Phenethanolamine compounds

C - Chemistry – Metallurgy – 07 – D

Patent

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260/353, 260/557

C07D 295/12 (2006.01) C07C 93/14 (1985.01) C07C 143/75 (1985.01)

Patent

CA 1255666

A B S T R A C T PHENETHANOLAMINE COMPOUNDS The invention provides compounds of the general formula (I) Image (I) wherein Ar represents a phenyl group optionally substituted by one or more substituents selected from halogen atoms, or C1-6 alkyl, -(CH2)qR, [where R is hydroxy, C1-6 alkoxy, -NR3R4 (where R3 and R4 each represents a hydrogen atom, or a C1-4 alkyl group, or -NR3R4 forms a saturated heterocyclic amino group which has 5-7 ring members and optionally contains in the ring one or more atoms selected from -0- or -S- or a group -NH or -N(CH3)-), -NR5COR6 (where R5 represents a hydrogen atom or a C1-4 alkyl group, and R6 represents a hydrogen atom or a C1-4 alkyl, C1-4 alkoxy, phenyl or -NR3R4 group), -NR5SO2R7 (where R7 represents a C1-4 alkyl, phenyl or -NR3R4 group), -COR8 (where R8 represents hydroxy, C1-4 alkoxy or -NR3R4), -SR9 (where R9 is a hydrogen atom, or a C1-4 alkyl or phenyl group), -SOR9, SO2R9, or -CN, and q represents an integer from 0 to 3], -O(CH2)rR10 [where R10 represents a hydroxy or C1-4 alkoxy group and r is an integer 2 or 3], or -NO2 groups or an alkylenedioxy group of formula -O(CH2)pO-, where p represents an integer 1 or 2; R1 and R2 each represent a hydrogen atom or a C1-3 alkyl group with the proviso that the sum total of carbon atoms in R1 and R2 is not more than 4; X represents a C1-7 alkylene, C2-7 alkenylene or C2-7 alkynylene chain and Y represents a bond, or a C1-6 alkylene, C2-6 alkenylene or C2-6 alkynylene chain with the provisos that the sum total of carbon atoms in X and Y is 2-10 and when X represents C1-7 alkylene, Y represents C2-6 alkenylene or C2-6 alkynylene; and physiologically acceptable salts and solvates thereof. The compounds of formula (I) have a selective stimulant action at .beta.2-adrenoreceptors and are useful, in particular in the treatment of diseases associated with reversible airways abstruction such as asthma and chronic bronchitis

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