Heterocyclic derivatives

Details Heterocyclic derivatives Heterocyclic derivatives

C - Chemistry, Metallurgy

07

D

260/237.1, 260/3

C07D 249/08 (2006.01) C07D 249/14 (2006.01) C07D 295/096 (2006.01) C07D 307/52 (2006.01) C07D 317/22 (2006.01) C07D 333/36 (2006.01) C07D 403/00 (2006.01)

Patent

CA 1159453

ABSTRACT The invention relates to compounds of the general formula (I) Image (I) and physiologically acceptable salts, hydrates and bioprecursors thereof, in which R1 and R2, which may be the same of different, each represent hydrogen, C1-10 alkyl, cycloalkyl, alkenyl, alkynyl, aralkyl, trifluoroalkyl, or alkyl substituted by hydroxy, alkoxy, amino, alk- ylamino dialkylamino or cycloalkyl or R1 and R2 may together with the nitrogen atom to which they are attached form a 5 to 10 membered ring which may be saturated or may contain at least one double bond, may be unsubstituted or may be substituted by one or more C1-3 alkyl groups or a hydroxy group and/or may contain another heteroatom which is oxygen or sulphur; Alk represents a straight or branched alkylene chain of 1 to 6 carbon atoms, Q represents a furan or thiophene ring in which incorporation into the rest of the molecule is through bonds at the 2- and 5- positions, the furan ring optionally bearing a further substituent R6 adjacent to the group R1R2N-Alk, or Q represents 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; R6 represents halogen or C1-4 alkyl which may be substituted by hydroxy or C1-4 alkoxy; X represents -CH2-, -O-, -S- or Image where R5 represents hydrogen or methyl; n represents zero, 1 or 2; m represents 2,3 or 4: R3 represents hydrogen, alkyl, alkenyl, aralkyl, hydroxyalkyl with at least two carbon atoms, alkoxyalkyl, or aryl, and R4 represents hydrogen, alkyl, alkenyl, aryl, aralkyl, hydroxyalkyl, acyloxyalkyl, alkoxyalkyl, aryloxyalkyl, aralkyloxyalkyl, aminoalkyl, alkylaminoalkyl, dialkylaminoalkyl, hydroxy, alkoxy, alkylthio or halogen or the group NR7R8 where R7 represents hydrogen, alkyl, alkenyl or aralkyl or R8 represents the group COR9, where R9 represents hydrogen, alkyl, aryl, aralkyl, alkoxy, heteroaryl or monocyclic heteroarylalkyl or R8 represents the group SO2R10 where R10 represents alkyl or aryl, or R8 represents the group ?-NHR11 where Y is oxygen or sulphur and R11 represents hydrogen, alkyl, cycloalkyl, aryl or aralkyl. The compounds of formula (I) show pharmacological activity as selective histamine H2- antagonists.

346685

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