isonicotinic acid (2-hydroxybenzylidene)hydrazide | 1082667-45-5

• 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
• 英文名称: isonicotinic acid (2-hydroxybenzylidene)hydrazide
• 英文别名: N'-[(Z)-(2-hydroxyphenyl)methylidene]pyridine-4-carbohydrazide；N'-(2-Hydroxybenzylidene)isonicotinohydrazide；Isonicotinic acid (2-hydroxy-benzylidene)hydrazide；N-[(Z)-(2-hydroxyphenyl)methylideneamino]pyridine-4-carboxamide
• CAS: 1082667-45-5
• 化学式: C₁₃H₁₁N₃O₂
• 分子量: 241.249
• InChiKey: VBIZUNYMJSPHBH-DHDCSXOGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  74.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  isonicotinic acid (2-hydroxybenzylidene)hydrazide 、 氯乙酰氯 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 以73%的产率得到N-[3-chloro-2-(2-hydroxy-phenyl)-4-oxoazetidin-1yl]isonicotinamide
  参考文献：
  名称：

  Design and synthesis of novel N-substituted-3-chloro-2-azetidinone derivatives as potential anticonvulsant agents

  摘要：

  A new series of N-[3-chloro-2-(substitutedphenyl)-4-oxo-azetidin-1-yl]isonicotinamide (2a-l) were synthesized through condensation reaction of isoniazide with substituted aldehyde. The newly synthesized compounds were characterized by spectral data (IR, (1)H NMR, mass spectra) and elemental analysis. Compound 2e exhibited excellent anticonvulsant activity and no neurotoxicity in comparison to reference drug phenytoin.

  DOI：

  10.1007/s00044-010-9485-0
• 作为产物：
  描述：

  异烟肼 、 水杨醛 以 乙醇 为溶剂， 反应 2.0h， 以80%的产率得到isonicotinic acid (2-hydroxybenzylidene)hydrazide
  参考文献：
  名称：

  异烟酸（2-羟基亚苄基）酰肼的过渡金属配合物。

  摘要：

  合成了席夫碱异烟酸（2-羟基亚苄基）酰肼HL的一系列新的过渡金属配合物。Schiff碱与作为一元三齿配体的Cu（II），Ni（II），Co（II），Mn（II），Fe（III）和UO2（II）离子反应生成1：2的单核络合物（金属：铜（II）形成1：1（金属：配体）的配合物。通过元素分析，IR，UV-vis，质量和1H NMR光谱以及磁矩，电导率测量和热分析来表征配体及其金属配合物。除Cu（II）络合物外，所有络合物均具有八面体构型，而Cu（II）络合物具有向四面体变形的额外正方形平面几何形状。同时，UO2（II）复合物具有其有利的七配位作用。测试了该配体及其金属配合物对一种菌株革兰氏+细菌（金黄色葡萄球菌），革兰氏-细菌（大肠杆菌）和真菌（白色念珠菌）的影响。被测化合物表现出较高的抗菌活性。

  DOI：

  10.1016/j.saa.2007.07.023

文献信息

• Comparative studies on conventional and solvent-free synthesis toward hydrazones: application of PXRD and chemometric data analysis in mechanochemical reaction monitoring
  作者：Jana Pisk、Tomica Hrenar、Mirta Rubčić、Gordana Pavlović、Vladimir Damjanović、Jasna Lovrić、Marina Cindrić、Višnja Vrdoljak

  DOI：10.1039/c7ce02136d

  日期：——

  chemometric study using principal component analysis for mechanochemical synthesis monitoring was implemented for the first time to provide an insight into the reaction profiles. A thoughtful combination of ex situ powder X-ray diffraction and chemometric analysis was essential to identify a stepwise mechanism for the hydrazone formation via an intermediate phase. In five investigated reactions the first

  the的合成是通过常规方法和无溶剂方法，使用相应的酰肼（异烟肼，烟碱酰肼，2-氨基苯甲酰肼或4-氨基苯甲酰肼）和适当的醛（水杨醛，3-甲氧基水杨醛或4-甲氧基水杨醛）进行的。专门用于溶剂多态性或多态性筛选的系统研究导致形成了十二种新的晶型，其中八种通过单晶X射线衍射法。在所有研究的结构中，分子都组装成无尽的超分子链，不连续的环，环或网的链。还应用了采用液体辅助研磨的机械化学合成方法，发现烟碱和异烟碱基易于从其相应的前体中形成。首次进行了使用主成分分析进行机械化学合成监测的化学计量学研究，以提供对反应曲线的深入了解。异位粉末X射线衍射和化学计量分析的周到结合对于确定通过via形成formation的逐步机理至关重要中间阶段。在五个调查的反应中，第一个主要成分至少占总方差的75％，而在两个反应的情况下，这一成分占总方差的69.72和46.23％。还评估了hydr在体外的细胞毒性活性。所有化合物
• BATE-LACTAMASE INHIBITORS
  申请人：Dmitrienko Gary I.

  公开号：US20110046101A1

  公开（公告）日：2011-02-24

  The present invention relates to broad spectrum β-lactamase inhibitors. More particularly, the invention relates to inhibitors of Class B metallo (MBL) and Class D (OXA) β-lactamases. A method of treating a bacterial infection is provided, wherein the method comprises administering to a mammalian patient in need of such treatment a compound of formula (I) wherein R 1 is selected from R 2 is selected from with certain provisos as herein defined; in combination with a pharmaceutically acceptable β-lactam antibiotic in an amount which is effective for treating the bacterial infection.

  本发明涉及广谱β-内酰胺酶抑制剂。更具体地，本发明涉及类B金属酶(MBL)和类D（OXA）β-内酰胺酶的抑制剂。提供了一种治疗细菌感染的方法，其中该方法包括向需要此类治疗的哺乳动物患者施用具有以下结构的化合物（I）其中R1从中选择R2从中选择与此处定义的某些条件一起；与一种对治疗细菌感染有效的药用β-内酰胺抗生素结合在一起。
• Synthesis and Antimicrobial Activity of N-[2-(aryl/substituted aryl)-4-oxo-1,3-thiazolidin-3-yl]pyridine-4-carboxamide
  作者：Asha B. Thomas、Rabindra K. Nanda、Lata P. Kothapalli、Avinash D. Deshpande

  DOI：10.5012/jkcs.2011.55.6.960

  日期：2011.12.20

  A series of isonicotinyl hydrazones and their 4-thiazolidinones have been synthesized by condensation of isonicotinic acid hydrazide with various aromatic aldehydes to yield Schiff's bases, followed by the cyclocondensation of Schiff's bases with 2-mercaptoacetic acid to yield their 4-thiazolidinones. The synthesized compounds have been characterized by their elemental, analytical and spectral studies. All these compounds were evaluated for their invitro antimicrobial activity against a spectrum of non-resistant and resistant microbial organisms. These studies proved that compounds 5e,i against B. subtilis; 5e,f,h against B. anthracis; 5g,i against S. aureus showed good activity at lower concentrations. Compounds 5d-5i displayed significant activity against resistant strain of K. pneumonia with minimum inhibitory potency in the concentration range of 2-16 ug/ml.

  通过异烟酸酰肼与各种芳香醛缩合生成席夫碱，然后席夫碱与2-巯基乙酸环缩合生成4-噻唑烷酮，合成了一系列异烟酰腙及其4-噻唑烷酮。合成的化合物已通过元素、分析和光谱研究进行了表征。所有这些化合物都针对一系列非耐药和耐药微生物的体外抗菌活性进行了评估。这些研究证明化合物5e、i具有抗枯草芽孢杆菌的作用； 5e，f，h 对抗炭疽芽孢杆菌； 5g,i 在较低浓度下对金黄色葡萄球菌表现出良好的活性。化合物5d-5i对肺炎克雷伯菌耐药菌株表现出显着的活性，在2-16ug/ml的浓度范围内具有最小抑制效力。
• 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] INHIBITORS OF CLASS B AND CLASS D ß-LACTAMASES<br/>[FR] INHIBITEURS DE ß-LACTAMASES DE CLASSE B ET DE CLASSE D
  申请人：DMITRIENKO GARY I

  公开号：WO2009114921A1

  公开（公告）日：2009-09-24

  The present invention relates to broad spectrum β-lactamase inhibitors; more particularly, inhibitors of Class B metallo (MBL) and Class D (OXA) β-lactamases. A method of treating a bacterial infection is provided, wherein the method comprises administering to a mammalian patient in need of such treatment a compound of formula (I) wherein R1 is selected from (II), and (III); R2 is selected from (IV), and (V); with the proviso that: if R1 is (VI), then R2 is selected from (VII), or (VIII); if R1 is (IX), then R2 is (X) or (XI); if R1 is (XII), or (XIII) then R2 is (XIV); and if R1 is (XV), then R2 is (XVI); in combination with a pharmaceutically acceptable β-lactam antibiotic in an amount which is effective for treating the bacterial infection.