3-(3-methylphenyl)-5-(2-thienylmethylene)-2-thiohydantoin

• 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: 3-(3-methylphenyl)-5-(2-thienylmethylene)-2-thiohydantoin
• 英文别名: 3-(3-Methylphenyl)-2-sulfanylidene-5-(thiophen-2-ylmethylidene)imidazolidin-4-one
• 化学式: C₁₅H₁₂N₂OS₂
• mdl: MFCD04049156
• 分子量: 300.405
• InChiKey: LXOODCXYPNNZCU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  92.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(3-methylphenyl)-5-(2-thienylmethylene)-2-thiohydantoin 、 2,3,4,6-四乙酰氧基-alpha-D-吡喃葡萄糖溴化物 在 sodium hydride 作用下， 生成 3-(3-methylphenyl)-5-(2-thienylmethylene)-2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-thiohydantoin
  参考文献：
  名称：

  S-Glucosylated hydantoins as new antiviral agents

  摘要：

  S-Glycosylation took place on reaction of 5-alkylidene- and 5-arylidene-3-aryl-2-thiohydantoins with glycosyl halides under alkaline conditions. Bisglucosylation also took place when N-3 unsubstituted hydantoins were reacted. The bisglucosylated hydantoins produced N-3 glucosylated hydantoins on treatment with ammonia in methanol. In antiviral studies the most active compounds against both HSV-1 and HSV-2 were 5- (2-thienylmethylene) -3-phenyl-2-(2,3 4,6-tetra-O-acetyl-beta-D-glucopyranosyl) -2-thiohydantoin and 5-(2-thienylmethylene)-3-(4-chlorophenyl) -2- (2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl) -2-thiohydantoin.

  DOI：

  10.1021/jm00027a009