1-(2-hydroxyphenyl)-3-<3'-nitro-4'-<(1-oxohexyl)amino>phenyl>-1,3-propanedione | 170804-60-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 1-(2-hydroxyphenyl)-3-<3'-nitro-4'-<(1-oxohexyl)amino>phenyl>-1,3-propanedione
• 英文别名: N-[4-[3-(2-hydroxyphenyl)-3-oxopropanoyl]-2-nitrophenyl]hexanamide
• CAS: 170804-60-1
• 化学式: C₂₁H₂₂N₂O₆
• 分子量: 398.415
• InChiKey: XSMRYWXGCLCIGD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  29
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  129
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-(2-hydroxyphenyl)-3-<3'-nitro-4'-<(1-oxohexyl)amino>phenyl>-1,3-propanedione 在 palladium on activated charcoal 硫酸 、 氢气 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 40.0~100.0 ℃ 、101.33 kPa 条件下， 反应 6.33h， 生成 肽U6
  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：

  3-nitro-4-<(1-oxohexyl)amino>benzoic acid, 2'-acetylphenyl ester 在 吡啶 、 氢氧化钾 作用下， 反应 1.0h， 以63%的产率得到1-(2-hydroxyphenyl)-3-<3'-nitro-4'-<(1-oxohexyl)amino>phenyl>-1,3-propanedione
  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