1-Butyl-3-(3,4-dimethoxyphenyl)pyrrolidine-2,5-dione | 143883-79-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: 1-Butyl-3-(3,4-dimethoxyphenyl)pyrrolidine-2,5-dione
• CAS: 143883-79-8
• 化学式: C₁₆H₂₁NO₄
• 分子量: 291.347
• InChiKey: LQEIYQBGDVEVJL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-Butyl-3-(3,4-dimethoxyphenyl)pyrrolidine-2,5-dione 在 palladium on activated charcoal lithium aluminium tetrahydride 、 氢溴酸 、 氢气 、 sodium hydride 、 三乙胺 、 草酸二乙酯 作用下， 以 四氢呋喃 为溶剂， 反应 20.0h， 生成 4-((3R,4R)-1-Butyl-4-methyl-pyrrolidin-3-yl)-benzene-1,2-diol; hydrobromide
  参考文献：
  名称：

  3-Phenylpyrrolidines: synthesis and evaluation of the in vitro binding affinity at D1 and D2 receptors

  摘要：

  A variety of 3-phenylpyrrolidines were synthesized and evaluated for their dopamine binding affinity in rat striatal tissue in vitro using [H-3] SCH 23390 and [H-3] spiperone as the D1 and D2 selective radioligands, respectively. Maximal D1 and D2 receptor binding affinity occurs with a n-pentyl group on the pyrrolidine ring nitrogen. Introduction of a trans methyl group at the 4-position of the ring decreases both D1 and D2 binding affinity. However, a cis 4-methyl group increases D1 receptor selectivity when the pyrrolidine ring is substituted with a n-propyl group. 3-Phenylpyrrolidines having a catechol nucleus exhibit greater affinity at both D1 and D2 receptors than meta-hydroxyphenyl derivatives.

  DOI：

  10.1016/0223-5234(92)90155-t
• 作为产物：
  描述：

  3-(3,4-dimethoxyphenyl)pyrrolidine-2,5-dione 、 alkaline earth salt of/the/ methylsulfuric acid 在 sodium hydride 作用下， 生成 1-Butyl-3-(3,4-dimethoxyphenyl)pyrrolidine-2,5-dione
  参考文献：
  名称：

  3-Phenylpyrrolidines: synthesis and evaluation of the in vitro binding affinity at D1 and D2 receptors

  摘要：

  A variety of 3-phenylpyrrolidines were synthesized and evaluated for their dopamine binding affinity in rat striatal tissue in vitro using [H-3] SCH 23390 and [H-3] spiperone as the D1 and D2 selective radioligands, respectively. Maximal D1 and D2 receptor binding affinity occurs with a n-pentyl group on the pyrrolidine ring nitrogen. Introduction of a trans methyl group at the 4-position of the ring decreases both D1 and D2 binding affinity. However, a cis 4-methyl group increases D1 receptor selectivity when the pyrrolidine ring is substituted with a n-propyl group. 3-Phenylpyrrolidines having a catechol nucleus exhibit greater affinity at both D1 and D2 receptors than meta-hydroxyphenyl derivatives.

  DOI：

  10.1016/0223-5234(92)90155-t