1-ethyl-8-methyl-1H-benzo[d][1,3]oxazine-2,4-dione | 66176-18-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 英文名称: 1-ethyl-8-methyl-1H-benzo[d][1,3]oxazine-2,4-dione
• 英文别名: 1-Ethyl-8-methyl-3,1-benzoxazine-2,4-dione
• CAS: 66176-18-9
• 化学式: C₁₁H₁₁NO₃
• 分子量: 205.213
• InChiKey: JPBBJXPMZBJPCU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-ethyl-8-methyl-1H-benzo[d][1,3]oxazine-2,4-dione 以76%的产率得到
  参考文献：
  名称：

  MITSCHER L. A.; GRACEY H. E.; CLARK G. W.; SUZUKI T., J. MED. CHEM., 1978, 21, NO 5, 485-489

  摘要：

  DOI：
• 作为产物：
  描述：

  2-氨基-3-甲基苯甲酸 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 1-ethyl-8-methyl-1H-benzo[d][1,3]oxazine-2,4-dione
  参考文献：
  名称：

  Quinolone antimicrobial agents. 1. Versatile new synthesis of 1-alkyl-1,4-dihydro-4-oxo-3-quinolinecarboxylic acids

  摘要：

  A flexible reaction sequence has been developed which starts with readily available anthranilic acids or isatoic anhydrides and leads regiospecifically to 1-alkyl-1,4-dihydro-4-oxo-3-quinolinecarboxylic acids after reaction with 1,3-dicarbonyl compounds. The sequence is superior to earlier published methods by allowing electron-releasing and -withdrawing groups in any position on the aro;atic ring, by allowing convenient substitution at C2, and better overall yield. A number of new and known antimicrobial agents were prepared and tested in vitro, demonstrating, inter alia, that substitution of the H at C2 abolished antibacterial activity.

  DOI：

  10.1021/jm00203a018

文献信息

• Quinolone antimicrobial agents. 1. Versatile new synthesis of 1-alkyl-1,4-dihydro-4-oxo-3-quinolinecarboxylic acids
  作者：L. A. Mitscher、H. E. Gracey、G. W. Clark、T. Suzuki

  DOI：10.1021/jm00203a018

  日期：1978.5

  A flexible reaction sequence has been developed which starts with readily available anthranilic acids or isatoic anhydrides and leads regiospecifically to 1-alkyl-1,4-dihydro-4-oxo-3-quinolinecarboxylic acids after reaction with 1,3-dicarbonyl compounds. The sequence is superior to earlier published methods by allowing electron-releasing and -withdrawing groups in any position on the aro;atic ring, by allowing convenient substitution at C2, and better overall yield. A number of new and known antimicrobial agents were prepared and tested in vitro, demonstrating, inter alia, that substitution of the H at C2 abolished antibacterial activity.
• MITSCHER L. A.; GRACEY H. E.; CLARK G. W.; SUZUKI T., J. MED. CHEM., 1978, 21, NO 5, 485-489
  作者：MITSCHER L. A.、 GRACEY H. E.、 CLARK G. W.、 SUZUKI T.

  DOI：——

  日期：——