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Ibuprofen sugar conjugated product and its preparation method and application

A technology of glycoconjugates and glucosamine, applied in the field of ibuprofen glycoconjugates and its preparation and application, can solve the problems of low bioavailability, short drug half-life, strong gastrointestinal side effects, etc., and achieve simplified operation steps Effect

Inactive Publication Date: 2004-07-21
OCEAN UNIV OF CHINA
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Problems solved by technology

[0002] Ibuprofen is a non-steroidal anti-inflammatory drug (NSAIDs), which is an effective drug for the treatment of rheumatism and rheumatoid arthritis, but it has strong side effects on the gastrointestinal tract, and the drug has a short half-life and low bioavailability
In order to solve these problems, people have carried out many researches, such as the improvement of dosage forms, the research of specific non-steroidal anti-inflammatory drugs-COX2 inhibitors and the research of NO-NSAIDs, etc., but none of them can completely solve the above problems

Method used

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  • Ibuprofen sugar conjugated product and its preparation method and application
  • Ibuprofen sugar conjugated product and its preparation method and application
  • Ibuprofen sugar conjugated product and its preparation method and application

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Embodiment Construction

[0009] 1. Dissolve N-acetylglucose in a saturated ammonium bicarbonate aqueous solution at a ratio of 1% (w / v), stir and react at 40-45°C for 2-3 days, and add solid ammonium bicarbonate in portions during the reaction In order to maintain the saturated state of the solution, after the reaction is completed, add a certain amount of distilled water to dilute, then concentrate to half under reduced pressure, then add water to the original volume, and then concentrate to half, repeat this operation 5 times, and finally freeze-dry to obtain N - Crude acetylglucosamine.

[0010] 2. Dissolve 1.22g (5.5mmol) of crude N-acetylglucosamine in 30mL of methanol, add 1.0g (7.1mmol) of triethylamine, and add 1.5g (6.8mmol) of 2 -(isobutylphenyl)-isopropionyl chloride, continue to react under these conditions for 1.5h, add an appropriate amount of water to precipitate a large amount of solid after stopping the reaction, filter, and recrystallize the obtained filter residue in ethanol to obta...

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Abstract

A brufen saccharide conjugate C21H32N2O6 or 1-(2-deoxy-2-N-acetyl-glucose amine)-(+ / -) brufen is prepared through converting N-acetylglocose in the supersaturated aqueous solution of ammonium dicarbonate to become N-acetylglucose amine, and coupling it with 2-(isobutylphenyl)-isopropylacylchlorine. It can be used to prepare the medicine for treating rheumatic or rheumatoid arthritis.

Description

technical field [0001] The invention relates to an ibuprofen glycoconjugate and its simple and effective preparation method and application. Background technique [0002] Ibuprofen is a non-steroidal anti-inflammatory drug (NSAIDs), which is an effective drug for treating rheumatism and rheumatoid arthritis, but it has strong side effects on the gastrointestinal tract, and the drug has a short half-life and low bioavailability. In order to solve these problems, people have carried out many researches, such as the improvement of dosage forms, the research of specific non-steroidal anti-inflammatory drugs-COX2 inhibitors and the research of NO-NSAIDs, etc., but none of them can completely solve the above problems. Contents of the invention [0003] The object of the present invention is to provide a kind of ibuprofen glycoconjugate and its preparation method and application, it can overcome the above-mentioned shortcoming of prior art. [0004] A kind of ibuprofen sugar con...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A61K31/7028A61P19/02A61P29/00C07H15/12
Inventor 宋妮李英霞李春霞褚世栋
Owner OCEAN UNIV OF CHINA
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