Synthetic methods for two methanesulfonylphenyl oxadiazole active esters

By synthesizing a novel methanesulfonylphenyloxadiazole active ester, the problem of the single structure of existing compounds has been solved, achieving stable drug linkage and improved economic benefits, and it is suitable for applications such as antibodies, peptides and hydrogels.

CN122079974APending Publication Date: 2026-05-26WUHAN AOFEI TECH CO LTD
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Patent Information

Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
WUHAN AOFEI TECH CO LTD
Filing Date
2024-11-25
Publication Date
2026-05-26

AI Technical Summary

Technical Problem

The existing methanesulfonylphenyloxadiazole compounds have relatively simple side chain structures, which are difficult to meet the growing market demand. Furthermore, the reaction between maleimide and thiol group is prone to producing diastereomers and reverse Michael addition reactions, resulting in unstable drug linkage.

Method used

Using inexpensive commercial raw materials, two novel methanesulfonyl phenyl oxadiazole active esters were synthesized through conventional transformations such as condensation and coupling. The side chains are characterized by alkyl hydrophobic chains, forming a complementary structure to the hydrophilic chain of polyethylene glycol.

Benefits of technology

The preparation method is simple, the raw materials are readily available, and the product has high added value. It is applicable to fields such as antibodies, peptides, and hydrogels, and improves the stability and economic benefits of the products.

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Abstract

The present invention discloses two novel synthetic methods for preparing monothiol-labeled mesylphenyl oxadiazole active esters. These methods use inexpensive commercial raw materials to prepare two kinds of mesylphenyl oxadiazole active esters for thiol labeling of antibodies, polypeptides, hydrogels, etc. through conventional transformations such as condensation and coupling. The preparation method of the present invention has a simple process, easily available raw materials, high product added value, and has good economic benefits and market prospects.
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Citation Information

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