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Application of benzopyrans in the preparation of anti-Hantaan virus drugs

A kind of technology of benzopyran and Hantaan virus, which is applied in the application field of benzopyran compound for preparing anti-Hantaan virus medicine

Active Publication Date: 2022-07-01
FOURTH MILITARY MEDICAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Currently, there is no clinically effective drug that can specifically treat hemorrhagic fever with renal syndrome

Method used

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  • Application of benzopyrans in the preparation of anti-Hantaan virus drugs
  • Application of benzopyrans in the preparation of anti-Hantaan virus drugs
  • Application of benzopyrans in the preparation of anti-Hantaan virus drugs

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0015] Example 1: Synthetic route and method comprising compound 6 of the present invention

[0016]

[0017] R=H, 2-NO 2 , 4-NO 2 , 2,4-2NO 2 , 3-Br, 3-CF 3 , 2,6-2Cl, 5-CN, 4-CN.

[0018] resolve resolution:

[0019] 10 mmol of benzaldehyde, 10 mmol of 3,5-cyclohexanedione or 1,1-dimethyl-3,5-cyclohexanedione, 10 mmol of malononitrile, 1 mmol of dimethylaminopyridine and 10 mmol of benzaldehyde ( or 2-nitrobenzaldehyde, 4-nitrobenzaldehyde, 2,4-dinitrobenzaldehyde, 3-bromobenzaldehyde, 3-fluoromethylbenzaldehyde, 2,6-dichlorobenzaldehyde, 5- Cyanobenzaldehyde, 4-cyanobenzaldehyde) were refluxed in 100 ml of ethanol for 2-3 hours, and cooled to room temperature after the reaction was completed. After filtering the precipitate, the compounds were washed successively with glacial ethanol and dried under vacuum.

[0020] chemical structure identification

[0021] The molecular weight, structure and purity of the above-synthesized series of benzopyran compounds were id...

Embodiment 2

[0049] Example 2: In vitro anti-Hantaan virus activity detection of compounds 1-9

[0050] 1 material

[0051] 1.1 Experimental strains and cell lines

[0052] As shown in Table 1, A549 cells were infected by Hantaan virus (HTNV) 76-118 strain, and an in vitro drug screening experiment was performed. The HTNV 76-118 strain (hereinafter referred to as the virus) and the A549 cell strain were provided by the Department of Microbiology, School of Basic Medicine, Air Force Military Medical University.

[0053] Table 1 Virus strains and cell strains

[0054]

[0055] 1.2 Experimental reagents and consumables

[0056] 1.2.1 Cell culture related reagents and instruments

[0057] DMEM medium was purchased from Hyclone Company; fetal bovine serum was purchased from Shanghai Sangon Bioengineering Co., Ltd.; 0.25% trypsin was purchased from Hyclone Company.

[0058] Countstart automatic cell counter was purchased from Shanghai Ruiyu Biotechnology Co., Ltd.; ultracentrifuge was pu...

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Abstract

The invention discloses the application of benzopyran compounds for preparing anti-Hantaan virus drugs. It is found in the present invention that the structural compound represented by formula I has good in vitro activity, and has a strong inhibitory effect on anti-Hantaan virus.

Description

technical field [0001] The present invention relates to 2-amino-4-(3-trifluoromethylphenyl)-3-cyano-7,7-dimethyl-5-oxo-tetrahydrobenzopyran for preparing anti-hantan Application of Viral Drugs. Background technique [0002] Hantaan virus (HTNV) belongs to the genus Hantavirus of the family Buniaviridae. It mainly causes hemorrhagic fever with renal syndrome in my country. It is an acute viral infectious disease transmitted by rodents. The main route of transmission is It is transmitted to humans through the gastrointestinal tract, respiratory tract and damaged skin through contamination with animal excrement. my country is the country most seriously affected by hemorrhagic fever with renal syndrome in the world. The disease has a large number of morbidity, a wide range of epidemics, and a high mortality rate in my country, which is a great harm to public health. At present, there is no effective drug that can specifically treat hemorrhagic fever with renal syndrome. SUMMA...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): A61K31/352A61P31/14
CPCA61K31/352A61P31/14
Inventor 李明凯李洲朋吴兴安王芳薛小燕
Owner FOURTH MILITARY MEDICAL UNIVERSITY
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