2-butylamino-4-chloro-6-diethylamino-s-triazine | 42829-57-2

• 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: 2-butylamino-4-chloro-6-diethylamino-s-triazine
• 英文别名: N'-butyl-6-chloro-N,N-diethyl-[1,3,5]triazine-2,4-diamine；4-N-butyl-6-chloro-2-N,2-N-diethyl-1,3,5-triazine-2,4-diamine
• CAS: 42829-57-2
• 化学式: C₁₁H₂₀ClN₅
• 分子量: 257.766
• InChiKey: UMZWGTDPINQSOL-UHFFFAOYSA-N

物化性质

• 熔点：
  99-101 °C
• 沸点：
  398.9±25.0 °C(Predicted)
• 密度：
  1.166±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  53.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-butylamino-4-chloro-6-diethylamino-s-triazine 、 2-ethoxycarbonylaminomethylbenzylamine 在 potassium carbonate 作用下， 以 1,4-二氧六环 为溶剂， 以69%的产率得到2-butylamino-4-diethylamino-6-(2-ethoxycarbonylaminomethylbenzylamino)-s-triazine
  参考文献：
  名称：

  Functionalized Flavin Receptors. Regulation of Redox Properties of 6-Azaflavin via Hydrogen Bondings with Melamine Derivatives Bearing Guanidinium Ion(s) in Organic Solvents

  摘要：

  Melamine derivatives bearing guanidinium ion(s) were synthesized as a flavin receptor using hydrogen bonds. The receptors bind 6-aza-10-dodecylisoalloxazine (6-azaflavin, 6-AzaFl) quite strongly via five or seven hydrogen bonds in CHCl3 or CHCl3-MeCN. Redox potentials of 6-AzaFl were considerably affected by hydrogen bondings of the receptors (positive shift: Delta E-1/2 = 220-317 mV). Anionic semiquinone radical of 6-AzaFl was found to be stabilized by hydrogen bondings with a melamine derivative bearing an N-phenylguanidinium ion or two guanidinium ions. Effects of the hydrogen bondings on the oxidation activity of 6-AzaFl were kinetically investigated for the oxidation of N-benzyl-1,4-dihydronicotinamide (BNAH) and PhSH in CHCl3-MeCN under anaerobic conditions. It was found that the N(1)-hydrogen bonding facilitates a slight BNAH oxidation (<10-fold) and the N(5)-hydrogen bonding remarkably accelerates the rate of PhSH oxidation (10(3)-10(4)-fold).

  DOI：

  10.1021/jo9913210
• 作为产物：
  描述：

  n-butylamino dichlorotriazine 、 二乙胺 以 various solvent(s) 为溶剂， 生成 2-butylamino-4-chloro-6-diethylamino-s-triazine
  参考文献：
  名称：

  Kinetic studies on the Reaction of Cyanuric Chloride with Amines

  摘要：

  The individual steps in the reactions of cyanuric chloride with n-butyl amine in N-methyl pyrrolidone (NMP) and with morpholine in isopropanol (i-PrOH) were followed kinetically. The ratio of the exchange rates of the first, the second and the third chlorine atom was unexpectedly high in both cases. The reactions of n-butylamino dichlorotriazine with several amines were studied kinetically both in NMP and in i-PrOH. Linear free-energy relationships exist both between our values in NMP and in isopropanol and between our values and reaction rates of p-nitro fluorobenzene with the corresponding amines (in DMSO) determined by Suhr.

  DOI：

  10.1002/prac.19953370128

文献信息

• Hybrid <scp>PABA</scp>‐glutamic acid conjugated 1,3,5‐triazine derivatives: Design, synthesis, and antimalarial activity screening targeting <i>Plasmodium falciparum</i> dihydro folate reductase enzyme
  作者：Ayesha Aktar Khanam Choudhury、Sathishkumar Vinayagam、Nayana Adhikari、Ashmita Saha、Surajit Kumar Ghosh、Hans Raj Bhat、Saurav Jyoti Patgiri

  DOI：10.1111/cbdd.14317

  日期：2023.12

  study, synthesis, and antimalarial evaluation of 1,3,5-triazine hybrids conjugated with PABA-glutamic acid. Docking study revealed higher binding energy compared to the originally bound ligand WR99210, predominant hydrogen bond interaction, and involvement of key amino acid residues, like Arg122, Ser120, and Arg59. Fourteen compounds were synthesized using traditional and microwave synthesis. The in

  尽管近年来成功减轻了疟疾健康负担，但它仍然是一个重大的全球健康问题，主要是因为对一线治疗出现了耐药性。此外，由于 COVID-19 大流行期间疟疾预防服务中断，2021 年疟疾病例较 2020 年有所增加。因此，本研究概述了 1,3、与 PABA-谷氨酸缀合的 5-三嗪杂化物。对接研究显示，与最初结合的配体 WR99210 相比，其结合能更高，氢键相互作用占主导地位，并且涉及关键氨基酸残基，如 Arg122、Ser120 和 Arg59。采用传统合成法和微波合成法合成了十四种化合物。针对氯喹敏感的 3D7 和恶性疟原虫Dd2 菌株的体外抗疟评估显示出高至中等活性范围。化合物 C1 和 B4 对两种菌株均表现出高效能，进一步研究表明，化合物 C1 对 HEK293 细胞系无细胞毒性，且无急性口服毒性。在体内，对最有效的抗疟化合物C1进行了研究，以优化研究工作，发现它可以有效抑制瑞士白化小鼠模型中的伯氏疟原虫菌株的寄生虫血症。