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.

Bruni, G., Monteforte, F., Maggi, L., Friuli, V., Ferrara, C., Mustarelli, P., et al. (2020). Probenecid and benzamide: cocrystal prepared by a green method and its physico-chemical and pharmaceutical characterization. JOURNAL OF THERMAL ANALYSIS AND CALORIMETRY, 140(4), 1859-1869 [10.1007/s10973-019-09197-2].

Probenecid and benzamide: cocrystal prepared by a green method and its physico-chemical and pharmaceutical characterization

Ferrara C.;Mustarelli P.;
2020

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.
Articolo in rivista - Articolo scientifico
Cocrystal; Dissolution rate; Eutectic; Kneading; Probenecid; Solubility;
English
21-dic-2019
2020
140
4
1859
1869
none
Bruni, G., Monteforte, F., Maggi, L., Friuli, V., Ferrara, C., Mustarelli, P., et al. (2020). Probenecid and benzamide: cocrystal prepared by a green method and its physico-chemical and pharmaceutical characterization. JOURNAL OF THERMAL ANALYSIS AND CALORIMETRY, 140(4), 1859-1869 [10.1007/s10973-019-09197-2].
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/10281/256784
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