pyridine-2-aldehyde hydrazone | 78539-90-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: pyridine-2-aldehyde hydrazone
• 英文别名: (Z)-pyridin-2-ylmethylene-hydrazine；(Z)-pyridin-2-ylmethylidenehydrazine
• CAS: 78539-90-9
• 化学式: C₆H₇N₃
• 分子量: 121.142
• InChiKey: MMFWSQULBRVAKP-UITAMQMPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  51.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  pyridine-2-aldehyde hydrazone 在 copper diacetate 作用下， 以 乙酸乙酯 为溶剂， 反应 2.0h， 以92%的产率得到1,2,3-噻唑(1,5-a)吡啶
  参考文献：
  名称：

  铜（II）催化的氧化性N ？从2酰基吡啶轻松地一锅合成[1，2，3]三唑并[1，5-a]吡啶。N键形成

  摘要：

  已经建立了一种有效且简单的合成各种[1,2,3]三唑并[ 1,5- α ]吡啶的方法。该方法涉及铜（II）催化的氧化NN键的形成，该反应在一个罐中进行azo化反应后，将大气中的氧气用作末端氧化剂。使用乙酸乙酯作为溶剂可显着促进氧化性NN键的形成反应，并使氧化环化在有效的一锅法反应中得到应用。根据光谱研究的结果提出了反应机理。

  DOI：

  10.1002/chem.201302997

文献信息

• Aerial Oxidation of Some 2-Pyridyl Ketone Hydrazones Catalyzed by Cu2+. Physical Properties of Reaction Products.
  作者：Hisakazu MORI、Kaori SAKAMOTO、Sachie MASHITO、Yohko MATSUOKA、Mika MATSUBAYASHI、Kazue SAKAI

  DOI：10.1248/cpb.41.1944

  日期：——

  Some 2-pyridyl ketone hydrazones were subjected to aerial oxidation catalyzed by Cu2+. The oxidation product of di-2-pyridyl ketone hydrazone had the structure of a derivative of [1, 2, 3]-triazolo[1, 5-a]pyridine, and this structure is different from that previously proposed by other investigators. The fluorescence spectra of the oxidation products were measured in solutions of a wide pH range. In contrast to the oxidation products of other 2-pyridyl ketone hydrazones, that of di-2-pyridyl ketone hydrazone showed very strong fluorescence in acidic media. The characteristic nature of this compound was also apparent in the ultraviolet spectrum. The generation of hydroxyl radical was demonstrated in the aerial oxidation of di-2-pyridyl ketone hydrazone catalyzed by Cu2+, suggesting the formation of hydrogen peroxide as another oxidation product.

  一些 2-吡啶酮腙在 Cu2+ 催化下进行了架空氧化。二-2-吡啶酮腙的氧化产物具有[1, 2, 3]-三唑并[1, 5-a]吡啶衍生物的结构，这种结构与其他研究者之前提出的结构不同。氧化产物的荧光光谱是在较宽 pH 值范围的溶液中测量的。与其他 2-吡啶酮肼的氧化产物不同，二-2-吡啶酮肼的氧化产物在酸性介质中显示出非常强的荧光。这种化合物的特征在紫外光谱中也很明显。在 Cu2+ 催化下，二-2-吡啶基酮腙的气相氧化过程中产生了羟基自由基，这表明另一种氧化产物是过氧化氢。
• Foye, William O.; Dabade, Sunil V.; Kelley, Charles J., Medicinal Chemistry Research, 1998, vol. 8, # 9, p. 542 - 553
  作者：Foye, William O.、Dabade, Sunil V.、Kelley, Charles J.、Lebrun, Evelyne、Van Rapenbusch, Roland

  DOI：——

  日期：——
• 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.
• [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.