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Acetylsalicylic acid-isoniazid hybrid compound and its preparation method and application

A technology of acetylsalicylic acid and isoniazid, applied in the direction of organic chemistry, antibacterial drugs, etc., can solve the problem of not finding acetylsalicylic acid-isoniazid hybrid drugs, etc., to prevent the drug resistance of Mycobacterium tuberculosis , Good application prospect, strong activity effect

Active Publication Date: 2021-06-01
WUHAN INSTITUTE OF TECHNOLOGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] There is no report on the simple and efficient synthesis of acetylsalicylic acid-isoniazid hybrid drugs

Method used

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  • Acetylsalicylic acid-isoniazid hybrid compound and its preparation method and application
  • Acetylsalicylic acid-isoniazid hybrid compound and its preparation method and application
  • Acetylsalicylic acid-isoniazid hybrid compound and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] Add 1.31g of acetylsalicylic acid and 1g of isoniazid into a 50mL single-necked flask, then add 30mL of DMF to dissolve completely, then add 1.5g of DCC and 0.05g of DMAP into the single-necked flask and stir evenly. The one-necked flask was placed on a collector-type constant-temperature heating magnetic stirrer, the temperature was raised to 30° C. and the reaction was stirred at a constant temperature, and the reaction was tracked with a thin-layer chromatography silica gel plate. After the reaction is finished, filter with a sand core funnel, slowly add the filtrate dropwise to 240 mL of ice water, and stir while adding. The obtained mixture was suction filtered again with a sand core funnel, and the filter cake was washed 1-3 times with ice water, and then washed once with saturated NaCl solution. Finally, the filter cake was transferred to a vacuum desiccator for sufficient drying to obtain 1.4 g of pure acetylsalicylic acid-isoniazid hybrid drug. Analysis and ca...

Embodiment 2

[0030] Add 1.31g of acetylsalicylic acid and 1g of isoniazid into a 50mL single-necked flask, then add 30mL of DMF to dissolve completely, then add 1.5g of DCC and 0.05g of DMAP into the single-necked flask and stir evenly. The one-necked flask was placed on a collector-type constant temperature heating magnetic stirrer, the temperature was raised to 27° C. and the reaction was stirred at a constant temperature, and the reaction was tracked with a thin-layer chromatography silica gel plate. After the reaction is finished, filter with a sand core funnel, slowly add the filtrate dropwise to 220 mL of ice water, and stir while adding. The obtained mixture was suction filtered again with a sand core funnel, and the filter cake was washed 1-3 times with ice water, and then washed once with saturated NaCl solution. Finally, the filter cake was transferred to a vacuum dryer to fully dry to obtain pure acetylsalicylic acid-isoniazid. Through analysis and calculation, the content of a...

Embodiment 3

[0032] Add 1.31g of acetylsalicylic acid and 1g of isoniazid into a 50mL single-necked flask, then add 30mL of DMF to dissolve completely, then add 1.5g of DCC and 0.05g of DMAP into the single-necked flask and stir evenly. The one-necked flask was placed on a collector-type constant-temperature heating magnetic stirrer, the temperature was raised to 33° C. and the reaction was stirred at a constant temperature, and the reaction was tracked with a thin-layer chromatography silica gel plate. After the reaction is finished, filter with a sand core funnel, slowly add the filtrate dropwise to 260 mL of ice water, and stir while adding. The obtained mixture was suction filtered again with a sand core funnel, and the filter cake was washed 1-3 times with ice water, and then washed once with saturated NaCl solution. Finally, the filter cake was transferred to a vacuum dryer to fully dry to obtain pure acetylsalicylic acid-isoniazid. Through analysis and calculation, the content of a...

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Abstract

The invention relates to the technical field of drug synthesis, and specifically discloses an acetylsalicylic acid-isoniazid hybrid compound, whose chemical formula is C 15 h 13 N 3 o 4 , has the following molecular structure: the hybrid drug is obtained from the reaction of acetylsalicylic acid and isoniazid under the joint action of dehydration condensation agent DCC and catalyst DMAP, and can be used for treating tuberculosis. Compared with traditional anti-tuberculosis drugs, the hybrid drug can act on different receptors at the same time, and has the advantages of strong activity, multiple action sites, good specificity, less side effects, and less drug resistance. While having pharmacological effects, they can also reduce their corresponding toxic and side effects.

Description

technical field [0001] The invention relates to the technical field of drug synthesis, in particular to an acetylsalicylic acid-isoniazid hybrid compound and a preparation method and application thereof. Background technique [0002] Acetylsalicylic acid is one of the earliest, most widely used and most common antipyretic, analgesic and antirheumatic drugs. Rheumatoid arthritis and toothache etc. This is because acetylsalicylic acid has various pharmacological effects such as antipyretic, analgesic, anti-inflammatory, anti-wind and anti-platelet aggregation, etc., and the drug effect is rapid and sure, and overdose is easy to diagnose and treat, and rarely occurs allergic reaction. Acetylsalicylic acid also has antithrombotic properties in the body, reducing the formation of obstructive blood clots in peripheral arteries. In addition, acetylsalicylic acid can also inhibit the release reaction of platelets and the release of endogenous ADP, 5-HT, etc., and inhibit the seco...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D213/86A61P31/06
CPCA61P31/06C07D213/86
Inventor 祝宏李丽李爽李雪潘晓涵陈家宝
Owner WUHAN INSTITUTE OF TECHNOLOGY
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