4-Hydroxy-2-ethoxycarbonyl-1,4-benzoxazin-on-(3) | 92289-03-7

• 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: 4-Hydroxy-2-ethoxycarbonyl-1,4-benzoxazin-on-(3)
• 英文别名: 2-ethoxycarbonyl-D-DIBOA；4-hydroxy-3-oxo-3,4-dihydro-2H-benzo[1,4]oxazine-2-carboxylic acid ethyl ester；ethyl 4-hydroxy-3-oxo-1,4-benzoxazine-2-carboxylate
• CAS: 92289-03-7
• 化学式: C₁₁H₁₁NO₅
• 分子量: 237.212
• InChiKey: NTJPFEIKWZBWHF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  76.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-Hydroxy-2-ethoxycarbonyl-1,4-benzoxazin-on-(3) 在 sodium hydroxide 作用下， 生成 4-Hydroxy-2-carboxy-1,4-benzoxazin-on-(3)
  参考文献：
  名称：

  Honkanen,E.; Virtanen,A.I., Acta Chemica Scandinavica (1947), 1960, vol. 14, p. 1214 - 1217

  摘要：

  DOI：
• 作为产物：
  描述：

  potassium 2-nitrophenoxide 在 盐酸 、 氯化铵 、 锌 作用下， 以 乙醇 为溶剂， 反应 2.0h， 生成 4-Hydroxy-2-ethoxycarbonyl-1,4-benzoxazin-on-(3)
  参考文献：
  名称：

  Honkanen,E.; Virtanen,A.I., Acta Chemica Scandinavica (1947), 1960, vol. 14, p. 1214 - 1217

  摘要：

  DOI：

文献信息

• Modified Benzoxazinones in the System <i>Oryza sativa</i>−<i>Echinochloa crus-galli</i>: An Approach to the Development of Biorational Herbicide Models
  作者：Francisco A. Macías、Nuria Chinchilla、Rosa M. Varela、José M. G. Molinillo、David Marín、João M. De Siqueira

  DOI：10.1021/jf802735m

  日期：2008.11.12

  The utility of benzoxazinones and some of their synthetic derivatives in the search for new leads for herbicide model development has been explored. The work described focuses on obtaining derivatives that present selectivity in the system Oryza sativa-Echinochloa crus-galli. To achieve this goal the influence of lipophilicity in this system has been studied by preparing 14 ester derivatives at the N-4 position of D-DIBOA along with other compounds with different functionalization and chain lengths at position C-2. These compounds have been tested in the aforementioned system, and the dose-response profiles have been compared. The most active compound was 2-ethyl-4-hydroxy(2H)-1,4-benzoxazin-3(4H)-one, which presented higher selectivity than the specific herbicide Cotanil-35. These results confirm the potential of D-DIBOA as a lead herbicide for the control of Echinochloa spp. in rice crops.
• Honkanen,E.; Virtanen,A.I., Acta Chemica Scandinavica (1947), 1960, vol. 14, p. 1214 - 1217
  作者：Honkanen,E.、Virtanen,A.I.

  DOI：——

  日期：——