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Spiroheterocyclic system. Part IV: Novel azo dye sulpha drugs of spiroheterocyclic naphthenes
Author(s) -
Awad Ibrahim M. A.,
Hafez Ali A. Abdel,
ElZohry Mahr F.
Publication year - 1992
Publication title -
journal of chemical technology and biotechnology
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.64
H-Index - 117
eISSN - 1097-4660
pISSN - 0268-2575
DOI - 10.1002/jctb.280550304
Subject(s) - chemistry , chelation , metal , mercury (programming language) , benzene , copper , medicinal chemistry , antimicrobial , in vitro , stereochemistry , combinatorial chemistry , organic chemistry , biochemistry , computer science , programming language
Novel azo‐dyes have been synthesized by diazotization of 4‐amino benzene‐4′‐(substituted heterocyclo) sulphonamide derivatives and coupling with 1‐oxa‐4‐thia‐spiro[4,4]nonan‐2‐one (I) and/or with l‐oxa‐4‐thia‐spiro[4,5]decan‐2‐one (I′) in acid medium to give the corresponding 3‐azo‐(4′‐substituted benzenesulphonamido)‐l‐oxa‐4‐thia‐spiro[4,4]nonan‐2‐one (II‐IX) and/or l‐oxa‐4‐thia‐spiro[4,5]decan‐2‐one (II′‐IX′] as spiro‐ligands. Treatment of these ligands with metal salts of iron (Fe 3+ ), copper (Cu 2+ ) and mercury (Hg 2+ ) as chlorides in ethanolic solution furnished the corresponding metal chelates (II a‐c ‐IX a‐c ) and/or (II′ a‐c ‐IX′ a‐c ). The compounds were tested in vitro for antimicrobial activity to study the structure‐activity relationship.