methyl 2-[2-(2-methyl-3-(2-methylphenyl)-4(3H)-quinazolin-8-yloxy)acetyl] hydrazinecarbodithioate | 1353155-70-0

• 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: methyl 2-[2-(2-methyl-3-(2-methylphenyl)-4(3H)-quinazolin-8-yloxy)acetyl] hydrazinecarbodithioate
• 英文别名: methyl 2-[2-(2-methyl-3-(2-methylphenyl)-4(3H)-quinazolin-8-yloxy)acetyl]hydrazinecarbodithioate；methyl N-[[2-[2-methyl-3-(2-methylphenyl)-4-oxoquinazolin-8-yl]oxyacetyl]amino]carbamodithioate
• CAS: 1353155-70-0
• 化学式: C₂₀H₂₀N₄O₃S₂
• 分子量: 428.536
• InChiKey: XHYDKYMAXBPMGD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  140
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  methyl 2-[2-(2-methyl-3-(2-methylphenyl)-4(3H)-quinazolin-8-yloxy)acetyl] hydrazinecarbodithioate 以 乙醇 为溶剂， 反应 3.0h， 以78%的产率得到N'-hydrazinecarbonothioyl-2-[(2-methyl-3-(2-methylphenyl)-4(3H)-quinazolin-8-yloxy)acetyl]acetohydrazide
  参考文献：
  名称：

  Design, synthesis and anticonvulsant evaluation of novel 8-substituted-4(3H)-quinazolines

  摘要：

  A new series of 8-substituted-4(3H)-quinazoline derivatives were synthesized, evaluated for their anticonvulsant activity against chemically (PTZ, picrotoxin and Strychnine) and electrically (MES) induced seizures and compared with the reference drugs valproate and methaqualone. Acid hydrazide, acetylhydrazine carboxylate and acetylhydrazinecarbodithioate were the most active compounds with relatively low neurotoxicity compared with the standard drugs. The obtained results proved that the mostly active compounds could be useful as a model for future design, adaptation and investigation to construct more active analogues.

  DOI：

  10.1007/s00044-011-9914-8
• 作为产物：
  描述：

  [2-methyl-3-(2-methylphenyl)-4(3H)-quinazolinon-8-yloxy]acetohydrazide 在 potassium hydroxide 作用下， 以 乙醇 为溶剂， 反应 5.0h， 生成 methyl 2-[2-(2-methyl-3-(2-methylphenyl)-4(3H)-quinazolin-8-yloxy)acetyl] hydrazinecarbodithioate
  参考文献：
  名称：

  Synthesis and anticonvulsant evaluation of some new 2,3,8-trisubstituted-4(3H)-quinazoline derivatives

  摘要：

  A new series of 2,3,8-trisubstituted-4(3H)-quinazoline derivatives were synthesized, evaluated for their anticonvulsant activity against electrically (MES) and chemically (PTZ, picrotoxin and Strychnine) induced seizures and compared with the standard drugs methaqualone and sodium valproate. Compounds 3, 17 and 22 proved to be the most potent compounds of this series with relatively low neurotoxicity and low toxicity in the median lethal dose test as compared with the reference drugs. The obtained results showed that the most active compounds could be useful as a template for future design, modification and investigation to produce more active analogs. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.11.007