title: 3-Hydroxy-4-methyl-5-pentyl-2-iminopyrrolidine: a potent and highly selective inducible nitric oxide synthase inhibitor.
abstract: (3S,4S,5R)-2-Imino-4-methyl-5-pentyl-3-pyrrolidinol hydrochloride (1) is a potent inducible nitric oxide synthase (i-NOS) inhibitor that has three times the selectivity of its parent, (+)-cis-4-methyl-5-pentylpyrrolidin-2-imine hydrochloride (2).
authors.affiliation: Department of Discovery Medicinal Chemistry, Pharmacia, Skokie, IL 60077, USA.
authors.forename: Sofya
authors.initials: S
authors.lastname: Tsymbalov
authors.forename: Timothy J
authors.initials: TJ
authors.lastname: Hagen
authors.forename: William M
authors.initials: WM
authors.lastname: Moore
authors.forename: Gina M
authors.initials: GM
authors.lastname: Jerome
authors.forename: Jane R
authors.initials: JR
authors.lastname: Connor
authors.forename: Pamela T
authors.initials: PT
authors.lastname: Manning
authors.forename: Barnett S
authors.initials: BS
authors.lastname: Pitzele
authors.forename: E Ann
authors.initials: EA
authors.lastname: Hallinan
mesh_terms: D004791:Enzyme Inhibitors / Q000138:chemical synthesis / Q000494:pharmacology; D006801:Humans; D007097:Imines / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D020128:Inhibitory Concentration 50; D007527:Isoenzymes / Q000187:drug effects; D019001:Nitric Oxide Synthase / Q000037:antagonists & inhibitors*; D052247:Nitric Oxide Synthase Type II; D011759:Pyrrolidines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
chemical_list: C475589:3-hydroxy-4-methyl-5-pentyl-2-iminopyrrolidine; C114610:4-methyl-5-pentylpyrrolidin-2-imine; D004791:Enzyme Inhibitors; D007097:Imines; D007527:Isoenzymes; D011759:Pyrrolidines; C496319:NOS2 protein, human; D019001:Nitric Oxide Synthase; D052247:Nitric Oxide Synthase Type II