2-(2'-methylphenylthio)-9-methyl-acridine[1,4]dione | 226260-32-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2-(2'-methylphenylthio)-9-methyl-acridine[1,4]dione
• 英文别名: 9-Methyl-2-(p-tolylthio)acridine-1,4-dione；9-methyl-2-(4-methylphenyl)sulfanylacridine-1,4-dione
• CAS: 226260-32-8
• 化学式: C₂₁H₁₅NO₂S
• 分子量: 345.422
• InChiKey: OVGRJCJGGGVYBC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  72.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(2'-methylphenylthio)-9-methyl-acridine[1,4]dione 在 氯化铵 作用下， 以 甲醇 、 溶剂黄146 为溶剂， 反应 3.17h， 生成 4-methoxybenzo[de][3,6]phenanthrolin-6(6H)-one
  参考文献：
  名称：

  A Convenient New Route to 4-Substituted Benzo[de][3,6]Phenanthrolin-6(6H)-Ones: Important Intermediates in the Synthesis of Ring-A Analogues of the Cytotoxic Marine Alkaloid Ascididemin

  摘要：

  4-ethylthio- and 4-(4 "-methylphenylthio)benzo[de][3,6]phenanthrolin-6(6H)-one have been synthesised in 4 steps from benzoquinone and then readily converted to the 4-amino (6d) and 4-methoxy (6c) analogues by nucleophilic substitution. Further elaboration of 6d leads to the synthesis of 11-hydroxyascididemin, which we have found to exhibit antiviral activity in vitro.

  DOI：

  10.1080/00397919908086428
• 作为产物：
  描述：

  2-(p-tolylthio)cyclohexa-2,5-diene-1,4-dione 在 cerium(III) chloride 、 硫酸 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 192.08h， 生成 2-(2'-methylphenylthio)-9-methyl-acridine[1,4]dione
  参考文献：
  名称：

  A Convenient New Route to 4-Substituted Benzo[de][3,6]Phenanthrolin-6(6H)-Ones: Important Intermediates in the Synthesis of Ring-A Analogues of the Cytotoxic Marine Alkaloid Ascididemin

  摘要：

  4-ethylthio- and 4-(4 "-methylphenylthio)benzo[de][3,6]phenanthrolin-6(6H)-one have been synthesised in 4 steps from benzoquinone and then readily converted to the 4-amino (6d) and 4-methoxy (6c) analogues by nucleophilic substitution. Further elaboration of 6d leads to the synthesis of 11-hydroxyascididemin, which we have found to exhibit antiviral activity in vitro.

  DOI：

  10.1080/00397919908086428