Compound instability in dimethyl sulphoxide, case studies with 5-aminopyrimidines and the implications for compound storage and screening.

Abstract:

: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.

journal_name

Bioorg Med Chem Lett

authors

Procházková E,Jansa P,Březinová A,Cechová L,Mertlíková-Kaiserová H,Holý A,Dračínský M

doi

10.1016/j.bmcl.2012.08.065

subject

Has Abstract

pub_date

2012-10-15 00:00:00

pages

6405-9

issue

20

eissn

0960-894X

issn

1464-3405

pii

S0960-894X(12)01076-1

journal_volume

22

pub_type

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