title: 5,5-disubstituted hydantoins: syntheses and anti-HIV activity.
abstract: A series of 5,5-disubstituted hydantoin derivatives was synthesized by alkylating 5,5-bis(mercaptomethyl)-2,4-imidazolidinedione (3) with various halomethylaromatic or halomethylheteroaromatic precursors, or by using the Buchener-Berg procedure on the required ketone. When evaluated for their ability to inhibit HIV-induced cell killing and virus production in CEM or MT-2 cells only compounds 2, 4n, 4o, and 4i demonstrated modest activity, the latter with an IC50 = 53 microM.
authors.affiliation: Organic Chemistry Department, Southern Research Institute, Birmingham, Alabama 35255-5305.
authors.forename: R N
authors.initials: RN
authors.lastname: Comber
authors.forename: R C
authors.initials: RC
authors.lastname: Reynolds
authors.forename: J D
authors.initials: JD
authors.lastname: Friedrich
authors.forename: R A
authors.initials: RA
authors.lastname: Manguikian
authors.forename: R W
authors.initials: RW
authors.lastname: Buckheit
authors.forename: J W
authors.initials: JW
authors.lastname: Truss
authors.forename: W M
authors.initials: WM
authors.lastname: Shannon
authors.forename: J A
authors.initials: JA
authors.lastname: Secrist
mesh_terms: D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D002460:Cell Line; D006678:HIV / Q000187:drug effects*; D006827:Hydantoins / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D008826:Microbial Sensitivity Tests
chemical_list: D000998:Antiviral Agents; D006827:Hydantoins