4-氯-N-(3,4-二甲氧基苄基)苯胺 | 13159-76-7

• 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-氯-N-(3,4-二甲氧基苄基)苯胺
• 英文名称: 4-chloro-N-(3,4-dimethoxybenzyl)aniline
• 英文别名: 4-chloro-N-[(3,4-dimethoxyphenyl)methyl]aniline
• CAS: 13159-76-7
• 化学式: C₁₅H₁₆ClNO₂
• 分子量: 277.751
• InChiKey: UUDIOVAKFLQNMI-UHFFFAOYSA-N

物化性质

• 熔点：
  124 °C
• 沸点：
  415.3±35.0 °C(Predicted)
• 密度：
  1.209±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  30.5
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2922299090

反应信息

• 作为产物：
  描述：

  3,4-dimethoxybezal-p-chloroaniline 在 sodium tetrahydroborate 、 Montmorillonite K₁₀ clay 、 水 作用下， 反应 0.01h， 生成 4-氯-N-(3,4-二甲氧基苄基)苯胺
  参考文献：
  名称：

  湿粘土上的硼氢化钠：使用微波对羰基化合物进行无溶剂还原胺化

  摘要：

  描述了通过湿蒙脱石K 10粘土负载的硼氢化钠对羰基化合物进行无溶剂还原胺化反应。微波辐射使该过程变得容易。

  DOI：

  10.1016/s0040-4020(98)00326-3

文献信息

• In(OTf)3 catalyzed N-benzylation of amines utilizing benzyl alcohols in water
  作者：Jin-Ming Yang、Ran Jiang、Lin Wu、Xiao-Ping Xu、Shun-Yi Wang、Shun-Jun Ji

  DOI：10.1016/j.tet.2013.07.010

  日期：2013.9

  An In(OTf)(3)-catalyzed N-benzylation of amines utilizing benzyl alcohols through direct C-O bond activation has been reported. The reaction was performed in water without any base, additive, ligand or inert gas protection to afford the chem-selective mono- or bis-alkylated aromatic amines in good to excellent yields. (C) 2013 Elsevier Ltd. All rights reserved.
• Synthesis and evaluation of N-analogs of 1,2-diarylethane as Helicobacter pylori urease inhibitors
  作者：Zhu-Ping Xiao、Wei-Kang Shi、Peng-Fei Wang、Wei Wei、Xiao-Tong Zeng、Ji-Rong Zhang、Na Zhu、Miao Peng、Bin Peng、Xiao-Yi Lin、Hui Ouyang、Xiao-Chun Peng、Guang-Cheng Wang、Hai-Liang Zhu

  DOI：10.1016/j.bmc.2015.06.014

  日期：2015.8

  Therapies based on urease inhibition are now seriously considered as the first line of treatment for infections caused by Helicobacter pylori. However, the present inhibitors are ineffective or unstable in highly acidic gastric juice. Here, we report a series of benzylanilines as effective inhibitors of H. pylori urease. Out of the obtained twenty-one compounds, N-(3,4-dihydroxybenzyl)-4-nitroaniline (4) was evaluated in detail and shows promising features for development as anti-H. pylori agent. Excellent potency against urease in both cell-free extract and intact cell was observed at low concentrations of 4 (IC50 = 0.62 +/- 0.04 and 1.92 +/- 0.09 mu M), which showed over 29- and 54-fold increase in potency with respect to the positive control AHA. The SAR analysis revealed that protection of 3,4-dihydroxy group of 4 as methoxy or changes of 4-NO2 will result in a moderate to dramatic decrease in potency. (C) 2015 Elsevier Ltd. All rights reserved.
• Rai, Mangat; Kaur, Baljit; Dhir, B. S., Journal of the Indian Chemical Society, 1982, vol. 59, # 3, p. 416 - 417
  作者：Rai, Mangat、Kaur, Baljit、Dhir, B. S.

  DOI：——

  日期：——
• Sodium borohydride on wet clay: Solvent-free reductive amination of carbonyl compounds using microwaves
  作者：Rajender S. Varma、Rajender Dahiya

  DOI：10.1016/s0040-4020(98)00326-3

  日期：1998.6

  A solvent-free reductive amination of carbonyl compounds by wet montmorillonite K 10 clay supported sodium borohydride is described; microwave irradiation facilitates the procedure.

  描述了通过湿蒙脱石K 10粘土负载的硼氢化钠对羰基化合物进行无溶剂还原胺化反应。微波辐射使该过程变得容易。