1-thioureido-3-phenyl-2-thiohydantoin | 126177-68-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: 1-thioureido-3-phenyl-2-thiohydantoin
• 英文别名: 1-(4-Oxo-3-phenyl-2-sulfanylideneimidazolidin-1-yl)-3-phenylthiourea
• CAS: 126177-68-2
• 化学式: C₁₆H₁₄N₄OS₂
• 分子量: 342.445
• InChiKey: WHCXMZKLMQUPPS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  112
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  硫代异氰酸苯酯 、 alkaline earth salt of/the/ methylsulfuric acid 在 三乙胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 78.0h， 生成 1-thioureido-3-phenyl-2-thiohydantoin
  参考文献：
  名称：

  Synthesis and immunomodulating activity of 1-amino-2-thiohydantoin derivatives

  摘要：

  1-Amino-2-thiohydantoin derivatives have been synthesized. Immunomodulating and anticancer activities have been studied. Their activity on the immune system is complex, being either immunodepressive or immunostimulatory according to the doses, or mainly immunostimulatory. These compounds were devoid of any anticancer activity.

  DOI：

  10.1016/0223-5234(92)90119-l

文献信息

• Novel Ring-Opening Reactions of 3-Substituted 1-Amino-2-thioxo-4-imidazolidinones: Preparation of Functionalized 3,6-Dihydro-2<i>H</i>-1,3,4-thiadiazines and 3,4-Dihydro-1<i>H</i>-1,2,4-triazoles
  作者：Pedro Molina、Antonio Arques、Inmaculada Cartagena、José María Olmos

  DOI：10.1055/s-1989-27304

  日期：——

  1-Amino-2-thioxo-4-imidazolidinones 1 react with phenacyl bromides to yield 3-alkoxycarbonylmethyl-5-aryl-2-iminio-3,6-dihydro-2H-1,3,4-thiadiazine salts 3. Compounds 1 also react with aryl isothiocyanates to give N-aryl-N′-(3-aryl/alkyl-4-oxo-2-thioxoimidazolidinyl)thioureas 6, which by the action of amines undergo a ring-closure/ring-opening reaction to give 4-aryl-1-aryl/alkylaminocarbonylmethyl-3-sulfido-5-thioxo-3, 4-dihydro-1H-1,2,4-triazole derivatives 7.

  1-氨基-2-硫代-4-咪唑烷酮 1 与苯乙酰溴反应，生成 3-烷氧羰基甲基-5-芳基-2-亚胺-3,6-二氢-2H-1,3,4-噻二唑盐 3。化合物 1 还与芳基异硫氰酸酯反应，生成 N-芳基-N′-(3-芳基/烷基-4-氧-2-硫代咪唑烷酮)硫脲 6，这种化合物在胺的作用下发生环闭合/环打开反应，生成 4-芳基-1-芳基/烷基氨基羰基甲基-3-硫代-5-硫代-3,4-二氢-1H-1,2,4-三唑衍生物 7。
• Blanc, M.; Cussac, M.; Leclerc, G., Archiv der Pharmazie, 1991, vol. 324, # 9, p. 688
  作者：Blanc, M.、Cussac, M.、Leclerc, G.、Boucherle, A.

  DOI：——

  日期：——
• MOLINA, PEDRO;ARQUES, ANTONIO;CARTAGENA, INMACULADA;OLMOS, JOSE MARIA, SYNTHESIS,(1989) N, C. 518-522
  作者：MOLINA, PEDRO、ARQUES, ANTONIO、CARTAGENA, INMACULADA、OLMOS, JOSE MARIA

  DOI：——

  日期：——
• Synthesis and immunomodulating activity of 1-amino-2-thiohydantoin derivatives
  作者：M Blanc、M Cussac、A Boucherle、G Leclerc

  DOI：10.1016/0223-5234(92)90119-l

  日期：1992.11

  1-Amino-2-thiohydantoin derivatives have been synthesized. Immunomodulating and anticancer activities have been studied. Their activity on the immune system is complex, being either immunodepressive or immunostimulatory according to the doses, or mainly immunostimulatory. These compounds were devoid of any anticancer activity.