[Synthesis and H2-antihistaminic effect of N,N'-bisheteroaryl N,N'-bisheteroaryl-substituted cyanoguanidines and 2-nitro-1,1-ethenediamines. 17. H2-antihistaminics].
In studies on structure-activity relationships of histamine H2-receptor antagonists, cyanoguanidines and 2-nitro-1,1-ethendiamines, which contain the heterocyclic rings of ranitidine and cimetidine twofold, were prepared and tested for their H2-antihistaminic activity on the isolated guinea-pig atrium and on the histamine stimulated acid secretion of the anaesthetized rat. While the N,N'-disubstituted keten-N,N-acetales 8 and 11 possess markedly stronger H2-antagonistic activity than Ranitidine, the analogously substituted cyanoguanidines 3b and 6 proved to be as effective as the reference substance. The substances 3a and 13, with unsubstituted C-5 position of one heterocyclus, showed lower potency.
D000818:Animals; D003959:Diamines / Q000138:chemical synthesis* / Q000494:pharmacology; D005744:Gastric Acid / Q000378:metabolism; D006146:Guanidines / Q000138:chemical synthesis* / Q000494:pharmacology; D006168:Guinea Pigs; D006635:Histamine H2 Antagonists / Q000138:chemical synthesis*; D066298:In Vitro Techniques; D008297:Male; D009119:Muscle Contraction / Q000187:drug effects; D009200:Myocardial Contraction / Q000187:drug effects; D051381:Rats; D011919:Rats, Inbred Strains; D013329:Structure-Activity Relationship
D003959:Diamines; D006146:Guanidines; D006635:Histamine H2 Antagonists
Synthese und H2-antihistaminische Wirkung N,N'-bisheteroaryl-substituierter Cyanoguanidine und 2-Nitro-1,1-ethendiamine. 17. Mitt.: H2-Antihistaminika.