Preparation of amidino and guanidino phosphonates

Details Preparation of amidino and guanidino phosphonates Preparation of amidino and guanidino phosphonates

C - Chemistry, Metallurgy

07

F

260/302, 260/305

C07F 9/58 (2006.01) A61K 31/66 (2006.01) A61K 31/67 (2006.01) A61K 31/675 (2006.01) C07F 9/24 (2006.01) C07F 9/40 (2006.01)

Patent

CA 1096384

ABSTRACT OF THE DISCLOSURE Amidine phosphonate compounds have the structure Image in which Het is a 5- or 6- membered unsaturated nitrogen heterocycle, Z is sulphur or methylene, n is 2 or 3, R1 is hydrogen, lower alkyl or Het-CH2Z(CH2)n-, p is 0 or 1, R2 is hydrogen or lower alkyl, or R1 and R2 together form a (CH2)2 or (CH2)3 group, R3 is lower alkyl, aryl or aryl- (lower alkyl), and R4 18 hydrogen when p is 0 and hydrogen, lower alkyl, aryl or aryl(lower alkyl) when p is 1. Those compounds where R4 is other than hydrogen are intermediates for the preparation of the compounds where R4 is hydrogen, which have histamine H2-antagonist activity and are the active ingredients of pharmaceutical compositions. The compounds are prepared by primary amine coupling reactions, phosphonylation and hydrolysis.

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