Cargando…

Synthesis and Activity Evaluation of 2-(1-naphtho[2,1-b]furan-2-yl-carbonyl)-3,5-disubstituted-2,3-dihydro-1H-pyrazoles

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 co...

Descripción completa

Detalles Bibliográficos
Autores principales: Kumaraswamy, M. N., Chandrashekhar, C., Shivakumar, H., Prathima Mathias, D. A., Mahadevan, K. M., Vaidya, V. P.
Formato: Texto
Lenguaje:English
Publicado: Medknow Publications 2008
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3040863/
https://www.ncbi.nlm.nih.gov/pubmed/21369430
http://dx.doi.org/10.4103/0250-474X.49090
_version_ 1782198386590482432
author Kumaraswamy, M. N.
Chandrashekhar, C.
Shivakumar, H.
Prathima Mathias, D. A.
Mahadevan, K. M.
Vaidya, V. P.
author_facet Kumaraswamy, M. N.
Chandrashekhar, C.
Shivakumar, H.
Prathima Mathias, D. A.
Mahadevan, K. M.
Vaidya, V. P.
author_sort Kumaraswamy, M. N.
collection PubMed
description 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.
format Text
id pubmed-3040863
institution National Center for Biotechnology Information
language English
publishDate 2008
publisher Medknow Publications
record_format MEDLINE/PubMed
spelling pubmed-30408632011-03-02 Synthesis and Activity Evaluation of 2-(1-naphtho[2,1-b]furan-2-yl-carbonyl)-3,5-disubstituted-2,3-dihydro-1H-pyrazoles Kumaraswamy, M. N. Chandrashekhar, C. Shivakumar, H. Prathima Mathias, D. A. Mahadevan, K. M. Vaidya, V. P. Indian J Pharm Sci Research Paper 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. Medknow Publications 2008 /pmc/articles/PMC3040863/ /pubmed/21369430 http://dx.doi.org/10.4103/0250-474X.49090 Text en © Indian Journal of Pharmaceutical Sciences http://creativecommons.org/licenses/by/2.0/ This is an open-access article distributed under the terms of the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
spellingShingle Research Paper
Kumaraswamy, M. N.
Chandrashekhar, C.
Shivakumar, H.
Prathima Mathias, D. A.
Mahadevan, K. M.
Vaidya, V. P.
Synthesis and Activity Evaluation of 2-(1-naphtho[2,1-b]furan-2-yl-carbonyl)-3,5-disubstituted-2,3-dihydro-1H-pyrazoles
title Synthesis and Activity Evaluation of 2-(1-naphtho[2,1-b]furan-2-yl-carbonyl)-3,5-disubstituted-2,3-dihydro-1H-pyrazoles
title_full Synthesis and Activity Evaluation of 2-(1-naphtho[2,1-b]furan-2-yl-carbonyl)-3,5-disubstituted-2,3-dihydro-1H-pyrazoles
title_fullStr Synthesis and Activity Evaluation of 2-(1-naphtho[2,1-b]furan-2-yl-carbonyl)-3,5-disubstituted-2,3-dihydro-1H-pyrazoles
title_full_unstemmed Synthesis and Activity Evaluation of 2-(1-naphtho[2,1-b]furan-2-yl-carbonyl)-3,5-disubstituted-2,3-dihydro-1H-pyrazoles
title_short Synthesis and Activity Evaluation of 2-(1-naphtho[2,1-b]furan-2-yl-carbonyl)-3,5-disubstituted-2,3-dihydro-1H-pyrazoles
title_sort synthesis and activity evaluation of 2-(1-naphtho[2,1-b]furan-2-yl-carbonyl)-3,5-disubstituted-2,3-dihydro-1h-pyrazoles
topic Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3040863/
https://www.ncbi.nlm.nih.gov/pubmed/21369430
http://dx.doi.org/10.4103/0250-474X.49090
work_keys_str_mv AT kumaraswamymn synthesisandactivityevaluationof21naphtho21bfuran2ylcarbonyl35disubstituted23dihydro1hpyrazoles
AT chandrashekharc synthesisandactivityevaluationof21naphtho21bfuran2ylcarbonyl35disubstituted23dihydro1hpyrazoles
AT shivakumarh synthesisandactivityevaluationof21naphtho21bfuran2ylcarbonyl35disubstituted23dihydro1hpyrazoles
AT prathimamathiasda synthesisandactivityevaluationof21naphtho21bfuran2ylcarbonyl35disubstituted23dihydro1hpyrazoles
AT mahadevankm synthesisandactivityevaluationof21naphtho21bfuran2ylcarbonyl35disubstituted23dihydro1hpyrazoles
AT vaidyavp synthesisandactivityevaluationof21naphtho21bfuran2ylcarbonyl35disubstituted23dihydro1hpyrazoles