-
Something wrong with this record ?
Compound instability in dimethyl sulphoxide, case studies with 5-aminopyrimidines and the implications for compound storage and screening
E. Procházková, P. Jansa, A. Březinová, L. Cechová, H. Mertlíková-Kaiserová, A. Holý, M. Dračínský,
Language English Country England, Great Britain
Document type Journal Article, Research Support, Non-U.S. Gov't
- 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
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
- 000
- 00000naa a2200000 a 4500
- 001
- bmc13012449
- 003
- CZ-PrNML
- 005
- 20130410094817.0
- 007
- ta
- 008
- 130404s2012 enk f 000 0|eng||
- 009
- AR
- 024 7_
- $a 10.1016/j.bmcl.2012.08.065 $2 doi
- 035 __
- $a (PubMed)22989530
- 040 __
- $a ABA008 $b cze $d ABA008 $e AACR2
- 041 0_
- $a eng
- 044 __
- $a enk
- 100 1_
- $a Procházková, Eliška $u Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Prague, Czech Republic.
- 245 10
- $a Compound instability in dimethyl sulphoxide, case studies with 5-aminopyrimidines and the implications for compound storage and screening / $c E. Procházková, P. Jansa, A. Březinová, L. Cechová, H. Mertlíková-Kaiserová, A. Holý, M. Dračínský,
- 520 9_
- $a 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.
- 650 _2
- $a aminopyridiny $x chemie $7 D000631
- 650 _2
- $a dimethylsulfoxid $x chemie $7 D004121
- 650 _2
- $a oxidancia $x chemie $7 D016877
- 650 _2
- $a oxidace-redukce $7 D010084
- 650 _2
- $a rozpouštědla $x chemie $7 D012997
- 655 _2
- $a časopisecké články $7 D016428
- 655 _2
- $a práce podpořená grantem $7 D013485
- 700 1_
- $a Jansa, Petr $u -
- 700 1_
- $a Březinová, Anna $u -
- 700 1_
- $a Cechová, Lucie $u -
- 700 1_
- $a Mertlíková-Kaiserová, Helena $u -
- 700 1_
- $a Holý, Antonín $u -
- 700 1_
- $a Dračínský, Martin $u -
- 773 0_
- $w MED00000770 $t Bioorganic & medicinal chemistry letters $x 1464-3405 $g Roč. 22, č. 20 (2012), s. 6405-9
- 856 41
- $u https://pubmed.ncbi.nlm.nih.gov/22989530 $y Pubmed
- 910 __
- $a ABA008 $b sig $c sign $y a $z 0
- 990 __
- $a 20130404 $b ABA008
- 991 __
- $a 20130410095046 $b ABA008
- 999 __
- $a ok $b bmc $g 975647 $s 810730
- BAS __
- $a 3
- BAS __
- $a PreBMC
- BMC __
- $a 2012 $b 22 $c 20 $d 6405-9 $i 1464-3405 $m Bioorganic & medicinal chemistry letters $n Bioorg Med Chem Lett $x MED00000770
- LZP __
- $a Pubmed-20130404
