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3-Hydroxy-2,2-bis(1H-pyrazol-1-yl)cyclopentanone
The title compound, C(11)H(12)N(4)O(2), was unexpectedly obtained in the reaction of α,α′-disubstituted cyclopentanone with 1,1,3,3-tetramethoxypropane in the presence of dioxane saturated with HCl. It belongs to a previously unknown class of gem-bihetaryl ketones which may be useful for screen...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2012
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3297902/ https://www.ncbi.nlm.nih.gov/pubmed/22412705 http://dx.doi.org/10.1107/S1600536812007659 |
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author | Rybakov, Victor B. Utkina, Anastasia A. Kurkin, Alexander V. Yurovskaya, Marina A. |
author_facet | Rybakov, Victor B. Utkina, Anastasia A. Kurkin, Alexander V. Yurovskaya, Marina A. |
author_sort | Rybakov, Victor B. |
collection | PubMed |
description | The title compound, C(11)H(12)N(4)O(2), was unexpectedly obtained in the reaction of α,α′-disubstituted cyclopentanone with 1,1,3,3-tetramethoxypropane in the presence of dioxane saturated with HCl. It belongs to a previously unknown class of gem-bihetaryl ketones which may be useful for screening of new substances with biological activity. In the studied structure, the cyclopentanone moiety adopts an envelope conformation, with the hydroxy-bearing C atom as the flap [deviation from basal plane = 0.643 (3) Å]. The dihedral angle between the two pyrazole rings is 80.02 (8)°. In the crystal, inversion dimers are formed via a pair of O—H⋯N hydrogen bonds. |
format | Online Article Text |
id | pubmed-3297902 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-32979022012-03-12 3-Hydroxy-2,2-bis(1H-pyrazol-1-yl)cyclopentanone Rybakov, Victor B. Utkina, Anastasia A. Kurkin, Alexander V. Yurovskaya, Marina A. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(11)H(12)N(4)O(2), was unexpectedly obtained in the reaction of α,α′-disubstituted cyclopentanone with 1,1,3,3-tetramethoxypropane in the presence of dioxane saturated with HCl. It belongs to a previously unknown class of gem-bihetaryl ketones which may be useful for screening of new substances with biological activity. In the studied structure, the cyclopentanone moiety adopts an envelope conformation, with the hydroxy-bearing C atom as the flap [deviation from basal plane = 0.643 (3) Å]. The dihedral angle between the two pyrazole rings is 80.02 (8)°. In the crystal, inversion dimers are formed via a pair of O—H⋯N hydrogen bonds. International Union of Crystallography 2012-02-24 /pmc/articles/PMC3297902/ /pubmed/22412705 http://dx.doi.org/10.1107/S1600536812007659 Text en © Rybakov et al. 2012 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited. |
spellingShingle | Organic Papers Rybakov, Victor B. Utkina, Anastasia A. Kurkin, Alexander V. Yurovskaya, Marina A. 3-Hydroxy-2,2-bis(1H-pyrazol-1-yl)cyclopentanone |
title | 3-Hydroxy-2,2-bis(1H-pyrazol-1-yl)cyclopentanone |
title_full | 3-Hydroxy-2,2-bis(1H-pyrazol-1-yl)cyclopentanone |
title_fullStr | 3-Hydroxy-2,2-bis(1H-pyrazol-1-yl)cyclopentanone |
title_full_unstemmed | 3-Hydroxy-2,2-bis(1H-pyrazol-1-yl)cyclopentanone |
title_short | 3-Hydroxy-2,2-bis(1H-pyrazol-1-yl)cyclopentanone |
title_sort | 3-hydroxy-2,2-bis(1h-pyrazol-1-yl)cyclopentanone |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3297902/ https://www.ncbi.nlm.nih.gov/pubmed/22412705 http://dx.doi.org/10.1107/S1600536812007659 |
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