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A Facile and Efficient Synthesis of 2‐(5‐(4‐Substitutedphenyl)‐4, 5‐dihydro‐3‐phenylpyrazol‐1‐yl)‐6‐Substitutedbenzothiazoles and Their Biological Studies
Author(s) -
Munirajasekhar D.,
Himaja M.,
Mali Sunil V.
Publication year - 2014
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.1618
Subject(s) - chemistry , proteus mirabilis , enterococcus faecalis , bacillus subtilis , antibacterial activity , anthelmintic , benzothiazole , bacteria , yield (engineering) , escherichia coli , staphylococcus aureus , nuclear chemistry , organic chemistry , biochemistry , ecology , genetics , materials science , biology , metallurgy , gene
A series of new 1‐substituted 3, 5‐diarylpyrazolines ( 10 , 11 , 12 , 13 , 14 , 15 , 16 , 17 , 18 , 19 , 20 , 21 , 22 , 23 , 24 , 25 ) were synthesized in good yield by both conventional and microwave‐assisted synthesis from α, β‐ unsaturated ketones ( 6 , 7 , 8 , 9 ) in n ‐butanol and benzothiazole hydrazines ( 2 , 3 , 4 , 5 ). All the new compounds were characterized by IR, NMR, and mass spectral data. The synthesized compounds ( 10 , 11 , 12 , 13 , 14 , 15 , 16 , 17 , 18 , 19 , 20 , 21 , 22 , 23 , 24 , 25 ) were evaluated for antibacterial and anthelmintic activities. The compounds showed potent anthelmintic activity against earthworm species ( Eudrilus eugeniae ) and moderate antibacterial activity against bacterial strains such as Gram positive bacteria, Enterococcus faecalis , Staphylococcus aureus , and Bacillus subtilis , and Gram negative bacteria, Escherichia coli and Proteus mirabilis .