72148-12-0Relevant academic research and scientific papers
Synthesis and H2-antihistaminic activity of N,N'-bisheteroaryl substituted cyanoguanidines and 2-nitro-1,1-ethenediamines/17th comm.: H2-antihistaminics
Borchers,Postius,Szelenyi,Schunack
, p. 751 - 754 (2007/10/02)
In studies on structure-activity relationships of histamine H2-receptor antagonists, cyanoguanidines and 2-nitro-1,1-ethenediamines, 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 ketene-N,N-acetals possess markedly stronger H2-antagonistic activity than Ranitidine, the analogously substituted cyanoguanidines proved to be as effective as the reference substance. Two substances with unsubstituted C-5 position of one heterocycle showed lower potency.
Amine derivatives and pharmaceutical compositions containing them
-
, (2008/06/13)
The invention relates to compounds of the general formula (I) STR1 and physiologically acceptable salts, N-oxides, hydrates and bioprecursors thereof, in which Y represents =O, =S, =CHNO2 or =NR3 where R3 represents hydrogen, nitro, cyano, lower alkyl, aryl, lower alkylsulphonyl or arylsulphonyl; R1 and R2, which may be the same or different, each represent hydrogen lower alkyl, cycloalkyl, lower alkenyl, aralkyl, hydroxy, lower trifluoroalkyl, lower alkyl substituted by hydroxy, lower alkoxy, amine, lower alkylamino or dialkylamino, or R1 and R2 together with the nitrogen atom to which they are attached form a 5 to 7 membered heterocyclic ring which may contain other heteroatoms or the group STR2 where R4 represents hydrogen or lower alkyl; Q represents a furan or thiophen ring in which incorporation into the rest of the molecule is through bonds at the 2- and 5-positions, or a benzene ring in which incorporation into the rest of the molecule is through bonds at the 1- and 3- or 1- and 4-positions; X represents --CH2, --O-- or --S--; n represents zero, 1 or 2; m represents 2, 3 or 4; Alk represents a straight chain alkylene group of 1 to 3 carbon atoms; (except that n is not zero when X is oxygen and Q is a furan or thiophen ring system) q represents 2, 3 or 4 or can additionally represent zero or 1 when E is a --CH2 -group; p represents zero, 1 or 2; E represents --CH2 --, --O-- or --S--; and Z represents a monocyclic 5 or 6 membered carbocyclic or heterocyclic aromatic ring which may be optionally substituted by one or more groups or Z represents the group STR3 where Q' represents any of the rings defined for Q; Alk' represents any of the groups defined for Alk; and R5 and R6, which may be the same or different, each represent any of the groups defined for R1 and R2 ; (except that p is not zero when E is oxygen and Q' or Z is a furan or thiophen ring system). The compounds of formula (I) show pharmacological activity as selective histamine H2 -antagonists.
