6-(adamant-1-yl)-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one | 23939-19-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 6-(adamant-1-yl)-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one
• 英文别名: 6-(1-adamantyl)-2-sulfanylidene-1H-pyrimidin-4-one
• CAS: 23939-19-7
• 化学式: C₁₄H₁₈N₂OS
• 分子量: 262.376
• InChiKey: XVBHACYRASBMEJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.714
• 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：

  6-(adamant-1-yl)-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one 在 劳森试剂 作用下， 以 甲苯 为溶剂， 反应 2.0h， 以41%的产率得到6-Adamantan-1-yl-1H-pyrimidine-2,4-dithione
  参考文献：
  名称：

  Novel adamantylated pyrimidines and their preliminary biological evaluations

  摘要：

  The synthesis of adamantylated pyrimidines was based on the reaction of 3-(adamantan-1-yl)-3-oxopropionic acid ethyl ester with urea, thiourea, guanidine as well as acetamidine, respectively. Then the compounds obtained were converted into respective bromo-, thio- and S-alkyl derivatives. The molecular structures for some compounds were studied by X-ray methods. The significant anticancer and antimicrobial properties of [2-(6-adamantan-1-yl-2-methylpyrimidin-4-ylthio)ethyl]dimethylamine were found.

  DOI：

  10.1016/j.farmac.2004.07.010
• 作为产物：
  描述：

  3-(1-金刚烷)-3-氧代丙酸乙酯 、 硫脲 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 反应 12.0h， 以60%的产率得到6-(adamant-1-yl)-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one
  参考文献：
  名称：

  Novel adamantylated pyrimidines and their preliminary biological evaluations

  摘要：

  The synthesis of adamantylated pyrimidines was based on the reaction of 3-(adamantan-1-yl)-3-oxopropionic acid ethyl ester with urea, thiourea, guanidine as well as acetamidine, respectively. Then the compounds obtained were converted into respective bromo-, thio- and S-alkyl derivatives. The molecular structures for some compounds were studied by X-ray methods. The significant anticancer and antimicrobial properties of [2-(6-adamantan-1-yl-2-methylpyrimidin-4-ylthio)ethyl]dimethylamine were found.

  DOI：

  10.1016/j.farmac.2004.07.010

文献信息

• Orzeszko, Barbara; Laudy, Agnieszka Ewa; Starosciak, Bohdan Jerzy, Acta poloniae pharmaceutica, 2004, vol. 61, # 6, p. 455 - 460
  作者：Orzeszko, Barbara、Laudy, Agnieszka Ewa、Starosciak, Bohdan Jerzy、Orzeszko, Andrzej、Kazimierczuk, Zygmunt

  DOI：——

  日期：——