2-hydroxycarbonylmethylthio-5-(2-naphthyl)methylenehydantoine

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-hydroxycarbonylmethylthio-5-(2-naphthyl)methylenehydantoine
• 英文别名: 2-[[(4E)-4-(naphthalen-2-ylmethylidene)-5-oxo-1H-imidazol-2-yl]sulfanyl]acetic acid
• 化学式: C₁₆H₁₂N₂O₃S
• 分子量: 312.349
• InChiKey: FAGDYMYVNDZYQO-MDWZMJQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  104
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  5-(2-naphthyl)methylene-2-thiohydantoine 、 氯乙酸 在 potassium ethoxide 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以32.1%的产率得到2-hydroxycarbonylmethylthio-5-(2-naphthyl)methylenehydantoine
  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.