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Crystal structure of pirfenidone (5-methyl-1-phenyl-1H-pyridin-2-one): an active pharmaceutical ingredient (API)

The crystal structure of pirfenidone, C(12)H(11)NO [alternative name: 5-methyl-1-phenyl­pyridin-2(1H)-one], an active pharmaceutical ingredient (API) approved in Europe and Japan for the treatment of Idiopathic pulmonary fibrosis (IPF), is reported here for the first time. It was crystallized from t...

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Autores principales: Barbero, Mauro, Mossotti, Matteo, Sironi, Angelo, Giovenzana, Giovanni Battista, Colombo, Valentina
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6659322/
https://www.ncbi.nlm.nih.gov/pubmed/31392009
http://dx.doi.org/10.1107/S2056989019006418
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author Barbero, Mauro
Mossotti, Matteo
Sironi, Angelo
Giovenzana, Giovanni Battista
Colombo, Valentina
author_facet Barbero, Mauro
Mossotti, Matteo
Sironi, Angelo
Giovenzana, Giovanni Battista
Colombo, Valentina
author_sort Barbero, Mauro
collection PubMed
description The crystal structure of pirfenidone, C(12)H(11)NO [alternative name: 5-methyl-1-phenyl­pyridin-2(1H)-one], an active pharmaceutical ingredient (API) approved in Europe and Japan for the treatment of Idiopathic pulmonary fibrosis (IPF), is reported here for the first time. It was crystallized from toluene by the temperature gradient technique, and crystallizes in the chiral monoclinic space group P2(1). The phenyl and pyridone rings are inclined to each other by 50.30 (11)°. In the crystal, mol­ecules are linked by C–H⋯O hydrogen bonds involving the same acceptor atom, forming undulating layers lying parallel to the ab plane.
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spelling pubmed-66593222019-08-07 Crystal structure of pirfenidone (5-methyl-1-phenyl-1H-pyridin-2-one): an active pharmaceutical ingredient (API) Barbero, Mauro Mossotti, Matteo Sironi, Angelo Giovenzana, Giovanni Battista Colombo, Valentina Acta Crystallogr E Crystallogr Commun Research Communications The crystal structure of pirfenidone, C(12)H(11)NO [alternative name: 5-methyl-1-phenyl­pyridin-2(1H)-one], an active pharmaceutical ingredient (API) approved in Europe and Japan for the treatment of Idiopathic pulmonary fibrosis (IPF), is reported here for the first time. It was crystallized from toluene by the temperature gradient technique, and crystallizes in the chiral monoclinic space group P2(1). The phenyl and pyridone rings are inclined to each other by 50.30 (11)°. In the crystal, mol­ecules are linked by C–H⋯O hydrogen bonds involving the same acceptor atom, forming undulating layers lying parallel to the ab plane. International Union of Crystallography 2019-06-11 /pmc/articles/PMC6659322/ /pubmed/31392009 http://dx.doi.org/10.1107/S2056989019006418 Text en © Barbero et al. 2019 http://creativecommons.org/licenses/by/4.0/ This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.http://creativecommons.org/licenses/by/4.0/
spellingShingle Research Communications
Barbero, Mauro
Mossotti, Matteo
Sironi, Angelo
Giovenzana, Giovanni Battista
Colombo, Valentina
Crystal structure of pirfenidone (5-methyl-1-phenyl-1H-pyridin-2-one): an active pharmaceutical ingredient (API)
title Crystal structure of pirfenidone (5-methyl-1-phenyl-1H-pyridin-2-one): an active pharmaceutical ingredient (API)
title_full Crystal structure of pirfenidone (5-methyl-1-phenyl-1H-pyridin-2-one): an active pharmaceutical ingredient (API)
title_fullStr Crystal structure of pirfenidone (5-methyl-1-phenyl-1H-pyridin-2-one): an active pharmaceutical ingredient (API)
title_full_unstemmed Crystal structure of pirfenidone (5-methyl-1-phenyl-1H-pyridin-2-one): an active pharmaceutical ingredient (API)
title_short Crystal structure of pirfenidone (5-methyl-1-phenyl-1H-pyridin-2-one): an active pharmaceutical ingredient (API)
title_sort crystal structure of pirfenidone (5-methyl-1-phenyl-1h-pyridin-2-one): an active pharmaceutical ingredient (api)
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6659322/
https://www.ncbi.nlm.nih.gov/pubmed/31392009
http://dx.doi.org/10.1107/S2056989019006418
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