5-(4-(4-bromophenylsulfonyl)phenyl)-4-(3,4,5-trimethoxyphenyl)-2H-1,2,4-triazol-3(4H)-thione | 1361970-50-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-(4-(4-bromophenylsulfonyl)phenyl)-4-(3,4,5-trimethoxyphenyl)-2H-1,2,4-triazol-3(4H)-thione
• 英文别名: 3-[4-(4-bromophenyl)sulfonylphenyl]-4-(3,4,5-trimethoxyphenyl)-1H-1,2,4-triazole-5-thione
• CAS: 1361970-50-4
• 化学式: C₂₃H₂₀BrN₃O₅S₂
• 分子量: 562.465
• InChiKey: DELZLUPPFDLYAI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  34
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  130
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  1-bromo-4-tosylbenzene 在 chromium(VI) oxide 、 硫酸 、 一水合肼 、 溶剂黄146 、 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 5.0h， 生成 5-(4-(4-bromophenylsulfonyl)phenyl)-4-(3,4,5-trimethoxyphenyl)-2H-1,2,4-triazol-3(4H)-thione
  参考文献：
  名称：

  New heterocyclic compounds from 1,2,4-triazole and 1,3,4-thiadiazole class bearing diphenylsulfone moieties. Synthesis, characterization and antimicrobial activity evaluation

  摘要：

  Some new 5-(4-(4-X-phenylsulfonyl)phenyl)-4-(R)-2H-1,2,4-triazol-3(4H)-thiones 4a,b; 5a,b and 5-(4-(4-X-phenylsulfonyl)phenyl)-N-(R)-1,3,4-thiadiazol-2-amines 6a,b; 7a,b were obtained by cyclization of new N-1-[4-(4-X-phenylsulfonyl)benzoyl]-N-4-(R)-thiosemicarbazides 2a,b; 3a,b (X = H, Br). The 1,2,4-triazoles were synthesized by intramolecular cyclization of acylthiosemicarbazides, in basic media. On the other hand, 1,3,4-thiadiazoles were obtained from same acylthiosemicarbazides, in acidic media. These new intermediates from thiosemicarbazide class were afforded by the reaction of 4-(4-X-phenylsulfonyl)benzoic acids hydrazides (X = H, Br) la,b with 4-trifluoromethoxyphenyl or 3,4,5-trimethoxyphenyl isothiocyanate. The newly synthesized compounds were characterized by IR, H-1 NMR, C-13 NMR, MS and elemental analysis. All the new compounds were screened for their antimicrobial activity against some bacteria (Staphylococcus aureus ATCC 25923, Bacillus cereus ATCC 13061, Escherichia coli ATCC 25922, Enterobacter cloacae ATCC 49141, Acinetobacter baumannii ATCC 19606 and Pseudomonas aeruginosa ATCC 27853) and yeasts (Candida albicans ATCC 90028 and Candida parapsilosis ATCC 22019). (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.01.031