s-trans-N2-{[(E)-1-(4-methoxyphenyl)-ethylidene]-amino}guanidine | 132685-73-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: s-trans-N2-{[(E)-1-(4-methoxyphenyl)-ethylidene]-amino}guanidine
• 英文别名: p-methoxyacetophenone diaminomethylenehydrazone；2-[(E)-1-(4-methoxyphenyl)ethylideneamino]guanidine
• CAS: 132685-73-5
• 化学式: C₁₀H₁₄N₄O
• 分子量: 206.247
• InChiKey: RPUXAQMCVDQBJN-NTUHNPAUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  86
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-氰基甲亚胺乙酯 、 s-trans-N2-{[(E)-1-(4-methoxyphenyl)-ethylidene]-amino}guanidine 在 三乙胺 作用下， 以 乙腈 为溶剂， 反应 1.0h， 以99%的产率得到N-[amino-[2-[1-(4-methoxyphenyl)ethylidene]hydrazinyl]methylidene]-N'-cyanomethanimidamide
  参考文献：
  名称：

  Miyamoto, Yoshiko; Yamazaki, Chiji; Matzui, Megumi, Journal of Heterocyclic Chemistry, 1990, vol. 27, # 6, p. 1553 - 1557

  摘要：

  DOI：
• 作为产物：
  描述：

  氨基胍碳酸氢盐 、 对甲氧基苯乙酮 在 氢氧化钾 作用下， 以 乙醇 、 水 为溶剂， 反应 8.0h， 以70.5%的产率得到s-trans-N2-{[(E)-1-(4-methoxyphenyl)-ethylidene]-amino}guanidine
  参考文献：
  名称：

  Synthesis, structure investigations, and antimicrobial activity of selected s-trans-6-aryl-4-isopropyl-2-{2-[(E)-1-phenylalkylidene]-(E)-hydrazino}-1,4-dihydropyrimidine hydrochlorides

  摘要：

  A series of 6-aryl-4-isopropyl-2-[2-(1-phenylalkylidene)hydrazino]-1,4-dihydropyrimidine hydrochlorides was prepared and tested for antibacterial and antifungal effects. The title compounds were synthesized by cyclocondensation of N-2-(1-phenylalkylideneamino)guanidines with 1-aryl-4-methyl-2-penten-1-ones. Structure analyses of the prepared compounds were accomplished by means of 1D and 2D NMR spectroscopy. The analyses showed that the ring closure reaction took place regioselectively in all cases and generated exclusively 2-(phenylalkylidenehydrazino)dihydropyrimidines. According to the NOE experiments, the applied N-2-(1- phenylalkylideneamino)guanidines exist in [D-o]DMSO solution as s-trans-(E)- and the title compounds as s-trans-(E,E)-isomers. The antimicrobial activity was evaluated against representative Gram-negative and Gram-positive bacteria, and against the pathogenic yeast Candida albicans, The tested title compounds showed weak antibacterial activity against Gram-positive bacteria, and one compound was active against Candida albicans. (C) 2002 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0928-0987(01)00202-0

文献信息

• Synthesis, structure investigations, and antimicrobial activity of selected s-trans-6-aryl-4-isopropyl-2-{2-[(E)-1-phenylalkylidene]-(E)-hydrazino}-1,4-dihydropyrimidine hydrochlorides
  作者：Edith Gößnitzer、Gebhard Feierl、Ute Wagner

  DOI：10.1016/s0928-0987(01)00202-0

  日期：2002.2

  A series of 6-aryl-4-isopropyl-2-[2-(1-phenylalkylidene)hydrazino]-1,4-dihydropyrimidine hydrochlorides was prepared and tested for antibacterial and antifungal effects. The title compounds were synthesized by cyclocondensation of N-2-(1-phenylalkylideneamino)guanidines with 1-aryl-4-methyl-2-penten-1-ones. Structure analyses of the prepared compounds were accomplished by means of 1D and 2D NMR spectroscopy. The analyses showed that the ring closure reaction took place regioselectively in all cases and generated exclusively 2-(phenylalkylidenehydrazino)dihydropyrimidines. According to the NOE experiments, the applied N-2-(1- phenylalkylideneamino)guanidines exist in [D-o]DMSO solution as s-trans-(E)- and the title compounds as s-trans-(E,E)-isomers. The antimicrobial activity was evaluated against representative Gram-negative and Gram-positive bacteria, and against the pathogenic yeast Candida albicans, The tested title compounds showed weak antibacterial activity against Gram-positive bacteria, and one compound was active against Candida albicans. (C) 2002 Elsevier Science B.V. All rights reserved.
• Miyamoto, Yoshiko; Yamazaki, Chiji; Matzui, Megumi, Journal of Heterocyclic Chemistry, 1990, vol. 27, # 6, p. 1553 - 1557
  作者：Miyamoto, Yoshiko、Yamazaki, Chiji、Matzui, Megumi

  DOI：——

  日期：——