(+)-1-(1-hydroxyethyl)phenoxathiin 10,10-dioxide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻嗪类
• 英文名称: (+)-1-(1-hydroxyethyl)phenoxathiin 10,10-dioxide
• 英文别名: 1-(1-Hydroxyethyl)phenoxathiin 10,10-dioxide；1-(10,10-dioxophenoxathiin-1-yl)ethanol
• 化学式: C₁₄H₁₂O₄S
• 分子量: 276.313
• InChiKey: ZETFADRORWAXBD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  72
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (+)-1-(1-hydroxyethyl)phenoxathiin 10,10-dioxide 在 palladium hydroxide - carbon 、 氢气 作用下， 生成 1-乙基吩恶噻10,10-二氧化物
  参考文献：
  名称：

  一种选择性，可逆的竞争性单胺氧化酶A抑制剂，不含氮，酪胺引起的血压升高的增强作用可忽略不计。

  摘要：

  DOI：

  10.1021/jm00113a039
• 作为产物：
  描述：

  吩恶噻 在 正丁基锂 、 双氧水 作用下， 以 溶剂黄146 为溶剂， 生成 (+)-1-(1-hydroxyethyl)phenoxathiin 10,10-dioxide
  参考文献：
  名称：

  一种选择性，可逆的竞争性单胺氧化酶A抑制剂，不含氮，酪胺引起的血压升高的增强作用可忽略不计。

  摘要：

  DOI：

  10.1021/jm00113a039

文献信息

• Pharmacologically active compound and use
  申请人：Burroughs Wellcome Co.

  公开号：US05420156A1

  公开（公告）日：1995-05-30

  1-Ethylphenoxathiin 10,10-dioxide (I) ##STR1## inhibits monoamine oxidase-A and is useful in the treatment of disorders such as depression.

  1-乙基苯氧硫啶10,10-二氧化物（I）抑制单胺氧化酶A，对治疗抑郁等疾病有用。
• Pharmacologically active compound., preparation and use
  申请人：THE WELLCOME FOUNDATION LIMITED

  公开号：EP0419157A2

  公开（公告）日：1991-03-27

  1-Ethylphenoxathiin 10,10-dioxide (I) inhibits monoamine oxidase-A and is useful in the treatment of disorders such as depression.

  1-Ethylphenoxathiin 10,10-dioxide (I) 抑制单胺氧化酶-A，可用于治疗抑郁症等疾病。
• Selective Inhibitors of Monoamine Oxidase (MAO). 5. 1-Substituted Phenoxathiin Inhibitors Containing No Nitrogen That Inhibit MAO A by Binding It to a Hydrophobic Site
  作者：Morton Harfenist、Daniel P. C. McGee、Mark D. Reeves、Helen L. White

  DOI：10.1021/jm970862j

  日期：1998.6.1

  It is believed that a monoamine oxidase (MAO) inhibitor specific for MAO A, which is reversibly bound to this enzyme and displaceable:by tyramine, will be an antidepressant which will not cause a rise in blood pressure when tyramine-containing foods are ingested. Some linear tricyclic compounds with a larger and a smaller group forming the central ring and with a lipophilic group ortho to the larger group (here mostly the SO2 function of phenoxathiin 10, -10-dioxide) are reported to have the sought properties. Potency appears to require short length and relatively small cross section for the substituent. The 1-ethyl (13), 1-vinyl (22), 1-trifluoromethyl (27), and 1-iodo (76) phenoxathiin dioxides had the best profiles. Structure-activity relationships, syntheses, and a possible rationale for the selectivity of these compounds and related tricyclics are given. Compound 13 was selected for further development. A summary of pharmacological data for 13 is given.
• J. Med. Chem. 1998, 41, 2118-2125
  作者：

  DOI：——

  日期：——
• 1-SUBSTITUTED PHENOXATHIIN DERIVATIVES AS ANTIDEPRESSANTS
  申请人：THE WELLCOME FOUNDATION LIMITED

  公开号：EP0550518A1

  公开（公告）日：1993-07-14