Phenethanolamines

C - Chemistry – Metallurgy – 07 – D

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C07D 333/04 (2006.01) C07C 229/38 (2006.01) C07D 333/20 (2006.01) C07D 333/22 (2006.01) C07D 333/24 (2006.01) C07D 333/38 (2006.01)

Patent

CA 1258454

Abstract The tertiary amines of the formula Image I wherein n represents a whole number of 1 to 5; x1 represents phenyl or phenyl mono-, di- or tri-substituted by R1, R2 and R3; x2 represents hydrogen, lower-alkyl, phenyl or phenyl mono-, di- or tri- -substituted by R1, R2 and R3; Y represents hydrogen, lower-alkyl, hydroxymethyl, carboxy or lower- -alkoxycarbonyl; Z represents a group of the formula Image (Z) R1, R2 and R3 represent hydrogen, halogen, hydroxy, benzyloxy, lower-alkyl, lower-alkoxy, hydroxymethyl, amino, acylamino, lower-alkoxybenzylamino, nitro, carbamoyl, trifluoromethyl or lower-alkylsulphonylmethyl; R4 and R5 represent lower alkanoyl, carboxy, cyano, hydroxy-lower-alkyl, acyloxy or a group -C(R6)=C(R7) COOR8, -SO2R9, -C(O)R9 or -CH2R10; R6, R7 and R8 represent hydrogen or lower- alkyl; R9 represents amino, mono-lower-alkylamino or a group R; R represents di-lower-alkylamino, piperi- dino, morpholino, thiamorpholino, pip- erazino or the ether group of a lower aliphatic, cycloaliphatic or araliphatic alcohol or of a phenol; and R10 represents a group R and, where R1, R2 and R3 represent hydrogen, halogen, hy- droxy, benzyloxy, lower-alkyl, lower- -alkoxy, hydroxymethyl, amino, lower-alkoxybenzylamino or tri- fluoromethyl and simultaneously Y represents hydrogen, lower- -alkyl or hydroxymethyl, R10 can also represent amino or mono-lower- -alkylamino, and the physiologically acceptable salts thereof have hypoglycaemic activity and reduce glycosuria. They are manufactured from corresponding primary or secondary amines.

431762

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