5-(2-chlorophenyl)-2-hydrazino-1,3,4-thiadiazole | 59758-29-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5-(2-chlorophenyl)-2-hydrazino-1,3,4-thiadiazole
• 英文别名: 2-(2-chloro-phenyl)-5-hydrazino-[1,3,4]thiadiazole；[5-(2-Chlorophenyl)-1,3,4-thiadiazol-2-yl]hydrazine
• CAS: 59758-29-1
• 化学式: C₈H₇ClN₄S
• 分子量: 226.689
• InChiKey: YTIPTTCNMIMIGW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 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：
  92.1
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-(2-chlorophenyl)-2-hydrazino-1,3,4-thiadiazole 在 硼烷四氢呋喃络合物 、 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 36.5h， 生成 1,3,4-噻二唑,2-(2-氯苯基)-5-[2-甲基-1-(1-甲基乙基)肼基]-
  参考文献：
  名称：

  取代了具有抗惊厥活性的1,3,4-噻二唑。1.肼。

  摘要：

  描述了一系列2-芳基-5-肼基-1,3,4-噻二唑的合成和抗惊厥活性。在2-位上优选的芳族取代基与肼部分上的烷基取代的结合导致许多缺乏镇静，共济失调或致死性的有效化合物。5-（2-联苯甲酰基）-2-（1-甲基肼基）-1,3,4-噻二唑（4m）代表一类新的抗惊厥药，与标准药物苯妥英，苯巴比妥和卡马西平比较有优势。

  DOI：

  10.1021/jm00161a024
• 作为产物：
  描述：

  2-bromo-5-(2-chloro-phenyl)-[1,3,4]thiadiazole 在 一水合肼 作用下， 生成 5-(2-chlorophenyl)-2-hydrazino-1,3,4-thiadiazole
  参考文献：
  名称：

  Shafiee,A. et al., Journal of Heterocyclic Chemistry, 1976, vol. 13, p. 117 - 121

  摘要：

  DOI：

文献信息

• Synthesis, spectral characterization and antimicrobial studies of nano-sized oxovanadium(IV) complexes with Schiff bases derived from 5-(phenyl/substituted phenyl)-2-hydrazino-1,3,4-thiadiazole and indoline-2,3-dione
  作者：M.K. Sahani、U. Yadava、O.P. Pandey、S.K. Sengupta

  DOI：10.1016/j.saa.2014.01.041

  日期：2014.5

  oxovanadium(IV) complexes with Schiff bases derived by the condensation of 5-(phenyl/substituted phenyl)-2-hydrazino-1,3,4-thiadiazoles and indoline-2,3-dione have been prepared in ethanol in the presence of sodium acetate. Micro-analytical data, magnetic susceptibility, UV–Vis, IR, EPR and XRD spectral techniques were used to confirm the structures. Electronic absorption spectra of the complexes suggest

  在乙醇中制备了一类新的与席夫碱形成的氧杂钒（IV）配合物，该席夫碱是由5-（苯基/取代的苯基）-2-肼基-1,3,4-噻二唑与二氢吲哚-2,3-二酮缩合得到的。在乙酸钠存在下。微观分析数据，磁化率，UV-Vis，IR，EPR和XRD光谱技术用于确认结构。配合物的电子吸收光谱表明为方形-金字塔形几何形状。氧钒（IV）配合物具有单斜晶系，并且发现粒径为18.0 nm至24.0 nm（纳米尺寸）。测定了合成化合物对黑曲霉真菌，炭疽菌和炭疽菌腐烂的体外抗真菌活性。和体外抗菌活性通过筛选针对革兰氏阴性化合物（确定大肠杆菌和伤寒沙门氏菌）和革兰氏阳性（金黄色葡萄球菌和枯草芽孢杆菌）的细菌菌株。氧钒（IV）配合物比游离配体具有更高的抗菌作用。
• Synthesis, spectral and antimicrobial activity of Zn(II) complexes with Schiff bases derived from 2-hydrazino-5-[substituted phenyl]-1,3,4-thiadiazole and benzaldehyde/2-hydroxyacetophenone/indoline-2,3-dione
  作者：Ajay K. Singh、O.P. Pandey、S.K. Sengupta

  DOI：10.1016/j.saa.2013.04.045

  日期：2013.9

  Zn(II) complexes have been synthesized by reacting zinc acetate with Schiff bases derived from 2-hydrazino-5-[substituted phenyl]-1,3,4-thiadiazole and 2-hydroxyacetophenone/benzaldehyde/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 1:2 metal to ligands stoichiometry of the types [ZnL2(H2O)(2)](L = monoanionic Schiff bases derived from 2-hydrazino-5-[substituted phenyl]-1,3,4-thiadiazole and 2-hydroxyacetophenone/indoline-2,3-dione) [ZnL2'(OOCCH3)(2)(H2O)(2)] (L' = neutral Schiff bases derived from 2-hydrazino-5-[substituted phenyl]-1,3,4-thiadiazole and benzaldehyde), and they were characterized by IR, H-1 NMR, and C-13 NMR. Particle sizes of synthesized compounds were measured with dynamic light scattering (DLS) analyser which indicates that particle diameter are of the range ca. 100-200 nm. All these Schiff bases and their complexes have also been screened for their antibacterial (Bacillus subtilis (B. subtilis), Escherichia colt (E. coli) and antifungal activities (Colletotrichum falcatum (C. falcatum), Aspergillus niger (A. niger), Fusarium oxysporium (F. oxysporium) Curvularia pallescence (C pallescence). The antimicrobial activities have shown that upon complexation the activity increases. (C) 2013 Elsevier B.V. All rights reserved.
• Nizamuddin; Alauddin, Shafqat; Gupta, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2002, vol. 41, # 6, p. 1314 - 1318
  作者：Nizamuddin、Alauddin, Shafqat、Gupta、Srivastav, Manoj Kumar

  DOI：——

  日期：——
• 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.
• Tiwari, Shailendra; Tiwari, Nirupama; Agrawal, Taruna, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1995, vol. 34, # 11, p. 1010 - 1012
  作者：Tiwari, Shailendra、Tiwari, Nirupama、Agrawal, Taruna、Khan, Mukhtar Hussain、Nizamuddin

  DOI：——

  日期：——