3-(phenyl)-4-amino-5-hydrazino 1,2,4-triazole | 46269-58-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-(phenyl)-4-amino-5-hydrazino 1,2,4-triazole
• 英文别名: phenyl-4-amino-5-hydrazino-1,2,4-triazole；3-hydrazino-5-phenyl-[1,2,4]triazol-4-ylamine；4-amino-3-hydrazino-5-phenyl-4H-1,2,4-triazole；4-Amino-3-hydrazino-5-phenyl-4H-1,2,4-triazol；3-Hydrazinyl-5-phenyl-1,2,4-triazol-4-amine
• CAS: 46269-58-3
• 化学式: C₈H₁₀N₆
• mdl: MFCD19201624
• 分子量: 190.208
• InChiKey: IPJBHEANVFJGRD-UHFFFAOYSA-N

物化性质

• 熔点：
  223-224 °C
• 沸点：
  349.5±25.0 °C(Predicted)
• 密度：
  1.54±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  14
• 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：
  94.8
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  苯甲醛 、 3-(phenyl)-4-amino-5-hydrazino 1,2,4-triazole 在 盐酸 作用下， 以 乙醇 、 水 为溶剂， 生成 N,4-bis(benzylideneamino)-5-phenyl-1,2,4-triazol-3-amine
  参考文献：
  名称：

  Synthesis, spectral characterization and biological activity of zinc(II) complexes with 3-substituted phenyl-4-amino-5-hydrazino-1, 2, 4-triazole Schiff bases

  摘要：

  New Zn(II) complexes have been synthesized by the reactions of zinc(II) acetate with Schiff bases derived from 3-substituted phenyl-4-amino-5-hydrazino-1, 2, 4-triazole and benzaldehyde, 2-hydroxyacetophenone or indoline-2,3-dione. All these complexes are soluble in DMF and DMSO; low molar conductance values indicate that they are non-electrolytes. Elemental analyses suggest that the complexes have 1:1 stoichiometry of the type [ZnL(H(2)O)(2)], [ZnL'(OAc)(2)(H(2)O)(2)] (L=dianionic Schiff bases derived from 3-(substituted phenyl)-4-amino-5-hydrazino-1, 2, 4-triazole and 2-hydroxyacetophenone or indoline-2,3-dione; L'=neutral Schiff bases derived from 3-(substituted phenyl)-4-amino-5-hydrazino-1, 2, 4-triazole and benzaldehyde) and they were characterized by FT-IR, (1)H NMR, (13)C NMR and FAB mass. All these Schiff bases and their complexes have also been screened for their antibacterial activities against Bacillus subtilis, Escherichia coli and antifungal activities against Colletotrichum falcatum, Aspergillus niger, Fusarium oxysporium and Carvularia pallescence by petriplates methods.

  DOI：

  10.1016/j.saa.2011.08.019
• 作为产物：
  描述：

  4-氨基-5-苯基-4H-1,2,4-三唑-3-硫醇 在 一水合肼 作用下， 以 乙醇 为溶剂， 生成 3-(phenyl)-4-amino-5-hydrazino 1,2,4-triazole
  参考文献：
  名称：

  Synthesis, spectral characterization and biological activity of zinc(II) complexes with 3-substituted phenyl-4-amino-5-hydrazino-1, 2, 4-triazole Schiff bases

  摘要：

  New Zn(II) complexes have been synthesized by the reactions of zinc(II) acetate with Schiff bases derived from 3-substituted phenyl-4-amino-5-hydrazino-1, 2, 4-triazole and benzaldehyde, 2-hydroxyacetophenone or indoline-2,3-dione. All these complexes are soluble in DMF and DMSO; low molar conductance values indicate that they are non-electrolytes. Elemental analyses suggest that the complexes have 1:1 stoichiometry of the type [ZnL(H(2)O)(2)], [ZnL'(OAc)(2)(H(2)O)(2)] (L=dianionic Schiff bases derived from 3-(substituted phenyl)-4-amino-5-hydrazino-1, 2, 4-triazole and 2-hydroxyacetophenone or indoline-2,3-dione; L'=neutral Schiff bases derived from 3-(substituted phenyl)-4-amino-5-hydrazino-1, 2, 4-triazole and benzaldehyde) and they were characterized by FT-IR, (1)H NMR, (13)C NMR and FAB mass. All these Schiff bases and their complexes have also been screened for their antibacterial activities against Bacillus subtilis, Escherichia coli and antifungal activities against Colletotrichum falcatum, Aspergillus niger, Fusarium oxysporium and Carvularia pallescence by petriplates methods.

  DOI：

  10.1016/j.saa.2011.08.019

文献信息

• Synthesis, Structural Investigation and Antimicrobial Properties of Macrocyclic Zinc(II) Complexes with N2O2-Donor Schiff Bases Incorporating 1,2,4-Triazole Ring
  作者：Vishwkarma, Arti、Srivastava, Akhilesh K.、Pandey, Om P.、Sengupta, Soumitra K.

  DOI：10.14233/ajchem.2020.22959

  日期：——

  A novel series of nano-sized zinc(II) complexes of type [Zn(M)(H2O)2}(CH3COO–)2] (where M = macrocyclic ligands) has been synthesized by the in situ reactions of Schiff bases derived from 3-(phenyl/substituted phenyl)-4-amino-5-hydrazino-1,2,4-triazoles, salicyldehyde/2-hydroxy-1- naphthaldehyde and 1,4-dibromobutane/1,5-dibromopentane in presence of zinc(II) acetate dihydrate in absolute ethanol

  通过席夫碱的原位反应合成了一系列新型纳米锌 (II) 配合物 [Zn(M)(H2O)2}(CH3COO–)2]（其中 M = 大环配体）由3-(苯基/取代苯基)-4-氨基-5-肼基-1,2,4-三唑、水杨醛/2-羟基-1-萘醛和1,4-二溴丁烷/1,5-二溴戊烷在存在下制备无水乙醇中的二水合乙酸锌(II)。所有这些锌(II)络合物的结构都是根据元素分析和光谱数据（IR、1H NMR 和 13C NMR）确定的。扫描电子显微镜研究旨在研究特定复合物的粒径和表面形态，而热研究证实所有锌 (II) 复合物中都存在配位水分子。研究了所有合成的复合物对不同种类的病原真菌和细菌的抗菌作用。
• Method for reducing a susceptibility to tumor formation induced by 3-deoxyglucosone and precursors thereof
  申请人：Brown R. Truman

  公开号：US20060089316A1

  公开（公告）日：2006-04-27

  Disclosed are methods of using various compounds, which are known to bind to 3-deoxyglucosone (3DG) or precursors thereof, in order to reduce a susceptibility to tumor formation and/or to prevent or delay onset of tumor formation induced by 3DG and its precursors. Also disclosed is the reduction of 3DG levels in high fructose corn syrop so that the high fructose corn syrup is less likely to induce tumor formation.

  公开了使用各种已知与3-脱氧葡萄糖酮（3DG）或其前体结合的化合物的方法，以减少对肿瘤形成的易感性和/或预防或延迟由3DG及其前体诱导的肿瘤形成。还公开了降低高果糖玉米糖浆中3DG水平的方法，以使高果糖玉米糖浆不太可能诱导肿瘤形成。
• Synthesis and spectral characterization of Zn(II) microsphere series for antimicrobial application
  作者：Ajay K. Singh、Sarvesh K. Pandey、O.P. Pandey、S.K. Sengupta

  DOI：10.1016/j.molstruc.2014.06.009

  日期：2014.9

  Microsphere series have been synthesized by reacting zinc(II) acetate dihydrate with Schiff bases derived from 2-hydrazino-5-[substituted phenyl]-1,3,4-thiadiazole/oxadiazole/triazole with salicylaldehyde. Elemental analysis suggests that the complexes have 1:2 and 1:1 stoichiometry of the type [Zn(L)(2)(H2O)(2)] and [Zn(L')(2)(H2O)(2)]; LH = Schiff bases derived from 2-hydrazino-5-[substituted phenyl]-1,3,4-thia/oxadiazole with salicylaldehyde; L'H-2 = Schiff bases derived from 3-(substituted phenyl)-4-amino-5-hydrazino-1,2,4-triazole and salicylaldehyde and were characterized by elemental analyses, IR, H-1 NMR and C-13 NMR spectral data. Scanning electron microscopy (SEM) showed that synthesized materials have microsphere like structure and there EDX analysis comparably matches with elemental analysis. For the antimicrobial application Schiff bases and their zinc(II) complexes were screened for four bacteria e.g. Bacillus subtilis, Pseudomonas aeruginosa, Salmonella typhi, Streptococcus pyogenes and four fungi e.g. Cyrtomium falcatum, Aspergillus niger, Fusarium oxysporium and Curvularia pallescence by the reported method. Schiff base and Zn(II) compounds showed significant antimicrobial activities. However, activities increase upon chelation. Thermal analysis (TGA) data of compound (10) showed its stability up to 300 degrees C. (C) 2014 Elsevier B.V. All rights reserved.
• Antioxidant, tautomerism and antibacterial studies of Fe(III)-1,2,4-triazole based complexes
  作者：G.J. Kharadi

  DOI：10.1016/j.saa.2013.03.068

  日期：2013.6

  New Fe(III) complexes have been synthesized by the reactions of ferric nitrate with Schiff base derived from 3-substituted phenyl-4-amino-5-hydrazino-1,2,4-triazole and indoline-2,3-dione. All these complexes are soluble in DMF and DMSO; low molar conductance values indicate that they are non-electrolytes. Elemental analyses suggest that the complexes have 1:1 stoichiometry of the type [FeLn(H2O)(OH)]center dot xH(2)O. Structural and spectroscopic properties have been studied on the basis of elemental analyses, infrared spectra, H-1 and H-13 NMR spectra, electronic spectra, magnetic measurements and FAB mass spectra. FT-IR, H-1 and H-13 NMR studies reveal that the ligand (L-n) exists in the tautomeric enol form in both the states with intramolecular hydrogen bonding. Magnetic moment and reflectance spectral studies reveal that an octahedral geometry has been assigned to all the prepared complexes. FRAP values indicate that all the compounds have a ferric reducing antioxidant power. The compounds 2 and 3 showed relatively high antioxidant activity while compound 1 and 4 shows poor antioxidant power. Also good antimicrobial activities of the complexes against Staphylococcus aureus, Bacillus subtilis, Serratia marcescens, Pseudomonas aeruginosa and Escherichia coli have been found compared to its free ligands. (C) 2013 Elsevier B.V. All rights reserved.
• Singh, Shweta; Tripathi, Priti; Pandey, Om P., Journal of the Indian Chemical Society, 2013, vol. 90, # 5, p. 565 - 570
  作者：Singh, Shweta、Tripathi, Priti、Pandey, Om P.、Sengupta, Soumitra K.

  DOI：——

  日期：——