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Compound 3,4-diaryl pyrazole and its prepn and medicinal use

A compound, pyrazole technology, applied in drug combination, organic chemistry, cardiovascular system diseases, etc., can solve problems such as weak effect

Inactive Publication Date: 2007-08-22
SHAANXI NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007]Natural isoflavone compounds have broad-spectrum biomedical applications, such as genistein, which has obvious anti-tumor, hypolipidemic, anti-atherosclerosis and improvement of women's menopausal symptoms The role of daidzein has anti-arrhythmia, anti-hypoxic-ischemia, antispasmodic, estrogen, anti-aging and inhibition of cancer cell growth, and is currently used clinically as a drug for the treatment of cardiovascular and cerebrovascular diseases, but their The effect is relatively weak, and it takes a long time for the drug to exert its therapeutic effect

Method used

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  • Compound 3,4-diaryl pyrazole and its prepn and medicinal use
  • Compound 3,4-diaryl pyrazole and its prepn and medicinal use
  • Compound 3,4-diaryl pyrazole and its prepn and medicinal use

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0041] Preparation of compound 1 3-(2,4-dihydroxyphenyl)-4-(4-hydroxyphenyl)pyrazole

[0042] In this example, first add 4', 7-dihydroxy isoflavone to the reaction kettle, add 8-12 times the weight of 4', 7-dihydroxy isoflavone compound under stirring with a stirrer, and then add 80% hydration Hydrazine, 4', the molar ratio of 7-dihydroxy isoflavone and 80% hydrazine hydrate is 1: 5, after stirring with a stirrer, the temperature of the reaction solution is 80° C. with a temperature regulating device, reacted for 2.5 hours, and obtained 3-(2 , the mixture of 4-dihydroxyphenyl)-4-(4-hydroxyphenyl)pyrazole and unreacted raw materials, the mixture after the reaction is distilled under reduced pressure, then add 4 times the amount of distilled water of the total volume of the reactant, fully stir, static Leave overnight to form a precipitate, which is separated by suction filtration under reduced pressure and washed with distilled water until neutral to obtain a crude product of 3...

Embodiment 2

[0212] Preparation of compound 1 3-(2,4-dihydroxyphenyl)-4-(4-hydroxyphenyl)pyrazole

[0213] In this example, first add 4', 7-dihydroxy isoflavone to the reaction kettle, add 8-12 times the weight of 4', 7-dihydroxy isoflavone compound under stirring with a stirrer, and then add 80% hydration Hydrazine, 4', the molar ratio of 7-dihydroxy isoflavone and 80% hydrazine hydrate is 1: 10, after being stirred with a stirrer, the temperature of the reaction solution is made to be 80° C. with a temperature regulating device, and reacted for 2 hours to obtain 3-(2 , 4-dihydroxyphenyl)-4-(4-hydroxyphenyl)pyrazole and the mixture of unreacted raw materials, the mixture after the reaction is distilled under reduced pressure, add 4 times the amount of distilled water of the total volume of the reactant, fully stir, let stand Precipitate was generated overnight, separated by vacuum suction filtration and washed with distilled water until neutral. Other processes were the same as in Example...

Embodiment 3

[0217] Preparation of compound 1 3-(2,4-dihydroxyphenyl)-4-(4-hydroxyphenyl)pyrazole

[0218] In this example, first add 4', 7-dihydroxy isoflavone to the reaction kettle, add 8-12 times the weight of 4', 7-dihydroxy isoflavone compound under stirring with a stirrer, and then add 80% hydration Hydrazine, 4', the molar ratio of 7-dihydroxy isoflavone and 80% hydrazine hydrate is 1: 1, after stirring with a stirrer, the temperature of the reaction solution is made to be 60°C with a temperature regulating device, and react for 4 hours to obtain 3-(2 , the mixture of 4-dihydroxyphenyl)-4-(4-hydroxyphenyl)pyrazole and unreacted raw materials, the reaction mixture is distilled under reduced pressure, and distilled water is added to 1 times the total volume of the reactant, fully stirred, and left to stand Precipitate was generated overnight, separated by vacuum suction filtration and washed with distilled water until neutral. Other processes were the same as in Example 1.

[0219] ...

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Abstract

The present invention belongs to the field of heterocyclic compound technology, relates to heterocyclic compound containing pentatomic ring and two heterocyclic nitrogen atoms, and is especially one kind of 3, 4-diaryl pyrazole compound in the general expression as shown. The preparation process of 3, 4-diaryl pyrazole compound includes: adding reactant isoflavone and hydrazine hydrate to produce chemical reaction to obtain mixture of the said compound and unreacted reactant, decompression suction filtering and re-crystallization to purify and to obtain the purified compound product. The present invention also provides medicine and composition containing the said compound for treating cardiac and cerebral vascular diseases and their application in treating cardiac and cerebral vascular diseases.

Description

technical field [0001] The invention belongs to the technical field of heterocyclic compounds, in particular to heterocyclic compounds containing five-membered rings without hydrogenation, with two nitrogen atoms as the only ring heteroatoms and not fused with other rings. Background technique [0002] Pyrazoles are a class of compounds with a wide range of biological activities, and have always played an important role in biomedicine and heterocyclic pesticides. The biological activity of pyrazole compounds in medicine is mainly manifested in the functions of analgesic, anti-inflammatory, anticancer and antibacterial, bactericidal and physiotherapy agents; they can be used as effective herbicides and insecticides in agriculture. Due to its wide application prospects in pharmacology, agricultural chemicals and analytical reagents, the synthesis of pyrazole compounds has been one of the hot spots in organic synthesis in recent decades. Although natural pyrazole compounds and...

Claims

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Application Information

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IPC IPC(8): C07D231/12A61K31/4164A61P9/00
Inventor 张尊听谭大金薛东李发荣
Owner SHAANXI NORMAL UNIV
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