2,4-diamino-5,8-dichloropyrimido[4,5-b]quinoline | 830347-31-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2,4-diamino-5,8-dichloropyrimido[4,5-b]quinoline
• 英文别名: 5,8-Dichloropyrimido[4,5-B]quinoline-2,4-diamine；5,8-dichloropyrimido[4,5-b]quinoline-2,4-diamine
• CAS: 830347-31-4
• 化学式: C₁₁H₇Cl₂N₅
• 分子量: 280.116
• InChiKey: PAGTZSWCGILBQB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  90.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,4-diamino-5,8-dichloropyrimido[4,5-b]quinoline 生成 N⁵-tert-Butylperoxymethyl-8-chloro-N⁵-ethyl-pyrimido[4,5-b]quinoline-2,4,5-triamine
  参考文献：
  名称：

  Design, synthesis and evaluation of 5-substituted amino-2,4-diamino-8-chloropyrimido-[4,5-b]quinolines as novel antimalarials

  摘要：

  Novel 5-substituted amino-2,4-diamino-8-chloropyrimido-[4,5-b]quinolines were designed based on a pharmacophore developed for potent antimalarial activity using Chem-X and MOE softwares. The designed molecules were synthesized by following a novel route and were evaluated by Rane's test for blood schizonticidal activity in mice infected by Plasmodium berghei. Based on the Mean Survival Time (MST) data, of the nine compounds evaluated, three had curative potential when compared with chloroquine. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.10.037
• 作为产物：
  描述：

  5-oxo-(10H)-2,4-diamino-8-chloropyrimido[4,5-b]quinoline 在 三氯氧磷 作用下， 反应 6.0h， 以65%的产率得到2,4-diamino-5,8-dichloropyrimido[4,5-b]quinoline
  参考文献：
  名称：

  Design, synthesis and evaluation of 5-substituted amino-2,4-diamino-8-chloropyrimido-[4,5-b]quinolines as novel antimalarials

  摘要：

  Novel 5-substituted amino-2,4-diamino-8-chloropyrimido-[4,5-b]quinolines were designed based on a pharmacophore developed for potent antimalarial activity using Chem-X and MOE softwares. The designed molecules were synthesized by following a novel route and were evaluated by Rane's test for blood schizonticidal activity in mice infected by Plasmodium berghei. Based on the Mean Survival Time (MST) data, of the nine compounds evaluated, three had curative potential when compared with chloroquine. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.10.037

文献信息

• Design, synthesis and evaluation of 5-substituted amino-2,4-diamino-8-chloropyrimido-[4,5-b]quinolines as novel antimalarials
  作者：Advait A. Joshi、Sachin S. Narkhede、C.L. Viswanathan

  DOI：10.1016/j.bmcl.2004.10.037

  日期：2005.1

  Novel 5-substituted amino-2,4-diamino-8-chloropyrimido-[4,5-b]quinolines were designed based on a pharmacophore developed for potent antimalarial activity using Chem-X and MOE softwares. The designed molecules were synthesized by following a novel route and were evaluated by Rane's test for blood schizonticidal activity in mice infected by Plasmodium berghei. Based on the Mean Survival Time (MST) data, of the nine compounds evaluated, three had curative potential when compared with chloroquine. (C) 2004 Elsevier Ltd. All rights reserved.