1-(3-chloro-phenyl)-2,5-dimethyl-4-phenyl-1,4-dihydro-pyridine-3-carboxylic acid methyl ester | 1021949-65-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 1-(3-chloro-phenyl)-2,5-dimethyl-4-phenyl-1,4-dihydro-pyridine-3-carboxylic acid methyl ester
• 英文别名: 1-(3-chloro-phenyl)-2,5-dimethyl-4-phenyl-1,4-dihydropyridine-3-carboxylic acid methyl ester；methyl 1-(3-chlorophenyl)-2,5-dimethyl-4-phenyl-4H-pyridine-3-carboxylate
• CAS: 1021949-65-4
• 化学式: C₂₁H₂₀ClNO₂
• 分子量: 353.848
• InChiKey: ZJSHLUYNMIWAKU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  乙酰乙酸甲酯 、 3-氯苯胺 、 反式-alpha-甲基肉桂醛 在 L-脯氨酸 作用下， 反应 1.0h， 以91%的产率得到1-(3-chloro-phenyl)-2,5-dimethyl-4-phenyl-1,4-dihydro-pyridine-3-carboxylic acid methyl ester
  参考文献：
  名称：

  Organocatalysed three-component domino synthesis of 1,4-dihydropyridines under solvent free conditions

  摘要：

  An organocatalysed protocol for one-pot synthesis of 1,4-dihydropyridines via three-component coupling of cinnamaldehyde, aniline and beta-keto esters under solvent free conditions at ambient temperature is reported. The reaction is generally very fast and the products are obtained in high yield. The catalytic activity of small organic molecules like amino acids (acidic, basic and neutral), ephedrine and cinchona alkaloids was studied. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.02.022

文献信息

• Synthesis and biological evaluation of N-aryl-1,4-dihydropyridines as novel antidyslipidemic and antioxidant agents
  作者：Atul Kumar、Ram Awatar Maurya、Siddharth Sharma、Mukesh Kumar、Gitika Bhatia

  DOI：10.1016/j.ejmech.2009.10.036

  日期：2010.2

  cinnamaldehydes, anilines and 2-keto esters in methanol. The synthesized compounds were screened for their antidyslipidemic and antioxidant activity in vivo and in vitro. Compounds 2a, 2g, and 2l have exhibited promising lipid and TG lowering activity, whereas compounds 2m and 2n have showed potent antioxidant activity.

  N-芳基-1,4-二氢吡啶2a - n是通过碘催化肉桂醛，苯胺和2-酮酯在甲醇中的三组分反应合成的。筛选合成的化合物在体内和体外的抗血脂异常和抗氧化活性。化合物2a，2g和2l显示出有希望的脂质和TG降低活性，而化合物2m和2n显示出有效的抗氧化活性。