N'-(2-amino-1,2-dicyanoethenyl)-N-(4-methoxyphenyl)methanimidamide | 392239-88-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N'-(2-amino-1,2-dicyanoethenyl)-N-(4-methoxyphenyl)methanimidamide
• CAS: 392239-88-2；478032-61-0
• 化学式: C₁₂H₁₁N₅O
• 分子量: 241.252
• InChiKey: VOQQBJVXHHTURD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  107
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N'-(2-amino-1,2-dicyanoethenyl)-N-(4-methoxyphenyl)methanimidamide 在 水 、 三氟乙酸 、 potassium hydroxide 作用下， 以 乙醇 为溶剂， 生成 5-[(3,4-Dihydroxyphenyl)methylideneamino]-1-(4-methoxyphenyl)imidazole-4-carbonitrile
  参考文献：
  名称：

  Synthesis and radical scavenging activity of phenol–imidazole conjugates

  摘要：

  Novel hydroxylated benzylideneamino imidazole derivatives were synthesized and their radical scavenging activity was assessed against DPPH and hydroxyl radicals. In the DPPH assay, most of the synthesized compounds showed an IC50 in the range 3.2 mu M <= IC50 <= 8.4 mu M, lower than the reference compound trolox (IC50 = 9.5 mu M) or the parent aldehydes (5.4 mu M <= IC50 <= 11.6 mu M). The activity depends mainly on the phenolic subunit (number and position of the hydroxyl groups) and the extent of conjugation with the imidazole ring. In the deoxyribose assay, all the compounds, including parent imidazoles and aldehydes, showed high activity against the hydroxyl radical and the ability to chelate iron ions. At 5 mu M concentration, the compounds protected the deoxyribose from degradation by hydroxyl radical between 62% and 38%. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.04.026
• 作为产物：
  描述：

  N-(2-amino-1,2-dicyano-vinyl)-formimydic acid ethyl ester 、 甲氧苯胺 以 乙醇 为溶剂， 生成 N'-(2-amino-1,2-dicyanoethenyl)-N-(4-methoxyphenyl)methanimidamide
  参考文献：
  名称：

  Synthesis and radical scavenging activity of phenol–imidazole conjugates

  摘要：

  Novel hydroxylated benzylideneamino imidazole derivatives were synthesized and their radical scavenging activity was assessed against DPPH and hydroxyl radicals. In the DPPH assay, most of the synthesized compounds showed an IC50 in the range 3.2 mu M <= IC50 <= 8.4 mu M, lower than the reference compound trolox (IC50 = 9.5 mu M) or the parent aldehydes (5.4 mu M <= IC50 <= 11.6 mu M). The activity depends mainly on the phenolic subunit (number and position of the hydroxyl groups) and the extent of conjugation with the imidazole ring. In the deoxyribose assay, all the compounds, including parent imidazoles and aldehydes, showed high activity against the hydroxyl radical and the ability to chelate iron ions. At 5 mu M concentration, the compounds protected the deoxyribose from degradation by hydroxyl radical between 62% and 38%. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.04.026

文献信息

• Adenine Derivatives: Promising Candidates for Breast Cancer Treatment
  作者：Pedro Figueiredo、Marta Costa、Olívia Pontes、Fátima Baltazar、Fernanda Proença

  DOI：10.1002/ejoc.201800629

  日期：2018.8.7

  We acknowledge the financial support from University of Minho, Fundacao para a Ciencia e a Tecnologia (FCT) and FEDER-COMPETE through Centro de Quimica (UID/QUI/00686/ 2013 and UID/QUI/0686/2016). The NMR spectrometer Bruker Avance III 400 is part of the National NMR Network (RNRMN) and was purchased within the framework of the National Program for Scientific Re-equipment, contract REDE/1517/RMN/ 2005

  我们感谢 Minho 大学、Fundacao para a Ciencia ea Tecnologia (FCT) 和 FEDER-COMPETE 通过 Centro de Quimica (UID/QUI/00686/2013 和 UID/QUI/0686/2016) 的财政支持。NMR 波谱仪 Bruker Avance III 400 是国家核磁共振网络 (RNRMN) 的一部分，是在国家科学再设备计划框架内购买的，合同 REDE/1517/RMN/2005，资金来自 POCI 2010 (FEDER) 和FCT。这项工作也是在 NORTE-01-0145-FEDER-000013 项目的范围内开发的，由葡萄牙伙伴关系协议下的北葡萄牙区域运营计划 (NORTE 2020) 通过欧洲区域发展基金 (FEDER) 提供支持，以及通过竞争力因素运营计划 (COMPETE) 和国家基金，通过
• Red-shifted and pH-responsive imidazole-based azo dyes with potent antimicrobial activity
  作者：Daniela Dantas、Ana I. Ribeiro、Filipe Carvalho、Eva Gil-Martins、Renata Silva、Fernando Remião、Andrea Zille、Fátima Cerqueira、Eugénia Pinto、Alice M. Dias

  DOI：10.1039/d3cc00372h

  日期：——

  A novel route is described to obtain 2—aminoimidazole azo dyes with a unique substituent pattern in the heteroaryl unit that provides halochromic properties, exhibiting vibrant colours that change from magenta to deep blue. Potent antimicrobial properties against infectious yeasts were demonstrated. No cytotoxicity was detected for concentrations lower than 16 μg mL−1.

  描述了一种获得 2-氨基咪唑偶氮染料的新途径，该染料在杂芳基单元中具有独特的取代基模式，可提供卤素变色特性，呈现出从品红色变为深蓝色的鲜艳色彩。证明了对传染性酵母菌的有效抗菌特性。对于低于 16 μg mL -1的浓度，未检测到细胞毒性。