THEORETICAL ANALYSIS OF THE EFFECTS OF COUNTERIONS ON THE SUPRAMOLECULAR ARRANGEMENT OF SULFAMETHOXAZOLE
Palavras-chave:
supramolecular, theoretical analysis, sulfamethoxazoleResumo
SULFAMETHOXAZOLE (SMZ) IS A SULFONAMIDE THAT ACTS BY COMPETITIVELY INHIBITING THE FORMATION OF FOLATE FROM P-AMINOBENZOIC ACID (PABA). IN A DRUG DEVELOPMENT PROCESS, SALT FORMATION IS A STRATEGY TO MODULATE ITS PHARMACOKINETIC AND PHYSICOCHEMICAL PROPERTIES, SUCH AS: AQUEOUS SOLUBILITY, DISSOLUTION, PURITY, STABILITY AND TOXICITY. AMONG THE ACTIVE PHARMACEUTICAL INGREDIENTS MARKETED IN SALT FORM, SULFAMETHOXAZOLE BELONGS TO THE CLASS OF SULFONAMIDES WIDELY USED IN THE TREATMENT OF URINARY TRACT INFECTIONS (PROHOTSKY; ZHAO, 2012). SULFAMETHOXAZOLE HAS LOW BIOAVAILABILITY, LOW PERMEABILITY AND LOW SOLUBILITY, IN ADDITION TO PRESENTING LOW ABSORPTION BY THE INTESTINAL MUCOSA AND GREAT VARIABILITY IS EXPECTED (ALSUBAIE ET AL., 2018). IN THIS SENSE, A PHARMACEUTICAL STRATEGY TO OVERCOME THESE CHALLENGES IS TO PROMOTE ITS FORMULATION IN THE FORM OF SALT.
Referências
ALSUBAIE, M. et al. Cocrystal Forms of the BCS Class IV Drug Sulfamethoxazole. Crystal Growth & Design, v. 18, n. 7, p. 3902–3912, 5 jul. 2018.
DE MOURA OLIVEIRA, C. H.; C. DE MELO, C.; DORIGUETTO, A. C. Sulfamethoxazole salts: crystal structures, conformations and solubility. New Journal of Chemistry, v. 43, n. 26, p. 10250– 10258, 2019.
FARRUGIA, L. J. WinGX and ORTEP for Windows : an update. Journal of Applied Crystallography, v. 45, n. 4, p. 849–854, 1 ago. 2012.
MACRAE, C. F. et al. Mercury : visualization and analysis of crystal structures. Journal of Applied Crystallography, v. 39, n. 3, p. 453–457, 1 jun. 2006.
PROHOTSKY, D. L.; ZHAO, F. A survey of Top 200 Drugs—Inconsistent Practice of Drug Strength Expression for Drugs Containing Salt Forms. Journal of Pharmaceutical Sciences, v. 101, n. 1, p. 1–6, jan. 2012.
S.K. WOLFF, D.J. GRIMWOOD, J.J. MCKINNON, M.J. TURNER, D. JAYATILAKA, M. A. S. No Title. University of Western Australia, 2012.
SPEK, A. L. Single-crystal structure validation with the program PLATON. Journal of Applied Crystallography, v. 36, n. 1, p. 7–13, 1 fev. 2003.
YANAI, T.; TEW, D. P.; HANDY, N. C. A new hybrid exchange-correlation functional using the Coulomb-attenuating method (CAM-B3LYP). Chemical Physics Letters, v. 393, n. 1–3, p. 51–57, 2004.
