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Ethinyl estradiol cocrystals assembled by chains structures: improvement in stability and solubility

Abstract

Cocrystals of ethinyl estradiol (EE) with five coformers including nicotinamide (NA), piperazine (PZ), tetramethylpyrazine (TET), 4,4'-bipyridine (BIP) and imidazole (IZ) had been prepared with 1:1 stoichiometry, and their crystal structures were characterized by a series of physicochemical methods. EE molecules were connected with coformers through intermolecular hydrogen bonds and formed chain structures. Especially, EE-NA and EE-TET‧H2O had special spiral chain structures and unique combinations. The physical stability experiment under high temperature, high humidity and high light intensity conditions proved the stability of EE cocrystals. Meanwhile, the dissolution performance had been explored, and a prominent “spring-parachute” effect was observed for EE-NA at 0.2% SDS solution to improve the EE solubility (1.43-fold), EE-PZ and EE-TET‧H2O also had advantage over EE. This successful attempt implies that cocrystal strategy is effective means to improve the solubility and stability of EE.

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Publication details

The article was received on 10 Aug 2019, accepted on 03 Oct 2019 and first published on 07 Oct 2019


Article type: Paper
DOI: 10.1039/C9NJ04147H
New J. Chem., 2019, Accepted Manuscript

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    Ethinyl estradiol cocrystals assembled by chains structures: improvement in stability and solubility

    R. Du, J. Xu, L. Zhang, L. Ning and S. Li, New J. Chem., 2019, Accepted Manuscript , DOI: 10.1039/C9NJ04147H

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