6-methylsulfanyl-1-phthalimidopropyl-4-(pyrrolidin-1-yl)-1H-pyrazolo[3,4-d]pyrimidine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 6-methylsulfanyl-1-phthalimidopropyl-4-(pyrrolidin-1-yl)-1H-pyrazolo[3,4-d]pyrimidine
• 英文别名: Parazolo[3,4-d]pyrimidine；2-[3-(6-methylsulfanyl-4-pyrrolidin-1-ylpyrazolo[3,4-d]pyrimidin-1-yl)propyl]isoindole-1,3-dione
• 化学式: C₂₁H₂₂N₆O₂S
• 分子量: 422.511
• InChiKey: YYQNJAXUUYTVQM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  110
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  4,6-双(甲基硫代)-1H-吡唑并[3,4-d]嘧啶 以 苯 为溶剂， 生成 6-methylsulfanyl-1-phthalimidopropyl-4-(pyrrolidin-1-yl)-1H-pyrazolo[3,4-d]pyrimidine
  参考文献：
  名称：

  Unusual molecular conformation in dissymmetric propylene-linker compounds containing pyrazolo[3,4-d]pyrimidine and phthalimide moieties

  摘要：

  The crystal structure of 4,6-bis(methylsulfanyl)-1-phthalimido-propyl-1H-pyrazolo[3,4-d] pyrimidine, C18H17N5O2S2, (VI), reveals an unusual folded conformation due to an apparent intramolecular C - H ... pi interaction between the 6-methyl-sulfanyl and phenyl groups. However, the closely related compound 6-methylsulfanyl-1-phthalimidopropyl-4-(pyrrolidin-1-yl)-1H-pyrazolo[3,4-d]pyrimidine, C21H22N6O2S, (VII), exhibits a fully extended structure, devoid of any intramolecular C - H ... pi or pi - pi interactions. The crystal packing of both molecules involves intermolecular stacking interactions due to aromatic pi - pi interactions. In addition, (VI) exhibits intermolecular C - H ... O hydrogen bonding and (VII) exhibits dimerization of the molecules through intermolecular C - H ... N hydrogen bonding.

  DOI：

  10.1107/s0108270103011442