2-benzyl-5-ethylsulfanyl-[1,3,4]thiadiazole | 64837-43-0

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-benzyl-5-ethylsulfanyl-[1,3,4]thiadiazole
• 英文别名: 2-Ethylthio-5-benzyl-1,3,4-thiadiazol；2-Benzyl-5-ethylsulfanyl-1,3,4-thiadiazole
• CAS: 64837-43-0
• 化学式: C₁₁H₁₂N₂S₂
• 分子量: 236.362
• InChiKey: TZEHLSQRRULFCL-UHFFFAOYSA-N

物化性质

• 沸点：
  395.0±35.0 °C(Predicted)
• 密度：
  1.24±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  79.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-benzyl-5-ethylsulfanyl-[1,3,4]thiadiazole 在 potassium permanganate 、 溶剂黄146 作用下， 以69.4%的产率得到2-ethylsulfonyl-5-benzyl-1,3,4-thiadiazole
  参考文献：
  名称：

  Design, synthesis, and antibacterial activity against rice bacterial leaf blight and leaf streak of 2,5-substituted-1,3,4-oxadiazole/thiadiazole sulfone derivative

  摘要：

  A series of 2,5-substituted-1,3,4-oxadiazole/thiadiazole sulfone derivatives were synthesized and evaluated for their antibacterial activities against rice bacterial leaf blight and leaf streak caused by Xanthomonas oryzae pv. oryzae and Xanthomonas oryzae pv. oryzicolaby via the turbidimeter test in vitro. Antibacterial bioassay results indicated that most compounds demonstrated good inhibitory effect antibacterial bioactivities against rice bacterial leaf blight and leaf streak. Among the title compounds, compound 6c demonstrated the best inhibitory effect against rice bacterial leaf blight and leaf streak with half-maximal effective concentration (EC50)values of 1.07 and 7.14 mu g/mL, respectively, which were even better than those of commercial agents such as Bismerthiazol and Thiediazole Copper. In vivo antibacterial activities tests at greenhouse conditions demonstrated that the controlling effect of compounds 6c (43.5%) and 6g (42.4%) against rice bacterial leaf blight were better than those of Bismerthiazol (25.5%) and Thiediazole Copper (37.5%). (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.02.060
• 作为产物：
  描述：

  苯乙酸 在 硫酸 、 一水合肼 、 potassium hydroxide 、 sodium hydroxide 作用下， 以 甲醇 、 乙醇 为溶剂， 生成 2-benzyl-5-ethylsulfanyl-[1,3,4]thiadiazole
  参考文献：
  名称：

  Design, synthesis, and antibacterial activity against rice bacterial leaf blight and leaf streak of 2,5-substituted-1,3,4-oxadiazole/thiadiazole sulfone derivative

  摘要：

  A series of 2,5-substituted-1,3,4-oxadiazole/thiadiazole sulfone derivatives were synthesized and evaluated for their antibacterial activities against rice bacterial leaf blight and leaf streak caused by Xanthomonas oryzae pv. oryzae and Xanthomonas oryzae pv. oryzicolaby via the turbidimeter test in vitro. Antibacterial bioassay results indicated that most compounds demonstrated good inhibitory effect antibacterial bioactivities against rice bacterial leaf blight and leaf streak. Among the title compounds, compound 6c demonstrated the best inhibitory effect against rice bacterial leaf blight and leaf streak with half-maximal effective concentration (EC50)values of 1.07 and 7.14 mu g/mL, respectively, which were even better than those of commercial agents such as Bismerthiazol and Thiediazole Copper. In vivo antibacterial activities tests at greenhouse conditions demonstrated that the controlling effect of compounds 6c (43.5%) and 6g (42.4%) against rice bacterial leaf blight were better than those of Bismerthiazol (25.5%) and Thiediazole Copper (37.5%). (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.02.060

文献信息

• Demaree,P. et al., Canadian Journal of Chemistry, 1977, vol. 55, p. 243 - 250
  作者：Demaree,P. et al.

  DOI：——

  日期：——
• DEMAREE P.; DORIA M.-C.; MUCHOWSKI J. M., CAN. J. CHEM. <CJCH-AG>, 1977, 55, NO 2, 243-250
  作者：DEMAREE P.、 DORIA M.-C.、 MUCHOWSKI J. M.

  DOI：——

  日期：——
• Design, synthesis, and antibacterial activity against rice bacterial leaf blight and leaf streak of 2,5-substituted-1,3,4-oxadiazole/thiadiazole sulfone derivative
  作者：Pei Li、Li Shi、Xia Yang、Lei Yang、Xue-Wen Chen、Fang Wu、Qing-Cai Shi、Wei-Ming Xu、Ming He、De-Yu Hu、Bao-An Song

  DOI：10.1016/j.bmcl.2014.02.060

  日期：2014.4

  A series of 2,5-substituted-1,3,4-oxadiazole/thiadiazole sulfone derivatives were synthesized and evaluated for their antibacterial activities against rice bacterial leaf blight and leaf streak caused by Xanthomonas oryzae pv. oryzae and Xanthomonas oryzae pv. oryzicolaby via the turbidimeter test in vitro. Antibacterial bioassay results indicated that most compounds demonstrated good inhibitory effect antibacterial bioactivities against rice bacterial leaf blight and leaf streak. Among the title compounds, compound 6c demonstrated the best inhibitory effect against rice bacterial leaf blight and leaf streak with half-maximal effective concentration (EC50)values of 1.07 and 7.14 mu g/mL, respectively, which were even better than those of commercial agents such as Bismerthiazol and Thiediazole Copper. In vivo antibacterial activities tests at greenhouse conditions demonstrated that the controlling effect of compounds 6c (43.5%) and 6g (42.4%) against rice bacterial leaf blight were better than those of Bismerthiazol (25.5%) and Thiediazole Copper (37.5%). (C) 2014 Elsevier Ltd. All rights reserved.