Abstract
3-[3-(Piperidinomethyl)phenoxy]alkyl, N-cyano- N′-[ω-[3-(1-piperidinylmethyl)phenoxy]alkyl]guanidine and 2-(5-methyl-4-imidazolyl)methyl thioethyl derivatives containing fluorescent functionalities were synthesized and the histamine H 2 receptor affinity was evaluated using the H 2 antagonist [ 125I]-aminopotentidine. The compounds exhibited weak to potent H 2 receptor affinity with p K i values ranging from <4 to 8.85. The highest H 2 receptor affinity was observed for N-cyano- N′-[ω-[3-(1-piperidinylmethyl)phenoxy]alkyl]guanidines substituted with methylanthranilate ( 13), cyanoindolizine ( 6) and cyanoisoindole ( 11) moieties via an ethyl or propyl linker.
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