C - Chemistry – Metallurgy – 07 – D
Patent
C - Chemistry, Metallurgy
07
D
167/208, 260/249
C07D 215/14 (2006.01) C07D 213/30 (2006.01) C07D 235/12 (2006.01) C07D 239/26 (2006.01) C07D 241/12 (2006.01) C07D 263/56 (2006.01) C07D 277/24 (2006.01) C07D 277/28 (2006.01)
Patent
CA 1321199
ABSTRACT CHLOROANILINE DERIVATIVES The invention provides compounds of the general formula (I) Image (I) and physiologically acceptable salts and solvates thereof, wherein Q represents a chlorine atom or a trifluoromethyl group; X represents a bond, or a C1-6alkylene, C2-6alkenylene or C2-6alkynylene chain, and Y represents a bond, or a C1-6alkylene, C2-6alkenylene or C2-6alkynylene chain with the proviso that the sum total or carbon atoms in the chains X and Y is not more than 10, and the chains XCH2 and CH2Y may each be optionally substituted by one or two C1-3alkyl groups, or, when one carbon atom is substituted by two alkyl groups, these may be linked to form an alkylene group; R represents a hydrogen atom or a C1-3alkyl group; R1 and R2 each represent a hydrogen atom or a C1-3alkyl group, with the proviso that the sum total of carbon atoms in R1 and R2 is not more than 4; and Het represents a benzoheteroaryl or a monocyclic heteroaryl group wherein the heteroaryl group is 5 or 6 membered and contains 1, 2 or 3 hetero atoms, one of which is a nitrogen atom and the other(s) is (are) nitrogen, oxygen or sulphur atom(s), and the group Het may optionally be substituted by one or two groups selected from C1-4alkyl, C1-4alkoxy, hydroxy, halogen, -NR3R4 and -COR8; where R3 and R4 each represent a hydrogen atom or a C1-4alkyl 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)-; and R8 represents hydroxy, C1-4alkoxy or -NR3R4; with the proviso that (i) when Het represents a pyridyl group substituted by the group -NR3R4 or -COR8 and Q is a chlorine atom, or (ii) when Het represents a pyridyl group optionally substituted by one or two groups selected from halogen, hydroxy, C1-3alkyl and C1-3alkoxy, and Y represents a bond or a C1-4alkylene, C2-4alkenylene or C2-4alkynylene chain, then, in both cases, R represents a C1-3alkyl group and/or at least one of the chains -XCH2- and -CH2Y- is substituted by one or two C1-3alkyl groups. The compounds have a stimulant action at .beta.2- adrenoreceptors and may be used in the treatment of diseases associated with reversible airways obstruction such as asthma and chronic bronchitis.
574358
Glaxo Group Limited
Lunts Lawrence H. C.
Riches Mckenzie & Herbert Llp
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