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New Reaction Products of Acetylacetone with Semicarbazide Derivatives
[Image: see text] A new approach is suggested herein for the synthesis of pyrazole derivatives by reacting 4-nitrosemicarbazide with acetylacetone. Additional studies were done on the reaction of acetylacetone with semicarbazide and its derivatives (4-aminosemicarbazide, methylsemicarbazide, and dim...
Autores principales: | , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2021
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8015095/ https://www.ncbi.nlm.nih.gov/pubmed/33817525 http://dx.doi.org/10.1021/acsomega.1c00518 |
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author | Glukhacheva, Vera S. Il’yasov, Sergey G. Kazantsev, Igor V. Shestakova, Elena O. Il’yasov, Dmitri S. Eltsov, Ilia V. Nefedov, Andrey A. Gatilov, Yuri V. |
author_facet | Glukhacheva, Vera S. Il’yasov, Sergey G. Kazantsev, Igor V. Shestakova, Elena O. Il’yasov, Dmitri S. Eltsov, Ilia V. Nefedov, Andrey A. Gatilov, Yuri V. |
author_sort | Glukhacheva, Vera S. |
collection | PubMed |
description | [Image: see text] A new approach is suggested herein for the synthesis of pyrazole derivatives by reacting 4-nitrosemicarbazide with acetylacetone. Additional studies were done on the reaction of acetylacetone with semicarbazide and its derivatives (4-aminosemicarbazide, methylsemicarbazide, and dimethylsemicarbazide). The study on the reaction with acetylacetone resulted in monocyclic 3,5-dimethyl-N-nitropyrazole-1-carboxamide, monocyclic 5-hydroxy-3,5-dimethyl-2-pyrazoline, and bicyclic bis(3,5-dimethylpyrazole-1-carbonyl)hydrazine, and conditions for the formation of acetone semicarbazone were identified. The structures of the resultant compounds were validated by physicochemical analytical methods, including X-ray diffraction. The computer-aided screening in the PASS prediction software discovered a high biological activity of the newly obtained compounds. |
format | Online Article Text |
id | pubmed-8015095 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-80150952021-04-02 New Reaction Products of Acetylacetone with Semicarbazide Derivatives Glukhacheva, Vera S. Il’yasov, Sergey G. Kazantsev, Igor V. Shestakova, Elena O. Il’yasov, Dmitri S. Eltsov, Ilia V. Nefedov, Andrey A. Gatilov, Yuri V. ACS Omega [Image: see text] A new approach is suggested herein for the synthesis of pyrazole derivatives by reacting 4-nitrosemicarbazide with acetylacetone. Additional studies were done on the reaction of acetylacetone with semicarbazide and its derivatives (4-aminosemicarbazide, methylsemicarbazide, and dimethylsemicarbazide). The study on the reaction with acetylacetone resulted in monocyclic 3,5-dimethyl-N-nitropyrazole-1-carboxamide, monocyclic 5-hydroxy-3,5-dimethyl-2-pyrazoline, and bicyclic bis(3,5-dimethylpyrazole-1-carbonyl)hydrazine, and conditions for the formation of acetone semicarbazone were identified. The structures of the resultant compounds were validated by physicochemical analytical methods, including X-ray diffraction. The computer-aided screening in the PASS prediction software discovered a high biological activity of the newly obtained compounds. American Chemical Society 2021-03-17 /pmc/articles/PMC8015095/ /pubmed/33817525 http://dx.doi.org/10.1021/acsomega.1c00518 Text en © 2021 The Authors. Published by American Chemical Society Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/). |
spellingShingle | Glukhacheva, Vera S. Il’yasov, Sergey G. Kazantsev, Igor V. Shestakova, Elena O. Il’yasov, Dmitri S. Eltsov, Ilia V. Nefedov, Andrey A. Gatilov, Yuri V. New Reaction Products of Acetylacetone with Semicarbazide Derivatives |
title | New Reaction Products of Acetylacetone with Semicarbazide
Derivatives |
title_full | New Reaction Products of Acetylacetone with Semicarbazide
Derivatives |
title_fullStr | New Reaction Products of Acetylacetone with Semicarbazide
Derivatives |
title_full_unstemmed | New Reaction Products of Acetylacetone with Semicarbazide
Derivatives |
title_short | New Reaction Products of Acetylacetone with Semicarbazide
Derivatives |
title_sort | new reaction products of acetylacetone with semicarbazide
derivatives |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8015095/ https://www.ncbi.nlm.nih.gov/pubmed/33817525 http://dx.doi.org/10.1021/acsomega.1c00518 |
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