Pyrazine Diuretics. I. N-Amiclino-3-aniino-6-halopyrazinecarboxa~iiides . I series of S-amidiiio-B-aiuiiio-ti-lialop~rr.aziiiecarboxuiiiides WIJ prepared pi'iitc,ipr.ally try the reaction of iiiethyl 3-ar~iitio-6-halop~ra~iiie~a~bor;3.lates with yiiariidirie or siihstitiited giiatiidiiies. A iiiiriiber of 1 hew compounds reverse the electrolyte excretion effects of deox!co~ti~oEteroiie in the adreiialec,toniizetl rat and cause iiatriiuesis in the intact rat, arid dog while leaving unaffected or eveii repressing K + excretion.
The syiitliesis of it aeries of (pyrazinecarI~o~iti~ii~~~)giiaiiidiiies by :t iiiiiii1)cr of i i i v i ttods is rtcssczritwtl. 'Pltc-<~ iiid d u r e s i s i i i r a t s :iiid t i r J g S wliilcs ,f these coln~,oulldi I,rodilc,cYl t tl(1 inecllrbos:Lrnitl(J)giiaiiiiliiie.;. compouiids, like their N-amidiiiopviazitiecarboramitle arinlogs, cniisc: di potassium excretioii is unaffected or repressed. Cyclizat ioii of :t 1111 aiialogous pyrazinyltriazoles which were yelierally lehi potelit than the 'l'lic most gcnerd iiietliod for tlic preparation of these compounds irivolved the iiiteraciiori of' a met hy1 1)yruxinecarboxyl:ite (11) with tlw :tppropri:tte amiiiogu:zrlidine (route A). Other inethocls of preparatiou \vwe devised as alternate routes in those (:a tlic niethyl ester gave poor iwults a i d for cvidciicr i t i structure assig~inierit~ to the products.
Although there has recently been a great increase in the number of publications concerning the pyridazine ring system, the spectral properties of this nucleus has received only cursory attention. A few authors have mentioned that pyridazines have spectra similar to those of the pyridines and pyrimidines ( 1 ,2), but useful generalizations have not yet appeared.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.