1,4-dimethoxy-2-n-propylthiobenzene | 51506-30-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,4-dimethoxy-2-n-propylthiobenzene
• 英文别名: 2,5-dimethoxyphenyl n-propyl sulfide；1,4-dimethoxy-2-(propylsulfanyl)benzene；2,5-Dimethoxyphenylpropyl sulfide；1,4-dimethoxy-2-propylsulfanylbenzene
• CAS: 51506-30-0
• 化学式: C₁₁H₁₆O₂S
• 分子量: 212.313
• InChiKey: GVEUBDQXASIPKX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  43.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,4-dimethoxy-2-n-propylthiobenzene 在 N,N'-二甲基乙二胺 、 三氯氧磷 作用下， 以 甲苯 为溶剂， 反应 48.25h， 生成 1-(2,5-dimethoxy-4-n-propylthiophenyl)-2-nitro-1-butene
  参考文献：
  名称：

  Sulfur-Substituted α-Alkyl Phenethylamines as Selective and Reversible MAO-A Inhibitors:  Biological Activities, CoMFA Analysis, and Active Site Modeling

  摘要：

  A series of phenethylamine derivatives with various ring substituents and with or without N-methyl and/or C-alpha methyl or ethyl groups was synthesized and assayed for their ability reversibly to inhibit monoamine oxidase A (MAO-A) and monoamine oxidase B (MAO-B). Several compounds. showed potent and selective MAO-A inhibitory activity (IC50 in the submicromolar range) but none showed appreciable activity toward MAO-B. A three-dimensional quantitative structure-activity relationship study for MAO-A inhibition was performed on the series using comparative molecular field analysis (CoMFA). The resulting model gave a cross-validated q(2) of 0.72 and showed that in this series of compounds steric properties of the substituents were more important than electrostatic effects. Molecular modeling based on the recently published crystal structure of inhibitor-bound MAO-A provided detailed evidence for specific interactions of the ligands with the enzyme, supported by previous references and consistent with results from the CoMFA. On the basis of these results, structural determinants for selectivity of substituted amphetamines for MAO-A are discussed.

  DOI：

  10.1021/jm0493109
• 作为产物：
  描述：

  2,5-二甲氧基苯硫酚 、 溴丙烷 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 反应 1.5h， 生成 1,4-dimethoxy-2-n-propylthiobenzene
  参考文献：
  名称：

  氘标记苯乙胺衍生物的合成

  摘要：

  一系列五种氘标记的苯乙胺衍生物的合成，4-溴-2,5-[2H6]-二甲氧基苯乙胺（2C-B），4-氯-2,5-[2H6]-二甲氧基苯乙胺（2C-C）， 2,5-[2H6]-二甲氧基-4-碘苯乙胺 (2C-I)、2,5-[2H6]-二甲氧基-4-乙基噻吩乙胺 (2C-T-2) 和 2,5-[2H6]-二甲氧基-描述了来自 1,4-[2H6]-二甲氧基苯的 4-n-丙基噻吩乙胺 (2C-T-7)。同位素标记的化合物用作气相色谱-质谱 (GC-MS) 分析中的内标。版权所有 © 2006 John Wiley & Sons, Ltd.

  DOI：

  10.1002/jlcr.1139