N-[5-(3,6-dioxocyclohexa-1,4-dien-1-yl)-1,3,4-thiadiazol-2-yl]benzamide | 220042-08-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N-[5-(3,6-dioxocyclohexa-1,4-dien-1-yl)-1,3,4-thiadiazol-2-yl]benzamide
• CAS: 220042-08-0
• 化学式: C₁₅H₉N₃O₃S
• 分子量: 311.321
• InChiKey: TZNWGTJVYDNBAW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  117
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  磺胺噻唑 、 N-[5-(3,6-dioxocyclohexa-1,4-dien-1-yl)-1,3,4-thiadiazol-2-yl]benzamide 在 溶剂黄146 作用下， 以 乙醇 为溶剂， 以85%的产率得到N-[5-[3,6-dioxo-4-[4-(1,3-thiazol-2-ylsulfamoyl)anilino]cyclohexa-1,4-dien-1-yl]-1,3,4-thiadiazol-2-yl]benzamide
  参考文献：
  名称：

  Synthesis of 2,5-Disubstituted-1,4-benzoquinone Derivatives as Potential Antimicrobial and Cytotoxic Agents

  摘要：

  A number of 2,5-disubstituted-1,4-benzoquinone derivatives were prepared and characterized by elemental analysis, infrared (IR), nuclear magnetic resonance (1H-NMR), and mass spectra (MS). These compounds and their synthetic precursors were evaluated for their in vitro antimicrobial and cytotoxic activity. The most potent antimicrobial compound was the thiadiazolyl derivative 4b, which was 2- to 4 times more active than the antimicrobial drug sulfathiazole. All the tested compounds were active in the Brine Shrimp Lethality (BS) Test. Compound 4e which was the most active in the BS test was also found to possess a significant cytotoxicity against two tumor cell lines. Some of the compounds were found to be mutagenic at relatively high concentration.

  DOI：

  10.1002/(sici)1521-4184(199812)331:12<385::aid-ardp385>3.0.co;2-b
• 作为产物：
  描述：

  苯甲酰基异硫氰酸酯 在 硫酸 、 三氯化铁 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 20.75h， 生成 N-[5-(3,6-dioxocyclohexa-1,4-dien-1-yl)-1,3,4-thiadiazol-2-yl]benzamide
  参考文献：
  名称：

  Synthesis of 2,5-Disubstituted-1,4-benzoquinone Derivatives as Potential Antimicrobial and Cytotoxic Agents

  摘要：

  A number of 2,5-disubstituted-1,4-benzoquinone derivatives were prepared and characterized by elemental analysis, infrared (IR), nuclear magnetic resonance (1H-NMR), and mass spectra (MS). These compounds and their synthetic precursors were evaluated for their in vitro antimicrobial and cytotoxic activity. The most potent antimicrobial compound was the thiadiazolyl derivative 4b, which was 2- to 4 times more active than the antimicrobial drug sulfathiazole. All the tested compounds were active in the Brine Shrimp Lethality (BS) Test. Compound 4e which was the most active in the BS test was also found to possess a significant cytotoxicity against two tumor cell lines. Some of the compounds were found to be mutagenic at relatively high concentration.

  DOI：

  10.1002/(sici)1521-4184(199812)331:12<385::aid-ardp385>3.0.co;2-b

文献信息

• Synthesis of 2,5-Disubstituted-1,4-benzoquinone Derivatives as Potential Antimicrobial and Cytotoxic Agents
  作者：Mohamed A. Hassan、Ahmed O. Maslat、Mahmud Abussaud、Ibrahim Ch. Ahmed、Ahmad S. AlKofahi

  DOI：10.1002/(sici)1521-4184(199812)331:12<385::aid-ardp385>3.0.co;2-b

  日期：1998.12

  A number of 2,5-disubstituted-1,4-benzoquinone derivatives were prepared and characterized by elemental analysis, infrared (IR), nuclear magnetic resonance (1H-NMR), and mass spectra (MS). These compounds and their synthetic precursors were evaluated for their in vitro antimicrobial and cytotoxic activity. The most potent antimicrobial compound was the thiadiazolyl derivative 4b, which was 2- to 4 times more active than the antimicrobial drug sulfathiazole. All the tested compounds were active in the Brine Shrimp Lethality (BS) Test. Compound 4e which was the most active in the BS test was also found to possess a significant cytotoxicity against two tumor cell lines. Some of the compounds were found to be mutagenic at relatively high concentration.