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Issue 18, 2019
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Mechanochemical preparation of molecular and ionic co-crystals of the hormone melatonin

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Abstract

Two co-crystals of melatonin with piperazine and (1,4-diazabicyclo[2.2.2]octane), DABCO, and a hydrated ionic co-crystal with CaCl2 were obtained directly in the solid-state via kneading of the solid mixtures with a few drops of ethanol. The structure of the DABCO co-crystal, mel2·DABCO, was determined by single crystal X-ray diffraction, while those of the piperazine co-crystal, mel2·pip, isomorphous with the DABCO one, and the ionic co-crystal, mel2·CaCl2·2H2O, were determined from powder data. In the case of the ionic co-crystal with CaCl2, solubility measurements indicate that melatonin solubility in water increases by an order of magnitude with respect to the pure substance.

Graphical abstract: Mechanochemical preparation of molecular and ionic co-crystals of the hormone melatonin

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Article information


Submitted
05 Mar 2019
Accepted
05 Apr 2019
First published
08 Apr 2019

CrystEngComm, 2019,21, 2949-2954
Article type
Paper

Mechanochemical preparation of molecular and ionic co-crystals of the hormone melatonin

O. Shemchuk, V. André, M. T. Duarte, D. Braga and F. Grepioni, CrystEngComm, 2019, 21, 2949
DOI: 10.1039/C9CE00316A

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