Phenethanolamine compounds

C - Chemistry – Metallurgy – 07 – D

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Details

260/474.1, 260/3

C07D 295/12 (2006.01) C07C 93/14 (1985.01) C07C 101/72 (1985.01)

Patent

CA 1252785

A B S T R A C T PHENETHANOLAMINE COMPOUNDS The invention provides compounds of the general formula (I) Image (I) wherein m is an integer from 2 to 8 and n is an integer from 1 to 7 with the proviso that the sum total of m + n is 4 to 12; Ar represents a phenyl group substituted by one or more substituents selected from halogen atoms, or C1-6alkyl, -(CH2)qR, [where R is hydroxy, C1-6alkoxy, -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, with the proviso that if the phenyl group Ar is substituted by only one or two substituents selected from halogen atoms or C1-3 alkyl or C1-3 alkoxy groups it contains at least one additional substituent which is different from those substituents; R1 and R2 each represents 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; and physiologically acceptable salts and solvates (e.g. hydrates) 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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