Abstracts Book - IMRC 2018

• SB6-P011
METFORMINE AS POTENTIAL COCRYSTALLIZER IN THE SOLID
STATE
Sayuri Chong 3 , Itzia I. Padilla Martínez 2 , Marcos Morales Santana 2 , Efrén Venancio García Báez 1
1 Instituto Politécnico Nacional - IPN, Laboratorio de Investigación en Polímeros y
Nanomateriales, Mexico. 2 Instituto Politécnico Nacional - IPN, Laboratorio de Química
Supramolecular y Nanociencias UPIBI-Instituto Politécnico Nacional., Mexico. 3 Instituto
Politécnico Nacional - IPN, Laboratorio de Química Supramolecular y Nanociencias UPIBI,
Mexico.
Oxamic acid derivates show different therapeutics properties as antirheumatic,
antiinflamatory and antiasthmatic 1 . On the other hand, metformin is the most
used antidiabetic drug. One of the strategies to improve the solubility in water is
to form cocrystals of the desired compound 2 .
In this contribution, the formation of new phases and cocrystals was achieved
by mechanochemical synthesis: the metformin hydrochloride (1) and DMSO
were usedas a co-forming agents of 1,4-phenylenedioxamic acid (2).
Independently the stoichiometry used in the preparation of the solid mixtures,
the cocrystals 1âˆÂ22 and 2âˆÂ2DMSO were obtained. The
characterization of the solid cocrystals was performed by XRDP, IR, 13 C- CPMAS,
TG-DSC and monocrystal X-ray and 1 H NMR in solution.
The supramolecular structure of cocrystal 1âˆÂ22 shows that molecules o 2
areself-associated by means of O-H âˆÂâˆÂ∠O hydrogen bonds
between the COOH ends, while metformin participates to develop the second
dimension forming hydrogen bonds of type X-H âˆÂâˆÂ∠O (X = O,
N), with the participation of both the amide and carboxylic acid groups of
compound 2, and the NH2 groups of 1, contributing to the change in
physicochemical properties. A comparison of solubility properties between
1âˆÂ22 and 2âˆÂ2DMSO cocrystals, was performed.
Acknowledgment:
1. Souz G.P., Konzen C., Simões T.R.G., Rodrigues B.L., Alcántara A.F.C.,
Stumpf H.O.; Structural characterization of a new dioxamic acid derivative
by experimental (FT-IR, NMR, and X-ray) analyses and theoretical (HF and
DFT) investigations, Journal of Molecular Structure (2012), 1016, 13–21.