About: Compound instability in dimethyl sulphoxide, case studies with 5-aminopyrimidines and the implications for compound storage and screening     Goto   Sponge   NotDistinct   Permalink

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  • 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.
  • 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. (en)
Title
  • Compound instability in dimethyl sulphoxide, case studies with 5-aminopyrimidines and the implications for compound storage and screening
  • Compound instability in dimethyl sulphoxide, case studies with 5-aminopyrimidines and the implications for compound storage and screening (en)
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  • Compound instability in dimethyl sulphoxide, case studies with 5-aminopyrimidines and the implications for compound storage and screening
  • Compound instability in dimethyl sulphoxide, case studies with 5-aminopyrimidines and the implications for compound storage and screening (en)
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  • RIV/61388963:_____/12:00383277!RIV13-AV0-61388963
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  • 128244
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  • RIV/61388963:_____/12:00383277
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  • 5-aminopyrimidines; dimethyl sulphoxide; oxidation; self-condensation; pyrimidopteridines (en)
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  • GB - Spojené království Velké Británie a Severního Irska
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  • [27BA48C6C112]
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  • Bioorganic and Medicinal Chemistry Letters
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  • 22
http://linked.open...iv/tvurceVysledku
  • Dračínský, Martin
  • Holý, Antonín
  • Jansa, Petr
  • Mertlíková-Kaiserová, Helena
  • Čechová, Lucie
  • Březinová, Anna
  • Procházková, Eliška
http://linked.open...ain/vavai/riv/wos
  • 000309609500019
issn
  • 0960-894X
number of pages
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  • 10.1016/j.bmcl.2012.08.065
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