3-氨基-4-甲基吡啶-2-甲醛硫代缩氨基脲 | 75324-01-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 并四苯
• 中文名称: 3-氨基-4-甲基吡啶-2-甲醛硫代缩氨基脲
• 英文名称: 8,9-dehydro-ζ-rhodomycinone
• 英文别名: 1-Naphthacenecarboxylic acid, 2-ethyl-1,4,6,11-tetrahydro-5,7,12-trihydroxy-6,11-dioxo-, methyl ester, (S)-；methyl (1S)-2-ethyl-5,7,12-trihydroxy-6,11-dioxo-1,4-dihydrotetracene-1-carboxylate
• CAS: 75324-01-5
• 化学式: C₂₂H₁₈O₇
• 分子量: 394.381
• InChiKey: DUESSPZZBNOZKI-ZDUSSCGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  29
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  121
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  3-氨基-4-甲基吡啶-2-甲醛硫代缩氨基脲 在 高氯酸 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 反应 156.0h， 生成 8β-hydroxy-ζ-rhodomycinone
  参考文献：
  名称：

  8-Hydroxyanthracyclinones from .epsilon.-rhodomycinone

  摘要：

  epsilon-Rhodomycinone was converted into 8,9-dehydro-zeta-rhodomycinone, which gave a cis diol with osmium tetroxide and a pair of epimeric epoxides with m-chloroperbenzoic acid. Acid-catalyzed opening of the epoxides gave the corresponding trans diols. In contrast, acid treatment of the trimethyl ethers of these epoxides gave predominantly a lactone and an eta-rhodomycinone derivative, with only small amounts of the diols. None of the new rhodomycinones were active against Bacillus subtilis, but 8,9-dehydro-zeta-rhodomycinone was active in the induction of lytic phage in Escherichia coli.

  DOI：

  10.1021/jm00185a020
• 作为产物：
  描述：

  ζ-rhodomycinone 在 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 反应 16.0h， 以84%的产率得到3-氨基-4-甲基吡啶-2-甲醛硫代缩氨基脲
  参考文献：
  名称：

  8-Hydroxyanthracyclinones from .epsilon.-rhodomycinone

  摘要：

  epsilon-Rhodomycinone was converted into 8,9-dehydro-zeta-rhodomycinone, which gave a cis diol with osmium tetroxide and a pair of epimeric epoxides with m-chloroperbenzoic acid. Acid-catalyzed opening of the epoxides gave the corresponding trans diols. In contrast, acid treatment of the trimethyl ethers of these epoxides gave predominantly a lactone and an eta-rhodomycinone derivative, with only small amounts of the diols. None of the new rhodomycinones were active against Bacillus subtilis, but 8,9-dehydro-zeta-rhodomycinone was active in the induction of lytic phage in Escherichia coli.

  DOI：

  10.1021/jm00185a020

文献信息

• 8-Hydroxyanthracyclinones from .epsilon.-rhodomycinone
  作者：Horng-Jau Lin、Virendra Kumar、William A. Remers

  DOI：10.1021/jm00185a020

  日期：1980.11

  epsilon-Rhodomycinone was converted into 8,9-dehydro-zeta-rhodomycinone, which gave a cis diol with osmium tetroxide and a pair of epimeric epoxides with m-chloroperbenzoic acid. Acid-catalyzed opening of the epoxides gave the corresponding trans diols. In contrast, acid treatment of the trimethyl ethers of these epoxides gave predominantly a lactone and an eta-rhodomycinone derivative, with only small amounts of the diols. None of the new rhodomycinones were active against Bacillus subtilis, but 8,9-dehydro-zeta-rhodomycinone was active in the induction of lytic phage in Escherichia coli.