6,8β-dimethyl-2-methylthioergoline

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 麦角林及其衍生物
• 英文名称: 6,8β-dimethyl-2-methylthioergoline
• 英文别名: (6aR,9R,10aR)-7,9-dimethyl-5-methylsulfanyl-6,6a,8,9,10,10a-hexahydro-4H-indolo[4,3-fg]quinoline
• 化学式: C₁₇H₂₂N₂S
• 分子量: 286.441
• InChiKey: JRLUPYIXLKOWJC-IXPVHAAZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  44.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  曲麦角碱 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 2.0h， 生成 6,8β-dimethyl-2-methylthioergoline
  参考文献：
  名称：

  Synthesis and dopamine antagonist activity of 2-thioether derivatives of the ergoline ring system

  摘要：

  A series of 2-thioether derivatives of a number of clavine alkaloid (ergoline) ring systems have been synthesized and tested for dopamine antagonist activity. Of the compounds tested 2-(methylthio)-agroclavine (8,9-didehydro-6,8-dimethyl-2-(methylthio)ergoline) (6) was the most potent and had a profile of activity in animal models indicative of potential antipsychotic activity. The synthesis and biological activity of a number of metabolites of 6, including the 13-hydroxy derivative, are also reported.

  DOI：

  10.1021/jm00059a017

文献信息

• 2-alkyl-thioergolines and their use for treating anxiety
  申请人：Lilly Industries Limited

  公开号：US04720498A1

  公开（公告）日：1988-01-19

  There is described a compound of the formula ##STR1## in which R.sup.1 is hydrogen or C.sub.1-4 alkyl, R.sup.2 is hydrogen, C.sub.1-4 alkyl, hydroxy C.sub.1-4 alkyl, C.sub.1-4 alkoxy C.sub.1-4 alkyl, HSC.sub.1-4 alkyl, C.sub.1-4 alkyl-S-C.sub.1-4 alkyl, C.sub.1-4 alkylthio, optionally substituted arylthio or optionally substituted aralkylthio, and R.sup.3 is hydrogen, C.sub.1-4 alkyl, optionally substituted aryl or optionally substituted aralkyl; and salts thereof. The compounds show useful effects on the central nervous system.

  描述了一种化合物，其分子式为##STR1##其中R.sup.1是氢或C.sub.1-4烷基，R.sup.2是氢，C.sub.1-4烷基，羟基C.sub.1-4烷基，C.sub.1-4烷氧基C.sub.1-4烷基，HSC.sub.1-4烷基，C.sub.1-4烷基-S-C.sub.1-4烷基，C.sub.1-4烷硫基，或可选择地取代的芳基硫基或可选择地取代的芳基烷基硫基，R.sup.3是氢，C.sub.1-4烷基，可选择地取代的芳基或可选择地取代的芳基烷基；及其盐。这些化合物对中枢神经系统具有有用的作用。
• US4720498A
  申请人：——

  公开号：US4720498A

  公开（公告）日：1988-01-19