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Eugenol ibuprofen ester medical compound and its preparation and preparation method

A technology of ibuprofen axetil and eugenol ester, applied in the field of medicine, can solve problems such as unstable placement at room temperature, and achieve the effect of good stability

Inactive Publication Date: 2005-03-23
SHENYANG PHARMA UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

But because eugenol contains phenolic hydroxyl group in its molecule, and itself is volatile, it is very unstable to store at room temperature, there is no record and report about synthesizing eugenol into ester compounds and its application in pharmaceutical preparations

Method used

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  • Eugenol ibuprofen ester medical compound and its preparation and preparation method
  • Eugenol ibuprofen ester medical compound and its preparation and preparation method
  • Eugenol ibuprofen ester medical compound and its preparation and preparation method

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preparation example Construction

[0009] The preparation route of eugenol ibuprofen ester is as follows:

[0010]

[0011] Add ibuprofen and thionyl chloride to a 50 ml three-neck flask equipped with a stirrer and a thermometer, stir and react at 50-80°C for 1-2 hours, evaporate excess thionyl chloride under reduced pressure, and distill the acid chloride Dissolve in acetone and / or ethyl acetate solution containing anhydrous potassium carbonate or anhydrous magnesium sulfate, add eugenol with an addition funnel (make the molar ratio of eugenol and thionyl chloride 1:1-1.6), at room temperature React for 3-8 hours, filter, recover acetone or ethyl acetate, dissolve the concentrated solution in ethyl acetate, wash 1-3 times with 5%-10% sodium hydroxide solution, wash 1-3 times with water, and use the extract Anhydrous magnesium sulfate was dried overnight, and after recovering the solvent, it was recrystallized with petroleum ether to obtain light yellow solid crystals with a yield of 60%. The melting point ...

Embodiment 1

[0028] Prescription: Eugenol 25mg

[0029] Migylol 812 40-55mg

[0030] Phospholipids 20-30mg

[0031] HS-15 20-30mg

[0032] Absolute ethanol 10-30mg

[0033] 1,2-propanediol 10-30mg

[0034] water 2-3ml

[0035] Preparation method: ①Dissolve eugenol ester in Migylol812 containing absolute ethanol, 1,2-propanediol, phospholipid, and HS-15, and stir overnight at 37°C until equilibrated.

[0036] ②Titrate the oil phase with water to form a uniform and stable eugenol ester microemulsion.

Embodiment 2

[0038] Prescription: Eugenol 25mg

[0039] Phospholipids 40-60mg

[0040] Cholesterol 10-40mg

[0041] Chloroform

[0042] water 2-3ml

[0043] Preparation method: ① Dissolve eugenol ester in chloroform solution containing phospholipids and cholesterol, and remove chloroform by rotary evaporation to form a phospholipid film.

[0044] ② Dissolve the phospholipid membrane with water, and form uniform liposomes by crushing cells and ultrasonically.

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Abstract

A medical eugenol brufen ester able to be used to prepare the medicines in the form of solid, liquid, injection, eyedrops, ointment, etc for treating viral infection is prepared frmo brufen through acylchlorinating or becoming acid anhydride, esterification in solvent, and recrystallizing.

Description

technical field [0001] The invention relates to the technical field of medicine, specifically, it is a medicinal compound eugenol ibuprofen axetil with antipyretic, anti-inflammatory, analgesic and antiviral effects and a preparation method thereof, as well as a preparation method using the compound as an effective medicinal ingredient. Prepared pharmaceutical preparations in dosage forms such as solid preparations, liquid preparations, injections, ophthalmic preparations, ointments, suppositories, film preparations, aerosols or external preparations. Background technique [0002] Eugenol is the main component of the volatile oil extracted from the dried flower buds of Cloves, a plant of the family Myrtleaceae. Anti-platelet aggregation, anti-coagulation, anti-thrombosis, anti-ulcer, inhibition of intestinal motility, anti-diarrhea and hypoxia. It can be used in the treatment of toothache, liver disease, gastrointestinal tract and other diseases. It is also used for the pr...

Claims

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Application Information

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IPC IPC(8): A61K9/00A61K31/216A61P27/02A61P31/12C07C69/618
Inventor 赵秀丽陈大为
Owner SHENYANG PHARMA UNIVERSITY
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