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US 5,317,020 AGranted
Aromatic amine compounds their method of preparation and pharmaceutical compositions in which they are present
AssigneeSanofi
InventorsXavier Emonds-Alt, Pierre Goulaouic, Vincenzo Proietto, Didier Van Broeck
Life of this patent
Estimating the term…
Abstract
Aromatic amine derivatives of the general formula (I) ##STR1## or salts of the derivatives with mineral or organic acids are useful as neurokinin receptor antagonists.
Claims18
A compound of the formula ##STR230## in which:
- m is 2 or 3;
- Ar and Ar' independently are a thienyl group;
- a phenyl group which is unsubstituted or mono- or disubstituted by a halogen atom, by a C.sub.1 -C.sub.3 alkyl, by a trifluoromethyl, by an alkoxy in which the alkyl is C.sub.1 -C.sub.3 by a hydroxyl or by a methylenedioxy;
- or an imidazolyl group;
- it also being possible for Ar' to be a benzothienyl group which is unsubstituted or substituted by a halogen;
- a naphthyl group which is unsubstituted or substituted by a halogen;
- a biphenyl group;
- or an indolyl which is unsubstituted or substituted on the nitrogen by a benzyl group;
- X is hydrogen;
- X' is hydrogen or a hydroxyl group or is joined to X" below to form a carbon-carbon bond,
- or X and X' together form an oxo group or a dialkylaminoalkoxyimino group of the formula .dbd.N--O--(CH.sub.2).sub.p --Am, in which p is 2 or 3 and Am is a dialkylamino group, it being possible for each alkyl to contain from 1 to 4 carbon atoms;
- Y is a nitrogen atom or a group C(X"), in which X" is hydrogen or forms a carbon-carbon bond with X';
- Q is hydrogen, a C.sub.1 -C.sub.4 alkyl group or an aminoalkyl group of the formula --(CH.sub.2).sub.q --Am', in which q is 2 or 3 and Am' is a piperidino, 4-benzylpiperidino or dialkylamino group, it being possible for each alkyl to contain from 1 to 4 carbon atoms;
- R is hydrogen, a methyl group or a group (CH.sub.2).sub.n --L, in which n is an integer from 2 to 6 and L is hydrogen or an amino group;
- T is a group selected from ##STR231## W being an oxygen or sulfur atom;
- and Z is either hydrogen, or M or OM when T is the group --C(.dbd.O)--, or M when T is the group --C(.dbd.W)--NH--, M being hydrogen;
- a linear or branched C.sub.1 -C.sub.6 alkyl;
- a phenylalkyl in which the alkyl group contains from 1 to 3 carbon atoms and which is unsubstituted or mono- or poly-substituted on the aromatic ring by a halogen, a hydroxyl, an alkoxy having 1 to 4 carbon atoms or an alkyl having 1 to 4 carbon atoms;
- a pyridylalkyl in which the alkyl group contains from 1 to 3 carbon atoms;
- a naphthylalkyl in which the alkyl group contains from 1 to 3 carbon atoms;
- a pyridylthioalkyl in which the alkyl group contains from 1 to 3 carbon atoms;
- a styryl;
- a 1-methylimidazol-2-ylthioalkyl in which the alkyl group contains from 1 to 3 carbon atoms;
- a 1-oxophenyl-3-indan-2-yl;
- or an unsubstituted or mono- or poly-substituted aromatic or heteroaromatic group;
- or one of its salts with mineral or organic acids.
23 more elements
Dependencies are inferred from the claim text.