1. Probenecid and benzamide: cocrystal prepared by a green method and its physico-chemical and pharmaceutical characterization
- Author
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Lauretta Maggi, Valeria Friuli, Vittorio Berbenni, Francesco Monteforte, Giovanna Bruni, Piercarlo Mustarelli, Chiara Ferrara, Amedeo Marini, Doretta Capsoni, Chiara Milanese, Alessandro Girella, Bruni, G, Monteforte, F, Maggi, L, Friuli, V, Ferrara, C, Mustarelli, P, Girella, A, Berbenni, V, Capsoni, D, Milanese, C, and Marini, A
- Subjects
Dissolution rate ,Supramolecular chemistry ,02 engineering and technology ,01 natural sciences ,Cocrystal ,Kneading ,chemistry.chemical_compound ,medicine ,Physical and Theoretical Chemistry ,Solubility ,Benzamide ,Dissolution ,Eutectic ,Probenecid ,Hydrogen bond ,Chemistry ,Synthon ,021001 nanoscience & nanotechnology ,Condensed Matter Physics ,Combinatorial chemistry ,010406 physical chemistry ,0104 chemical sciences ,0210 nano-technology ,medicine.drug - Abstract
The eco-friendly method of kneading was here used to synthesize a cocrystal of probenecid, an uricosuric drug used in treating gout and hyperuricemia, with the aim to improve its pharmaceutical behavior. Benzamide was selected as a co-former showing functional groups favorable to the formation of supramolecular synthons with the active principle. The kneading product was characterized by a range of experimental techniques (microscopic, spectroscopic, thermal and diffractometric) all proving the formation of the new multicomponent crystal. In particular, the FT-IR and NMR techniques showed that an important change of hydrogen bonds network takes place in the kneading product and that the acid–acid interaction in the pristine drug is replaced with the related acid-amide one in the cocrystal. The cocrystal solubility and dissolution rate measured in several biorelevant fluids showed an actual improvement with respect to the pure drug.
- Published
- 2019
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