8-(2-benzamidoethylthio)-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione | 162150-24-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: 8-(2-benzamidoethylthio)-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione
• 英文别名: 8-(Benzoylaminoethylthio)-1,3-dimethyl-3,7-dihydro-1h-purine-2,6-dione；N-[2-[(1,3-dimethyl-2,6-dioxo-7H-purin-8-yl)sulfanyl]ethyl]benzamide
• CAS: 162150-24-5
• 化学式: C₁₆H₁₇N₅O₃S
• 分子量: 359.409
• InChiKey: CFZFMRMLFKIFGB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  124
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  8-(2-benzamidoethylthio)-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione 在 五氯化磷 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.5h， 生成 6-phenyl-1,3-dimethyl-2,4-dioxo-1,2,3,4,8,9-hexahydro-<1,3,5>-thiadiazepino-<3,2-f>-purine
  参考文献：
  名称：

  [f]-Fused purine-2,6-diones: Synthesis of new [1,3,5]- and [1,3,6]-thiadiazepino-[3,2-f]-purine ring systems

  摘要：

  6-Phenyl-1,3-dimethy1-2,4-dioxo-1,2,3,4,8,9-hexahydro[1,3,5]-thiadiazepino-[3,2-f]- purine (5) was obtained by a three-step synthesis from 8-mercapto-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione (1) and 2-(benzoylamino)-ethyl chloride (2) via 8-(benzoylaminoethylthio)-1,3-dimethyl-3,7-dihydro- 1H-purine-2,6-dione (3) and its chloromido derivative 4. The analogous 9-phenyl-1,3-dimethyl-2,4-dioxo-1,2,3,4,6,7-hexahydro-[1,3,6]-thiadiazepino-[3,2-f]-purine (7) was synthesized either from compound 1 and N-(2-chloroethyl)-benzimido chloride via N-(chloroethyl)-S-(1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahyd-7H-purin-8-yl)-benzothioimide (6), or alternatively from 7-(2-benzoylaminoethyl)-8-bromo-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione (9), its 8-mercapto derivative 10 and the corresponding chloroimido compound 11 being the intermediates.

  DOI：

  10.1007/bf00813814
• 作为产物：
  描述：

  N-(2-氯乙基)苯甲酰胺 、 8-mercapto-1,3-dimethyl-1H-purine-2,6(3H,7H)-dione 在 三乙胺 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以50%的产率得到8-(2-benzamidoethylthio)-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione
  参考文献：
  名称：

  [f]-Fused purine-2,6-diones: Synthesis of new [1,3,5]- and [1,3,6]-thiadiazepino-[3,2-f]-purine ring systems

  摘要：

  6-Phenyl-1,3-dimethy1-2,4-dioxo-1,2,3,4,8,9-hexahydro[1,3,5]-thiadiazepino-[3,2-f]- purine (5) was obtained by a three-step synthesis from 8-mercapto-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione (1) and 2-(benzoylamino)-ethyl chloride (2) via 8-(benzoylaminoethylthio)-1,3-dimethyl-3,7-dihydro- 1H-purine-2,6-dione (3) and its chloromido derivative 4. The analogous 9-phenyl-1,3-dimethyl-2,4-dioxo-1,2,3,4,6,7-hexahydro-[1,3,6]-thiadiazepino-[3,2-f]-purine (7) was synthesized either from compound 1 and N-(2-chloroethyl)-benzimido chloride via N-(chloroethyl)-S-(1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahyd-7H-purin-8-yl)-benzothioimide (6), or alternatively from 7-(2-benzoylaminoethyl)-8-bromo-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione (9), its 8-mercapto derivative 10 and the corresponding chloroimido compound 11 being the intermediates.

  DOI：

  10.1007/bf00813814

文献信息

• Hesek D., Rybar A., Monatsh. chem, 125 (1994) N 11, S 1273-1278
  作者：Hesek D., Rybar A.

  DOI：——

  日期：——
• [f]-Fused purine-2,6-diones: Synthesis of new [1,3,5]- and [1,3,6]-thiadiazepino-[3,2-f]-purine ring systems
  作者：D. Hesek、A. Ryb�r

  DOI：10.1007/bf00813814

  日期：1994.11

  6-Phenyl-1,3-dimethy1-2,4-dioxo-1,2,3,4,8,9-hexahydro[1,3,5]-thiadiazepino-[3,2-f]- purine (5) was obtained by a three-step synthesis from 8-mercapto-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione (1) and 2-(benzoylamino)-ethyl chloride (2) via 8-(benzoylaminoethylthio)-1,3-dimethyl-3,7-dihydro- 1H-purine-2,6-dione (3) and its chloromido derivative 4. The analogous 9-phenyl-1,3-dimethyl-2,4-dioxo-1,2,3,4,6,7-hexahydro-[1,3,6]-thiadiazepino-[3,2-f]-purine (7) was synthesized either from compound 1 and N-(2-chloroethyl)-benzimido chloride via N-(chloroethyl)-S-(1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahyd-7H-purin-8-yl)-benzothioimide (6), or alternatively from 7-(2-benzoylaminoethyl)-8-bromo-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione (9), its 8-mercapto derivative 10 and the corresponding chloroimido compound 11 being the intermediates.