Synthesis of 5-(1-H or 1-alkyl-5-oxopyrrolidin-3-yl)-8-hydroxy-[1, 6]-naphthyridine-7-carboxamide inhibitors of HIV-1 integrase
JY Melamed, MS Egbertson, S Varga, JP Vacca… - Bioorganic & medicinal …, 2008 - Elsevier
JY Melamed, MS Egbertson, S Varga, JP Vacca, G Moyer, L Gabryelski, PJ Felock…
Bioorganic & medicinal chemistry letters, 2008•ElsevierHIV-1 integrase catalyzes the insertion of viral DNA into the genome of the host cell.
Integrase inhibitor N-(4-fluorobenzyl)-8-hydroxy-1, 6-naphthyridine-7-carboxamide
selectively inhibits the strand transfer process of integration. 4-Substituted pyrrolidinones
possessing various groups on the pyrrolidinone nitrogen were introduced at the 5-position of
the naphthyridine scaffold. These analogs exhibit excellent activity against viral replication in
a cell-based assay. The preparation of these compounds was enabled by a three-step, two …
Integrase inhibitor N-(4-fluorobenzyl)-8-hydroxy-1, 6-naphthyridine-7-carboxamide
selectively inhibits the strand transfer process of integration. 4-Substituted pyrrolidinones
possessing various groups on the pyrrolidinone nitrogen were introduced at the 5-position of
the naphthyridine scaffold. These analogs exhibit excellent activity against viral replication in
a cell-based assay. The preparation of these compounds was enabled by a three-step, two …
HIV-1 integrase catalyzes the insertion of viral DNA into the genome of the host cell. Integrase inhibitor N-(4-fluorobenzyl)-8-hydroxy-1,6-naphthyridine-7-carboxamide selectively inhibits the strand transfer process of integration. 4-Substituted pyrrolidinones possessing various groups on the pyrrolidinone nitrogen were introduced at the 5-position of the naphthyridine scaffold. These analogs exhibit excellent activity against viral replication in a cell-based assay. The preparation of these compounds was enabled by a three-step, two-pot reaction sequence from a common butenolide intermediate.
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