3,4-二氢-6-硝基-1,4-苯并恶嗪-4-甲醛 | 120711-79-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 中文名称: 3,4-二氢-6-硝基-1,4-苯并恶嗪-4-甲醛
• 英文名称: 3,4-dihydro-6-nitro-1,4-benzoxazine-4-carbaldehyde
• 英文别名: N-Formyl-3,4-dihydro-6-nitro-1,4-benzoxazine；6-Nitro-2,3-dihydro-1,4-benzoxazine-4-carbaldehyde
• CAS: 120711-79-7
• 化学式: C₉H₈N₂O₄
• 分子量: 208.174
• InChiKey: CBWWUIAIRWSMTM-UHFFFAOYSA-N

物化性质

• 沸点：
  421.9±45.0 °C(Predicted)
• 密度：
  1.521±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  75.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3,4-二氢-6-硝基-1,4-苯并恶嗪-4-甲醛 在 palladium on activated charcoal 吡啶 、 氢气 作用下， 以 甲醇 为溶剂， 反应 3.5h， 生成 3,4-dihydro-6-(2-imidazolin-2-ylamino)-2H-1,4-benzoxazine-4-carbaldehyde hydroiodide
  参考文献：
  名称：

  Heteroaromatic analogs of the .alpha.2-adrenoreceptor partial agonist clonidine

  摘要：

  A 1,4-dioxane analogue (1) of the alpha 2-adrenoreceptor partial agonist clonidine (2) has previously been shown to possess an interesting but complex pharmacological profile. In this study, from a series of other heterocyclic analogues of clonidine, the 1,4-oxazines 6 and 12 were found to resemble 1 in that they are partial alpha 2-agonists in the periphery and are excluded from the central nervous system. However, when given directly into the brain, they behave as pure alpha 2-antagonists.

  DOI：

  10.1021/jm00127a037
• 作为产物：
  描述：

  2-氨基-4-硝基苯酚 在 sodium formate 、 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 26.5h， 生成 3,4-二氢-6-硝基-1,4-苯并恶嗪-4-甲醛
  参考文献：
  名称：

  Heterocyclic derivatives of 2-amino-4-nitrophenol

  摘要：

  A new pathway for the synthesis of cyclic derivatives of 2-amino-4-nitrophenol by application of dibromoalkanes is described. This general method was used for the preparation of several heterocycles (partially saturated 1,4-benzoxazines, 1,5-benzosazepine, 1,6-benzoxazocines). Two rotamers are present in solution of the N-formyl derivatives, the relative amounts depending on the solvent used.

  DOI：

  10.1007/bf00813796

文献信息

• Heteroaromatic analogs of the .alpha.2-adrenoreceptor partial agonist clonidine
  作者：Christopher B. Chapleo、Richard C. M. Butler、David C. England、Peter L. Myers、Alan G. Roach、Colin F. C. Smith、Michael R. Stillings、Ian F. Tulloch

  DOI：10.1021/jm00127a037

  日期：1989.7

  A 1,4-dioxane analogue (1) of the alpha 2-adrenoreceptor partial agonist clonidine (2) has previously been shown to possess an interesting but complex pharmacological profile. In this study, from a series of other heterocyclic analogues of clonidine, the 1,4-oxazines 6 and 12 were found to resemble 1 in that they are partial alpha 2-agonists in the periphery and are excluded from the central nervous system. However, when given directly into the brain, they behave as pure alpha 2-antagonists.
• Heterocyclic derivatives of 2-amino-4-nitrophenol
  作者：R. F�ld�nyi、G. Szalontai、N. Szeb�nyi、P. Kvintovics、T. Bartik

  DOI：10.1007/bf00813796

  日期：1996.3

  A new pathway for the synthesis of cyclic derivatives of 2-amino-4-nitrophenol by application of dibromoalkanes is described. This general method was used for the preparation of several heterocycles (partially saturated 1,4-benzoxazines, 1,5-benzosazepine, 1,6-benzoxazocines). Two rotamers are present in solution of the N-formyl derivatives, the relative amounts depending on the solvent used.