The crystal structure of pirfenidone, C12H11NO [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)degrees. In the crystal, molecules are linked by C-H center dot center dot center dot O hydrogen bonds involving the same acceptor atom, forming undulating layers lying parallel to the ab plane.

Crystal structure of pirfenidone (5-methyl-1-phenyl-1H-pyridin-2-one): an active pharmaceutical ingredient (API) / M. Barbero, M. Mossotti, A. Sironi, G.B. Giovenzana, V. Colombo. - In: ACTA CRYSTALLOGRAPHICA. SECTION E, CRYSTALLOGRAPHIC COMMUNICATIONS. - ISSN 2056-9890. - 75:7(2019), pp. 984-986. [10.1107/S2056989019006418]

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

A. Sironi;V. Colombo
2019

Abstract

The crystal structure of pirfenidone, C12H11NO [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)degrees. In the crystal, molecules are linked by C-H center dot center dot center dot O hydrogen bonds involving the same acceptor atom, forming undulating layers lying parallel to the ab plane.
crystal structure; pirfenidone; active pharmaceutical ingredient (API); idiopathic pulmonary fibrosis (IPF); hydrogen bonding
Settore CHIM/03 - Chimica Generale e Inorganica
Settore CHIM/02 - Chimica Fisica
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2434/656132
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