1-Ethyl-2-methoxy-5-(methylthio)benzene | 84910-71-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-Ethyl-2-methoxy-5-(methylthio)benzene
• 英文别名: 2-ethyl-4-(methylthio)anisole；2-Ethyl-1-methoxy-4-methylsulfanylbenzene
• CAS: 84910-71-4
• 化学式: C₁₀H₁₄OS
• 分子量: 182.287
• InChiKey: XWEICQIRXZMHPN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  34.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-Ethyl-2-methoxy-5-(methylthio)benzene 在 lithium aluminium tetrahydride 、 三氯化铝 、 硫酸 、 ammonium acetate 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 25.0h， 生成 4-Ethyl-5-methoxy-2-methylthioamphetamine
  参考文献：
  名称：

  Sulfur analogs of psychotomimetic agents. 2. Analogs of (2,5-dimethoxy-4-methylphenyl)- and of (2,5-dimethoxy-4-ethylphenyl)isopropylamine

  摘要：

  The two thio analogues of each of the well-known psychotomimetic drugs DOM [(2,5-dimethoxy-4-methylphenyl)isopropylamine] and DOET [(2,5-dimethoxy-4-ethylphenyl)isopropylamine] have been synthesized and pharmacologically evaluated in man. The 5-thio isomers are more potent as psychotomimetic agents than the 2-thio isomers but still represent a drop of an order of magnitude in potency from the sulfur-free counterparts. The dithio analogue of DOM was synthesized and found to be without central activity at a dosage of approximately 50 times the mean effective dose of DOM.

  DOI：

  10.1021/jm00359a021
• 作为产物：
  描述：

  4-甲氧基茴香硫醚 、 碘乙烷 在 正丁基锂 作用下， 生成 1-Ethyl-2-methoxy-5-(methylthio)benzene
  参考文献：
  名称：

  Metalation reactions. XIV. Regiospecific preparation of polysubstituted benzenes mono- or di-lithiation reactions of aromatic thioethers

  摘要：

  DOI：

  10.1016/s0040-4020(01)81368-5

文献信息

• JACOB, P. ,, III;SHULGIN, A. T., J. MED. CHEM., 1983, 26, N 5, 746-752
  作者：JACOB, P. ,, III、SHULGIN, A. T.

  DOI：——

  日期：——
• Metalation reactions. XIV. Regiospecific preparation of polysubstituted benzenes mono- or di-lithiation reactions of aromatic thioethers
  作者：Salvatore Cabiddu、Claudia Fattuoni、Costantino Floris、Gioanna Gelli、Stefana Melis、Francesca Sotgiu

  DOI：10.1016/s0040-4020(01)81368-5

  日期：1990.1
• Sulfur analogs of psychotomimetic agents. 2. Analogs of (2,5-dimethoxy-4-methylphenyl)- and of (2,5-dimethoxy-4-ethylphenyl)isopropylamine
  作者：Peyton Jacob、Alexander T. Shulgin

  DOI：10.1021/jm00359a021

  日期：1983.5

  The two thio analogues of each of the well-known psychotomimetic drugs DOM [(2,5-dimethoxy-4-methylphenyl)isopropylamine] and DOET [(2,5-dimethoxy-4-ethylphenyl)isopropylamine] have been synthesized and pharmacologically evaluated in man. The 5-thio isomers are more potent as psychotomimetic agents than the 2-thio isomers but still represent a drop of an order of magnitude in potency from the sulfur-free counterparts. The dithio analogue of DOM was synthesized and found to be without central activity at a dosage of approximately 50 times the mean effective dose of DOM.