N-(3-Amino-1,4-dihydroxy-6,7-dimethyl-naphthalen-2-yl)-acetamide | 72365-03-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N-(3-Amino-1,4-dihydroxy-6,7-dimethyl-naphthalen-2-yl)-acetamide
• CAS: 72365-03-8
• 化学式: C₁₄H₁₆N₂O₃
• 分子量: 260.293
• InChiKey: YCRCCXYGSPSODI-UHFFFAOYSA-N

物化性质

• 沸点：
  543.8±50.0 °C(Predicted)
• 密度：
  1.382±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.41
• 重原子数：
  19.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  95.58
• 氢给体数：
  4.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  N-(3-Amino-1,4-dihydroxy-6,7-dimethyl-naphthalen-2-yl)-acetamide 在 盐酸 、 硫酸 、 硝酸 、 sodium nitrite 作用下， 反应 0.17h， 生成 4,9-dihydro-6,7-dimethyl-5-nitro-4,9-dioxo-1H-naphtho-[2,3-d]-triazole
  参考文献：
  名称：

  Studies on v-triazoles. 9. Antiallergic 4,9-dihydro-4,9-dioxo-1H-naphtho[2,3-d]-v-triazoles

  摘要：

  A short series of the title compounds was prepared and evaluated for antiallergic activity in the rat passive cutaneous anaphylaxis screen. All but the two N-methylated derivatives were active in this screen by the intravenous route, the most potent being the symmetrical dimethyl compound, 4,9-dihydro-6,7-dimethyl-4,9-dioxo-1H-naphtho[2,3-d]-v-triazole, and its 5-nitro derivative. The latter two compounds were noticeably more potent than disodium cromoglycate, and one of these, the unnitrated material, was selected for further evaluation as a potential antiasthmatic drug.

  DOI：

  10.1021/jm00359a016
• 作为产物：
  描述：

  2,3-dibromo-6,7-dimethylnaphthalene-1,4-dione 在 sodium dithionite 、 硫酸 、 氨 作用下， 以 硝基苯 为溶剂， 反应 2.75h， 生成 N-(3-Amino-1,4-dihydroxy-6,7-dimethyl-naphthalen-2-yl)-acetamide
  参考文献：
  名称：

  Studies on v-triazoles. 9. Antiallergic 4,9-dihydro-4,9-dioxo-1H-naphtho[2,3-d]-v-triazoles

  摘要：

  A short series of the title compounds was prepared and evaluated for antiallergic activity in the rat passive cutaneous anaphylaxis screen. All but the two N-methylated derivatives were active in this screen by the intravenous route, the most potent being the symmetrical dimethyl compound, 4,9-dihydro-6,7-dimethyl-4,9-dioxo-1H-naphtho[2,3-d]-v-triazole, and its 5-nitro derivative. The latter two compounds were noticeably more potent than disodium cromoglycate, and one of these, the unnitrated material, was selected for further evaluation as a potential antiasthmatic drug.

  DOI：

  10.1021/jm00359a016