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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...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2019
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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. |
format | Online Article Text |
id | pubmed-6659322 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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