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Microwave‐assisted Synthesis of Novel 3,4‐Bis‐chalcone‐ N ‐arylpyrazoles and Their Anti‐inflammatory Activity
Author(s) -
AbdelAziz Hatem A.,
AlRashood Khalid A.,
ElTahir Kamal Eldin H.,
Ibrahim Hany S.
Publication year - 2011
Publication title -
journal of the chinese chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.329
H-Index - 45
eISSN - 2192-6549
pISSN - 0009-4536
DOI - 10.1002/jccs.201190137
Subject(s) - chemistry , chalcone , proton nmr , acetic acid , microwave irradiation , hydrazine (antidepressant) , pyrazole , carbon 13 nmr , stereochemistry , organic chemistry , biochemistry , catalysis
A series of 3,4‐bis‐chalcone‐N‐arylpyrazoles 3a‐h was prepared conveniently from diacetyl pyrazoles 2a,b . All reactions were carried out under conventional thermal heating and/or microwave irradiation. The structure of the latter functionally pyrazoles was confirmed under the bases of their IR, mass, 1 H NMR and 13 C NMR. The X‐ray diffraction of compound 3e not only confirmed the chemical structure of 3a‐h , but also showed the E configuration of their chalcone moieties. Treatment of compound 3e with phenyl hydrazine in presence of acetic acid afforded the tri‐pyrazle 4 . The anti‐inflammatory activity of the newly synthesized compounds was investigated. Some of these compounds showed a moderate activity when compared with indomethacin as a reference drug. The combination between chalcone and pyrazole moieties revealed a variable effect in anti‐inflammatory activity.