5,7-dimethyl-3-(thiophen-2-yl)-[1,2,4]triazolo[4,3-a]pyrimidine | 723740-94-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三唑并嘧啶类
• 英文名称: 5,7-dimethyl-3-(thiophen-2-yl)-[1,2,4]triazolo[4,3-a]pyrimidine
• 英文别名: 1,2,4-Triazolo[4,3-a]pyrimidine, 5,7-dimethyl-3-(2-thienyl)-；5,7-dimethyl-3-thiophen-2-yl-[1,2,4]triazolo[4,3-a]pyrimidine
• CAS: 723740-94-1
• 化学式: C₁₁H₁₀N₄S
• 分子量: 230.293
• InChiKey: HTNJHRWPXYVIIP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  71.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-肼基-4,6-二甲基嘧啶 在 溶剂黄146 碘苯二乙酸 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 0.08h， 生成 5,7-dimethyl-3-(thiophen-2-yl)-[1,2,4]triazolo[4,3-a]pyrimidine
  参考文献：
  名称：

  Organoiodine (III) mediated synthesis of 3-aryl/hetryl-5,7-dimethyl-1,2,4-triazolo[4,3-a]pyrimidines as antibacterial agents

  摘要：

  Synthesis of some new 3-aryl/hetryl-5.7-dimethyl-1,2,4-triazolo[4.3-a]pyrimidines (3a-k) has been accomplished by the oxidation of 4,6-dimethyl-2-pyrimidinylhydrazones of various aldehydes with iodobenzene diacetate in dichloromethane. Nine new compounds (3b-g and 3i-k) were tested in vitro for their antibacterial activity. Two compounds. namely 3-(4'-pyridyl)-5,7-dinethyl-1,2,4-triazolo[4,3-a] pyrimidine (3k) and 3-(3'.4'-dimethoxvphenyl)-5,7-dimethyl-1,2,4-triazolo[4,3-a]pyrimidine (3f), were associated with substantially higher antibacterial activity than some commercial antibiotics against Bacillus subtilis, Escherichia coli, Staphlococcus aureus and Salmonella typhi at MIC (minimum inhibitory concentration) i.e. 10 mug/ml. (C) 2004 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2004.06.011

文献信息

• Synthesis and Biological Investigation of 1,2,4-Triazolo[4,3-a]azines as Potential HSF1 Inductors
  作者：Irina A. Utepova、Polina O. Serebrennikova、Oleg N. Chupakhin、Irina V. Guzhova、Elena R. Mikhaylova、Andrey P. Antonchick

  DOI：10.1055/s-0040-1719907

  日期：2022.6

  4-triazines containing heterocyclic and metallocene fragments were obtained by one-pot oxidative cyclization of heterocyclic hydrazones in the presence of hypervalent iodine(III) reagents. For 1,2,4-triazolo[4,3-a]azines, the ability to activate HSF1 was investigated. The obtained compounds were shown to increase the degree of HSF1 activation. It was shown that the 1,2,4-triazines can be used to induce

  在高价碘 (III) 试剂存在下，通过杂环腙的一锅氧化环化获得含有杂环和茂金属片段的稠合 1,2,4-三嗪衍生物。对于 1,2,4-三唑并[4,3- a ]嗪，研究了激活 HSF1 的能力。所得化合物显示可增加 HSF1 活化程度。结果表明，1,2,4-三嗪可用于诱导 Hsp70 表达并降低突变 HTT 聚集体形成的程度。
• Organoiodine (III) mediated synthesis of 3-aryl/hetryl-5,7-dimethyl-1,2,4-triazolo[4,3-a]pyrimidines as antibacterial agents
  作者：Om Prakash、Vikas Bhardwaj、Ravi Kumar、Parikshit Tyagi、Kamal R. Aneja

  DOI：10.1016/j.ejmech.2004.06.011

  日期：2004.12

  Synthesis of some new 3-aryl/hetryl-5.7-dimethyl-1,2,4-triazolo[4.3-a]pyrimidines (3a-k) has been accomplished by the oxidation of 4,6-dimethyl-2-pyrimidinylhydrazones of various aldehydes with iodobenzene diacetate in dichloromethane. Nine new compounds (3b-g and 3i-k) were tested in vitro for their antibacterial activity. Two compounds. namely 3-(4'-pyridyl)-5,7-dinethyl-1,2,4-triazolo[4,3-a] pyrimidine (3k) and 3-(3'.4'-dimethoxvphenyl)-5,7-dimethyl-1,2,4-triazolo[4,3-a]pyrimidine (3f), were associated with substantially higher antibacterial activity than some commercial antibiotics against Bacillus subtilis, Escherichia coli, Staphlococcus aureus and Salmonella typhi at MIC (minimum inhibitory concentration) i.e. 10 mug/ml. (C) 2004 Elsevier SAS. All rights reserved.