2,4-Diamino-5-chloro-quinazoline-6-sulfonic acid diethylamide | 92144-21-3

• 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: 2,4-Diamino-5-chloro-quinazoline-6-sulfonic acid diethylamide
• 英文别名: 2,4-diamino-5-chloro-N,N-diethylquinazoline-6-sulfonamide
• CAS: 92144-21-3
• 化学式: C₁₂H₁₆ClN₅O₂S
• 分子量: 329.81
• InChiKey: LXIZEVZFNIAAOK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  124
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2,4,6-三氨基-5-氯喹唑啉 在 盐酸 、 二氧化硫 、 亚硝酸 、 溶剂黄146 作用下， 以 水 为溶剂， 反应 4.83h， 生成 2,4-Diamino-5-chloro-quinazoline-6-sulfonic acid diethylamide
  参考文献：
  名称：

  Folate antagonists. 22. Antimalarial and antibacterial effects of 2,4-diamino-6-quinazolinesulfonamides

  摘要：

  The synthesis and antimalarial activity of a series of 2,4-diamino-6-quinazolinesulfonamides (III) is described. Chlorosulfonation of 2,4-quinazolinediamine affords the 6-sulfonyl chloride, which upon treatment with the appropriate amine produces the desired products. Alternatively the sulfonyl chloride could be introduced by diazotization of the corresponding amine followed by treatment with SO2 in the presence of CuCl2. Although substantial antimalarial activity was demonstrated for several members of this class, studies were discontinued in light of the potency of related series.

  DOI：

  10.1021/jm00378a038

文献信息

• ELSLAGER, E. F.;COLBRY, N. L.;DAVOLL, J.;HUTT, M. P.;JOHNSON, J. L.;WERBE+, J. MED. CHEM., 1984, 27, N 12, 1740-1743
  作者：ELSLAGER, E. F.、COLBRY, N. L.、DAVOLL, J.、HUTT, M. P.、JOHNSON, J. L.、WERBE+

  DOI：——

  日期：——
• Folate antagonists. 22. Antimalarial and antibacterial effects of 2,4-diamino-6-quinazolinesulfonamides
  作者：Edward F. Elslager、Norman L. Colbry、John Davoll、Marland P. Hutt、Judith L. Johnson、Leslie M. Werbel

  DOI：10.1021/jm00378a038

  日期：1984.12

  The synthesis and antimalarial activity of a series of 2,4-diamino-6-quinazolinesulfonamides (III) is described. Chlorosulfonation of 2,4-quinazolinediamine affords the 6-sulfonyl chloride, which upon treatment with the appropriate amine produces the desired products. Alternatively the sulfonyl chloride could be introduced by diazotization of the corresponding amine followed by treatment with SO2 in the presence of CuCl2. Although substantial antimalarial activity was demonstrated for several members of this class, studies were discontinued in light of the potency of related series.