6-phenyl-2H-3,4-dihydro-1,3-oxazine-2,4-dione | 55323-83-6

• 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: 6-phenyl-2H-3,4-dihydro-1,3-oxazine-2,4-dione
• 英文别名: 6-phenyl-1,3-oxazoline-2,4(3H)-dione；6-phenyl-[1,3]oxazine-2,4-dione；6-phenyl-1,3-oxazine-2,4-dione；6-Phenyl-1,3-oxazin-2,4(3H)-dion
• CAS: 55323-83-6
• 化学式: C₁₀H₇NO₃
• 分子量: 189.17
• InChiKey: TUHRSLFVEJPHTH-UHFFFAOYSA-N

物化性质

• 熔点：
  242-244 °C
• 密度：
  1.332±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-phenyl-2H-3,4-dihydro-1,3-oxazine-2,4-dione 在 PPA 作用下， 以 乙醇 为溶剂， 反应 7.0h， 生成 1,6-diphenyluracil
  参考文献：
  名称：

  Skulnic, Harvey I.; Wierenga, Wendell, Heterocycles, 1985, vol. 23, # 7, p. 1685 - 1689

  摘要：

  DOI：
• 作为产物：
  描述：

  2-amino-6-phenyl-1,3-oxazin-4-one 在 盐酸 作用下， 反应 0.5h， 以100%的产率得到6-phenyl-2H-3,4-dihydro-1,3-oxazine-2,4-dione
  参考文献：
  名称：

  Skulnic, Harvey I.; Wierenga, Wendell, Heterocycles, 1985, vol. 23, # 7, p. 1685 - 1689

  摘要：

  DOI：

文献信息

• Syntheses of monocyclic and bicyclic 2,4(1H,3H)-pyrimidinediones and their serotonin 2 antagonist activities.
  作者：Yoshifumi WATANABE、Hiroyuki USUI、Toshiro SHIBANO、Tsuyoshi TANAKA、Munefumi KANAO

  DOI：10.1248/cpb.38.2726

  日期：——

  New serotonine 2(5-HT2) antagonists with a monocyclic or bicyclic 2, 4(1H, 3H)-pyrimidinedione have been prepared and their activities evaluated. In a series of monocyclic compounds, 1-substituted 5-phenyl-2, 4(1H, 3H)-pyrimidinedione 14 showed potent in vitro activity, and the corresponding 3-substituted 5-phenyl and 6-phenyl derivatives 3, 8 and 20a also showed moderate activity. In the bicyclic compounds, 3-substituted 5, 6, 7, 8-tetrahydro-2, 4(1H, 3H)-quinazolinedione 33 exhibited the most potent activity among the compounds prepared in this paper. The in vivo antagonist activity of 33 was comparable of that of ketanserin, a typical peripheral 5-HT2 antagonist.

  新型血清素2(5-HT2)拮抗剂已通过单环或双环2, 4(1H, 3H)-嘧啶二酮的合成制备，并评估了其活性。在一系列单环化合物中，1-取代的5-苯基-2, 4(1H, 3H)-嘧啶二酮14显示出强的体外活性，而相应的3-取代的5-苯基和6-苯基衍生物3、8和20a也表现出中等活性。在双环化合物中，3-取代的5, 6, 7, 8-四氢-2, 4(1H, 3H)-喹唑啉二酮33在本文中制备的化合物中表现出最强的活性。化合物33的体内拮抗活性与酮哌齐（典型的周围5-HT2拮抗剂）相当。
• Process for the preparation of 1,3-oxazine-4-ones
  申请人：The Upjohn Company

  公开号：US04521599A1

  公开（公告）日：1985-06-04

  This invention relates to the use of 6-aryluracils as antiinflammatory and antiarthritic agents and also to both novel intermediates and novel processes for the preparation of selected 6-aryluracils.

  本发明涉及使用6-芳基尿嘧啶作为抗炎和抗关节炎药物，以及用于制备所选6-芳基尿嘧啶的新型中间体和新型工艺。
• 6-Aryluracils
  申请人：The Upjohn Company

  公开号：US04495349A1

  公开（公告）日：1985-01-22

  This invention relates to the use of 6-aryluracils as antiinflammatory and antiarthritic agents and also to both novel intermediates and novel processes for the preparation of selected 6-aryluracils.

  本发明涉及使用6-芳基尿嘧啶作为抗炎和抗关节炎药物，以及用于制备选定的6-芳基尿嘧啶的新型中间体和新型工艺。
• Novel pyrimidinedione derivatives
  申请人：ORCHID CHEMICALS & PHARMACEUTICALS LIMITED

  公开号：US20040009975A1

  公开（公告）日：2004-01-15

  Pyrimidinedione derivatives of the general formula (I), their derivatives, analogs, tautomeric forms, stereoisomers, polymorphs, hydrates, solvates, pharmaceutically acceptable salts and pharmaceutically acceptable compositions containing them are useful for the treatment of inflammation and immunological diseases. 1

  式(I)的嘧啶二酮衍生物、它们的衍生物、类似物、互变异构体、立体异构体、多晶形态、水合物、溶剂化物、药学上可接受的盐以及含有它们的药学上可接受的组合物，对于治疗炎症和免疫性疾病是有用的。
• Processes for the preparation of 6-aryluracils
  申请人：The Upjohn Company

  公开号：US04578466A1

  公开（公告）日：1986-03-25

  This invention relates to the use of 6-aryluracils as antiinflammatory and antiarthritic agents and also to both novel intermediates and novel processes for the preparation of selected 6-aryluracils.

  本发明涉及使用6-芳基尿嘧啶作为抗炎和抗关节炎药物，还涉及用于制备选定的6-芳基尿嘧啶的新型中间体和新型过程。