spiro[(2H,3H)-3-(4-(4-p-fluorophenyl-1,2-dihydro-3-cyano-2-imino-pyridin-6-yl)phenyl)quinazoline-2,1'-cyclohexan]-4(1H)-one | 1229716-32-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: spiro[(2H,3H)-3-(4-(4-p-fluorophenyl-1,2-dihydro-3-cyano-2-imino-pyridin-6-yl)phenyl)quinazoline-2,1'-cyclohexan]-4(1H)-one
• 英文别名: 2-amino-4-(4-fluorophenyl)-6-[4-(4-oxospiro[1H-quinazoline-2,1'-cyclohexane]-3-yl)phenyl]pyridine-3-carbonitrile
• CAS: 1229716-32-8
• 化学式: C₃₁H₂₆FN₅O
• 分子量: 503.579
• InChiKey: PDCLDZKILUYKOF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  38
• 可旋转键数：
  3
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  95
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  spiro[(2H, 3H)-3-(4-acetylphenyl)quinazoline-2,1'-cyclohexan]-4(1H)-one 、 对氟苯甲醛 、 丙二腈 在 ammonium acetate 作用下， 以 正丁醇 为溶剂， 反应 6.0h， 以53%的产率得到spiro[(2H,3H)-3-(4-(4-p-fluorophenyl-1,2-dihydro-3-cyano-2-imino-pyridin-6-yl)phenyl)quinazoline-2,1'-cyclohexan]-4(1H)-one
  参考文献：
  名称：

  Synthesis, biological evaluation and molecular docking of novel series of spiro [(2H,3H) quinazoline-2,1′- cyclohexan]-4(1H)- one derivatives as anti-inflammatory and analgesic agents

  摘要：

  Three series of Spiro 1(2H,3H) quinazoline-2,1'-cyclohexan1-4(1H)-one derivatives have been synthesized. Some of the novel quinazolinone derivatives IIe, VIIIc, XIc, XIIb, XIIc, XVIb showed considerable potent anti-inflammatory and analgesic activity of superior G.I.T. safety profile in experimental rats in comparing to indomethacin and tramadol as reference drugs. Docking study into COX-2 has been made for derivatives of highest anti-inflammatory activity. The compound XVIb showed the nearest RMSD value to that of indomethacin.

  DOI：

  10.1016/j.ejmech.2009.12.078