

SYNTHESIS OF 2-[(ω-PHTHALIMIDOALKYL)SULFANYL]PYRIMIDIN-4(3H)-ONES, THEIR CYTOTOXICITY AND in vitro ACTIVITY AGAINST HIV-1/2

Abstract
The interaction of N-(2-bromoethyl)- and N-(3-bromopropyl)phthalimides with 2-thiouracils substituted at position 6 was studied in alkaline medium, providing S-monoamidoalkylation products and, depending on the substituents, the products of S,O(4)- and S,N(3)-diamidoalkylation. Among the obtained compounds, only 2-[2-(phthalimidoethyl)sulfanyl]-6-(trifluoromethyl)pyrimidin-4(3H)-one showed in vitro antiHIV-1 and antiHIV-2 activity at micromolar concentration range.
Keywords
2-thiouracil; uracil; phthalimidoalkylation; antiHIV-1/2 activity; antiviral activity.
Latvian Institute of Organic Synthesis - Aizkraukles iela, 21, Riga, LV-1006, Latvia - hgs@osi.lv