Compound instability in dimethyl sulphoxide, case studies with 5-aminopyrimidines and the implications for compound storage and screening
Language English Country Great Britain, England Media print-electronic
Document type Journal Article, Research Support, Non-U.S. Gov't
PubMed
22989530
DOI
10.1016/j.bmcl.2012.08.065
PII: S0960-894X(12)01076-1
Knihovny.cz E-resources
- MeSH
- Aminopyridines chemistry MeSH
- Dimethyl Sulfoxide chemistry MeSH
- Oxidation-Reduction MeSH
- Oxidants chemistry MeSH
- Solvents chemistry MeSH
- Publication type
- Journal Article MeSH
- Research Support, Non-U.S. Gov't MeSH
- Names of Substances
- Aminopyridines MeSH
- Dimethyl Sulfoxide MeSH
- Oxidants MeSH
- Solvents MeSH
The oxidation reactions of 5-aminopyrimidine derivatives in dimethyl sulphoxide (DMSO) were studied. The DMSO solutions of the studied compounds became deeply coloured within a few hours or days. The oxidation products can undergo further condensation reactions with the starting pyrimidines to yield bipyrimidines and/or pyrimidopteridines. The reaction mechanism of the oxidation-condensation reaction was also supported by reactions of the 5-aminopyrimidines with alloxan (2,4,5,6-tetraoxopyrimidine). DMSO is often used as the solvent in in vitro tests of biological activities, but it is also an oxidising agent and may react with solute molecules and significantly affect the quality of the generated biochemical data.
References provided by Crossref.org
