[4-(2-Methoxy-benzyl)-6-p-tolyl-pyridazin-3-yl]-hydrazine | 121137-88-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: [4-(2-Methoxy-benzyl)-6-p-tolyl-pyridazin-3-yl]-hydrazine
• 英文别名: [4-[(2-methoxyphenyl)methyl]-6-(4-methylphenyl)pyridazin-3-yl]hydrazine
• CAS: 121137-88-0
• 化学式: C₁₉H₂₀N₄O
• 分子量: 320.394
• InChiKey: TVQGRHQYYBAALY-UHFFFAOYSA-N

物化性质

• 熔点：
  144-145 °C(Solv: benzene (71-43-2))
• 沸点：
  497.2±55.0 °C(Predicted)
• 密度：
  1.19±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.34
• 重原子数：
  24.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  73.06
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  [4-(2-Methoxy-benzyl)-6-p-tolyl-pyridazin-3-yl]-hydrazine 在 盐酸 、 sodium nitrite 作用下， 以 水 为溶剂， 反应 2.5h， 以85%的产率得到8-(2-methoxybenzyl)-6-(4-methylphenyl)tetrazolo[1,5-b]pyridazine
  参考文献：
  名称：

  银纳米粒子对新型杂环化合物抗菌和抗真菌活性的影响

  摘要：

  在这项研究中，1-[4-(2-methoxy benzyl)-6-aryl-pyridazin-3(2H)-ylidene] 肼用于合成新型杂环体系，如噻唑烷、酞嗪、吡唑、四唑、酰肼和新的哒嗪衍生物探索银纳米粒子对其生物活性效率的影响。借助几种分析技术，对新杂环的结构进行了表征，包括：1 H-NMR、FTIR和质谱。通过简单的方法合成银纳米颗粒，并通过透射电子显微镜（TEM）和紫外线研究证实了银纳米颗粒的形成。大多数新制备的杂环在体外作为新的抗微生物剂进行了评估。使用圆盘扩散法研究了银纳米颗粒对新杂环抗菌活性的组合影响。化合物10a对银纳米粒子溶液对黄曲霉和白色念珠菌的增强作用最强。

  DOI：

  10.5012/bkcs.2010.31.12.3530
• 作为产物：
  描述：

  6-(4-methylphenyl)-4-(2-methoxybenzyl)-3-chloropyridazine 在 hydrazine hydrate 作用下， 生成 [4-(2-Methoxy-benzyl)-6-p-tolyl-pyridazin-3-yl]-hydrazine
  参考文献：
  名称：

  Antiproliferative effects of metal complexes of new isatin hydrazones against HCT116, MCF7 and HELA tumour cell lines

  摘要：

  New hydrazone ligands (HL) derived from 5-substituted isatins and 1-(4-(2-methoxybenzyl)-6-arylpyridazin-3-yl) hydrazines and its complexes with Co(II) and Cu(II) were synthesized. The new hydrazones and their complexes were characterized by means of elemental, spectral analyses and magnetic studies. Primary cytotoxicity evaluation of HL 5a and the new complexes showed that these complexes could act as anticancer agents since they reduced the growth of samples of human tumour cell lines (HCT116((Colon)), MCF7((Breast)) and HELA((Cervix))) to <= 18.5 mu g/mL for the new complexes.

  DOI：

  10.3109/14756366.2011.588950

文献信息

• Synthesis and<i>in vitro</i>biological evaluation of new heterocycles based on the indole moiety
  作者：Nadia G. Kandile、Mansoura I. Mohamed、Hind M. Ismaeel

  DOI：10.3109/14756366.2014.895721

  日期：2015.1.2

  New compounds based on the indole moiety were synthesized via the reaction of indole-3-carbinal 1 with different nucleophiles such as 6-aryl-[4-(2-methoxybenzyl)pyridazin-3-yl] hydrazones 2a-c, benzidine, 3,3'-dimethoxybenzidine 4a,b and 2,6-diaminopyridine 6 to afford hydrazine derivatives 3a-c and three different classes of bis-Schiff bases. The structures of the new compounds were elucidated on

  通过吲哚-3-羰基1与不同的亲核试剂（例如6-芳基-[4-（2-甲氧基苄基）吡啶并-3-基] 2a-c，联苯胺，3）反应合成了基于吲哚部分的新化合物。 ，3′-二甲氧基联苯胺4a，b和2，6-二氨基吡啶6得到肼衍生物3a-c和三种不同类型的双席夫碱。根据新化合物的FTIR，（1）H NMR，（13）C NMR光谱数据，GC / MS和元素分析，阐明了新化合物的结构。使用肉汤稀释技术，根据对四种病原菌和两种病原真菌菌株的最小抑菌浓度（MIC）评估了新化合物的抗菌活性。化合物14b显示出对大肠杆菌和肺炎克雷伯菌的优异活性。测试了一些制备的化合物对人细胞系HCT116（结肠），MCF7（乳腺癌）和HELA（子宫颈）的抗癌活性。根据体外测定的结果，化合物3a，b和18a，c呈现出有希望的抗癌活性。
• Reactivity of pyridazin-3(2H) thiones
  作者：N. G. Kandile、H. T. Zaky、M. I. Mohamed、Abdel-Sattar S. Hamad Elgazwy

  DOI：10.1002/hc.10157

  日期：——

  4,6-Disubstituted pyridazin-3(2H) thiones 3a–f were prepared by thiation of 4,6-disubstituted pyridazin-3(2H)-one 1a–f either with thiourea or phosphorus pentasulphide. The reactivity of 3a-f towards nucleophilic and electrophilic species under different conditions was studied successively. The structure of the products was confirmed by NMR and mass spectral data. Mechanisms for their formation are

  4,6-二取代哒嗪-3(2H) 硫酮 3a-f 是通过 4,6-二取代哒嗪-3(2H)-one 1a-f 与硫脲或五硫化二磷硫合制备的。先后研究了 3a-f 在不同条件下对亲核和亲电物种的反应性。产物的结构由NMR和质谱数据证实。还提出了它们的形成机制。© 2003 Wiley Periodicals, Inc. 杂原子化学 14:334–341, 2003; 在线发表于 Wiley InterScience (www.interscience.wiley.com)。DOI 10.1002/hc.10157
• Novel pyridazine derivatives: Synthesis and antimicrobial activity evaluation
  作者：N.G. Kandile、M.I. Mohamed、H. Zaky、H.M. Mohamed

  DOI：10.1016/j.ejmech.2008.09.047

  日期：2009.5

  A general method for the preparation of new hydrazones is reported. The 1-[4-(2-methoxybenzyl)-6-aryl pyridazin-3(2H)-ylidene] hydrazines or their tautomeric structures (1(a-d)) were condensed with different aldehydes, dialdehydes, ketones, alpha-dicarbonyl compounds and simple carbohydrates to afford the hydrazones and dihydrazones (2(a-d)), (3(a-d)), (4(a-d)), (5(a-d)), (6(d)). (7(c)), (8(a-d)), (9(a-d)), (10(a-d)), (11(a-d)), (12(a,c,d)), (13(a-d)), (14(a-d)). (15(a-d)), (16(a-d)) and (17(a-d)). The structures of all synthesized compounds were confirmed from microanalytical and spectral data. Some of the products were screened for their antimicrobial activity against Staphylococcus aureus and Streptococcus faecalis, Escherichia coli and Pseudomonas aeruginosa. The hydrazone derivative 15(d) (1-[4-(2-methoxybenzyl)-6-methylphenyl pyridazin-3(2H)-ylidene]-2-(2-carboxydiphenyl methyl) hydrazine) showed the highest biological activity. (C) 2008 Elsevier Masson SAS. All rights reserved.
• Kandile, Nadia Garib; El-Oawi, Emtithal Ahmed; Seliem, Violet Ragab, Acta Chimica Hungarica, 1988, vol. 125, # 4, p. 631 - 646
  作者：Kandile, Nadia Garib、El-Oawi, Emtithal Ahmed、Seliem, Violet Ragab、Ismail, Mohamed Fekry

  DOI：——

  日期：——
• KANDILE, NADIA GARIB;EL-OAWI, EMTITHAL AHMED;SELIEM, VIOLET RAGAB;FEKRY, +, ACTA CHIM. HUNG., 125,(1988) N, C. 631-639
  作者：KANDILE, NADIA GARIB、EL-OAWI, EMTITHAL AHMED、SELIEM, VIOLET RAGAB、FEKRY, +

  DOI：——

  日期：——