472995-90-7Relevant academic research and scientific papers
Synthesis of imidazoles as novel emivirine and S-DABO analogue
Loksha, Yasser M.,Jorgensen, Per T.,Pedersen, Erik B.,El-Badawi, Mahmoud A.,El-Barbary, Ahmed A.,Nielsen, Claus
, p. 375 - 382 (2007/10/03)
5-Alkyl-4-benzyl-1,3-dihydroimidazol-2-ones (3a-d) and 5-alkyl-4-benzyl-1,3-dihydroimidazole-2-thiones (7a-d) were prepared via Dakin West reaction on DL-phenylalanine with the appropriate aliphatic acid anhydrides followed by hydrolysis and reaction with potassium cyanate or potassium thiocyanate. Compounds 3a-d were alkylated with ethoxymethyl chloride to give the alkylated imidazoles 5a-d which were considered analogues of Emivirine with deletion of carbonyl group at the 4-position. Alkylation of 7a-d afforded the corresponding S-alkylated derivatives 8a-p which in a similar way were considered analogues of S-DABO. However all the imidazole derivatives were devoid of activity against HIV.
