title: Synthesis and anti-HIV activity of 1,3,4,5-tetrahydro-2H-1,4-benzodiazepin-2-one (TBO) derivatives. Truncated 4,5,6,7-tetrahydro-5-methylimidazo[4,5,1-jk][1,4]benzodiazepin-2( 1H)-on es (TIBO) analogues.
abstract: 4,5,6,7-Tetrahydro-5-methylimidazo[4,5,1-jk][1,4]benzodiazepin-2(1 H)-ones (TIBO), 1, have been shown to significantly inhibit HIV-1 replication, as reported in detail in our prior publications. Since our earlier reports, we have modified the TIBO structures 1 by removing the 5-membered ring of 1, generating 1,3,4,5-tetrahydro-2H-1,4-benzodiazepin-2-ones (TBO), 4, a bicyclic series of compounds. Although compounds 4 possess modest activity when compared to TIBO analogues 1, they clearly demonstrated significant anti-HIV-1 activity.
authors.affiliation: Janssen Research Foundation, Spring House, PA 19477, USA.
authors.forename: H J
authors.initials: HJ
authors.lastname: Breslin
authors.forename: M J
authors.initials: MJ
authors.lastname: Kukla
authors.forename: T
authors.initials: T
authors.lastname: Kromis
authors.forename: H
authors.initials: H
authors.lastname: Cullis
authors.forename: F
authors.initials: F
authors.lastname: De Knaep
authors.forename: R
authors.initials: R
authors.lastname: Pauwels
authors.forename: K
authors.initials: K
authors.lastname: Andries
authors.forename: E
authors.initials: E
authors.lastname: De Clercq
authors.forename: M A
authors.initials: MA
authors.lastname: Janssen
authors.forename: P A
authors.initials: PA
authors.lastname: Janssen
mesh_terms: D019380:Anti-HIV Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D001570:Benzodiazepinones / Q000138:chemical synthesis* / Q000494:pharmacology; D002478:Cells, Cultured; D015497:HIV-1 / Q000187:drug effects*; D006801:Humans; D007093:Imidazoles / Q000138:chemical synthesis* / Q000494:pharmacology; D013329:Structure-Activity Relationship
chemical_list: D019380:Anti-HIV Agents; D001570:Benzodiazepinones; D007093:Imidazoles