spiro[(2H,3H)-3-(4-(6-(p-dimethylaminophenyl)-1,2-dihydro-2-thiopyrimidin-4-yl)phenyl)quinazoline-2,1'-cyclohexan]-4(1H)-one | 1229716-21-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: spiro[(2H,3H)-3-(4-(6-(p-dimethylaminophenyl)-1,2-dihydro-2-thiopyrimidin-4-yl)phenyl)quinazoline-2,1'-cyclohexan]-4(1H)-one
• 英文别名: 3-[4-[4-[4-(dimethylamino)phenyl]-2-sulfanylidene-1H-pyrimidin-6-yl]phenyl]spiro[1H-quinazoline-2,1'-cyclohexane]-4-one
• CAS: 1229716-21-5
• 化学式: C₃₁H₃₁N₅OS
• 分子量: 521.686
• InChiKey: BVBCAIIDKZUQLD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  38
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  92.1
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-[4-[3-[4-(dimethylamino)phenyl]prop-2-enoyl]phenyl]spiro[1H-quinazoline-2,1'-cyclohexane]-4-one 、 硫脲 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 6.0h， 以71%的产率得到spiro[(2H,3H)-3-(4-(6-(p-dimethylaminophenyl)-1,2-dihydro-2-thiopyrimidin-4-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

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.