Aminoalkanephosphinic acids and salts thereof

Details Aminoalkanephosphinic acids and salts thereof Aminoalkanephosphinic acids and salts thereof

C - Chemistry, Metallurgy

07

F

C07F 9/30 (2006.01) A61K 31/66 (2006.01) C07F 9/576 (2006.01) C07F 9/58 (2006.01) C07F 9/60 (2006.01) C07F 9/655 (2006.01)

Patent

CA 2083307

4-18858/A Novel aminoalkanephosphinic acids and salts thereof Abstract Compounds of formula I Image (I), wherein R is butyl, R1 is hydrogen, R2 is 3,4-dichlorobenzyl, 1-(4-chlorophenyl)ethyl or 1-(3,4-dichloro)phenethyl and R3 is hydrogen, or R is diethoxymethyl, R1 is hydrogen and R2 is 2,6- or 3,5-dichlorobenzyl, pyrid-3-ylmethyl, 1-(4-methoxyphenyl)ethyl, 1-(4-chloro-3-iodo-phenyl)ethyl or 1-(3-chloro-4-iodo-phenyl)ethyl, or R1 is hydroxy and R2 is 3,4-dichlorobenzyl, 1-(3-chloro-4-iodo-phenyl)ethyl, 1-(4-chloro-3-iodo-phenyl)- ethyl or 1-(3,4-dichlorophenyl)ethyl and R3 is hydrogen, or R is cyclohexylmethyl, R1 is hydrogen and R2 is 3,5-dichlorobenzyl, quinolin-4-ylmethyl, 1-(3-chlorophenyl)ethyl or 1-(3,4,5-trimethoxyphenyl)ethyl, or R1 is hydroxy and R2 is 3,4-dimethylbenzyl, 3,4- methylenedioxybenzyl, 1-(3-chlorophenyl)ethyl, 1-(3,4-dichlorophenyl)ethyl, 1- (3- chloro-4-iodo-phenyl)ethyl, 1-(4-chloro-3-iodo-phenyl)ethyl,1-(2,4-dimethoxyphenyl)- ethyl, 1-(2,5-dimethoxyphenyl)ethyl, 1-(2,6-dimethoxyphenyl)ethyl, 1-(3,4-dimethoxy- phenyl)ethyl, 1-(3,4-methylenedioxyphenyl)ethyl, 1-(3,5-dimethoxy-phenyl)ethyl, 1-(3,4,5-trimethoxy)phenethyl, 3-phenylprop-2-yl, 2-(3,4-dichlorophenyl)propyl, 2-(3,4 dichlorophenyl)propyl, 3-(3,4-dichlorophenyl)prop-2-yl or 3-phenyl-3-hydroxy-prop-2-yl and R3 is hydrogen, or R is cyclohexylmethyl, R1 is hydrogen, R2 is 4-chlorobenzyl and R3 is methyl, or R is cyclohex-3-enylmethyl, R1 is (S)-hydroxy, R2 is 1(S)-(3,4-dichloro- phenyl)ethyl and R3 is hydrogen, or R is benzyl, R1 is hydroxy, R2 is .alpha.-cyclopropyl-3,4- dichloro-benzyl, 3,4,5-trimethoxybenzyl, 1-(3,5-dimethoxyphenyl)ethyl, 1-(3,4-dichloro- pheny))ethyl, 2-(3,4-dichlorophenyl)ethyl, 1-(3-chloro-4-iodo-phenyl)ethyl, 1-(3,4- dichlorophenyl)-2-hydroxy-ethyl, 2-(3,4-dichlorophenyl)-2-hydroxy-ethyl, 1-(2,4- dimethoxyphenyl)ethyl, 1-(2,5-dimethoxyphenyl)ethyl, 1-(2,6-dimethoxyphenyl)ethyl, 1-(3,4-dimethoxyphenyl)ethyl, 1-(3,4-methylenedioxyphenyl)ethyl, 1-(3,4,5-trimethoxy- phenyl)ethyl, 3-phenylprop-2-yl, 3-phenyl-3-hydroxy-prop-2-yl, 1-, 2- or 3-(3,4-dichloro- phenyl)propyl, 3-(3,4-dichlorophenyl)prop-2-yl, 3-(3,4-dichlorophenyl)-3-hydroxy- prop-2-yl or 4-(3,4-dichlorophenyl)butyl and R3 is hydrogen, or R is 4-chlorobenzyl, 4-methylbenzyl, 4-methoxybenzyl or cyclohex-3-enylmethyl and R1, R2 and R3 are hydrogen, and salts thereof have GABAB-antagonistic properties and can be used for the treatment of diseases responsive to GABAB-antagonists.

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