4''-benzimidazole-5-formacyl-ester carbazate clarithomycin derivative and midbody

Abstract

The invention discloses a 4''-benzimidazole-5-formacyl-ester carbazate clarithomycin derivative shown in the formula (I) and a pharmaceutically-acceptable salt. R1 is hydrogen, acetyl or benzoyl; R2 is hydrogen, fatty alkyl, halogenated hydrocarbon or substituted aromatic radical; and R3 is hydrogen, fatty alkyl, halogen, halogenated hydrocarbon, benzyl or substituted benzyl. The invention also relates to a prepared intermediate product and a preparation method thereof, a pharmaceutically-acceptable salt formed with inorganic or organic acid, a medicine composition and application to treating bacterial infection. The derivative represents relatively strong in-vitro antibacterial activity to sensitive staphylococcus aureus, sensitive streptococcus pneumoniae and sensitive streptococcus pyogenes and represents obviously enhanced antibacterial activity to drug-resistant streptococcus pneumoniae derivated by different drug-resistant genes.

Description

technical field The invention relates to a 4″-benzimidazole-5-formyl-carbazate clarithromycin derivative, a preparation method thereof, and an intermediate. Background technique Macrolide antibiotics, as an important class of anti-infective drugs, have become second only to β-lactams in clinical application because of their good antibacterial activity, no allergic reactions, few side effects, and high safety. Antibiotics are the second largest class of anti-infective drugs and play an important role in clinical treatment. As the first generation of macrolide antibiotics, erythromycin has been widely used to treat infections caused by Staphylococcus aureus, Streptococcus pneumoniae, Streptococcus hemolyticus and Mycoplasma pneumoniae, especially for those who are allergic to penicillin. However, its application is limited due to its instability to acid media and low bioavailability. The second-generation macrolide antibiotics represented by clarithromycin have solved this p...

AI Technical Summary

Problems solved by technology

In addition, some 4″-OH modified clarithromycin derivatives have some unstable groups on the side chains, such as ester bonds are easily hydrolyzed in vivo or ether bonds are easily oxidized, etc., and some substituted heterocycles are in the Unstable in vivo and easy to open the ring, etc., will affect the combination of the compound and the target, thereby reducing the antibacterial activity

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