4-thenylidene-1-phenyl-2-thioxoimidazolidin-5-one | 87736-69-4

• 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: 4-thenylidene-1-phenyl-2-thioxoimidazolidin-5-one
• 英文别名: 3-Phenyl-2-sulfanylidene-5-(thiophen-2-ylmethylidene)imidazolidin-4-one
• CAS: 87736-69-4
• 化学式: C₁₄H₁₀N₂OS₂
• mdl: MFCD06053839
• 分子量: 286.378
• InChiKey: VOBGCINEIKSOFY-UHFFFAOYSA-N

物化性质

• 沸点：
  429.8±55.0 °C(Predicted)
• 密度：
  1.45±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  92.7
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT

反应信息

• 作为反应物：
  描述：

  1-Α-氯-3,5-二-O-对甲苯甲酰基-2-脱氧-D-呋喃核糖 、 4-thenylidene-1-phenyl-2-thioxoimidazolidin-5-one 在 sodium hydride 作用下， 生成 3-phenyl-5-(2-thienylmethylene)-2-(3,5-di-O-4-toluoyl-β-D-erythro-pentofuranosyl)-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
• 作为产物：
  描述：

  ethyl (E)-2-cyano-3-(2-thienyl)-2-propenoate 、 苯基乙内酰脲-甘氨酸 在 哌啶 作用下， 以 乙醇 为溶剂， 反应 5.0h， 以70%的产率得到4-thenylidene-1-phenyl-2-thioxoimidazolidin-5-one
  参考文献：
  名称：

  Girgis, Nabih Saddik; Elgemeie, Galal Eldin Hamza; Nawar, Galal Abdel Moein, Liebigs Annalen der Chemie, 1983, # 9, p. 1468 - 1475

  摘要：

  DOI：

文献信息

• Girgis, Nabih Saddik; Elgemeie, Galal Eldin Hamza; Nawar, Galal Abdel Moein, Liebigs Annalen der Chemie, 1983, # 9, p. 1468 - 1475
  作者：Girgis, Nabih Saddik、Elgemeie, Galal Eldin Hamza、Nawar, Galal Abdel Moein、Elnagdi, Mohamed Hilmy

  DOI：——

  日期：——
• S-Glucosylated hydantoins as new antiviral agents
  作者：Ahmed A. El-Barbary、Ahmed I. Khodair、Erik B. Pedersen、Claus Nielsen

  DOI：10.1021/jm00027a009

  日期：1994.1

  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.