N1,N1'-(6-chloro-1,3,5-triazine-2,4-diyl)dipropane-1,3-diamine | 1448178-84-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三嗪类
• 英文名称: N1,N1'-(6-chloro-1,3,5-triazine-2,4-diyl)dipropane-1,3-diamine
• 英文别名: N¹,N^1'-(6-chloro-1,3,5-triazine-2,4-diyl)dipropane-1,3-diamine；N,N'-(6-chloro-1,3,5-triazine-2,4-diyl)dipropane-1,3-diamine
• CAS: 1448178-84-4
• 化学式: C₉H₁₈ClN₇
• 分子量: 259.742
• InChiKey: XSWWYHNCMNLQME-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.05
• 重原子数：
  17.0
• 可旋转键数：
  8.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  114.77
• 氢给体数：
  4.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  N1,N1'-(6-chloro-1,3,5-triazine-2,4-diyl)dipropane-1,3-diamine 在 一水合肼 作用下， 以 1,4-二氧六环 为溶剂， 生成
  参考文献：
  名称：

  Cardioprotective effect of novel sulphonamides-1,3,5-triazine conjugates against ischaemic-reperfusion injury via selective inhibition of MMP-9

  摘要：

  Diseases affecting cardiovascular system are ranked as a top most cause of morbidity and mortality. Herein, a novel class sulphonamides‐1,3,5‐triazine conjugates have been synthesized and tested for inhibitory activity against MMP‐2 and MMP‐9. The results of the study showed that these molecules efficiently inhibit MMP‐9 than MMP‐2, revealing compound 8e as the most potent inhibitor (IC50 = 2.34 ± 0.56 nm). Due to involvement of MMP‐9 in many cardiovascular diseases, particularly in myocardial ischaemia (MI), compound 8e was further subjected for the determination of the protective effect on isoproterenol (ISO)‐induced myocardial injury in rats.

  DOI：

  10.1111/cbdd.12807
• 作为产物：
  描述：

  三聚氯氰 、 1,3-丙二胺 反应 1.0h， 以57%的产率得到N1,N1'-(6-chloro-1,3,5-triazine-2,4-diyl)dipropane-1,3-diamine
  参考文献：
  名称：

  4-Aminoquinoline-1,3,5-triazine: Design, synthesis, in vitro antimalarial activity and docking studies

  摘要：

  合成了一系列 4-氨基喹啉-1,3,5-三嗪杂化衍生物，并通过 1H-NMR、13C-NMR、FT-IR 和质谱分析确认了它们的化学结构。评估了这些化合物对氯喹敏感菌株（3D-7）和对氯喹耐药菌株（RKL-2）的体外抗疟活性。结果表明，所有化合物对这两种菌株都具有相当高的抗疟活性，并对野生型（1J3I.pdb）和四重突变型（N51I、C59R、S108 N、I164L、3QG2.pdb）pf-DHFR-TS 进行了进一步的对接研究，以量化活性所需的结构参数。

  DOI：

  10.1039/c3nj00317e

文献信息

• Design, synthesis, anticancer, antibacterial, and antifungal evaluation of 4‐aminoquinoline‐1,3,5‐triazine derivatives
  作者：Hans Raj Bhat、Anup Masih、Anshul Shakya、Surajit Kumar Ghosh、Udaya Pratap Singh

  DOI：10.1002/jhet.3791

  日期：2020.1

  synthesized and evaluated for anticancer activity against cancer cell lines HeLa, MCF‐7, HL‐60, HepG2 where these derivatives exert significant anticancer activity. The molecules found nontoxic against MCF‐12A. The molecules also showed potent inhibition of EGFR‐TK as compared to eroltinib in enzyme‐based assay. The newly synthesized derivatives were screened for their in vitro antibacterial and antifungal

  合成了一系列的4-氨基喹啉1,3,5-三嗪衍生物，并评估了它们对癌细胞株HeLa，MCF-7，HL-60，HepG2具有显着的抗癌活性的抗癌活性。这些分子对MCF-12A无毒。与基于酶的测定中的埃罗替尼相比，这些分子还显示出对EGFR-TK的有效抑制。筛选了新合成的衍生物对枯草芽孢杆菌，蜡状芽孢杆菌，金黄色葡萄球菌，寻常变形杆菌，大肠杆菌，铜绿假单胞菌和白色念珠菌的体外抗菌和抗真菌活性， 黑曲霉，烟曲霉，以头孢克肟和氟康唑为标准。抗菌筛选结果表明，化合物7c对金黄色葡萄球菌，铜绿假单胞菌和寻常性假单胞菌显示出有效的活性。在抗真菌筛选中，化合物7b显示出对黑曲霉，烟曲霉的显着活性和对白色念珠菌的中等活性。
• Antimalarial activity and docking studies of novel bi-functional hybrids derived from 4-aminoquinoline and 1,3,5-triazine against wild and mutant malaria parasites as pf-DHFR inhibitor
  作者：Hans Raj Bhat、Udaya Pratap Singh、Prashant Gahtori、Surajit Kumar Ghosh、Kabita Gogoi、Anil Prakash、Ramendra K. Singh

  DOI：10.1039/c2ra21915h

  日期：——

  Bi-functional conjugates comprised of 4-aminoquinoline and 1,3,5-triazine were synthesized through facile synthetic routes. These compounds were rigorously screened for determination of their antimalarial activity against wild and mutant cultured Plasmodium falciparum. The results disclosed that the conjugates have considerable antimalarial activity against both wild and mutant parasites with marked variation on changing the pattern of substitutions. The observed activity profiles were additionally substantiated by docking studies on both wild and quadruple mutant P. falciparum dihydrofolate reductase thymidylate synthase (pf-DHFR-TS).

  通过简便的合成路线合成了由 4-氨基喹啉和 1,3,5-三嗪组成的双功能共轭物。对这些化合物进行了严格筛选，以确定它们对野生和变异培养的恶性疟原虫的抗疟活性。结果表明，这些共轭物对野生寄生虫和变异寄生虫都具有相当强的抗疟活性，而且随着取代模式的改变而发生明显变化。此外，对野生和四重突变的恶性疟原虫二氢叶酸还原酶胸苷酸合成酶（pf-DHFR-TS）进行的对接研究也证实了观察到的活性特征。