4-amino-2-methyl-6-hydroxypyrimidine-5-thiol

• 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: 4-amino-2-methyl-6-hydroxypyrimidine-5-thiol
• 英文别名: 6-amino-5-mercapto-2-methylpyrimidin-4-ol；4-amino-2-methyl-6-hydroxy-5-thiopyrimidine；4-amino-2-methyl-5-sulfanyl-1H-pyrimidin-6-one
• 化学式: C₅H₇N₃OS
• 分子量: 157.196
• InChiKey: BNJPYBVDAQEIEZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  68.5
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-amino-2-methyl-6-hydroxypyrimidine-5-thiol 、 6-chloro-10-nitro-5H-benzophenoxazin-5-one 在 sodium carbonate 作用下， 以 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 生成 1-hydroxy-3-methyl-12-nitro-2,4-diazabenzo[a][1,4]benzoxazino[3,2-c]phenothiazine
  参考文献：
  名称：

  Ezema; Ayogu; Uzoewulu, International Journal of ChemTech Research, 2016, vol. 9, # 1, p. 338 - 346

  摘要：

  DOI：

文献信息

• Synthesis of Benzothiazinophenothiazine Derivatives and their Antimicrobial Screening
  作者：Emmanuel O Adekola、Benjamin E Ezema、Jude I Ayogu、David I Ugwu、Chidimma G Ezema、Abuekwu P Nwasi、Christian O Ike

  DOI：10.13005/ojc/300406

  日期：2014.12.31

  The synthesis of benzothiazinophenothiazine derivatives from simple heterocyclic compounds was thoroughly investigated. The intermediate, 6-chloro-5H-benzo[a]phenothiazin-5-one was afforded by the condensation of 2-aminothiophenol with 2,3-dichloro-1, 4-naphthoquinone in an alkaline medium. Further condensation of the intermediate with 2,4-diamino-6-hydroxypyrimidine-5-thiol obtained by alkaline hydrolysis of 2,4-diamino-6-hydroxy-5-thiacyanatopyrimidine gave 7-amino-9-hydroxy-6-8,diazabenzo[a][1,4]benzothiazino[3,2-c]phenothiazine. However, facile acid-catalyzed synthesis of four other benzothiazinophenothiazine ring systems was accomplished with improved yield and lesser reaction time. The Structural confirmation was done using UV-Visible spectroscopy, FT-IR, 1H and 13C-NMR and elemental analysis. The synthesized compounds were screened against some micro-organisms and the results showed that the complex derivatives were significantly active against the microorganisms.

  合成苯硫噻嗪苯噻嗪衍生物的研究从简单的杂环化合物入手，进行了深入探讨。中间体6-氯-5H-苯并[a]噻嗪-5-酮是通过将2-氨基硫酚与2,3-二氯-1,4-萘醌在碱性介质中缩合得到的。进一步将该中间体与通过碱水解2,4-二氨基-6-羟基-5-硫氰基嘧啶得到的2,4-二氨基-6-羟基-5-硫噻唑缩合，得到7-氨基-9-羟基-6-8-二氮苯并[a][1,4]苯硫噻嗪[3,2-c]苯噻嗪。然而，采用酸催化法成功实现了其他四种苯硫噻嗪环系的合成，且产率较高，反应时间较短。利用紫外-可见光谱、傅里叶变换红外光谱、氢核磁共振谱(1H NMR)、碳核磁共振谱(13C NMR)和元素分析进行了结构确认。合成的化合物对一些微生物进行了筛选，结果显示这些复合衍生物对微生物具有显著的活性。
• Ezema; Ayogu; Uzoewulu, International Journal of ChemTech Research, 2016, vol. 9, # 1, p. 338 - 346
  作者：Ezema、Ayogu、Uzoewulu、Agada

  DOI：——

  日期：——