catalytic anionic site and the peripheral anionic site of AChE. It was revealed that the nature of alpha,beta-unsaturated 1,4-diketone moiety in fumaramide compounds brought about useful and efficient modification especially on AChE inhibition.

  DOI：

  10.1007/s00044-013-0493-8
• 作为产物：
  描述：

  N-(4-iodophenyl)-1-(4-methylphenyl)methanimine 在 水 作用下， 以 乙腈 为溶剂， 反应 7.0h， 以73%的产率得到4-iodo-N-(4-methylbenzyl)aniline
  参考文献：
  名称：

  Cathode enabled high faradaic efficiency: reduction of imines to amines with H₂O as a H-source

  摘要：

  使用H2O作为H源，通过电化学还原亚胺制备胺。通过使用碳纸阴极调节反应，抑制不需要的HER（水的电化学分解），从而实现高法拉第效率。

  DOI：

  10.1039/d2cc03479d

文献信息

• Tris(acetylacetonato)rhodium(III)-Catalyzed α-Alkylation of Ketones, β-Alkylation of Secondary Alcohols and Alkylation of Amines with Primary Alcohols
  作者：Ponnam Satyanarayana、Ganapam Manohar Reddy、Hariharasharma Maheswaran、Mannepalli Lakshmi Kantam

  DOI：10.1002/adsc.201300061

  日期：2013.6.17

  The tris(acetylacetonato)rhodium(III) catalyst is shown to be a versatile catalyst in the presence of DABCO (1,4‐diazabicyclo[2.2.2]octane) as ligand for the α‐alkylation of ketones followed by transfer hydrogenation, for the one‐pot β‐alkylation of secondary alcohols with primary alcohols and for the alkylation of aromatic amines in the presence of an inorganic base in toluene.

  在DABCO（1,4-二氮杂双环[2.2.2]辛烷）作为配体的α-烷基化酮，然后进行转移氢化的情况下，三（乙酰丙酮基）铑（III）催化剂是一种多功能催化剂。仲醇与伯醇的单锅β-烷基化反应，以及在甲苯中存在无机碱的情况下芳族胺的烷基化反应。