3-[5-(4-chlorophenyl)-2-phenylpyrazol-3-yl]-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one | 1146066-70-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-[5-(4-chlorophenyl)-2-phenylpyrazol-3-yl]-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
• CAS: 1146066-70-7
• 化学式: C₃₀H₂₅ClN₂O₈
• 分子量: 576.99
• InChiKey: FKBUUBVXOWSCMK-LXRLAABLSA-N

物化性质

• 沸点：
  845.1±65.0 °C(predicted)
• 密度：
  1.54±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  41
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  144
• 氢给体数：
  4
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  7-羟基-4-氧代-4H-1-苯并吡喃-3-羧醛 在 哌啶 、 zinc diacetate 、 potassium carbonate 作用下， 以 甲醇 、 乙醇 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 生成 3-[5-(4-chlorophenyl)-2-phenylpyrazol-3-yl]-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
  参考文献：
  名称：

  Computational evaluation and experimental verification of antibacterial and antioxidant activity of 7-hydroxy-3-pyrazolyl-4H-chromen-4-ones and their o-glucosides: identification of pharmacophore sites

  摘要：

  This paper reports the computational evaluation and experimental verification of 7-hydroxy-3-(1-phenyl-3-aryl-1H-pyrazol-5-yl)-4H-chromen-4-ones 3 and their o-beta-d-glucopyranosides 5 for their antimicrobial and antioxidant activity. The prepared compounds were tested against various Gram-positive and Gram-negative bacteria species. Some of the synthesized compounds have shown potential antimicrobial and antioxidant activity. This POM bioinformatic study could greatly help to pharmacomodulate the potential antibiotics and antioxidants.This paper describes the computational POM (Petra/Osiris/Molinspiration) evaluation and experimental verification of 7-o-beta-d-glucopyranosyloxy-3-(1-phenyl-3-aryl-1H-pyrazol-5-yl)-4H-chromen-4-ones and metabolites for their antimicrobial and antioxidant activity.

  DOI：

  10.1007/s00044-013-0621-5

文献信息

• Hatzade; Taile; Gaidhane, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2008, vol. 47, # 8, p. 1260 - 1270
  作者：Hatzade、Taile、Gaidhane、Haldar、Ingle

  DOI：——

  日期：——
• Computational evaluation and experimental verification of antibacterial and antioxidant activity of 7-hydroxy-3-pyrazolyl-4H-chromen-4-ones and their o-glucosides: identification of pharmacophore sites
  作者：Javed Sheikh、Kishor Hatzade、Ammar Bader、Usama Shaheen、Thomas Sander、Taibi Ben Hadda

  DOI：10.1007/s00044-013-0621-5

  日期：2014.1

  This paper reports the computational evaluation and experimental verification of 7-hydroxy-3-(1-phenyl-3-aryl-1H-pyrazol-5-yl)-4H-chromen-4-ones 3 and their o-beta-d-glucopyranosides 5 for their antimicrobial and antioxidant activity. The prepared compounds were tested against various Gram-positive and Gram-negative bacteria species. Some of the synthesized compounds have shown potential antimicrobial and antioxidant activity. This POM bioinformatic study could greatly help to pharmacomodulate the potential antibiotics and antioxidants.This paper describes the computational POM (Petra/Osiris/Molinspiration) evaluation and experimental verification of 7-o-beta-d-glucopyranosyloxy-3-(1-phenyl-3-aryl-1H-pyrazol-5-yl)-4H-chromen-4-ones and metabolites for their antimicrobial and antioxidant activity.