4-(morpholin-4-yl)-N'-(3-phenylallylidene)benzohydrazide | 1188889-79-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: 4-(morpholin-4-yl)-N'-(3-phenylallylidene)benzohydrazide
• 英文别名: N-(cinnamylideneamino)-4-morpholin-4-ylbenzamide
• CAS: 1188889-79-3
• 化学式: C₂₀H₂₁N₃O₂
• 分子量: 335.406
• InChiKey: JMAZIEQHZQIOPC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  53.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  肉桂醛 、 4-(morpholin-4-yl)benzoic acid hydrazide 以 甲醇 为溶剂， 以88.1%的产率得到4-(morpholin-4-yl)-N'-(3-phenylallylidene)benzohydrazide
  参考文献：
  名称：

  Novel 4-(morpholin-4-yl)-N′-(arylidene)benzohydrazides: Synthesis, antimycobacterial activity and QSAR investigations

  摘要：

  A series of 4-(morpholin-4-yl)-N'-(arylidene)benzohydrazides were synthesized using appropriate synthetic route. Anti mycobacterial activity of the synthesized compounds (5a-5j) was carried out and percentage reduction in relative light units (RLU) was calculated using luciferase reporter phages (LRP) assay. Percentage reduction in relative light units (RLU) for isoniazid was also calculated. The test compounds showed significant antitubercular activity against Mycobacterium tuberculosis H37Rv and clinical isolates: S, H, R, and E resistant M. tuberculosis, when tested in vitro.Quantitative structure-activity relationship (QSAR) investigation with 2D-QSAR analysis was applied to find a correlation between different experimental or calculated physicochemical parameters of the compounds studied and 3D-QSAR analysis and to indicate the exact steric and electronic requirements in the ranges at various positions around pharmacophore.In general Schiff bases exhibit anti mycobacterial activity and morpholine ring is important for antimicrobial activity. So we have synthesized 10 different 4-(morpholin-4-yl)-N'-(arylidene)benzohydrazides. The structures of new compounds were characterized by TLC, MR, 1H NMR, mass spectral data and elemental analysis.Amongst the compounds tested 5d and 5c were found to be the most potent, while 5i, Se, and 5j were found to have an average activity against M. tuberculosis H37Rv and 5a, 5f, 5h, 5g, and 5b were found to have a greater activity against clinical isolates: S, H, R, and E resistant M. tuberculosis as compared to M. tuberculosis H37Rv. (C) 2009 Published by Elsevier Masson SAS.

  DOI：

  10.1016/j.ejmech.2009.04.023