Dichloroaniline derivatives

摘要

The invention provides compounds of the general formula (I) (I) wherein X represents a C1-6 alkylene, C2-6 alkenylene or C2-6 alkynylene chain and Y represents a bond, or a C1-4 alkylene, C2-4 alkenylene or C2-4 alkynylene chain with the proviso that the sum total of carbon atoms in X and Y is not more than 8; Ar represents a phenyl group optionally substituted by one or more substituents selected from halogen atoms or the groups C1-3 alkyl, nitro, -(CH2)qR [where R is hydroxy, C1-3 alkoxy, -NR3R4 (where R3 and R4 each represent 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 -O- 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 or -NR3R4 group), and q represents an integer from 0 to 3], -NR5COR19 (where R5 is as defined above and R19 represents a phenyl group), -(CH2)r R7 [where R7 represents -NR5SO2R8 (where R8 represents a C1-4 alkyl, phenyl or -NR3R4 group), -NR5COCH2N(R5)2 (where each of the groups R5 represents a hydrogen atom or a C1-4 alkyl group), -COR9 (where R9 represents hydroxy, C1-4 alkoxy or NR3R4), -SR10 (where R10 is a hydrogen atom, or a C1-4 alkyl group optionally substituted by hydroxy, C1-4 alkoxy or NR3R4), -SOR10, -SO2R10, -CN, or -NR11R12 (where R11 and R12 represent a hydrogen atom or a C1-4 alkyl group, at least one of which is C2-4alkyl substituted by a hydroxy, C1-4 alkoxy or NR3R4), and r represents an integer from 0 to 3], -O(CH2)qCOR9 (where q and R9 are as defined above), or -O(CH2)tR13 [where R13 represents hydroxy, NR3R4, NR11R12 or a C1-4 alkoxy group optionally substituted by hydroxy, C1-4 alkoxy or NR3R4, and t is an integer 2 or 3], or Ar is a phenyl group substituted by an alkylenedioxy group -O(CH2)pO- where p is 1 or 2; 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 stimulant action at beta 2-adrenoreceptors and are useful, in particular, in the treatment of diseases associated with reversible airways obstruction such as asthma and chronic bronchitis.