(4-(2-chloro-4-nitrophenyl)piperazin-1-yl)(1-(2,6-dimethoxyphenyl)-4-methyl-1H-1,2,3-triazol-5-yl)methanone | 1362020-45-8

• 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-(2-chloro-4-nitrophenyl)piperazin-1-yl)(1-(2,6-dimethoxyphenyl)-4-methyl-1H-1,2,3-triazol-5-yl)methanone
• 英文别名: [4-(2-Chloro-4-nitrophenyl)piperazin-1-yl]-[3-(2,6-dimethoxyphenyl)-5-methyltriazol-4-yl]methanone
• CAS: 1362020-45-8
• 化学式: C₂₂H₂₃ClN₆O₅
• 分子量: 486.915
• InChiKey: RMXQMXGOGWIECB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  34
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  119
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2,6-二甲氧基苯胺 在 盐酸 、 草酰氯 、 水 、 lithium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 、 乙酸乙酯 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 6.17h， 生成 (4-(2-chloro-4-nitrophenyl)piperazin-1-yl)(1-(2,6-dimethoxyphenyl)-4-methyl-1H-1,2,3-triazol-5-yl)methanone
  参考文献：
  名称：

  Design, Synthesis, and in Vitro Biological Evaluation of 1H-1,2,3-Triazole-4-carboxamide Derivatives as New Anti-influenza A Agents Targeting Virus Nucleoprotein

  摘要：

  The influenza virus nucleoprotein (NP) is an emerging target for anti-influenza drug development. Nucleozin (1) and its closely related derivatives had been identified as NP inhibitors displaying anti-influenza activity. Utilizing 1 as a lead molecule, we successfully designed and synthesized a series of 1H-1,2,3-triazole-4-carboxamide derivatives as new anti-influenza A agents. One of the most potent compounds, 3b, inhibited the replication of various H3N2 and H1N1 influenza A virus strains with IC50 values ranging from 0.5 to 4.6 mu M. Compound 3b also strongly inhibited the replication of H5N1 (RG14), amantidine-resistant A/WSN/33 (H1N1), and oseltamivir-resistant A/WSN/1933 (H1N1, 274Y) virus strains with IC50 values in sub-mu M ranges. Further computational studies and mechanism investigation suggested that 3b might directly target influenza virus A nucleoprotein to inhibit its nuclear accumulation.

  DOI：

  10.1021/jm2013503

文献信息

• [EN] METHANETHIONE COMPOUNDS HAVING ANTIVIRAL ACTIVITY<br/>[FR] COMPOSÉS MÉTHANETHIONES AYANT UNE ACTIVITÉ ANTIVIRALE
  申请人：VIRONOVA AB

  公开号：WO2013171334A1

  公开（公告）日：2013-11-21

  A compound of formula (I), The compound is useful as an antiviral agent, in particular for the treatment of influenza. A method for preparing the compound of formula (I) and a composition comprising the compound of formula (I).

  一种化学式（I）的化合物，该化合物可用作抗病毒剂，特别用于治疗流感。一种制备化学式（I）的化合物的方法和包含化学式（I）的化合物的组合物。
• METHANETHIONE COMPOUNDS HAVING ANTIVIRAL ACTIVITY
  申请人：VIRONOVA AB

  公开号：US20150133468A1

  公开（公告）日：2015-05-14

  A compound of formula (I) is useful as an antiviral agent, in particular for the treatment of influenza. A method for preparing the compound of formula (I) and a composition including the compound of formula (I) are described.

  式(I)的化合物可用作抗病毒剂，特别是用于治疗流感。本文描述了制备式(I)的化合物的方法和包括式(I)的化合物的组合物。
• COMPOUNDS AND METHODS
  申请人：VIRONOVA INFLUENZA AB

  公开号：US20160280669A1

  公开（公告）日：2016-09-29

  A compound of formula (I) is useful as an antiviral agent, in particular for the treatment of influenza. A method for preparing the compound of formula (I) and a composition including the compound of formula (I) are described.
• US9359310B2
  申请人：——

  公开号：US9359310B2

  公开（公告）日：2016-06-07
• US9676734B2
  申请人：——

  公开号：US9676734B2

  公开（公告）日：2017-06-13