N-(3-氨基-1,4-二羟基萘-2-基)乙酰胺 | 72365-04-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: N-(3-氨基-1,4-二羟基萘-2-基)乙酰胺
• 英文名称: N-(3-amino-1,4-dihydroxynaphthalen-2-yl)acetamide
• CAS: 72365-04-9
• 化学式: C₁₂H₁₂N₂O₃
• 分子量: 232.239
• InChiKey: GXLHGDZIXMTUOT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.79
• 重原子数：
  17.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 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-氨基-1,4-二羟基萘-2-基)乙酰胺 在 盐酸 、 硫酸 、 sodium nitrite 作用下， 反应 40.5h， 生成 6-acetoxy-4,9-dihydro-4,9-dioxo-1H-naphtho[2,3-d]-v-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-acetamido-3-amino-1,4-naphthoquinone 在 sodium dithionite 作用下， 反应 1.0h， 生成 N-(3-氨基-1,4-二羟基萘-2-基)乙酰胺
  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