Open AccessSynthesis and activity evaluation of 2-(1-naphtho[2,1-b]furan-2-yl-carbonyl)-3,5-disubstituted-2,3-dihydro-1H-pyrazoles
Author(s) -
M. N. Kumaraswamy,
Chandrashekhar Chikkanna,
Hoskote G. Shivakumar,
DA Prathima Mathias,
Kittappa M. Mahadevan,
V. P. Vaidya
Publication year - 2008
Publication title -
indian journal of pharmaceutical sciences/indian journal of pharmaceutical sciences
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.245
H-Index - 57
eISSN - 1998-3743
pISSN - 0250-474X
DOI - 10.4103/0250-474x.49090
Subject(s) - furan , chemistry , hydrate , hydrazine (antidepressant) , catalysis , acetic acid , carbohydrazide , ethanol , medicinal chemistry , organic chemistry , claisen condensation , chromatography
Ethyl naphtho[2,1-b]furan-2-carboxylate (2) on reaction with hydrazine hydrate in presence of acid catalyst in ethanol medium affords naphtho[2,1-b]furan-2-carbohydrazide (3). The reaction of substituted acetophenones (4a-c) with aromatic aldehydes (5a-e) produces chalcones (6a-o) via the Claisen condensation. The reaction of naphtho[2,1-b]furan-2-carbohydrazide (3) with chalcones (6a-6o) in presence of acetic acid as catalyst in dioxane produces 1-(naphtho[2,1-b]furan-2-yl-carbonyl)-3,5-disubstituted-2,3-dihydro-1H-pyrazoles (7a-o). The structures of newly synthesized compounds have been established by elemental analysis and spectral studies. The compounds 7a-o have been evaluated for their antimicrobial activity and some selected compounds evaluated for antiinflammatory, analgesic, anthelmintic, diuretic and antipyretic activities.