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4-[(5R*,10bR*)-2-Methyl-1,10b-dihydro­pyrazolo[1,5-c][1,3]benzoxazin-5-yl]benzoic acid

In the title compound, C(18)H(16)N(2)O(3), a potential inhibitor of the cyclo­oxygenase-2 isoenzyme, the pyrazoline ring exists in a flattened envelope conformation with one C atom deviating by 0.463 Å from the mean plane of the remaining four atoms. The puckering of the central oxazine ring is more...

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Detalles Bibliográficos
Autores principales: Kettmann, Viktor, Světlík, Jan
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2008
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2960786/
https://www.ncbi.nlm.nih.gov/pubmed/21201906
http://dx.doi.org/10.1107/S1600536808003607
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author Kettmann, Viktor
Světlík, Jan
author_facet Kettmann, Viktor
Světlík, Jan
author_sort Kettmann, Viktor
collection PubMed
description In the title compound, C(18)H(16)N(2)O(3), a potential inhibitor of the cyclo­oxygenase-2 isoenzyme, the pyrazoline ring exists in a flattened envelope conformation with one C atom deviating by 0.463 Å from the mean plane of the remaining four atoms. The puckering of the central oxazine ring is more severe, with one N atom and one C atom displaced by 0.235 (6) and 0.370 (2) Å, respectively, on opposite sides of the mean plane defined by the other four atoms; the conformation is that of a half-chair. As a result, the mol­ecule as a whole is not planar. The carboxyl group is involved in an inter­molecular O—H⋯N hydrogen bond, which links the mol­ecules into centrosymmetric dimers.
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spelling pubmed-29607862010-12-30 4-[(5R*,10bR*)-2-Methyl-1,10b-dihydro­pyrazolo[1,5-c][1,3]benzoxazin-5-yl]benzoic acid Kettmann, Viktor Světlík, Jan Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(18)H(16)N(2)O(3), a potential inhibitor of the cyclo­oxygenase-2 isoenzyme, the pyrazoline ring exists in a flattened envelope conformation with one C atom deviating by 0.463 Å from the mean plane of the remaining four atoms. The puckering of the central oxazine ring is more severe, with one N atom and one C atom displaced by 0.235 (6) and 0.370 (2) Å, respectively, on opposite sides of the mean plane defined by the other four atoms; the conformation is that of a half-chair. As a result, the mol­ecule as a whole is not planar. The carboxyl group is involved in an inter­molecular O—H⋯N hydrogen bond, which links the mol­ecules into centrosymmetric dimers. International Union of Crystallography 2008-02-06 /pmc/articles/PMC2960786/ /pubmed/21201906 http://dx.doi.org/10.1107/S1600536808003607 Text en © Kettmann and Světlík 2008 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
Kettmann, Viktor
Světlík, Jan
4-[(5R*,10bR*)-2-Methyl-1,10b-dihydro­pyrazolo[1,5-c][1,3]benzoxazin-5-yl]benzoic acid
title 4-[(5R*,10bR*)-2-Methyl-1,10b-dihydro­pyrazolo[1,5-c][1,3]benzoxazin-5-yl]benzoic acid
title_full 4-[(5R*,10bR*)-2-Methyl-1,10b-dihydro­pyrazolo[1,5-c][1,3]benzoxazin-5-yl]benzoic acid
title_fullStr 4-[(5R*,10bR*)-2-Methyl-1,10b-dihydro­pyrazolo[1,5-c][1,3]benzoxazin-5-yl]benzoic acid
title_full_unstemmed 4-[(5R*,10bR*)-2-Methyl-1,10b-dihydro­pyrazolo[1,5-c][1,3]benzoxazin-5-yl]benzoic acid
title_short 4-[(5R*,10bR*)-2-Methyl-1,10b-dihydro­pyrazolo[1,5-c][1,3]benzoxazin-5-yl]benzoic acid
title_sort 4-[(5r*,10br*)-2-methyl-1,10b-dihydro­pyrazolo[1,5-c][1,3]benzoxazin-5-yl]benzoic acid
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2960786/
https://www.ncbi.nlm.nih.gov/pubmed/21201906
http://dx.doi.org/10.1107/S1600536808003607
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