(2E,2'E)-diethyl 3,3'-(2,4,6-trimethyl-1,4-dihydropyridine-3,5-diyl)bis(2-cyanobut-2-enoate) | 1447968-05-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (2E,2'E)-diethyl 3,3'-(2,4,6-trimethyl-1,4-dihydropyridine-3,5-diyl)bis(2-cyanobut-2-enoate)
• CAS: 1447968-05-9
• 化学式: C₂₂H₂₇N₃O₄
• 分子量: 397.474
• InChiKey: ARVVQJIBWJZHOZ-PWDIZTEBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.58
• 重原子数：
  29.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  112.21
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  (2E,2'E)-diethyl 3,3'-(2,4,6-trimethyl-1,4-dihydropyridine-3,5-diyl)bis(2-cyanobut-2-enoate) 、 4-氯苯甲醛 在 ammonium acetate 作用下， 反应 1.5h， 生成 4,4'-(2,4,6-trimethyl-1,4-dihydropyridine-3,5-diyl)bis-6-(4-chloro-phenyl)-2-oxo-1,2,5,6-tetrahydropyridin-3-carbonitrile
  参考文献：
  名称：

  Synthesis, antibacterial and antifungal evaluation of novel 1,4-dihydropyridine derivatives

  摘要：

  3,5-Diacetyl-1,4-dihydro-2,4,6-trimethylpyridine (1) has been condensed with aromatic aldehydes to give the corresponding cinnamoyl derivatives IIa-e. the behavior of IIc, d towards thiourea, hydroxylamine hydrochloride, hydrazine hydrate and other bifunctional reagents has been investigated. The newly synthesized compounds were screened for their antimicrobial activity against Gram-positive bacteria, Gram-negative bacteria and as antifungal reagent. Among all the tested compounds, it was found that compounds IIIa and Vila, b revealed better activity against the Gram-positive rather than the Gram-negative bacteria. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2012.12.069
• 作为产物：
  描述：

  3,5-丁二酮-2,4,6-三甲基-1,4-羟基吡啶 、 氰乙酸乙酯 在 ammonium acetate 作用下， 以 5,5-dimethyl-1,3-cyclohexadiene 为溶剂， 反应 10.0h， 以76%的产率得到(2E,2'E)-diethyl 3,3'-(2,4,6-trimethyl-1,4-dihydropyridine-3,5-diyl)bis(2-cyanobut-2-enoate)
  参考文献：
  名称：

  Synthesis, antibacterial and antifungal evaluation of novel 1,4-dihydropyridine derivatives

  摘要：

  3,5-Diacetyl-1,4-dihydro-2,4,6-trimethylpyridine (1) has been condensed with aromatic aldehydes to give the corresponding cinnamoyl derivatives IIa-e. the behavior of IIc, d towards thiourea, hydroxylamine hydrochloride, hydrazine hydrate and other bifunctional reagents has been investigated. The newly synthesized compounds were screened for their antimicrobial activity against Gram-positive bacteria, Gram-negative bacteria and as antifungal reagent. Among all the tested compounds, it was found that compounds IIIa and Vila, b revealed better activity against the Gram-positive rather than the Gram-negative bacteria. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2012.12.069