2-(4-acetylphenoxy)-N-[4-(3-benzo[1,3]dioxol-5-ylacryloyl)phenyl]acetamide | 1355975-98-2

• 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: 2-(4-acetylphenoxy)-N-[4-(3-benzo[1,3]dioxol-5-ylacryloyl)phenyl]acetamide
• 英文别名: 2-(4-acetylphenoxy)-N-[4-[3-(1,3-benzodioxol-5-yl)prop-2-enoyl]phenyl]acetamide
• CAS: 1355975-98-2
• 化学式: C₂₆H₂₁NO₆
• 分子量: 443.456
• InChiKey: SVOIFWYHIQBQHW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.53
• 重原子数：
  33.0
• 可旋转键数：
  8.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  90.93
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  2-(4-acetylphenoxy)-N-[4-(3-benzo[1,3]dioxol-5-ylacryloyl)phenyl]acetamide 在 盐酸羟胺 作用下， 以 乙醇 为溶剂， 反应 20.0h， 以91%的产率得到N-[4-(3-benzo[1,3]dioxol-5-ylacryloyl)phenyl]-2-[4-(1-hydroxyiminoethyl)phenoxy]acetamide
  参考文献：
  名称：

  Synthesis, anti-inflammatory activity and ulcerogenic liability of novel nitric oxide donating/chalcone hybrids

  摘要：

  A group of novel nitric oxide (NO) donating chalcone derivatives was prepared by binding various amino chalcones with different NO donating moieties including; nitrate ester, oximes and furoxans. Most of the prepared compounds showed significant anti-inflammatory activity using carrageenan-induced rat paw edema method compared with indomethacin. The prepared compounds exhibited more protection than indomethacin in regard to gastric toxicity. Histopathological investigation confirmed the beneficial effects of the NO releasing compounds in reducing ulcer formation. The incorporation of the NO-donating group into the parent chalcone derivatives caused a moderate increase in the anti-inflammatory activity with a marked decrease in gastric ulcerations compared to their parent chalcone derivatives. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.11.012
• 作为产物：
  描述：

  胡椒醛 在 potassium carbonate 、 sodium hydroxide 作用下， 以 甲醇 、 二氯甲烷 、 水 、 丙酮 为溶剂， 反应 12.0h， 生成 2-(4-acetylphenoxy)-N-[4-(3-benzo[1,3]dioxol-5-ylacryloyl)phenyl]acetamide
  参考文献：
  名称：

  Synthesis, anti-inflammatory activity and ulcerogenic liability of novel nitric oxide donating/chalcone hybrids

  摘要：

  A group of novel nitric oxide (NO) donating chalcone derivatives was prepared by binding various amino chalcones with different NO donating moieties including; nitrate ester, oximes and furoxans. Most of the prepared compounds showed significant anti-inflammatory activity using carrageenan-induced rat paw edema method compared with indomethacin. The prepared compounds exhibited more protection than indomethacin in regard to gastric toxicity. Histopathological investigation confirmed the beneficial effects of the NO releasing compounds in reducing ulcer formation. The incorporation of the NO-donating group into the parent chalcone derivatives caused a moderate increase in the anti-inflammatory activity with a marked decrease in gastric ulcerations compared to their parent chalcone derivatives. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.11.012

文献信息

• Synthesis, anti-inflammatory activity and ulcerogenic liability of novel nitric oxide donating/chalcone hybrids
  作者：Gamal El-Din A.A. Abuo-Rahma、Mohamed Abdel-Aziz、Mai A.E. Mourad、Hassan H. Farag

  DOI：10.1016/j.bmc.2011.11.012

  日期：2012.1

  A group of novel nitric oxide (NO) donating chalcone derivatives was prepared by binding various amino chalcones with different NO donating moieties including; nitrate ester, oximes and furoxans. Most of the prepared compounds showed significant anti-inflammatory activity using carrageenan-induced rat paw edema method compared with indomethacin. The prepared compounds exhibited more protection than indomethacin in regard to gastric toxicity. Histopathological investigation confirmed the beneficial effects of the NO releasing compounds in reducing ulcer formation. The incorporation of the NO-donating group into the parent chalcone derivatives caused a moderate increase in the anti-inflammatory activity with a marked decrease in gastric ulcerations compared to their parent chalcone derivatives. (C) 2011 Elsevier Ltd. All rights reserved.