4-[spiro[(2H,3H)quinazoline-2,1'-cyclohexan]-4-(1H)-one-3-yl]-N-(2,4,5,6-tetrahydro-2-thioxo-4,6-dioxo-3-phenylpyrimidin-1-yl)benzamide | 1229716-62-4

• 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: 4-[spiro[(2H,3H)quinazoline-2,1'-cyclohexan]-4-(1H)-one-3-yl]-N-(2,4,5,6-tetrahydro-2-thioxo-4,6-dioxo-3-phenylpyrimidin-1-yl)benzamide
• 英文别名: N-(4,6-dioxo-3-phenyl-2-sulfanylidene-1,3-diazinan-1-yl)-4-(4-oxospiro[1H-quinazoline-2,1'-cyclohexane]-3-yl)benzamide
• CAS: 1229716-62-4
• 化学式: C₃₀H₂₇N₅O₄S
• 分子量: 553.641
• InChiKey: SGPZBTKZAXHBGC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  40
• 可旋转键数：
  3
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  134
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  丙二酸 、 1-[[4-(4-oxospiro[1H-quinazoline-2,1'-cyclohexane]-3-yl)benzoyl]amino]-3-phenylthiourea 以 乙醇 为溶剂， 反应 16.0h， 以73%的产率得到4-[spiro[(2H,3H)quinazoline-2,1'-cyclohexan]-4-(1H)-one-3-yl]-N-(2,4,5,6-tetrahydro-2-thioxo-4,6-dioxo-3-phenylpyrimidin-1-yl)benzamide
  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.