3,4-dihydro-1,3-dimethyl-7-<1-<4-<3-(phenylthio)propyl>piperazin-1-yl>methyl>-1H-purine-2,6-dione dihydrochloride | 95250-46-7

• 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: 3,4-dihydro-1,3-dimethyl-7-<1-<4-<3-(phenylthio)propyl>piperazin-1-yl>methyl>-1H-purine-2,6-dione dihydrochloride
• 英文别名: 3,4-dihydro-1,3-dimethyl-7-(1-{4-[3-(phenylthio)propyl]piperazin-1-yl}methyl)-1H-purine-2,6-dione dihydrochloride
• CAS: 95250-46-7
• 化学式: C₂₁H₂₈N₆O₂S*2ClH
• 分子量: 501.48
• InChiKey: WZHBUAITHQIVIS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.61
• 重原子数：
  31.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  68.3
• 氢给体数：
  0.0
• 氢受体数：
  9.0

反应信息

• 作为产物：
  描述：

  茶碱 、 1-<3-(phenylthio)propyl>piperazine dihydrochloride 、 alkaline earth salt of/the/ methylsulfuric acid 以 乙醇 为溶剂， 反应 12.0h， 以30%的产率得到3,4-dihydro-1,3-dimethyl-7-<1-<4-<3-(phenylthio)propyl>piperazin-1-yl>methyl>-1H-purine-2,6-dione dihydrochloride
  参考文献：
  名称：

  New Antihistaminic Theophylline or Theobromine Derivatives

  摘要：

  A series of 3,4-dihydro-1,3-dimethyl-7-[3-(4-substituted-piperazin-1-yl)- substituted-alkyl]-1H-purine-2,6-diones and 3,7-dihydro-3,7-dimethyl-1-[3-(4-substituted-piperazin-1-yl)- substituted-alkyl]-1H-purine-2,6-diones was synthesized and evaluated for antihistaminic activity. Some of them displayed good inhibition of both histamine-induced bronchospasm in the anesthetized guinea pig at 10 micrograms/kg by the intravenous route and of passive cutaneous anaphylaxis in the rat at 10 mg/kg by the oral route. Comparison of the two most active compounds revealed a higher antihistaminic activity with the compounds containing a (phenylthio)propyl group (1 and 2) as compared with that containing a phenoxy group. Compound 2 [RS-49014, 3,4-dihydro-1,3-dimethyl-7-[3-[4-[3-(phenylthio)propyl]piperazin-1 -yl]- 2-hydroxypropyl]-1H-purine-2,6-dione] was selected for clinical trials on the basis of a comparative pharmacological study with chlorpheniramine, ketotifen, promethazine, and theophylline.

  DOI：

  10.1021/jm50001a019