ethyl 4-[spiro[(2H,3H)quinazoline-2,1'-cyclohexan]-4-(1H)-one-3-yl]benzoate | 1229716-35-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: ethyl 4-[spiro[(2H,3H)quinazoline-2,1'-cyclohexan]-4-(1H)-one-3-yl]benzoate
• 英文别名: ethyl 4-(4-oxospiro[1H-quinazoline-2,1'-cyclohexane]-3-yl)benzoate
• CAS: 1229716-35-1
• 化学式: C₂₂H₂₄N₂O₃
• 分子量: 364.444
• InChiKey: RINGAQZVPYWOLG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  58.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl 4-[spiro[(2H,3H)quinazoline-2,1'-cyclohexan]-4-(1H)-one-3-yl]benzoate 在 hydrazine hydrate 作用下， 以 乙醇 为溶剂， 反应 6.0h， 以67%的产率得到4-[spiro[(2H,3H)quinazoline-2,1'-cyclohexan]-4-(1H)-one-3-yl]benzoic acid hydrazide
  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
• 作为产物：
  描述：

  spiro[2H-3,1-benzoxazine-2,1'-cyclohexan]-4(1H)-one 、 苯佐卡因 在 sodium acetate 作用下， 以 溶剂黄146 为溶剂， 反应 8.0h， 以75%的产率得到ethyl 4-[spiro[(2H,3H)quinazoline-2,1'-cyclohexan]-4-(1H)-one-3-yl]benzoate
  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

文献信息

• 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
  作者：K.M. Amin、M.M. Kamel、M.M. Anwar、M. Khedr、Y.M. Syam

  DOI：10.1016/j.ejmech.2009.12.078

  日期：2010.6

  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.