O,O-diethyl 1H-benzimidazol-2-ylphosphoramidothioate | 117338-88-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: O,O-diethyl 1H-benzimidazol-2-ylphosphoramidothioate
• 英文别名: O,O-Diethyl N-1H-benzimidazol-2-ylphosphoramidothioate；N-diethoxyphosphinothioyl-1H-benzimidazol-2-amine
• CAS: 117338-88-2
• 化学式: C₁₁H₁₆N₃O₂PS
• 分子量: 285.307
• InChiKey: IZSLPHCBPKVIPS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  91.3
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1,2-二碘苯 在 copper(l) iodide 、 caesium carbonate 、 三乙胺 、 N,N'-二甲基乙二胺 作用下， 以 N,N-二甲基乙酰胺 、 乙腈 为溶剂， 反应 24.17h， 生成 O,O-diethyl 1H-benzimidazol-2-ylphosphoramidothioate
  参考文献：
  名称：

  Synthesis of some novel phosphorylated and thiophosphorylated benzimidazoles and benzothiazoles and their evaluation for larvicidal potential to Aedes albopictus and Culex quinquefasciatus

  摘要：

  Series of benzimidazole and benzothiazole linked phosphoramidates and phosphoramidothioates (5a-j) and benzimidazole linked phenylphosphoramidates and phenylphosphoramidothioates (10a-e) were synthesized. The title compounds were preliminary screened for mosquito larvicidal properties against Aedes albopictus and Culex quinquefasciatus at different concentration from 40 to 5 mg/L. Among the screened compounds three compounds revealed potential larvicidal effects with 100% mortality in the order of 10e > 5j > 5e. Compound 10e was found to be the most toxic compound to Ae. albopictus and Cx. quinquefasciatus. The LC50 of 10e against Ae. albopictus was found to be 6.42 and 5.25 mg/L at 24 and 48 h, respectively, whereas it was 7.01 and 3.88 mg/L, respectively in Cx. quinquefasciatus. Temephos was used as positive control. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.04.082

文献信息

• MELNIKOV, N. N.;GRYAZNOVA, L. P.;PROKOFEVA, A. F.;ANDREEVA, E. I.;SANIN, +
  作者：MELNIKOV, N. N.、GRYAZNOVA, L. P.、PROKOFEVA, A. F.、ANDREEVA, E. I.、SANIN, +

  DOI：——

  日期：——
• Synthesis of some novel phosphorylated and thiophosphorylated benzimidazoles and benzothiazoles and their evaluation for larvicidal potential to Aedes albopictus and Culex quinquefasciatus
  作者：Prabal Bandyopadhyay、Manisha Sathe、Sachin N. Tikar、Ruchi Yadav、Pratibha Sharma、Ashok Kumar、M.P. Kaushik

  DOI：10.1016/j.bmcl.2014.04.082

  日期：2014.7

  Series of benzimidazole and benzothiazole linked phosphoramidates and phosphoramidothioates (5a-j) and benzimidazole linked phenylphosphoramidates and phenylphosphoramidothioates (10a-e) were synthesized. The title compounds were preliminary screened for mosquito larvicidal properties against Aedes albopictus and Culex quinquefasciatus at different concentration from 40 to 5 mg/L. Among the screened compounds three compounds revealed potential larvicidal effects with 100% mortality in the order of 10e > 5j > 5e. Compound 10e was found to be the most toxic compound to Ae. albopictus and Cx. quinquefasciatus. The LC50 of 10e against Ae. albopictus was found to be 6.42 and 5.25 mg/L at 24 and 48 h, respectively, whereas it was 7.01 and 3.88 mg/L, respectively in Cx. quinquefasciatus. Temephos was used as positive control. (C) 2014 Elsevier Ltd. All rights reserved.