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Application of benzopyran compounds in preparation of anti-hantaan virus (HTNV) drug

A technology for benzopyran and Hantaan virus, which is applied in the application field of benzopyran compounds for preparing anti-Hantaan virus drugs, and achieves the effects of strong inhibitory effect and good in vitro activity

Active Publication Date: 2019-11-08
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 benzopyran compounds in preparation of anti-hantaan virus (HTNV) drug
  • Application of benzopyran compounds in preparation of anti-hantaan virus (HTNV) drug
  • Application of benzopyran compounds in preparation of anti-hantaan virus (HTNV) drug

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0015] Embodiment 1: the synthetic route and the method that comprise 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] 10mmol benzaldehyde, 10mmol 3,5-cyclohexanedione or 1,1-dimethyl-3,5-cyclohexanedione, 10mmol malononitrile, 1mmol dimethylaminopyridine and 10mmol benzaldehyde ( or 2-nitrobenzaldehyde, 4-nitrobenzaldehyde, 2,4-dinitrobenzaldehyde, 3-bromobenzaldehyde, 3-fluoromethylbenzaldehyde, 2,6-dichlorobenzaldehyde, 5- cyanobenzaldehyde, 4-cyanobenzaldehyde) was refluxed in 100 milliliters of ethanol for 2-3 hours, and after the reaction was completed, it was cooled to room temperature. After filtering the precipitate, the compound was successively washed with ice ethanol and dried under vacuum.

[0020] Chemical structure identification

[0021] Utilize nuclear magnetic resonance spectrum (NMR) to carry out identification such as molecular weight...

Embodiment 2

[0049] Example 2: Anti-Hantan virus activity detection of compound 1-9 in vitro

[0050] 1 material

[0051] 1.1 Experimental strains and cell lines

[0052] As shown in Table 1, Hantaan virus (HTNV) 76-118 strains infected A549 cells for in vitro drug screening experiments. Both 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 Reagents and instruments related to cell culture

[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] The Countstart automatic cell counter was purchased from Shanghai Ruiyu Biotechnology Co., Ltd.; the ultracentrifuge was purchased fr...

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PUM

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Abstract

The invention discloses application of benzopyran compounds in preparation of an anti-hantaan virus (HTNV) drug. The invention finds that compounds with structure shown in a formula I have good in vitro activity and have higher inhibition effects on HTNV.

Description

technical field [0001] The present invention relates to 2-amino-4-(3-trifluoromethylphenyl)-3-cyano-7,7-dimethyl-5-oxo-tetrahydrobenzopyran for the preparation of anti-hantan Application of viral drugs. Background technique [0002] Hantaan virus (HTNV) belongs to the genus Hantaanvirus in the Bunyaviridae family. 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 digestive tract, respiratory tract and damaged skin through animal excrement contamination. my country is the country most seriously affected by hemorrhagic fever with renal syndrome in the world. The disease has a large number of patients, a wide range of epidemics, and a high mortality rate in our country, which is extremely harmful to public health. At present, there is no effective drug that can specifically treat hemorrhagic fever with renal syndrome clin...

Claims

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Application Information

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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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