3-cyanopropyl 2-methyl-1H-imidazole-1-carbodithioate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-cyanopropyl 2-methyl-1H-imidazole-1-carbodithioate
• 英文别名: 3-Cyanopropyl 2-methylimidazole-1-carbodithioate；3-cyanopropyl 2-methylimidazole-1-carbodithioate
• 化学式: C₉H₁₁N₃S₂
• 分子量: 225.338
• InChiKey: JVMSHZCHUAUBNS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  99
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  二硫化碳 、 2-甲基咪唑 、 alkaline earth salt of/the/ methylsulfuric acid 在 sodium hydride 作用下， 以 四氢呋喃 、 mineral oil 为溶剂， 反应 0.28h， 以71%的产率得到3-cyanopropyl 2-methyl-1H-imidazole-1-carbodithioate
  参考文献：
  名称：

  Azole–carbodithioate hybrids as vaginal anti-Candida contraceptive agents: Design, synthesis and docking studies

  摘要：

  Azole and carbodithioate hybrids were synthesized as alkyl 1H-azole-1-carbodithioates (7-27) and evaluated for spermicidal/microbicidal activities against human sperm, Trichomonas vaginalis and Candida species. Seventeen compounds (7-14, 16-18 and 20-25) showed spermicidal activity at MEC 1.0% (w/v) and permanently immobilized 100% normal human spermatozoa within similar to 30 s. Seventeen compounds (7-11, 13-18 and 20-25) exhibited anti-Candida activity (IC50 1.26-47.69 mu g/mL). All compounds were devoid of bactericidal activity against four bacterial strains (50.00 mu g/mL) and antiprotozoal activity against Trichomonas vaginalis (200.00 mu g/mL). Four promising compounds (10, 17, 20 and 22) have better safety profile as compared to Nonoxyno1-9 (N-9). Docking study was done to visualize the possible interaction of designed scaffold with prospective receptor (Cyp51) of Candida albicans. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.09.007