New Emivirine (MKC-442) Analogues Containing a Tetrahydronaphthalene at C-6 and their Anti-HIV Activity

摘要

An 5-ethyl-2-thiouracil derivative with a 6-(tetra-hydronaphthalen-l-yl)methyl substituent was synthesized by condensation of thiourea with an adequate beta-ketoester which in turn was synthesized in a single step from (tetrahydro-naphthalen-l-yl)acetonitrile. The latter starting material was also used to synthesize an analogously substituted tetrahydro-naphthalen-1-yl substituted uracil with a locked conformation. Only the non-nucleoside derivatives prepared from the desul-furized substituted 2-thiouracil showed moderate activity against HIV whereas a corresponding non-nucleoside derivative was devoid of activity against HIV.