3-(3-((7-chloroquinolin-4-yl)amino)propyl)-2-imino-thiazolidin-4-one | 1344106-84-8

• 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: 3-(3-((7-chloroquinolin-4-yl)amino)propyl)-2-imino-thiazolidin-4-one
• 英文别名: 3-[3-[(7-Chloroquinolin-4-yl)amino]propyl]-2-imino-1,3-thiazolidin-4-one
• CAS: 1344106-84-8
• 化学式: C₁₅H₁₅ClN₄OS
• 分子量: 334.829
• InChiKey: WRVUTUJEYHHJQW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  94.4
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  N-(7-chloroquinolin-4-yl)propane-1,3-diamine 在 三乙胺 作用下， 以 丙酮 为溶剂， 反应 24.5h， 生成 3-(3-((7-chloroquinolin-4-yl)amino)propyl)-2-imino-thiazolidin-4-one
  参考文献：
  名称：

  Property-based design and synthesis of new chloroquine hybrids via simple incorporation of 2-imino-thiazolidin-4-one or 1h-pyrrol-2, 5-dione fragments on the 4-amino-7-chloroquinoline side chain

  摘要：

  In the present work, the syntheses of new 4-amino-7-chloroquinoline N-derivatives were performed by selective modification of the side chain amino group of N-(7-chloroquinolin-4-yl) alkyldiamines, basis framework of chloroquine (CQ) drug through the incorporation of heterocyclic 2-imino-thiazolidin-4-one and 1H-pyrrol-2,5-dione systems. These potential activity modulators were selected thanks to their characteristic properties, and evaluated by virtual screening employing the OSIRIS and Molinspirations platforms. Designed and synthesized quinolinic derivatives could increase the antimalarial activity of CQ analogues without affecting the lipophilicity as described in literature, suggesting them as candidates for further biological assessments.

  DOI：

  10.1590/s0103-50532011000900021

文献信息

• Property-based design and synthesis of new chloroquine hybrids via simple incorporation of 2-imino-thiazolidin-4-one or 1h-pyrrol-2, 5-dione fragments on the 4-amino-7-chloroquinoline side chain
  作者：Fernando A Rojas、Vladimir V Kouznetsov

  DOI：10.1590/s0103-50532011000900021

  日期：——

  In the present work, the syntheses of new 4-amino-7-chloroquinoline N-derivatives were performed by selective modification of the side chain amino group of N-(7-chloroquinolin-4-yl) alkyldiamines, basis framework of chloroquine (CQ) drug through the incorporation of heterocyclic 2-imino-thiazolidin-4-one and 1H-pyrrol-2,5-dione systems. These potential activity modulators were selected thanks to their characteristic properties, and evaluated by virtual screening employing the OSIRIS and Molinspirations platforms. Designed and synthesized quinolinic derivatives could increase the antimalarial activity of CQ analogues without affecting the lipophilicity as described in literature, suggesting them as candidates for further biological assessments.