Mechanochemical synthesis, characterization, and thermal behavior of meloxicam cocrystals with salicylic acid, fumaric acid, and malic acid

Autor(es)

Fernandes, Richard Perosa ^[1] ; Carneiro Soares do Nascimento, Andre Luiz ^[1] ; Sobral Carvalho, Ana Carina ^[1] ; Teixeira, Jose Augusto ^[1] ; Ionashiro, Massao ^[1] ; Caires, Flavio Junior ^{[1, 2]}

Afiliação do(s) autor(es)

^[1] Univ Estadual Paulista UNESP, Inst Quim, CP 355, BR-14801970 Araraquara, SP - Brazil

^[2] Univ Estadual Paulista Unesp, Fac Ciencias, BR-17033260 Bauru, SP - Brazil

• Tipo de documento: Artigo Científico
• Fonte: JOURNAL OF THERMAL ANALYSIS AND CALORIMETRY; v. 138, n. 1, p. 765-777, OCT 2019.
• Citações Web of Science: 3

Resumo

A liquid-assisted grinding approach was used to synthesize three cocrystals between the coformers: salicylic acid, fumaric acid, and malic acid with meloxicam, a nonsteroidal anti-inflammatory drug. The spectroscopic techniques, Raman and Fourier transform infrared (FTIR), confirm the formation of these compounds by showing evidence of hydrogen bonds between NH or OH and CO groups. Powder X-ray diffraction verified the formation of the cocrystals by comparing the results with a crystallographic database. Differential scanning calorimetry (DSC), simultaneous thermogravimetry and differential scanning calorimetry (TG-DSC), evolved gas analysis (EGA by TG-FTIR), DSC-photovisual analysis, and videos of the cocrystals being heated were used to study the thermal behavior, analyze the composition, identify polymorphic transitions in meloxicam cocrystal with malic acid, and understand the decomposition phenomena of these solids. The malic acid compound shows a unique degradation step that was confirmed by TG-DSC data and FTIR analysis of the residue formed. A solubility test was performed: fumaric cocrystal showed an enhanced performance compared to pure drug, and malic and salicylic cocrystals showed a slower dissolution profile. (AU)

• Processo FAPESP: 18/24378-6 - Síntese, caracterização e estudo termoanalítico de cocristais de Valsartana, Candesartana Cilexetila e Olmesartana medoxomila
• Beneficiário: Flávio Junior Caires
• Modalidade de apoio: Auxílio à Pesquisa - Regular
• Processo FAPESP: 17/14936-9 - Preparação, caracterização e estudos termoanalíticos de catalisadores heterogêneos de selenatos duplos de Mg/Co e Mg/Cu na produção de biodiesel a partir de diferentes óleos
• Beneficiário: Massao Ionashiro
• Modalidade de apoio: Auxílio à Pesquisa - Regular