4-Acetylamino-3-nitro-benzoic acid 2-acetyl-phenyl ester | 145665-70-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 缩酚酸和缩酚酸环醚类
• 英文名称: 4-Acetylamino-3-nitro-benzoic acid 2-acetyl-phenyl ester
• 英文别名: (2-acetylphenyl) 4-acetamido-3-nitrobenzoate
• CAS: 145665-70-9
• 化学式: C₁₇H₁₄N₂O₆
• 分子量: 342.308
• InChiKey: XMXWEPSXDQWICB-UHFFFAOYSA-N

物化性质

• 沸点：
  633.9±55.0 °C(Predicted)
• 密度：
  1.373±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.98
• 重原子数：
  25.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  115.61
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  4-Acetylamino-3-nitro-benzoic acid 2-acetyl-phenyl ester 在 palladium on activated charcoal 吡啶 、 氢氧化钾 、 氢气 、 sodium acetate 、 溶剂黄146 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 60.0~70.0 ℃ 、101.33 kPa 条件下， 反应 11.5h， 生成 N-[2-Amino-4-(4-oxo-4H-chromen-2-yl)-phenyl]-acetamide
  参考文献：
  名称：

  Synthesis and antiaggregator activity of some new derivatives of 4H-1-benzopyran-4-one

  摘要：

  A series of 2-[2-alkyl-1H-benzimidazol-5(6)-yl]-4H-1 analogues 7a-7e was synthesized by the reaction with 3',4'-diaminoflavone and aliphatic carboxylic acids. 3',4'-Diaminoflavone 6 was prepared via the reduction of 2-(4-amino-3-nitrophenyl)-4H-1-benzopyran-4-one 5a. The compounds 7a-e and 14a-f were tested in vitro for their inhibitory activities against human platelet aggregation induced by collagen, ADP and A23187. The compound with a COOR group as a side chain, 2-(2-alkyloxycarbonyl-2,3-dihydro-1,4-benzodioxin-6-yl)-4H-1-benzopyran-4-one 14a-f, has potent activity, and so compound 13 was also prepared as an analogue of series 14 and tested for its antiaggregator activity.

  DOI：

  10.1016/0223-5234(96)88270-5
• 作为产物：
  描述：

  对乙酰氨基苯甲酸 在 氯化亚砜 、 硝酸 作用下， 以 四氢呋喃 为溶剂， 反应 1.5h， 生成 4-Acetylamino-3-nitro-benzoic acid 2-acetyl-phenyl ester
  参考文献：
  名称：

  Synthesis and antiaggregator activity of some new derivatives of 4H-1-benzopyran-4-one

  摘要：

  A series of 2-[2-alkyl-1H-benzimidazol-5(6)-yl]-4H-1 analogues 7a-7e was synthesized by the reaction with 3',4'-diaminoflavone and aliphatic carboxylic acids. 3',4'-Diaminoflavone 6 was prepared via the reduction of 2-(4-amino-3-nitrophenyl)-4H-1-benzopyran-4-one 5a. The compounds 7a-e and 14a-f were tested in vitro for their inhibitory activities against human platelet aggregation induced by collagen, ADP and A23187. The compound with a COOR group as a side chain, 2-(2-alkyloxycarbonyl-2,3-dihydro-1,4-benzodioxin-6-yl)-4H-1-benzopyran-4-one 14a-f, has potent activity, and so compound 13 was also prepared as an analogue of series 14 and tested for its antiaggregator activity.

  DOI：

  10.1016/0223-5234(96)88270-5

文献信息

• Mazumdar, A. K. D.; Karmakar, P. K.; Rahman, M., Journal of the Indian Chemical Society, 1992, vol. 69, # 4, p. 207 - 209
  作者：Mazumdar, A. K. D.、Karmakar, P. K.、Rahman, M.、Saha, G. C.、Rangachari, K.、Banerji, K. D.

  DOI：——

  日期：——