3-[4-[3-[4-(dimethylamino)phenyl]prop-2-enoyl]phenyl]spiro[1H-quinazoline-2,1'-cyclohexane]-4-one | 1229715-97-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 3-[4-[3-[4-(dimethylamino)phenyl]prop-2-enoyl]phenyl]spiro[1H-quinazoline-2,1'-cyclohexane]-4-one
• CAS: 1229715-97-2
• 化学式: C₃₀H₃₁N₃O₂
• 分子量: 465.595
• InChiKey: AQLIVDFDAULGPE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.38
• 重原子数：
  35.0
• 可旋转键数：
  5.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  52.65
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  3-[4-[3-[4-(dimethylamino)phenyl]prop-2-enoyl]phenyl]spiro[1H-quinazoline-2,1'-cyclohexane]-4-one 在 hydrazine hydrate 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以85%的产率得到spiro[(2H,3H)-3-(4-(5-p-N,N-dimethylaminophenyl-4,5-dihydro-1H-pyrazol-3-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
• 作为产物：
  描述：

  spiro[(2H, 3H)-3-(4-acetylphenyl)quinazoline-2,1'-cyclohexan]-4(1H)-one 、 对二甲氨基苯甲醛 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 15.0h， 以70%的产率得到3-[4-[3-[4-(dimethylamino)phenyl]prop-2-enoyl]phenyl]spiro[1H-quinazoline-2,1'-cyclohexane]-4-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