title: Synthesis and ocular effects of imidazole nitrolic acid and amidoxime esters.
abstract: Esters of 1-(H)-imidazole-5-nitrolic acid and 1-methyl-imidazole-5-carboxamide oxime were prepared to study the effect of esterification on the ocular effects of these compounds. Esterifications were performed with acid chloride. Acid chloride also reacts with the ring nitrogen of 1-(H)-imidazole-5-nitrolic acid, but the desired esters could be selectively prepared by adjustment of the reaction conditions. Esterification led to loss of the ocular effects exhibited by the parent compounds.
authors.affiliation: Department of Chemistry, University of Joensuu, PO Box 111, FIN-80101 Joensuu, Finland.
authors.forename: Larisa
authors.initials: L
authors.lastname: Oresmaa
authors.forename: Hanna
authors.initials: H
authors.lastname: Kotikoski
authors.forename: Matti
authors.initials: M
authors.lastname: Haukka
authors.forename: Olli
authors.initials: O
authors.lastname: Oksala
authors.forename: Esko
authors.initials: E
authors.lastname: Pohjala
authors.forename: Heikki
authors.initials: H
authors.lastname: Vapaatalo
authors.forename: Pirjo
authors.initials: P
authors.lastname: Vainiotalo
authors.forename: Paula
authors.initials: P
authors.lastname: Aulaskari
mesh_terms: D000818:Animals; D001082:Aqueous Humor / Q000187:drug effects* / Q000502:physiology; D004951:Esterification; D004952:Esters / Q000138:chemical synthesis / Q000494:pharmacology; D007275:Injections, Intravenous; D007700:Kinetics; D009593:Nitroimidazoles / Q000138:chemical synthesis / Q000494:pharmacology; D009799:Ocular Physiological Phenomena; D010091:Oximes / Q000138:chemical synthesis / Q000494:pharmacology; D011817:Rabbits
chemical_list: D004952:Esters; D009593:Nitroimidazoles; D010091:Oximes