Issue 25, 2018

Multicomponent solids of uracil derivatives – orotic and isoorotic acids

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

Supplementary files

Article information

Article type
Paper
Submitted
29 Mar 2018
Accepted
07 May 2018
First published
11 May 2018

CrystEngComm, 2018,20, 3490-3504

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

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements