4-(4-methyl-1-pyperazinyl)-thieno[2,3-d]pyrimidine hydrochloride | 37724-47-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 4-(4-methyl-1-pyperazinyl)-thieno[2,3-d]pyrimidine hydrochloride
• 英文别名: 4-(4-methyl-piperazin-1-yl)-thieno[2,3-d]pyrimidine; monohydrochloride；4-(4-methylpiperazin-1-yl)thieno[2,3-d]pyrimidine;hydrochloride
• CAS: 37724-47-3
• 化学式: C₁₁H₁₄N₄S*ClH
• 分子量: 270.786
• InChiKey: HURKPVGOADYYQU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.86
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  60.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-(4-methyl-1-piperazinyl)thieno[2,3-d]pyrimidine 在 盐酸 作用下， 以 水 、 甲苯 为溶剂， 反应 1.0h， 以45%的产率得到4-(4-methyl-1-pyperazinyl)-thieno[2,3-d]pyrimidine hydrochloride
  参考文献：
  名称：

  Mechanism of Drug Resistance of Hemagglutinin of Influenza Virus and Potent Scaffolds Inhibiting Its Function

  摘要：

  Highly pathogenic influenza viruses have become a global threat to humans. It is important to select an affective therapeutic option suitable for the subtypes in an epidemics or pandemic. To increase the options, the development of novel antiviral agents acting on targets different from those of the currently approved drugs is required. In this study. we performed molecular dynamics simulations on a spike protein on the viral envelop, hemagglutinin for the wild type and three kinds of mutants using a model system consisting of a trimeric hemagglutin complex, viral lipid membrane. solvation waters, and ions . A natural product stachyflin, which shows a high level of antiviral activity specific to some subtypes of influenza viruses, was examined on binding to the wild-type hemagglutinin was clarified. Next, 8 compounds were selected from a chemical database by in silico screening, considering the findings from the simulations. Inhibitory activities to suppress the proliferation of influenza virus were measured by cell-based antiviral assays, and chemical scaffolds were found to be potent for an inhibitor. More than 30 derivatives bearing either of these two chemical scaffolds were synthesized, and cell culture assays were carried out of evaluate the compound potency. Several derivatives displayed a high compound potency, and 50% effective concentrations of two synthesized compounds were below 1 mu M

  DOI：

  10.1021/cb200332k

文献信息

• JP5765650
  申请人：——

  公开号：——

  公开（公告）日：——
• Mechanism of Drug Resistance of Hemagglutinin of Influenza Virus and Potent Scaffolds Inhibiting Its Function
  作者：Hiroshi Yanagita、Norio Yamamoto、Hideyoshi Fuji、Xinli Liu、Masakazu Ogata、Mizuho Yokota、Hiroshi Takaku、Hideki Hasegawa、Takato Odagiri、Masato Tashiro、Tyuji Hoshino

  DOI：10.1021/cb200332k

  日期：2012.3.16

  Highly pathogenic influenza viruses have become a global threat to humans. It is important to select an affective therapeutic option suitable for the subtypes in an epidemics or pandemic. To increase the options, the development of novel antiviral agents acting on targets different from those of the currently approved drugs is required. In this study. we performed molecular dynamics simulations on a spike protein on the viral envelop, hemagglutinin for the wild type and three kinds of mutants using a model system consisting of a trimeric hemagglutin complex, viral lipid membrane. solvation waters, and ions . A natural product stachyflin, which shows a high level of antiviral activity specific to some subtypes of influenza viruses, was examined on binding to the wild-type hemagglutinin was clarified. Next, 8 compounds were selected from a chemical database by in silico screening, considering the findings from the simulations. Inhibitory activities to suppress the proliferation of influenza virus were measured by cell-based antiviral assays, and chemical scaffolds were found to be potent for an inhibitor. More than 30 derivatives bearing either of these two chemical scaffolds were synthesized, and cell culture assays were carried out of evaluate the compound potency. Several derivatives displayed a high compound potency, and 50% effective concentrations of two synthesized compounds were below 1 mu M