Dichloroaniline derivatives

C - Chemistry – Metallurgy – 07 – D

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C07D 295/12 (2006.01) C07C 45/00 (2006.01) C07D 295/096 (2006.01)

Patent

CA 1255667

- 1 - ABSTRACT DICHLOROANILINE DERIVATIVES The invention provides compounds of the general formula (I) Image (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 of 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, C1-3 alkoxy, -(CH2)gOH (where g represents an integer from 0 to 3), -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 -O- or -S- or a group -NH- or -N(CH3)-), or -NR5COR6 (where R5 represents a hydrogen atom or a C1-4 alkyl group, and R6 represents a hydrogen atom or a C1-4 - 2 - alkyl, C1-4 alkoxy, phenyl or -NR3R4 group), or Ar as a phenyl group may be substituted by an alkylenedioxy group of formula -O(CH2)gO-, 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 selective stimulent 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.

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