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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 P21. The phenyl and pyridone rings are inclined to each other by 50.30 (11)°. In the crystal, mol­ecules are linked by C–HO hydrogen bonds involving the same acceptor atom, forming undulating layers lying parallel to the ab plane. [ABSTRACT FROM AUTHOR]

An efficient strategy for the preparation of carboranyl derivatives from a common intermediate containing a sugar moiety functionalized with an azido group is described. Such compounds should allow either the conjugation with peptides or proteins for an improved delivery of the products, or the monitoring of the biodistribution profile. [ABSTRACT FROM AUTHOR]