3,4-dihydro-6-amino-1,4-benzoxazine-4-carbaldehyde | 120711-80-0

• 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: 3,4-dihydro-6-amino-1,4-benzoxazine-4-carbaldehyde
• 英文别名: 6-Amino-2,3-dihydro-1,4-benzoxazine-4-carbaldehyde；6-amino-2,3-dihydro-1,4-benzoxazine-4-carbaldehyde
• CAS: 120711-80-0
• 化学式: C₉H₁₀N₂O₂
• 分子量: 178.191
• InChiKey: ZPKWQISFGSEPGP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  13
• 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：
  55.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-甲硫基-2-咪唑啉 、 3,4-dihydro-6-amino-1,4-benzoxazine-4-carbaldehyde 在 吡啶 作用下， 反应 1.5h， 以33%的产率得到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：

  3,4-二氢-6-硝基-1,4-苯并恶嗪-4-甲醛 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以65%的产率得到3,4-dihydro-6-amino-1,4-benzoxazine-4-carbaldehyde
  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

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.