N-(2,4-diamino-6-pyrimidino)-4-chloroanthranilic acid | 830347-29-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(2,4-diamino-6-pyrimidino)-4-chloroanthranilic acid
• 英文别名: 4-Chloro-2-[(2,6-diaminopyrimidin-4-yl)amino]benzoic acid；4-chloro-2-[(2,6-diaminopyrimidin-4-yl)amino]benzoic acid
• CAS: 830347-29-0
• 化学式: C₁₁H₁₀ClN₅O₂
• 分子量: 279.686
• InChiKey: BFRSEYISVADTMH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  127
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  N-(2,4-diamino-6-pyrimidino)-4-chloroanthranilic acid 在 硫酸 、 三氯氧磷 作用下， 反应 14.0h， 生成 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
• 作为产物：
  描述：

  2,4,6-三氨基嘧啶 、 2,4-二氯苯甲酸 在 铜 作用下， 反应 12.0h， 以64%的产率得到N-(2,4-diamino-6-pyrimidino)-4-chloroanthranilic acid
  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.