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Original scientific paper

https://doi.org/10.5599/admet.2.1.33

The intrinsic aqueous solubility of indomethacin

John Comer ; Sirius Analytical Ltd., Forest Row, West Sussex RH18 5DW, UK
Sam Judge ; Sirius Analytical Ltd., Forest Row, West Sussex RH18 5DW, UK
Darren Matthews ; Sirius Analytical Ltd., Forest Row, West Sussex RH18 5DW, UK
Louise Towes ; Sirius Analytical Ltd., Forest Row, West Sussex RH18 5DW, UK
Bruno Falcone ; Unilever Centre for Molecular Informatics, Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge CB2 1EW, UK
Jonathan Goodman ; Unilever Centre for Molecular Informatics, Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge CB2 1EW, UK
John Dearden ; School of Pharmacy & Biomolecular Sciences, Liverpool John Moores University, Byrom Street, Liverpool L3 3AF, UK


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Abstract

A value of 8.8 μg/mL was measured for the intrinsic solubility of indomethacin. Evidence of a form with a solubility of about 77 μg/mL was also obtained. Solubility measurements were conducted using the CheqSol and Curve Fitting methods using a maximum pH of 9. It is also demonstrated that a published intrinsic solubility of 410 μg/mL was in error due to decomposition of indomethacin at pH 12. The decomposition of indomethacin at pH 12 was investigated. Decomposition products comprising p-chlorobenzoic acid and 5-Methoxy-2-methyl-3-indoleacetic acid were isolated and characterised.

Keywords

Indomethacin; solubility; CheqSol; p-chlorobenzoic acid; decomposition

Hrčak ID:

119017

URI

https://hrcak.srce.hr/119017

Publication date:

1.4.2014.

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