5-(2-naphthyl)methylene-2-thiohydantoine | 145693-81-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 5-(2-naphthyl)methylene-2-thiohydantoine
• 英文别名: 5-(2-Naphthylmethylene)-2-thioxo-4-imidazolidinone；(5E)-5-(naphthalen-2-ylmethylidene)-2-sulfanylideneimidazolidin-4-one
• CAS: 145693-81-8
• 化学式: C₁₄H₁₀N₂OS
• 分子量: 254.312
• InChiKey: TZDXWCXPMMMYIQ-XYOKQWHBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  73.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-(2-naphthyl)methylene-2-thiohydantoine 、 alkaline earth salt of/the/ methylsulfuric acid 在 sodium methylate 作用下， 以 甲醇 为溶剂， 以79%的产率得到{5-[1-Naphthalen-2-yl-meth-(E)-ylidene]-4-oxo-4,5-dihydro-1H-imidazol-2-ylsulfanyl}-acetic acid ethyl ester
  参考文献：
  名称：

  Étude de dérivés 5-arylidène-2-thiohydantoïnes à potentialité immunomodulatrice et anticancéreuse

  摘要：

  Various 5-arylidene-2-thiohydantoins, N3-substituted and/or S-substituted or not, were synthesized by aldolisation-crotonisation reaction from aromatic aldehydes or cyclic ketones and 2-thiohydantoins. These products, largely original, prepared as potentially active on chronic inflammatory diseases involving cellular-mediated immunity, display immunosuppressive activity which, however, remains clearly lower than ciclosporine's one. Searched in a few cases, anticancer activity is not obviously detected for any of tested products.

  DOI：

  10.1016/0223-5234(92)90140-v
• 作为产物：
  描述：

  2-硫代乙内酰脲 、 2-萘甲醛 在 sodium acetate 、 溶剂黄146 作用下， 以48%的产率得到5-(2-naphthyl)methylene-2-thiohydantoine
  参考文献：
  名称：

  Étude de dérivés 5-arylidène-2-thiohydantoïnes à potentialité immunomodulatrice et anticancéreuse

  摘要：

  Various 5-arylidene-2-thiohydantoins, N3-substituted and/or S-substituted or not, were synthesized by aldolisation-crotonisation reaction from aromatic aldehydes or cyclic ketones and 2-thiohydantoins. These products, largely original, prepared as potentially active on chronic inflammatory diseases involving cellular-mediated immunity, display immunosuppressive activity which, however, remains clearly lower than ciclosporine's one. Searched in a few cases, anticancer activity is not obviously detected for any of tested products.

  DOI：

  10.1016/0223-5234(92)90140-v

文献信息

• Étude de dérivés 5-arylidène-2-thiohydantoïnes à potentialité immunomodulatrice et anticancéreuse
  作者：V Chazeau、M Cussac、A Boucherle

  DOI：10.1016/0223-5234(92)90140-v

  日期：1992.9

  Various 5-arylidene-2-thiohydantoins, N3-substituted and/or S-substituted or not, were synthesized by aldolisation-crotonisation reaction from aromatic aldehydes or cyclic ketones and 2-thiohydantoins. These products, largely original, prepared as potentially active on chronic inflammatory diseases involving cellular-mediated immunity, display immunosuppressive activity which, however, remains clearly lower than ciclosporine's one. Searched in a few cases, anticancer activity is not obviously detected for any of tested products.