3,4-dihydro-2-methyl-3-(2-methylphenyl)-4-oxoquinazolin-8-yl propanoate | 1319735-61-9

• 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: 3,4-dihydro-2-methyl-3-(2-methylphenyl)-4-oxoquinazolin-8-yl propanoate
• 英文别名: [2-methyl-3-(2-methylphenyl)-4-oxoquinazolin-8-yl] propanoate
• CAS: 1319735-61-9
• 化学式: C₁₉H₁₈N₂O₃
• 分子量: 322.364
• InChiKey: AJKQEXZSWLOLIW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  59
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-methyl-4-oxo-3-o-tolyl-3,4-dihydroquinazolin-8-yl acetate 在 吡啶 、 potassium carbonate 作用下， 以 甲醇 为溶剂， 反应 6.0h， 生成 3,4-dihydro-2-methyl-3-(2-methylphenyl)-4-oxoquinazolin-8-yl propanoate
  参考文献：
  名称：

  Synthesis and anticonvulsant evaluation of some novel 4(3H)-quinazolinones

  摘要：

  A series of novel quinazoline derivatives, methaqualone analogs, were synthesized, evaluated for their anticonvulsant activity against electrically and chemically (pentylenetetrazole, picrotoxin, and strychnine) induced seizures and compared with the standard drugs methaqualone and sodium valproate. 3,4-Dihydro-2-methyl-3-(2-methylphenyl)-4-oxoquinazolin-8-yl propanoate, benzenesulfonate, and 4-nitrobenzenesulfonate as well as 2-methyl-3-(2-methylphenyl)-8-methoxy-4(3H)-quinazolinone and 2-[3,4-dihydro-2-methyl-3-(2-methylphenyl)-4-oxoquinazolin-8-yloxy]acetic acid hydrazide were found to be the most potent compounds of this series accompanied with relatively low neurotoxicity and low toxicity in the median lethal dose test as compared with the reference drugs.

  DOI：

  10.1007/s00706-011-0525-3

文献信息

• Synthesis and anticonvulsant evaluation of some novel 4(3H)-quinazolinones
  作者：Adel S. El-Azab、Kamal E. H. ElTahir、Sabry M. Attia

  DOI：10.1007/s00706-011-0525-3

  日期：2011.8

  A series of novel quinazoline derivatives, methaqualone analogs, were synthesized, evaluated for their anticonvulsant activity against electrically and chemically (pentylenetetrazole, picrotoxin, and strychnine) induced seizures and compared with the standard drugs methaqualone and sodium valproate. 3,4-Dihydro-2-methyl-3-(2-methylphenyl)-4-oxoquinazolin-8-yl propanoate, benzenesulfonate, and 4-nitrobenzenesulfonate as well as 2-methyl-3-(2-methylphenyl)-8-methoxy-4(3H)-quinazolinone and 2-[3,4-dihydro-2-methyl-3-(2-methylphenyl)-4-oxoquinazolin-8-yloxy]acetic acid hydrazide were found to be the most potent compounds of this series accompanied with relatively low neurotoxicity and low toxicity in the median lethal dose test as compared with the reference drugs.