SYNTHESIS AND ANTIVIRAL ACTIVITY EVALUATION OF SOME NEW AMINOADAMANTANE DERIVATIVES .2.

The synthesis of some new aminoadamantane derivatives is described. Th e new compounds were evaluated against a wide range of viruses [influe nza A H1N1, influenza A H2N2, influenza A H3N2, influenza B, parainflu enza 3, herpes simplex virus type 1 (HSV-1) and type 2 (HSV-2), thymid ine kinase-deficient (TK-) HSV-1, vaccinia, vesicular stomatitis, poli o 1, Coxsackie B4, Sindbis, Semliki forest, Reo 1, varicella-zoster vi rus (VZV), TK- VZV, human cytomegalo-virus (HCMV),,and human immunodef iciency virus type 1 (HIV-1) and type 2 (HIV-2)]. Some of them proved markedly active against the influenza A H2N2 (compounds 4a,b, 5a, 6a, and 7a), H3N2 (compounds 5a, 6a, and 7a), and H1N1 (compounds 4b,c and 6d). Since compounds 5a, 6a, and 7a, amantadine, and rimantadine show ed the same comparative pattern of potency against influenza strains H 2N2, H3N2, and B, it may postulated that they act according to a simil ar mechanism, with regard to their ''amine'' effect, on the M2 ion cha nnel of influenza A (H1N1, H2N2, or H3N2). In general, no significant activity was noted with any of the new compounds against any of the ot her viruses tested, making their activity against influenza virus more specific and striking. Borderline activity was noted with some of the compounds (4b,c, 5a-c, and 8a) against HIV-1.