1-[2-(4-acetylphenylamino)acetyl]-5-(2-furyl)-4,5-dihydro-3-(3,4-dimethoxyphenyl)-1H-pyrazole | 1163733-46-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-[2-(4-acetylphenylamino)acetyl]-5-(2-furyl)-4,5-dihydro-3-(3,4-dimethoxyphenyl)-1H-pyrazole
• 英文别名: 2-(4-Acetylanilino)-1-[5-(3,4-dimethoxyphenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]ethanone
• CAS: 1163733-46-7
• 化学式: C₂₅H₂₅N₃O₅
• 分子量: 447.491
• InChiKey: QLYXPPKKFSXZEL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  33
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  93.4
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1-[2-(4-acetylphenylamino)acetyl]-5-(2-furyl)-4,5-dihydro-3-(3,4-dimethoxyphenyl)-1H-pyrazole 在 盐酸羟胺 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以73%的产率得到5-(2-furyl)-4,5-dihydro-1-[2-(4-(1-hydroxyiminoethyl)phenylamino)acetyl]-3-(3,4-dimethoxyphenyl)-1H-pyrazole
  参考文献：
  名称：

  Synthesis and investigation of anti-inflammatory activity and gastric ulcerogenicity of novel nitric oxide-donating pyrazoline derivatives

  摘要：

  A group of 3,5-diaryl-2-pyrazoline derivatives were prepared via the reaction of various chalcones with hydrazine hydrate in ethanol. A group of NO-donating-2-pyrazoline derivatives were synthesized by carrying a nitrate ester group or an oxime group onto the prepared pyrazoline derivatives through different spacers. The prepared compounds were evaluated for their anti-inflammatory activity using carrageenan-induced rat paw edema and compared to a well-known NSAID, indomethacin as a reference drug. The ability of the prepared compounds to induce gastric toxicity was also evaluated. Most of the prepared compounds showed significant anti-inflammatory activity at the injected dose (100 mg/kg) but they were safer than indomethacin in regard to gastric toxicity. The incorporation of the NO-donating group into the parent pyrazoline derivatives caused a non-significant reduction in the anti-inflammatory activity while a marked decrease in gastric ulcerations induced by their parent pyrazolines was observed. (C) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.07.008
• 作为产物：
  描述：

  1-(2-bromoacetyl)-5-(2-furyl)-4,5-dihydro-3-(3,4-dimethoxyphenyl)-1H-pyrazole 、 4-氨基苯乙酮 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 以70%的产率得到1-[2-(4-acetylphenylamino)acetyl]-5-(2-furyl)-4,5-dihydro-3-(3,4-dimethoxyphenyl)-1H-pyrazole
  参考文献：
  名称：

  Synthesis and investigation of anti-inflammatory activity and gastric ulcerogenicity of novel nitric oxide-donating pyrazoline derivatives

  摘要：

  A group of 3,5-diaryl-2-pyrazoline derivatives were prepared via the reaction of various chalcones with hydrazine hydrate in ethanol. A group of NO-donating-2-pyrazoline derivatives were synthesized by carrying a nitrate ester group or an oxime group onto the prepared pyrazoline derivatives through different spacers. The prepared compounds were evaluated for their anti-inflammatory activity using carrageenan-induced rat paw edema and compared to a well-known NSAID, indomethacin as a reference drug. The ability of the prepared compounds to induce gastric toxicity was also evaluated. Most of the prepared compounds showed significant anti-inflammatory activity at the injected dose (100 mg/kg) but they were safer than indomethacin in regard to gastric toxicity. The incorporation of the NO-donating group into the parent pyrazoline derivatives caused a non-significant reduction in the anti-inflammatory activity while a marked decrease in gastric ulcerations induced by their parent pyrazolines was observed. (C) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.07.008