methyl N'-(4-methoxyphenyl)-N-[(4-oxo-3H-quinazolin-2-yl)amino]carbamimidothioate | 247257-89-2

• 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 N'-(4-methoxyphenyl)-N-[(4-oxo-3H-quinazolin-2-yl)amino]carbamimidothioate
• CAS: 247257-89-2
• 化学式: C₁₇H₁₇N₅O₂S
• 分子量: 355.42
• InChiKey: UZXVXWHAMSPZJZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  112
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl N'-(4-methoxyphenyl)-N-[(4-oxo-3H-quinazolin-2-yl)amino]carbamimidothioate 在 吗啉 作用下， 反应 8.0h， 以25%的产率得到1-(4-methoxyanilino)-4H-[1,2,4]triazolo[4,3-a]quinazolin-5-one
  参考文献：
  名称：

  Novel triazolo[4,3-a]quinazolinone and bis-triazolo[4,3-a:4,3′-c]quinazolines: synthesis and antitoxoplasmosis effect

  摘要：

  Several quinazoline derivatives containing substituted thiosemicarbazido and S-methylisothiosemicarbazido groups at the 2-position and at both the 2- and 4-positions have been synthesized. Treatment of the S-methylthiosemicarbazides with morpholine or diethylamine did not give the corresponding guanidines. Instead, they underwent cyclodesulfurization into the condensed ring systems, [1,2,4]triazolo[4,3-a]quinazolinones and bis-[1,2,4]triazolo[4,3-a :4',3'-c]quinazolines. Evaluation of the products for antitoxoplasmosis effect by studying the ultrastructure morphology of the organisms using scanning electron microscopy (SEM) indicated their efficacy in causing structural deformity of Toxoplasma gondii. Such a deformity plays an important role in obstructing the entry of the organisms into host cells. (C) 1999 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(99)00038-5
• 作为产物：
  描述：

  2-氯-4-羟基喹唑啉 在 sodium hydroxide 、 水 、 potassium carbonate 、 一水合肼 作用下， 反应 5.0h， 生成 methyl N'-(4-methoxyphenyl)-N-[(4-oxo-3H-quinazolin-2-yl)amino]carbamimidothioate
  参考文献：
  名称：

  Novel triazolo[4,3-a]quinazolinone and bis-triazolo[4,3-a:4,3′-c]quinazolines: synthesis and antitoxoplasmosis effect

  摘要：

  Several quinazoline derivatives containing substituted thiosemicarbazido and S-methylisothiosemicarbazido groups at the 2-position and at both the 2- and 4-positions have been synthesized. Treatment of the S-methylthiosemicarbazides with morpholine or diethylamine did not give the corresponding guanidines. Instead, they underwent cyclodesulfurization into the condensed ring systems, [1,2,4]triazolo[4,3-a]quinazolinones and bis-[1,2,4]triazolo[4,3-a :4',3'-c]quinazolines. Evaluation of the products for antitoxoplasmosis effect by studying the ultrastructure morphology of the organisms using scanning electron microscopy (SEM) indicated their efficacy in causing structural deformity of Toxoplasma gondii. Such a deformity plays an important role in obstructing the entry of the organisms into host cells. (C) 1999 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(99)00038-5

文献信息

• Novel triazolo[4,3-a]quinazolinone and bis-triazolo[4,3-a:4,3′-c]quinazolines: synthesis and antitoxoplasmosis effect
  作者：Alaa A. El-Tombary、Khadiga A. Ismail、Omaima M. Aboulwafa、A.-Mohsen M.E. Omar、Mervat Z. El-Azzouni、Salwa T. El-Mansoury

  DOI：10.1016/s0014-827x(99)00038-5

  日期：1999.7

  Several quinazoline derivatives containing substituted thiosemicarbazido and S-methylisothiosemicarbazido groups at the 2-position and at both the 2- and 4-positions have been synthesized. Treatment of the S-methylthiosemicarbazides with morpholine or diethylamine did not give the corresponding guanidines. Instead, they underwent cyclodesulfurization into the condensed ring systems, [1,2,4]triazolo[4,3-a]quinazolinones and bis-[1,2,4]triazolo[4,3-a :4',3'-c]quinazolines. Evaluation of the products for antitoxoplasmosis effect by studying the ultrastructure morphology of the organisms using scanning electron microscopy (SEM) indicated their efficacy in causing structural deformity of Toxoplasma gondii. Such a deformity plays an important role in obstructing the entry of the organisms into host cells. (C) 1999 Elsevier Science S.A. All rights reserved.