2-(4-chloro-6-((4-nitrophenyl)amino)-1,3,5-triazin-2-yl)hydrazinecarbothioamide | 1423168-07-3

• 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: 2-(4-chloro-6-((4-nitrophenyl)amino)-1,3,5-triazin-2-yl)hydrazinecarbothioamide
• CAS: 1423168-07-3
• 化学式: C₁₀H₉ClN₈O₂S
• 分子量: 340.753
• InChiKey: HKYPKTOEFSVXDR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.34
• 重原子数：
  22.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  143.92
• 氢给体数：
  4.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  2-(4-chloro-6-((4-nitrophenyl)amino)-1,3,5-triazin-2-yl)hydrazinecarbothioamide 在 potassium carbonate 作用下， 以 1,4-二氧六环 、 丙酮 为溶剂， 生成 4-(4-(2-Carbamothioylhydrazinyl)-6-((4-nitrophenyl)amino)-1,3,5-triazin-2-yl)-N-(7-chloroquinolin-4-yl)piperazine-1-carbothioamide
  参考文献：
  名称：

  Development of 4-aminoquinoline-1,3,5-triazine conjugates as potent antibacterial agent through facile synthetic route

  摘要：

  A series of novel hybrid 4-aminoquinoline-1,3,5-triazine derivatives were developed and subsequently tested against representative Gram-positive and Gram-negative microorganisms for determination of their antibacterial activity. Screening results indicate that, title molecule exhibit moderate to potent activity in comparison to standard. These hybrid derivatives were synthesized through a facile synthetic routes and structure of reaction intermediates as well as target molecules were recognised with the aid of various spectroscopic techniques viz., FTIR, NMR, mass and elemental analysis.

  DOI：

  10.1007/s00044-013-0521-8
• 作为产物：
  描述：

  4-硝基苯胺 在 碳酸氢钠 作用下， 以 丙酮 为溶剂， 反应 8.0h， 生成 2-(4-chloro-6-((4-nitrophenyl)amino)-1,3,5-triazin-2-yl)hydrazinecarbothioamide
  参考文献：
  名称：

  Synthesis, Docking,In VitroandIn VivoAntimalarial Activity of Hybrid 4-aminoquinoline-1,3,5-triazine Derivatives Against Wild and Mutant Malaria Parasites

  摘要：

  A new series of hybrid 4‐aminoquinoline–1,3,5‐triazine derivatives was synthesized by a four‐step reaction. Target compounds were screened for in vitro antimalarial activity against chloroquine‐sensitive (3D‐7) and chloroquine‐resistant (RKL‐2) strains of Plasmodium falciparum. Compounds exhibited, by and large, good antimalarial activity against the resistant strain, while two of them, that is 8g and 8a, displayed higher activity against both the strains of P. falciparum. Additionally, docking study was performed on both wild (1J3I.pdb) and quadruple mutant (N51I, C59R, S108 N, I164L, 3QG2.pdb) type pf‐DHFR‐TS to highlight the structural features of hybrid molecules.

  DOI：

  10.1111/cbdd.12490

文献信息

• Aminoquinoline-triazine Conjugates: Design, Synthesis, Antibacterial Activity, and SAR Analysis
  作者：Hans Raj Bhat、Sajidul Hoque Ansari、Supriya Sahu、Anshul Shakya、Surajit Kumar Ghosh、Udaya Pratap Singh

  DOI：10.2174/1570180819666220420084401

  日期：2023.3

  their antibacterial activity. Methods: Novel hybrid 4-aminoquinoline 1,3,5-triazine derivatives were synthesized by nucleophilic substitution and characterized by different spectroscopic methods. Furthermore, in silico study was carried out with 16S-rRNA A-site (PDB id: 1J7T using Discovery Studio 2018 software) to exemplify key structural interactions. In vitro antibacterial activity of target compounds

  目的：频繁使用抗生素是导致抗生素耐药性发展的原因；因此，迫切需要开发通过新机制途径起作用的新型抗菌剂。目的：本研究旨在开发杂化新型4-氨基喹啉1,3-5-三嗪衍生物并测定其抗菌活性。方法：采用亲核取代法合成新型杂化4-氨基喹啉1,3,5-三嗪衍生物，并采用不同的光谱方法对其进行表征。此外，还使用 ​​16S-rRNA A 位点（PDB id：1J7T，使用 Discovery Studio 2018 软件）进行了计算机模拟研究，以举例说明关键的结构相互作用。目标化合物的体外抗菌活性针对三种革兰氏阳性和三种革兰氏阴性细菌菌株进行了评估。结果：计算机模拟结果显示化合物 8c 具有疏水相互作用（与 AA:16、AA:17 的常规氢键相互作用和与 UA:14、GA:15 的碳氢键相互作用）和亲水相互作用（GA:18G A:13、GA :15 和 UA:19) 以及出色的 CDocker 能量 (-