2-oxo-1,2,3,4-tetrahydro-1,4-epoxynaphthalene oxime | 107914-10-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-oxo-1,2,3,4-tetrahydro-1,4-epoxynaphthalene oxime
• CAS: 107914-10-3
• 化学式: C₁₀H₉NO₂
• 分子量: 175.187
• InChiKey: YLEAJIWACBXCEU-UHFFFAOYSA-N

物化性质

• 沸点：
  367.0±42.0 °C(Predicted)
• 密度：
  1.50±0.1 g/cm3(Predicted)

反应信息

• 作为反应物：
  描述：

  2-oxo-1,2,3,4-tetrahydro-1,4-epoxynaphthalene oxime 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 1.0h， 以27%的产率得到endo-2-amino-1,4-epoxy-1,2,3,4-tetrahydronaphthalene
  参考文献：
  名称：

  2-Amino- and 2-guanidino-1,2,3,4-tetrahydro-1,4-epoxynaphthalenes as conformationally defined analogs of .alpha.-adrenergic agents

  摘要：

  The exo- and endo-2-amino-5,8-dimethoxy-1,2,3,4-tetrahydro-1,4-epoxynaphthalenes++ + (3b and 4b, respectively) were prepared and evaluated as conformationally defined analogues of the alpha 1-agonist methoxamine. Only compound 3b exhibited significant alpha 1-agonist activity in the field stimulated rat vas deferens assay. Since 3b closely approximates the antiperiplanar form of (1R,2S)-(-)-erythro-methoxamine, the results suggest that methoxamine interacts with the alpha 1-adrenoceptor in the trans extended form. The exo-guanidino derivative 5 was found to be a partial alpha 1-agonist. Among the exo- and endo-2-amino-1,2,3,4-tetrahydro-1,4-epoxynaphthalenes (3a and 4a, respectively) prepared as rigid analogues of norephedrine, compound 3a possessed agonist activity at both alpha 1- and alpha 2-adrenoceptors, whereas 4a was inactive at either receptor.

  DOI：

  10.1021/jm00389a023