(E)-1-(2,5-dichlorophenyl)-3-[4-(dimethylamino)phenyl]prop-2-en-1-one

• 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: (E)-1-(2,5-dichlorophenyl)-3-[4-(dimethylamino)phenyl]prop-2-en-1-one
• 化学式: C₁₇H₁₅Cl₂NO
• 分子量: 320.218
• InChiKey: UHDIMCWFSIWBGN-BJMVGYQFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2,5-二氯苯乙酮 、 对二甲氨基苯甲醛 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 24.0h， 以88%的产率得到(E)-1-(2,5-dichlorophenyl)-3-[4-(dimethylamino)phenyl]prop-2-en-1-one
  参考文献：
  名称：

  Synthesis and inhibitory activity of dimethylamino-chalcone derivatives on the induction of nitric oxide synthase

  摘要：

  A series of nine dimethylamino-chalcone derivatives (1,3-diaryl-propenones) was synthesized and screened as potential inhibitors of NO and PGE(2) production in the RAW 264.7 macrophage cell line. 4-Dimethylamino-2',5'-dimethoxychalcone (6) was found to be the most potent and dual inhibitor (IC50s, in the submicromolar range) of NO and PGE(2) production. 2',6'-Dimethoxylation appeared to be an effective requirement for selective and potent inhibition of nitric oxide synthase induction as it was confirmed by Western blot analysis. Chalcone (6) at 25 mg kg(-1) by oral route, inhibited significantly the formation of oedema in the carrageenan-induced model of inflammation in mice. (C) 2002 Editions scientifiques et medicales Elsevier SAS. All rights reserved.

  DOI：

  10.1016/s0223-5234(02)01387-9

文献信息

• Synthesis and inhibitory activity of dimethylamino-chalcone derivatives on the induction of nitric oxide synthase
  作者：Javier Rojas、José N Domı́nguez、Jaime E Charris、Gricela Lobo、Miguel Payá、M.Luisa Ferrándiz

  DOI：10.1016/s0223-5234(02)01387-9

  日期：2002.8

  A series of nine dimethylamino-chalcone derivatives (1,3-diaryl-propenones) was synthesized and screened as potential inhibitors of NO and PGE(2) production in the RAW 264.7 macrophage cell line. 4-Dimethylamino-2',5'-dimethoxychalcone (6) was found to be the most potent and dual inhibitor (IC50s, in the submicromolar range) of NO and PGE(2) production. 2',6'-Dimethoxylation appeared to be an effective requirement for selective and potent inhibition of nitric oxide synthase induction as it was confirmed by Western blot analysis. Chalcone (6) at 25 mg kg(-1) by oral route, inhibited significantly the formation of oedema in the carrageenan-induced model of inflammation in mice. (C) 2002 Editions scientifiques et medicales Elsevier SAS. All rights reserved.