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Acta Chim Slov ; 68(2): 395-403, 2021 Jun.
Article in English | MEDLINE | ID: mdl-34738126

ABSTRACT

The synthesis of hydrazides formed by quinazolin-4(3H)-ylidenehydrazine and dicarboxylic acids, as well as their further modification are described in the present manuscript. It was shown that above-mentioned hydrazides may be obtained via acylation of initial quinazolin-4(3H)-ylidenehydrazine by corresponding acylhalides, cyclic anhydrides and imidazolides of dicarboxylic acids monoesters. Obtained hydrazides were converted into [1,2,4]triazolo[1,5-c]quinazolines that were used as initial compounds for chemical modification aimed to the introduction of amide fragment to the molecule. The IR, 1H NMR and chromato-mass spectral data of obtained compounds were studied and discussed. Obtained substances were studied for anti-inflammatory activity using carrageenan-induced paw inflammation model. Amides of ([1,2,4]triazolo[1,5-c]quinazoline-2-yl)alkyl carboxylic acids were detected as promising class of anti-inflammatory agents for further purposeful synthesis and profound study of anti-inflammatory activity.


Subject(s)
Anti-Inflammatory Agents, Non-Steroidal/therapeutic use , Dicarboxylic Acids/therapeutic use , Edema/drug therapy , Hydrazines/therapeutic use , Inflammation/drug therapy , Quinazolines/therapeutic use , Administration, Oral , Animals , Anti-Inflammatory Agents, Non-Steroidal/administration & dosage , Anti-Inflammatory Agents, Non-Steroidal/chemistry , Carrageenan , Dicarboxylic Acids/administration & dosage , Dicarboxylic Acids/chemistry , Disease Models, Animal , Edema/chemically induced , Hydrazines/administration & dosage , Hydrazines/chemistry , Inflammation/chemically induced , Quinazolines/administration & dosage , Quinazolines/chemistry , Rats , Rats, Wistar
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