N-(5-acetyl-3-phenyl-1,3,4-thiadiazol-2(3H)-ylidene)benzamide | 71729-79-8

• 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: N-(5-acetyl-3-phenyl-1,3,4-thiadiazol-2(3H)-ylidene)benzamide
• 英文别名: 1-(5-benzoylimino-4-phenyl-4,5-dihydro-[1,3,4]thiadiazol-2-yl)-ethanone；N-(5-acetyl-3-phenyl-1,3,4-thiadiazol-2-ylidene)benzamide
• CAS: 71729-79-8
• 化学式: C₁₇H₁₃N₃O₂S
• 分子量: 323.375
• InChiKey: UEIVJVVLTJKUJC-UHFFFAOYSA-N

物化性质

• 熔点：
  241 °C
• 沸点：
  470.5±28.0 °C(Predicted)
• 密度：
  1.29±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  87.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(5-acetyl-3-phenyl-1,3,4-thiadiazol-2(3H)-ylidene)benzamide 在 盐酸 、 三乙胺 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 5-[(3,5-diphenyl-[1,3,4]thiadiazol-2-ylidene)hydrazono]acetyl-2-benzoylimino-3-phenyl-1,3,4-thiadiazole
  参考文献：
  名称：

  New and efficient approach for synthesis of novel bioactive [1,3,4]thiadiazoles incorporated with 1,3-thiazole moiety

  摘要：

  A series of novel 1,3,4-thiadiazoles incorporated with thiazole moiety was synthesized by reaction of 5-acetyl-2-benzoylimino-3-phenyl-1,3,4-thiadiazole thiosemicarbazone 2 with each of N-phenyl 2-oxopropanehydrazonoyl chloride 3 and ethyl (N-aryl-hydrazono) chloroacetate 5 in dioxane in basic medium. Also, another series of 1,3,4-thiadiazole incorporated with thiazole moiety was prepared by reaction of 5-acetyl-2-benzoylimino-3-phenyl-1,3,4-thiadiazole thiocarbohydrazone with each of hydrazonoyl chlorides 3, 5 and 18 under the same reaction conditions. The mechanisms of the studied reactions were discussed and the assigned structure for each of the new products was identified via elemental and spectral data and by alternative method whenever possible. Moreover, the antimicrobial activity for some selected products was screened, and the results obtained exploring the high potency of some of the tested compounds compared with the employed standard bactericides and fungicide. (C) 2015 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2015.05.009
• 作为产物：
  描述：

  1-氯-1-(2-苯基亚肼基)乙酮 以 吡啶 、 乙醇 为溶剂， 反应 5.5h， 生成 N-(5-acetyl-3-phenyl-1,3,4-thiadiazol-2(3H)-ylidene)benzamide
  参考文献：
  名称：

  Eweiss, N.F.; Osman, A., Journal of Heterocyclic Chemistry, 1980, vol. 17, p. 1713 - 1717

  摘要：

  DOI：

文献信息

• Synthesis of Some Novel Heterocycles Bearing Thiadiazoles as Potent Anti-inflammatory and Analgesic Agents
  作者：Sobhi M. Gomha、Zeinab A. Muhammad、Hatem M. Gaber、Mohamed M. Amin

  DOI：10.1002/jhet.2872

  日期：2017.9

  2‐Bromoacetyl‐3‐phenyl‐1,3,4‐thiadiazole derivative was synthesized and reacted with a number of heterocyclic amines to give a series of fused imidazole derivatives. Also, reaction of 2‐bromoacetyl‐3‐phenyl‐1,3,4‐thiadiazole with o‐phenylene diamine and 2‐aminothiophenol yielded the respective products. Moreover, reaction of 2‐bromoacetyl‐3‐phenyl‐1,3,4‐thiadiazole with thiourea, thiosemicarbazide

  合成了2-溴乙酰基-3-苯基-1,3,4-噻二唑衍生物，并与许多杂环胺反应生成了一系列稠合的咪唑衍生物。同样，2-溴乙酰基-3-苯基-1,3,4-噻二唑与邻苯二胺和2-氨基硫酚的反应也得到了相应的产物。此外，2-溴乙酰基-3-苯基-1,3,4-噻二唑与硫脲，硫代氨基脲，硫代氨基甲酰肼的反应得到了相应的噻唑。在元素分析和光谱数据的基础上阐明了所有新产品的结构。此外，还评估了新合成化合物的生物活性，获得的结果表明它们具有抗炎，镇痛和抗溃疡的作用。
• New and efficient approach for synthesis of novel bioactive [1,3,4]thiadiazoles incorporated with 1,3-thiazole moiety
  作者：Thoraya A. Farghaly、Magda A. Abdallah、Ghada S. Masaret、Zeinab A. Muhammad

  DOI：10.1016/j.ejmech.2015.05.009

  日期：2015.6

  A series of novel 1,3,4-thiadiazoles incorporated with thiazole moiety was synthesized by reaction of 5-acetyl-2-benzoylimino-3-phenyl-1,3,4-thiadiazole thiosemicarbazone 2 with each of N-phenyl 2-oxopropanehydrazonoyl chloride 3 and ethyl (N-aryl-hydrazono) chloroacetate 5 in dioxane in basic medium. Also, another series of 1,3,4-thiadiazole incorporated with thiazole moiety was prepared by reaction of 5-acetyl-2-benzoylimino-3-phenyl-1,3,4-thiadiazole thiocarbohydrazone with each of hydrazonoyl chlorides 3, 5 and 18 under the same reaction conditions. The mechanisms of the studied reactions were discussed and the assigned structure for each of the new products was identified via elemental and spectral data and by alternative method whenever possible. Moreover, the antimicrobial activity for some selected products was screened, and the results obtained exploring the high potency of some of the tested compounds compared with the employed standard bactericides and fungicide. (C) 2015 Elsevier Masson SAS. All rights reserved.
• Eweiss, N.F.; Osman, A., Journal of Heterocyclic Chemistry, 1980, vol. 17, p. 1713 - 1717
  作者：Eweiss, N.F.、Osman, A.

  DOI：——

  日期：——