N-[2-Amino-4-(4-oxo-4H-chromen-2-yl)-phenyl]-acetamide | 1026970-49-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: N-[2-Amino-4-(4-oxo-4H-chromen-2-yl)-phenyl]-acetamide
• 英文别名: N-[2-amino-4-(4-oxochromen-2-yl)phenyl]acetamide
• CAS: 1026970-49-9
• 化学式: C₁₇H₁₄N₂O₃
• 分子量: 294.31
• InChiKey: DLAUDBBTPFMJBH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  81.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-[2-Amino-4-(4-oxo-4H-chromen-2-yl)-phenyl]-acetamide 在 盐酸 作用下， 生成 2-<2-methyl-1H-benimidazol-5(6)-yl>-4H-1-benzopyran-4-one
  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 palladium on activated charcoal 吡啶 、 氢氧化钾 、 氯化亚砜 、 氢气 、 硝酸 、 sodium acetate 、 溶剂黄146 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， -15.0~70.0 ℃ 、101.33 kPa 条件下， 反应 13.0h， 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

文献信息

• Synthesis and antiaggregator activity of some new derivatives of 4H-1-benzopyran-4-one
  作者：H Göker、G Ayhan、M Tunçbilek、R Ertan、G Leoncini、R Garzoglio、M Mazzei

  DOI：10.1016/0223-5234(96)88270-5

  日期：1995.1

  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.