(E)-N'-(2-hydroxy-5-methoxybenzylidene)picolinohydrazide

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: (E)-N'-(2-hydroxy-5-methoxybenzylidene)picolinohydrazide
• 英文别名: N'-(2-hydroxy-5-methoxybenzylidene)-2-pyridinecarbohydrazide；N-[(E)-(2-hydroxy-5-methoxyphenyl)methylideneamino]pyridine-2-carboxamide
• 化学式: C₁₄H₁₃N₃O₃
• 分子量: 271.276
• InChiKey: KMSKHBPPGNHFJJ-CXUHLZMHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  83.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-吡啶甲酸乙酯 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 3.0h， 生成 (E)-N'-(2-hydroxy-5-methoxybenzylidene)picolinohydrazide
  参考文献：
  名称：

  Potent antimicrobial agents against azole-resistant fungi based on pyridinohydrazide and hydrazomethylpyridine structural motifs

  摘要：

  Schiff base derivatives have recently been shown to possess antimicrobial activity, and these derivatives include a limited number of salicylaldehyde hydrazones. To further explore this structure-activity relationship between salicylaldehyde hydrazones and antifungal activity, we previously synthesized and analyzed a large series of salicylaldehyde and formylpyridinetrione hydrazones for their ability to inhibit fungal growth of both azole-susceptible and azole-resistant species of Candida. While many of these analogs showed excellent growth inhibition with low mammalian cell toxicity, their activity did not extend to azole-resistant species of Candida. To further dissect the structural features necessary to inhibit azole-resistant fungal species, we synthesized a new class of modified salicylaldehyde derivatives and subsequently identified a series of modified pyridine-based hydrazones that had potent fungicidal antifungal activity against multiple Candida spp. Here we would like to present our synthetic procedures as well as the results from fungal growth inhibition assays, mammalian cell toxicity assays, time-kill assays and synergy studies of these novel pyridine-based hydrazones on both azole-susceptible and azole-resistant fungal species. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2015.04.040

文献信息

• USE OF METAL COMPLEX COMPOUNDS AS OXIDATION CATALYSTS
  申请人：Wagner Barbara

  公开号：US20110021407A1

  公开（公告）日：2011-01-27

  The present invention relates to the use of metal complex compounds having hydrazide ligands as oxidation catalysts. Further aspects of the invention are formulations comprising such metal complex compounds, novel metal complex compounds and novel ligands. The metal complex compounds are used especially for enhancing the action of peroxides, for example in the treatment of textile material, without at the same time causing any appreciable damage to fibres and dyeings. There is also no appreciable damage to fibres and dyeings if these metal complexes are used in combination with an enzyme or a mixture of enzymes.
• ANTIMICROBIAL PYRIDINOHYDRAZIDE AND HYDRAZOMETHYLPYRIDINE-BASED AGENTS
  申请人：Board of Supervisors of Louisiana State University and Agricultural and Mechanical College

  公开号：US20180072675A1

  公开（公告）日：2018-03-15

  A class of modified salicylaldehyde derivatives has also been synthesized and a series of modified pyridine-based hydrazones identified that have potent antimicrobial activity against multiple Candida spp. These compounds have been characterized using fungal growth inhibition assays, mammalian cell toxicity assays, time-kill assays and synergy studies of these novel pyridine-based hydrazones on both azole-susceptible and azole-resistant fungal species. Effectiveness of these compounds in inhibiting the growth of protozoal parasites was also found.
• US7928049B2
  申请人：——

  公开号：US7928049B2

  公开（公告）日：2011-04-19
• [EN] USE OF METAL COMPLEX COMPOUNDS AS OXIDATION CATALYSTS<br/>[FR] UTILISATION DE COMPOSÉS DE COMPLEXE MÉTALLIQUE EN TANT QUE CATALYSEURS D'OXYDATION
  申请人：CIBA HOLDING INC

  公开号：WO2009013163A1

  公开（公告）日：2009-01-29

  The present invention relates to the use of metal complex compounds having hydrazide ligands as oxidation catalysts. Further aspects of the invention are formulations comprising such metal complex compounds, novel metal complex compounds and novel ligands. The metal complex compounds are used especially for enhancing the action of peroxides, for example in the treatment of textile material, without at the same time causing any appreciable damage to fibres and dyeings. There is also no appreciable damage to fibres and dyeings if these metal complexes are used in combination with an enzyme or a mixture of enzymes.
• [EN] ANTIMICROBIAL PYRIDINOHYDRAZIDE AND HYDRAZOMETHYLPYRIDINE-BASED AGENTS<br/>[FR] AGENTS ANTIMICROBIENS À BASE DE PYRIDINOHYDRAZIDE ET D'HYDRAZOMÉTHYLPYRIDINE
  申请人：UNIV LOUISIANA STATE

  公开号：WO2016160552A1

  公开（公告）日：2016-10-06

  A class of modified salicylaldehyde derivatives has also been synthesized and a series of modified pyridine-based hydrazones identified that have potent antimicrobial activity against multiple Candida spp. These compounds have been characterized using fungal growth inhibition assays, mammalian cell toxicity assays, time-kill assays and synergy studies of these novel pyridine-based hydrazones on both azole-susceptible and azole- resistant fungal species. Effectiveness of these compounds in inhibiting the growth of protozoal parasites was also found.