高氯酸[4-(2,5-二羰基吡咯烷-1-基)丁-2-炔-1-基](二甲基)锍 | 110826-57-8

• 分子结构分类: 有机化合物 - 有机氧化合物 - 有机含氧阴离子化合物
• 中文名称: 高氯酸[4-(2,5-二羰基吡咯烷-1-基)丁-2-炔-1-基](二甲基)锍
• 英文名称: <4-(2,5-dioxopyrrolidinyl)-2-butynyl>dimethylsulfonium perchlorate
• 英文别名: [4-(2,5-dioxopyrrolidinyl)-2-butynyl]dimethylsulfonium perchlorate；Sulfonium, dimethyl(4-(2,5-dioxo-1-pyrrolidinyl)-2-butynyl)-, perchlorate；4-(2,5-dioxopyrrolidin-1-yl)but-2-ynyl-dimethylsulfanium;perchlorate
• CAS: 110826-57-8
• 化学式: C₁₀H₁₄NO₂S*ClO₄
• 分子量: 311.743
• InChiKey: FCJVTSOLKFHFLA-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -4.74
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  113
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  DKJ 21 在 溴化氰 、 silver perchlorate 作用下， 以 氯仿 、 乙腈 为溶剂， 反应 24.0h， 生成 高氯酸[4-(2,5-二羰基吡咯烷-1-基)丁-2-炔-1-基](二甲基)锍
  参考文献：
  名称：

  Dimethylsulfonium and thiolanium analogs of the muscarinic agent oxotremorine

  摘要：

  Dimethylsulfonium (6a and 6b) and thiolanium analogues (7a and 7b) of oxotremorine were synthesized and found to be potent muscarinic agents in vivo and vitro. Compound 6a exceeded oxotremorine in potency. Their affinities for muscarinic receptors in the guinea pig ileum and urinary bladder, estimated pharmacologically, were higher than those of the corresponding trimethylammonium (8a and 8b) and N-methylpyrrolidinium compounds (9a and 9b). However, the new compounds had lower intrinsic efficacies than their quaternary ammonium analogues. The compounds also had high affinity for central muscarinic receptors as measured by displacement of specifically bound (-)-[3H]-N-methylscopolamine from homogenates of the rat cerebral cortex. Half-maximal occupation of cortical muscarinic receptors by 6a, 6b, 7a, and 7b was achieved at concentrations of 0.8, 5.4, 0.3, and 3.3 microM, respectively. The competition curves of 6a, 6b, and 7a were adequately described by a two-site binding equation. The ratio of low- and high-affinity dissociation constants agreed with relative efficacy estimated on the ileum. The thiolanium salt 7a was a fairly potent nicotinic agent on the frog rectus abdominis.

  DOI：

  10.1021/jm00396a025

文献信息

• Dimethylsulfonium and thiolanium analogs of the muscarinic agent oxotremorine
  作者：Bjorn Ringdahl

  DOI：10.1021/jm00396a025

  日期：1988.1

  Dimethylsulfonium (6a and 6b) and thiolanium analogues (7a and 7b) of oxotremorine were synthesized and found to be potent muscarinic agents in vivo and vitro. Compound 6a exceeded oxotremorine in potency. Their affinities for muscarinic receptors in the guinea pig ileum and urinary bladder, estimated pharmacologically, were higher than those of the corresponding trimethylammonium (8a and 8b) and N-methylpyrrolidinium compounds (9a and 9b). However, the new compounds had lower intrinsic efficacies than their quaternary ammonium analogues. The compounds also had high affinity for central muscarinic receptors as measured by displacement of specifically bound (-)-[3H]-N-methylscopolamine from homogenates of the rat cerebral cortex. Half-maximal occupation of cortical muscarinic receptors by 6a, 6b, 7a, and 7b was achieved at concentrations of 0.8, 5.4, 0.3, and 3.3 microM, respectively. The competition curves of 6a, 6b, and 7a were adequately described by a two-site binding equation. The ratio of low- and high-affinity dissociation constants agreed with relative efficacy estimated on the ileum. The thiolanium salt 7a was a fairly potent nicotinic agent on the frog rectus abdominis.