1-(2,5-dimethoxybenzylidene)-4-(4-chlorophenyl)thiosemicarbazide | 481021-19-6

• 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: 1-(2,5-dimethoxybenzylidene)-4-(4-chlorophenyl)thiosemicarbazide
• CAS: 481021-19-6
• 化学式: C₁₆H₁₆ClN₃O₂S
• 分子量: 349.841
• InChiKey: YOZOYBJQZZRUBI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.68
• 重原子数：
  23.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  54.88
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1-(2,5-dimethoxybenzylidene)-4-(4-chlorophenyl)thiosemicarbazide 在 iron(III) chloride 、 水 、 sodium acetate 作用下， 以 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 18.5h， 生成 N¹-4-chlorobenzylidene-N²-[3-(2,5-dimethoxyphenyl)-4-(1,4-benzoquinon-2-yl)-1,3-thiazol-2-ylidene]hydrazine
  参考文献：
  名称：

  Synthesis and biological evaluation of novel benzoquinones as potential antimicrobial agents

  摘要：

  New series of 2,5-dihydroxyphenyl-1,3-thiazoles 4a-l was synthesized by reacting 2,5-dihydroxyphenacyl bromide with various 4-aryl thiosemicarbazones 3a-l that on oxidation with ferric chloride yielded the corresponding N (1)-substituted benzylidene-N (2)-[3-aryl-4-(1,4-benzoquinon-2-yl)-1,3-thiazol-2-ylidene]hydrazines 5a-l. They were evaluated for antibacterial activity against Staphylococcus aureus and Bacillus subtilis as Gram-positive bacteria, Escherichia coli and Pseudomonas aeruginosa as Gram-negative bacteria. They were also evaluated for their in vitro antifungal potential against Candida albicans. Almost all tested compounds were found to possess variable degrees of antimicrobial activity. The obtained data revealed that compounds 4b-h and 5e, 5f and 5l exhibited promising antimicrobial activity against the tested organisms of which compound 4b proved to be the most active.

  DOI：

  10.1007/s00044-012-0076-0
• 作为产物：
  描述：

  4-(4-氯苯)-3-氨基硫脲 、 2,5-二甲氧基苯甲醛 以 乙醇 为溶剂， 生成 1-(2,5-dimethoxybenzylidene)-4-(4-chlorophenyl)thiosemicarbazide
  参考文献：
  名称：

  Synthesis and biological evaluation of novel benzoquinones as potential antimicrobial agents

  摘要：

  New series of 2,5-dihydroxyphenyl-1,3-thiazoles 4a-l was synthesized by reacting 2,5-dihydroxyphenacyl bromide with various 4-aryl thiosemicarbazones 3a-l that on oxidation with ferric chloride yielded the corresponding N (1)-substituted benzylidene-N (2)-[3-aryl-4-(1,4-benzoquinon-2-yl)-1,3-thiazol-2-ylidene]hydrazines 5a-l. They were evaluated for antibacterial activity against Staphylococcus aureus and Bacillus subtilis as Gram-positive bacteria, Escherichia coli and Pseudomonas aeruginosa as Gram-negative bacteria. They were also evaluated for their in vitro antifungal potential against Candida albicans. Almost all tested compounds were found to possess variable degrees of antimicrobial activity. The obtained data revealed that compounds 4b-h and 5e, 5f and 5l exhibited promising antimicrobial activity against the tested organisms of which compound 4b proved to be the most active.

  DOI：

  10.1007/s00044-012-0076-0