3-ethyl-4-(methylthio)phenol | 14143-36-3

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 3-ethyl-4-(methylthio)phenol
• 英文别名: 3-C2H5-4-CH3S-C6H3OH；4-Methylmercapto-3-ethyl-phenol；3-Ethyl-4-methylthio-phenol；3-ethyl-4-methylsulfanylphenol
• CAS: 14143-36-3
• 化学式: C₉H₁₂OS
• 分子量: 168.26
• InChiKey: DVQAFBRTUVSZHA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  45.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-ethyl-4-(methylthio)phenol 在 氢氧化钾 、 三氯氧磷 作用下， 以 甲醇 为溶剂， 反应 18.17h， 生成 4-ethyl-2-methoxy-5-(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
• 作为产物：
  描述：

  3-乙基苯酚 在 氯磺酸 、 sodium hydroxide 作用下， 以 甲醇 、 乙醚 、 水 为溶剂， 反应 48.0h， 生成 3-ethyl-4-(methylthio)phenol
  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

• Perfluoroalkanesulfonate esters
  申请人：Minnesota Mining and Manufacturing Company

  公开号：US04002661A1

  公开（公告）日：1977-01-11

  Perfluoroalkanesulfonate esters of methylthio-, methylsulfinyl- or methylsulfonyl-substituted phenols. The compounds are herbicides.

  氟代烷基磺酸酯甲硫基、甲基亚砜基或甲基磺酰基取代的苯酚。这些化合物是除草剂。
• Perfluoroalkanesulfonate ester herbicides
  申请人：Fridinger; Tomas L.

  公开号：US03954828A1

  公开（公告）日：1976-05-04

  Perfluoroalkanesulfonate esters of methyl- thio-, methylsulfinyl- or methylsulfonyl-substituted phenols. The compounds are herbicides.

  这句话的中文翻译如下：含有甲硫基、甲硫醇基或甲基磺酰基取代的苯酚的全氟烷磺酸酯。这些化合物是除草剂。
• [EN] PHENYL HETEROCYCLYL ETHER DERIVATIVES AS SEROTONIN RE-UPTAKE INHIBITORS<br/>[FR] DERIVES DE PHENYLE HETEROCYCLYLE ETHER UTILISES COMME INHIBITEURS DU RECAPTAGE DE LA SEROTONINE
  申请人：PFIZER LTD

  公开号：WO2002083643A1

  公开（公告）日：2002-10-24

  The invention relates to compounds of the formula (I) which exhibit activity as selective serotonin re-uptake inhibitors.

  本发明涉及公式（I）的化合物，其表现出作为选择性血清素再摄取抑制剂的活性。
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: F: PerFHalOrg.SVol.3, 6.2.3.4, page 152 - 186
  作者：

  DOI：——

  日期：——
• Alkylmercaptophenols by Sulfenylation of Phenols
  作者：Basil S. Farah、Everett E. Gilbert

  DOI：10.1021/jo01045a076

  日期：1963.10