烟肼氮氧化物 | 23597-85-5

• 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
• 中文名称: 烟肼氮氧化物
• 英文名称: 3-(hydrazinecarbonyl)pyridine 1-oxide
• 英文别名: pyridine-N-oxide nicotinic hydrazide；1-oxide pyridine-3-carbohydrazide；nicotinoylhydrazine N-oxide；Oxynicotinoyl hydrazine；1-oxy-nicotinic acid hydrazide；1-Oxy-nicotinsaeure-hydrazid；1-Oxidopyridin-1-ium-3-carbohydrazide
• CAS: 23597-85-5
• 化学式: C₆H₇N₃O₂
• 分子量: 153.14
• InChiKey: DVPDFNLVFDDUKE-UHFFFAOYSA-N

物化性质

• 熔点：
  230 °C
• 密度：
  1.42±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.6
• 重原子数：
  11
• 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：
  80.6
• 氢给体数：
  2
• 氢受体数：
  3

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  N-氧代烟酰胺	nicotinamide N-oxide	1986-81-8	C6H6N2O2	138.126

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  ——	N'-nicotinoyl-N2-acetylhydrazine N-oxide	70291-27-9	C8H9N3O3	195.178
  ——	3-(2-(bis(methylthio)methylene)hydrazinecarbonyl)pyridine 1-oxide	1403747-35-2	C9H11N3O2S2	257.337
  ——	1-oxy-nicotinic acid benzylidenehydrazide	100728-23-2	C13H11N3O2	241.249
  ——	1-oxy-nicotinic acid furfurylidenehydrazide	99973-17-8	C11H9N3O3	231.211

反应信息

• 作为反应物：
  描述：

  烟肼氮氧化物 在 sodium nitrite 作用下， 反应 3.0h， 生成 4-[(2Z)-2-[1-(1-oxidopyridin-1-ium-3-carbonyl)-5-oxo-3-propylpyrazol-4-ylidene]hydrazinyl]-N-pyrimidin-2-ylbenzenesulfonamide
  参考文献：
  名称：

  Girges; Hanna; Rasala, Arzneimittel-Forschung/Drug Research, 1992, vol. 42, # 11, p. 1350 - 1353

  摘要：

  DOI：
• 作为产物：
  描述：

  氧烟酸 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 3.0h， 生成 烟肼氮氧化物
  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

• Ahead of Their Time: The Sears Catalogue Prefabricated Houses
  作者：A. Cooke、A. Friedman

  DOI：10.1093/jdh/14.1.53

  日期：2001.1.1

  Several companies in the early 1900s offered high-quality, pre-cut and prefabricated houses in a great variety of styles. The most successful of these companies, in the years before the Second World War, was sears, Roebuck and Company. sears sold houses via mail-order catalogue and through their sales offices nearly 100,000 clients between 1908 and 1940. Despite their widespread success, however, Sears' Home Construction Division ultimately failed. The reasons for this failure can be understood in the context of their design flexibility, marketing strategy, approach to financing and the process of selling, delivering and erecting the houses. Sears' concept of packaging and shipping high-quality pre-cut materials and precise instructions directly to the client was sound. It was especially effective when combined with their ability to maintain flexibility and to offer a wide variety of designs. The company's marketing strategy was very skilful, and they were successful in convincing thousands of Americans that a Sears house would bring them the comfort and security of their dreams. Financing decisions and short-sightedness rather than poor marketing strategies or a substandard product caused the downfall in Sears' Home Construction Division. Their liberal financing policies did not take into account the possibility of economic recession nor did they allow for the reduced need for housing after 1924. Even so, their experiences in their prefabrication contributed to the current design and packaging of homes.

  20 世纪初，有几家公司提供各种风格的高质量预切割预制房屋。在第二次世界大战之前，这些公司中最成功的是西尔斯、罗巴克和公司。1908 年至 1940 年间，西尔斯通过邮购目录和销售办事处销售了近 10 万套房屋。尽管取得了广泛的成功，但西尔斯的房屋建筑部门最终还是失败了。失败的原因可以从其设计的灵活性、营销策略、融资方式以及房屋的销售、交付和建造过程等方面来理解。西尔斯公司包装和运输高质量的预切割材料并直接向客户提供精确指导的理念是正确的。这种理念与他们保持灵活性和提供各种设计的能力相结合，尤其有效。公司的营销策略非常娴熟，他们成功地说服了成千上万的美国人，让他们相信西尔斯的房子会给他们带来梦想中的舒适和安全。造成西尔斯住宅建筑部衰落的原因是融资决策和短视，而不是营销策略不当或产品不合格。他们宽松的融资政策没有考虑到经济衰退的可能性，也没有考虑到 1924 年后住房需求的减少。即便如此，他们在预制方面的经验还是为当前的住宅设计和包装做出了贡献。
• Heterocycle substituted (3-loweralkylamino-2-R.sub.1 O-propoxy)pyridines
  申请人：Merck & Co., Inc.

  公开号：US04144343A1

  公开（公告）日：1979-03-13

  Heterocycle substituted (3-loweralkylamino-2-R.sub.1 O-propoxy)pyridines, their pharmaceutically acceptable salts and their preparation are disclosed. These pyridines have pharmaceutical properties such as anti-hypertensive activity of rapid onset.

  本专利披露了杂环取代的（3-较低烷氨基-2-R.sub.1 O-丙氧基）吡啶类化合物，以及它们的药用盐和制备方法。这些吡啶类化合物具有药物特性，如快速发挥的降压活性。
• Construction and magnetic study of two new dysprosium complexes with chain or tetranuclear structure
  作者：Jing Yang、Fang Ma、Xue-Bin Deng、Hao-Ling Sun、Yi-Quan Zhang

  DOI：10.1039/c7ce00747g

  日期：——

  groups, resulting in a tetranuclear structure. Magnetic studies indicate that the anisotropic Dy3+ ions in 1 and 2 are ferromagnetically and anti-ferromagnetically coupled, respectively. The alternating current (ac) susceptibility measurements revealed slow magnetic relaxation with effective energy barriers of Ueff = 18.0 K under zero dc field in complex 1. However, under zero dc field, the ac data for

  已成功合成了两种新型络合物，即[Dy 2 L 2（NO 3）2（DMF）2 ]·2DMF（1）和[Dy 4 L 4（OAc）4（DMF）2 ]（2）。通过使新的含吡啶-N-氧化物的有机配体N '-（8-羟基喹啉-2-羧醛）吡啶-N-氧化物-碳酰肼（H 2L）与不同的s盐。单晶X射线衍射研究表明，它们显示出一维（1D）或四核结构，该结构由反应过程中使用的配位阴离子控制。内的一维结构1，九协调的Dy 3+离子被从8-羟基喹啉组的两个酚氧原子桥连，以形成的Dy 2个二聚体和这些二聚体是通过吡啶进一步连接Ñ氧化物基团。在2中，两个八配位的Dy 3+离子通过酚氧和乙酸酯桥键结合在一起，生成Dy 2单元，两个相邻的Dy 2单元进一步通过吡啶-连接。N-氧化物基团，导致四核结构。磁性研究表明1和2中的各向异性Dy 3+离子分别是铁磁耦合和反铁磁耦合的。交流电（ac）磁化率测量结果显示，在复合物1的零直流磁场下，磁弛豫缓慢，有效能垒为U
• Structural modification induced hydrogelation and antibacterial properties in supramolecular gels
  作者：Dipankar Ghosh、Pooja Chaudhary、Aathira Pradeep、Surendra Singh、Jayakumar Rangasamy、Krishna K. Damodaran

  DOI：10.1016/j.molliq.2023.122023

  日期：2023.7

  moieties into hydrazone/semicarbazone groups, which was obtained by the modification of the pyridyl functional groups of hydrazone/semicarbazone compounds. The properties of the N-oxide compounds were compared with the pyridyl compounds, and the results showed that the structural modification of the pyridyl-hydrazides to pyridyl-N-oxide hydrazides enhanced the water solubility of the hydrazone gelator.

  低分子量N-氧化物水凝胶剂是通过将N-氧化物部分结合到腙/缩氨基脲基团中合成的，该基团是通过修饰腙/缩氨基脲化合物的吡啶基官能团获得的。将N-氧化物化合物的性质与吡啶基化合物进行了比较，结果表明吡啶酰肼结构修饰为吡啶基-N-氧酰肼提高了腙胶凝剂的水溶性。通过最小凝胶化浓度、凝胶-溶胶转变温度和流变学分析凝胶的相对稳定性，并通过扫描电子显微镜（SEM）分析形态。通过添加不同的钾盐分析凝胶在各种盐存在下的刺激响应特性，腙凝胶显示出对氰离子的选择性响应。腙凝胶显示出对革兰氏阳性菌和革兰氏阴性菌的抗菌活性，而缩氨基脲凝胶则无活性。此外，发现凝胶具有生物相容性，可用作抗菌剂。
• Synthesis and antituberculosis activity of indole–pyridine derived hydrazides, hydrazide–hydrazones, and thiosemicarbazones
  作者：Valeriya Velezheva、Patrick Brennan、Pavel Ivanov、Albert Kornienko、Sergey Lyubimov、Konstantin Kazarian、Boris Nikonenko、Konstantin Majorov、Alexander Apt

  DOI：10.1016/j.bmcl.2015.12.049

  日期：2016.2

  We describe the design, synthesis, and in vitro antimycobacterial activity of a series of novel simple hybrid hydrazides and hydrazide-hydrazones combining indole and pyridine nuclei. The compounds are derivatives of 1-acetylindoxyl or substituted indole-3-carboxaldehydes tethered via a hydrazine group by simple CAN or double C=N bonds with 3-and 4-pyridines, 1-oxide 3-and 4-pyridine carbohydrazides. The most active of 15 compounds showed MICs values against an INH-sensitive strain of Mycobacterium tuberculosis H37Rv equal to that of INH (0.05-2 mu g/mL). Five compounds demonstrated appreciable activity against the INH-resistant M. tuberculosis CN-40 clinical isolate (MICs: 2-5 mu g/mL), providing justification for further in vivo studies. (C) 2015 Elsevier Ltd. All rights reserved.