10,10-dioxo-10λ⁶-phenoxathiine-1-carboxylic acid | 96583-66-3

• 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: 10,10-dioxo-10λ⁶-phenoxathiine-1-carboxylic acid
• 英文别名: 10,10-Dioxo-10λ⁶-phenoxathiin-1-carbonsaeure；10,10-Dioxophenoxathiine-1-carboxylic acid
• CAS: 96583-66-3
• 化学式: C₁₃H₈O₅S
• 分子量: 276.27
• InChiKey: PVXZMOJRFJXDKU-UHFFFAOYSA-N

物化性质

• 熔点：
  228-231 °C
• 沸点：
  528.5±49.0 °C(Predicted)
• 密度：
  1.567±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  89
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  10,10-dioxo-10λ⁶-phenoxathiine-1-carboxylic acid 在 乙醚 、 乙醇 、 一水合肼 作用下， 生成 10,10-dioxo-10λ⁶-phenoxathiine-1-carboxylic acid hydrazide
  参考文献：
  名称：

  The Metalation of Phenoxathiin 10-Oxide and 10,10-Dioxide with n-Butyllithium

  摘要：

  DOI：

  10.1021/ja01612a038
• 作为产物：
  描述：

  吩恶噻 10,10-二氧化物 在 正丁基锂 、 乙醚 作用下， 生成 10,10-dioxo-10λ⁶-phenoxathiine-1-carboxylic acid
  参考文献：
  名称：

  The Metalation of Phenoxathiin 10-Oxide and 10,10-Dioxide with n-Butyllithium

  摘要：

  DOI：

  10.1021/ja01612a038

文献信息

• 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.
• Dimetalation of Phenoxathiin and Phenoxathiin-10-dioxide by Organometallic Compounds
  作者：Henry Gilman、Scott H. Eidt

  DOI：10.1021/ja01592a084

  日期：1956.6
• The Metalation of Phenoxathiin 10-Oxide and 10,10-Dioxide with n-Butyllithium
  作者：David A. Shirley、Erwin A. Lehto

  DOI：10.1021/ja01612a038

  日期：1955.4