Synthesis and ocular effects of imidazole nitrolic acid and amidoxime esters.
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.
Oresmaa
Larisa
L
Department of Chemistry, University of Joensuu, PO Box 111, FIN-80101 Joensuu, Finland.
Kotikoski
Hanna
H
Haukka
Matti
M
Oksala
Olli
O
Pohjala
Esko
E
Vapaatalo
Heikki
H
Vainiotalo
Pirjo
P
Aulaskari
Paula
P
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
D004952:Esters; D009593:Nitroimidazoles; D010091:Oximes