On Differences between Racemic and Enantiomerically Pure Forms of Aziridine-2-Carboxamide

Chemistry of Heterocyclic Compounds 2012
Māris Turks, Inese Rijkure, Sergejs Beļakovs, Daina Zicāne, Viktors Kumpiņš, Ērika Bizdēna, A. Meikas, Andres Valkna

Synthesis, X-ray and cytotoxicity studies of (S)- and (R)-aziridine-2-carboxamide (Leakadine) are described. X-Ray data of the enantiomerically pure form are compared with those for racemic aziridine-2-carboxamide in order to explain the 21 oC large melting point difference between both series. It was found that despite their overall low cytotoxicity (S)-aziridine-2-carboxamide is slightly more cytotoxic than (R)-aziridine-2-carboxamide.

Keywords
Aziridine-2-carboxamide, Leakadine, chiral aziridines, X-ray studies
DOI
10.1007/s10593-012-1067-2

Turks, M., Rijkure, I., Beļakovs, S., Zicāne, D., Kumpiņš, V., Bizdēna, Ē., Meikas, A., Valkna, A. On Differences between Racemic and Enantiomerically Pure Forms of Aziridine-2-Carboxamide. Chemistry of Heterocyclic Compounds, 2012, Vol.48, Iss.6, pp.861-868. ISSN 0009-3122. Available from: doi:10.1007/s10593-012-1067-2

Publication language
English (en)