title: Synthesis of analogs of (1,4)-3- and 5-imino oxazepane, thiazepane, and diazepane as inhibitors of nitric oxide synthases.
abstract: A series of 3- and 5-imino analogs from oxazepane, thiazepane, and diazepane was prepared and evaluated as inhibitors of human nitric oxide synthesis (NOS). The most potent iNOS inhibitor was the thiazepane analog 25 (IC(50) = 0.19 microM).
authors.affiliation: Department of Medicinal Chemistry, Merck Research Laboratories, PO Box 2000, Rahway, NJ 07065, USA. kothandaraman_shankaran@merck.com
authors.forename: K
authors.initials: K
authors.lastname: Shankaran
authors.forename: Karla L
authors.initials: KL
authors.lastname: Donnelly
authors.forename: Shrenik K
authors.initials: SK
authors.lastname: Shah
authors.forename: Charles G
authors.initials: CG
authors.lastname: Caldwell
authors.forename: Ping
authors.initials: P
authors.lastname: Chen
authors.forename: William K
authors.initials: WK
authors.lastname: Hagmann
authors.forename: Malcolm
authors.initials: M
authors.lastname: Maccoss
authors.forename: John L
authors.initials: JL
authors.lastname: Humes
authors.forename: Stephen G
authors.initials: SG
authors.lastname: Pacholok
authors.forename: Theresa M
authors.initials: TM
authors.lastname: Kelly
authors.forename: Stephan K
authors.initials: SK
authors.lastname: Grant
authors.forename: Kenny K
authors.initials: KK
authors.lastname: Wong
mesh_terms: D001389:Azirines / Q000138:chemical synthesis / Q000494:pharmacology; D004095:Dihydropyridines / Q000138:chemical synthesis / Q000494:pharmacology; D004791:Enzyme Inhibitors / Q000138:chemical synthesis / Q000494:pharmacology; D006801:Humans; D019001:Nitric Oxide Synthase / Q000037:antagonists & inhibitors* / Q000378:metabolism; D010077:Oxazepines / Q000138:chemical synthesis* / Q000494:pharmacology; D013841:Thiazepines / Q000138:chemical synthesis* / Q000494:pharmacology
chemical_list: D001389:Azirines; D004095:Dihydropyridines; D004791:Enzyme Inhibitors; D010077:Oxazepines; D013841:Thiazepines; C069267:diazipine; D019001:Nitric Oxide Synthase