N-(isonicotinoyl)-N'-nicotinoylhydrazine | 15033-22-4

• 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: N-(isonicotinoyl)-N'-nicotinoylhydrazine
• 英文别名: N-isonicotinoyl-N'-nicotinoyl hydrazine；N-Isonicotinoyl-N'-nicotinoyl-hydrazin；N-Isonicotinoyl-N'-nicotinoyl-hydrazin；N'-(pyridine-4-carbonyl)pyridine-3-carbohydrazide
• CAS: 15033-22-4
• 化学式: C₁₂H₁₀N₄O₂
• mdl: MFCD00534273
• 分子量: 242.237
• InChiKey: ISNJPMYTXCCOGZ-UHFFFAOYSA-N

物化性质

• 熔点：
  225-226 °C
• 沸点：
  551.5±38.0 °C(Predicted)
• 密度：
  1.313±0.06 g/cm3(Predicted)
• 溶解度：
  28.3 [ug/mL]

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  84
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(isonicotinoyl)-N'-nicotinoylhydrazine 、 potassium iodide 、 silver(I) iodide 以 四氢呋喃 、 甲醇 、 水 为溶剂， 以20%的产率得到[(AgI(N-(isonicotinoyl)-N'-nicotinoylhydrazine))6(KI)]
  参考文献：
  名称：

  Synthesis, Structure, and Large Optical Limiting Effect of the First Coordination Polymeric Cluster Based on an {I@[AgI(inh)]₆} Hexagram Block

  摘要：

  In this paper, treatment of N-(isonicotinoyl)-N'-nicotinoylhydrazine (inh) and Agl with excess KI afforded a unique coordination polymeric cluster {[Agl(inh)](6)(KI)}(n) (1) with the hexagram cluster units centered by mu(6)-l. In the polymer these hexagram units are parallel to the ab plane and are linked by separated K+ centers through inh. Polymer 1 represents the first example of coinstantaneous cation-anion-induced supramolecular self-assembly with nanoscale inner cavities. The polymer's third-order nonlinear optical (NLO) properties were determined by the Z-scan technique in DMF solution. The results show that the polymer has strong third-order optical nonlinearities. The nonlinear absorptive index a(2) and refractive index n(2) are calculated to be 1.044 x 10(-9) mW(-1) and 2.827 x 10(-11) esu, respectively. The values are comparable to those of the reported cluster polymers. The optical limiting experiments show that the present cluster exhibits a large optical limiting capacity. The value of the limiting threshold was measured as 0.53 J cm(-2) from the optical limiting experimental data. This value is three times better than 1.6 J cm(-2) of C-60. This paper also gives a summary and comparison on the optical limiting properties of oligomeric and polymeric clusters.

  DOI：

  10.1021/ic0487023
• 作为产物：
  描述：

  烟酸 在 氯化亚砜 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 N-(isonicotinoyl)-N'-nicotinoylhydrazine
  参考文献：
  名称：

  Synthesis, Antimycobacterial, Antiviral, Antimicrobial Activity and QSAR Studies of N2-acyl isonicotinic Acid Hydrazide Derivatives

  摘要：

  合成了一系列N2-酰基异烟酸肼（1-17），并对其在体外对抗结核分枝杆菌的活性进行了测试，结果表明，化合物异烟酸N'-十四酰肼（12）的活性优于参考化合物异烟肼。合成化合物对金黄色葡萄球菌、枯草芽孢杆菌、大肠杆菌、白念珠菌和黑曲霉的抗菌活性结果表明，含有二氯、羟基、三碘和N2-十四酰取代基的化合物是活性最强的。抗病毒活性研究表明，所测试的化合物对DNA或RNA病毒均未表现出活性。多靶点QSAR模型有效地描述了N2-酰基异烟酸肼的抗菌活性。

  DOI：

  10.2174/157340613804488404

文献信息

• Synthetic Tuberculostats. VIII. Acyl Derivatives of Isonicotinyl Hydrazine
  作者：H. Herbert Fox、John T. Gibas

  DOI：10.1021/jo50016a018

  日期：1953.10
• Grillo et al., Anales de la Sociedad de Biologia de Bogota, 1955, vol. 6, p. 234,235
  作者：Grillo et al.

  DOI：——

  日期：——
• Assessing the Potential of Vitamin Drug Conjugate for Its Activity against Infectious Disease
  作者：R. P. Bhole、P. C. Bhondave、R. V. Chikhale

  DOI：10.1134/s1068162024010151

  日期：2024.2
• HEME OXYGENASE INHIBITORS, SCREENING METHODS FOR HEME OXYGENASE INHIBITORS AND METHODS OF USE OF HEME OXYGENASE INHIBITORS FOR ANTIMICROBIAL THERAPY
  申请人：Wilks Angela

  公开号：US20100081661A1

  公开（公告）日：2010-04-01

  Inhibitors of microbial heme oxygenase and their use for treatment of microbial infections and bioremediation. The inhibitors of microbial heme oxygenase are useful against a new class of antimicrobial agents to target infections that are persistently difficult to combat with the current spectrum of antimicrobial agents. Screening methods for selecting inhibitors of microbial heme oxygenase.
• Synthesis, Antimycobacterial, Antiviral, Antimicrobial Activity and QSAR Studies of N2-acyl isonicotinic Acid Hydrazide Derivatives
  作者：Vikramjeet Judge、Balasubramanian Narasimhan、Munish Ahuja、Dharmarajan Sriram、Perumal Yogeeswari、Erik De Clercq、Christophe Pannecouque、Jan Balzarini

  DOI：10.2174/157340613804488404

  日期：2013.2.1

  A series of N2-acyl isonicotinic acid hydrazides (1-17) was synthesized and tested for its in vitro antimycobacterial activity against Mycobacterium tuberculosis and the results indicated that the compound, isonicotinic acid N'- tetradecanoyl-hydrazide (12) was more active than the reference compound isoniazid. The results of antimicrobial activity of the synthesized compounds against S. aureus, B. subtilis, E. coli, C. albicans and A. niger indicated that compounds with dichloro, hydroxyl, tri-iodo and N2 -tetradecanoyl substituent were the most active ones. The antiviral activity studies depicted that none of the tested compounds were active against DNA or RNA viruses. The multi-target QSAR model was found to be effective in describing the antimicrobial activity of N2-acyl isonicotinic acid hydrazides.

  合成了一系列N2-酰基异烟酸肼（1-17），并对其在体外对抗结核分枝杆菌的活性进行了测试，结果表明，化合物异烟酸N'-十四酰肼（12）的活性优于参考化合物异烟肼。合成化合物对金黄色葡萄球菌、枯草芽孢杆菌、大肠杆菌、白念珠菌和黑曲霉的抗菌活性结果表明，含有二氯、羟基、三碘和N2-十四酰取代基的化合物是活性最强的。抗病毒活性研究表明，所测试的化合物对DNA或RNA病毒均未表现出活性。多靶点QSAR模型有效地描述了N2-酰基异烟酸肼的抗菌活性。