5-methoxy-4-methyl-2-(methylthio)benzaldehyde | 84910-72-5

• 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: 5-methoxy-4-methyl-2-(methylthio)benzaldehyde
• 英文别名: 5-Methoxy-4-methyl-2-methylsulfanylbenzaldehyde
• CAS: 84910-72-5
• 化学式: C₁₀H₁₂O₂S
• 分子量: 196.27
• InChiKey: CEMLUZDTLJFJNM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  51.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-methoxy-4-methyl-2-(methylthio)benzaldehyde 在 盐酸 、 汞 、 锌 作用下， 以 乙醇 为溶剂， 反应 12.0h， 以0.13 g的产率得到4-methoxy-2,5-dimethylphenyl methyl sulphide
  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：

  dimethyl(4-hydroxy-3-methylphenyl)sulfonium chloride 在 氢氧化钾 、 三氯化铝 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 16.33h， 生成 5-methoxy-4-methyl-2-(methylthio)benzaldehyde
  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

文献信息

• Schwartz, John A., Synthetic Communications, 1986, vol. 16, # 5, p. 565 - 570
  作者：Schwartz, John A.

  DOI：——

  日期：——
• 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：——
• SCHWARTZ, J. A., SYNTH. COMMUN., 1986, 16, N 5, 565-570
  作者：SCHWARTZ, J. A.

  DOI：——

  日期：——