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Issue 25, 2018
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Multicomponent solids of uracil derivatives – orotic and isoorotic acids

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Abstract

Cocrystallization of two multifunctional structural isomers viz. orotic and isoorotic acids was explored with a series of amine and pyridine-based coformers. The system has been chosen in such a way so that robustness of the acid⋯pyridine synthon was tested against competing amine⋯pyridine and carbonyl⋯pyridine synthons. Here, we report the structural characterization and solubility measurements of ten solids which include three cocrystals, one salt cocrystal, four salts and two salt hydrates. All multicomponent solids showed significant improvement in solubility in comparison to the acids and also showed a strong correlation between the percentage of the O⋯H interaction and solubility. The ΔpKa rule is validated in the structural landscape by considering all components of the matrix together.

Graphical abstract: Multicomponent solids of uracil derivatives – orotic and isoorotic acids

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Publication details

The article was received on 29 Mar 2018, accepted on 07 May 2018 and first published on 11 May 2018


Article type: Paper
DOI: 10.1039/C8CE00486B
Citation: CrystEngComm, 2018,20, 3490-3504
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    Multicomponent solids of uracil derivatives – orotic and isoorotic acids

    V. Kumar, P. K. Goswami, R. Thaimattam and A. Ramanan, CrystEngComm, 2018, 20, 3490
    DOI: 10.1039/C8CE00486B

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