Regiospecific Synthesis of 5-Halo-substituted Thiophene Pyridyl Thiourea Compounds as Non-nucleoside Inhibitors of HIV-1 Reverse Transcriptase

摘要

The regiospecific synthesis of 5-halothiophenethylamines and halo-substituted phenylethyl thioureas was accomplished with an overall yield of 45-60%.Condensation of t-boc protected 2-thiophenethylamine with N-halo succinamide in dimethylformamide furnished the desired halo-substituted thiophencthylumines.These thiophenethyl amines were further converted into biologieally active thiourea compounds using thio-carbonyldiimidazole chemistry.Several of the halo-substituted thiophene pyridyl thiourea compounds inhibited HIV-1 reverse transcriptase ( RT) at nanomolar concentrations.