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Novel use of 3, 4-dihydroxy-benzene formaldehyde and its derivatives in treating hypatitis B and virus infectious diseases

A technology of hydroxybenzoyl and derivatives, applied in 3, can solve problems such as no discovery, and achieve the effect of important social and economic benefits

Inactive Publication Date: 2005-10-19
INST OF RADIATION MEDICINE ACAD OF MILITARY MEDICAL SCI OF THE PLA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

So far, have not found any reports about 3,4-dihydroxybenzaldehyde and its derivatives (ie compound 0412 and its derivatives) in the treatment of hepatitis B and viral infectious diseases

Method used

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  • Novel use of 3, 4-dihydroxy-benzene formaldehyde and its derivatives in treating hypatitis B and virus infectious diseases
  • Novel use of 3, 4-dihydroxy-benzene formaldehyde and its derivatives in treating hypatitis B and virus infectious diseases
  • Novel use of 3, 4-dihydroxy-benzene formaldehyde and its derivatives in treating hypatitis B and virus infectious diseases

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0035] [Example 1] Preparation of substituted derivatives of compound 0412 (taking 3,4-dibenzoyloxybenzaldehyde as an example):

[0036] In an ice-salt bath, use dichloromethane as a solvent, add compound 0412 and triethylamine to dissolve, then add benzoyl chloride dropwise with stirring, keep the temperature below 5°C, and continue stirring for several hours after the drop; water, dilute hydrochloric acid, Wash with water, sodium bicarbonate solution and water; dry overnight with anhydrous sodium sulfate; concentrate under reduced pressure to obtain the crude product; recrystallize from ethanol water; dry to obtain the product. Other C1-6 acyl, caffeoyl, chlorogenic acyl and other compounds are synthesized with the above method.

Embodiment 2

[0037] [Example 2] Preparation of ester derivatives of compound 0412 (taking 3,4-dibenzoyloxyethyl benzoate as an example)

[0038] 3,4-Dibenzoyloxybenzoic acid and absolute ethanol are heated under acidic conditions, recrystallized from ethanol water, and dried to obtain the product. Other ester-forming reactions can be prepared by this method, and the introduction of groups at other positions can be seen in the preparation of substituted derivatives of compound 0412.

Embodiment 3

[0039] [Example 3] Preparation of acetal derivatives of compound 0412 (taking 3,4-dibenzoyloxybenzaldehyde ethylene acetal as an example)

[0040] Dissolve 3,4-dibenzoyloxybenzaldehyde in anhydrous toluene, add ethylene glycol and a catalyst amount of p-toluenesulfonic acid, and reflux for several hours under the Dean-Stark device; the solvent is evaporated by rotary evaporation; ethanol water Recrystallization; drying products. The synthesis method of other acetal groups is similar; for the introduction of groups at other positions, see the preparation of substituted derivatives of compound 0412.

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Abstract

The present invention relates to the application of substituted derivative of protocatechuic aldehyde, ester derivative of protocatechuic aldehyde, acetal derivative of protocatechuic aldehyde, amide derivative of protocatechuic aldehyde, and Schiff base derivative of protocatechuic aldehyde in treating hepatitis B and other viral infectious diseases; and the said medicine compound or their composition may be used through combination with antiviral neucleoside analog medicine in treating hepatitis B and other viral infectious diseases.

Description

[technical field] [0001] The present invention relates to the new application of 3,4-dihydroxybenzaldehyde in the treatment of hepatitis B and viral infectious diseases, 3,4-dihydroxybenzaldehyde derivatives and combinations containing 3,4-dihydroxybenzaldehyde derivatives drug. [Background technique] [0002] Hepatitis B is a serious infectious disease caused by Hepatitis B Virus (HBV). Hepatitis B is one of the most important diseases in our country. At present, there are about 120 million hepatitis B virus carriers in my country, and more than 30 million chronic hepatitis B patients. About 80% of people infected with hepatitis B virus have different degrees of liver damage, and a considerable number of patients develop severe liver disease, liver cirrhosis and liver cancer. Therefore, in recent decades, people have been looking for drugs for the treatment or prevention of hepatitis B, and have developed some drugs for the treatment or prevention of hepatitis B, such as...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A61K9/08A61K9/20A61K9/48A61K31/075A61K31/11A61K31/12A61K31/13A61K31/166A61P1/16A61P31/12A61P31/14C07C43/178C07C43/235C07C47/56C07C47/575C07C49/82C07C49/84C07C235/46C07C251/24
Inventor 王升启张毅周喆杨静伯晓晨李鲁丁晓然娄绍科
Owner INST OF RADIATION MEDICINE ACAD OF MILITARY MEDICAL SCI OF THE PLA
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