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Synthesis and Analgesic, Antihypoxic, and Antimicrobial Activity of (Z)-2-(2-Arylhydrazono)-2-(3,3-Dimethyl-3,4-Dihydroisoquinolin-1-Yl)Acetamides

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ARTICLE DOWNLOAD

Synthesis and Analgesic, Antihypoxic, and Antimicrobial Activity of (Z)-2-(2-Arylhydrazono)-2-(3,3-Dimethyl-3,4-Dihydroisoquinolin-1-Yl)Acetamides

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A. G. Mikhailovskii, E. S. Pogorelova, N. N. Pershina, R. R. Makhmudov & V. V. Novikova 

(Z)-2-(2-Arylhydrazono)-2-(3,3-dimethyl-3,4-dihydroisoquinolin-1-yl)acetamides were synthesized via azo coupling of (Z)-2-(3,3-dimethyl-3,4-dihydroisoquinolin-1(2H)-ylidene)acetamide and ortho-substituted diazonium salts. The obtained hydrazones existed in solution as the azo-hydrazo tautomers. All compounds showed analgesic effects in the hot-plate test that exceeded that of metamizole sodium. Three of the seven compounds exhibited antihypoxic effects. The most active hydrazone had a 2,4-xylidine moiety and increased lifespans by 8.57%. All compounds exhibited slight antimicrobial activity (125 – 1,000 μg/mL).

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Year 2020
Language English
Format PDF
DOI 10.1007/s11094-020-02115-z