TY - JOUR
KW - Inorganic Chemistry
KW - Organic Chemistry
KW - Analytical Chemistry
KW - Spectroscopy
AU - Sousa ML
AU - Sarraguça MC
AU - Oliveira dos Santos A
AU - Sarraguça JM
AU - Lopes J
AU - Roberto da Silva Ribeiro P
AB - In this work, a new salt of clofazimine (CFZ) with 4-aminobenzoic acid (PABA is described. CFZ is an antibiotic drug used in the treatment of leprosy. This drug has low absorption when administered orally because of its low water solubility, contributing to the reduction of bioavailability, limiting its application. Towards the augmentation of the bioavailability of CFZ, we propose in this work the development of a salt. The new product CFZ+–PABA– (1:1) was synthesized through liquid assisted grinding method and characterized by powder X-ray diffraction, mid-infrared spectroscopy, and differential scanning calorimetry. The investigations provided evidence of the formation of a new salt. The interaction involves proton transfer between PABA and CFZ forming  motif in carboxylate region (COO−) of PABA and imines regions (N–H/N+–H) of CFZ. According to the analyses, the stoichiometric ratio of salt formation is 1:1. The salt dissolution profile shows the product is 5.0 folds more soluble than the CFZ free base.
BT - Journal of Molecular Structure
DO - 10.1016/j.molstruc.2020.128226
N2 - In this work, a new salt of clofazimine (CFZ) with 4-aminobenzoic acid (PABA is described. CFZ is an antibiotic drug used in the treatment of leprosy. This drug has low absorption when administered orally because of its low water solubility, contributing to the reduction of bioavailability, limiting its application. Towards the augmentation of the bioavailability of CFZ, we propose in this work the development of a salt. The new product CFZ+–PABA– (1:1) was synthesized through liquid assisted grinding method and characterized by powder X-ray diffraction, mid-infrared spectroscopy, and differential scanning calorimetry. The investigations provided evidence of the formation of a new salt. The interaction involves proton transfer between PABA and CFZ forming  motif in carboxylate region (COO−) of PABA and imines regions (N–H/N+–H) of CFZ. According to the analyses, the stoichiometric ratio of salt formation is 1:1. The salt dissolution profile shows the product is 5.0 folds more soluble than the CFZ free base.
PB - Elsevier BV
PY - 2020
EP - 128226
T2 - Journal of Molecular Structure
TI - A new salt of clofazimine to improve leprosy treatment
SN - 0022-2860
ER -