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US 5,635,526 AGranted
3-amidopyrazole derivatives, process for preparing these and pharmaceutical compositions containing them
AssigneeSanofi
InventorsRobert Boigegrain, Danielle Gully, Francis JeanJean, Jean-Charles Molimard
Life of this patent
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Abstract
The present invention relates to new pyrazole derivatives possessing an amide group substituted with an amino acid or one of its derivatives at position 3 and variously substituted in positions 1, 2, 4 or 5 of the pyrazole ring, to a process for preparing these and to pharmaceutical compositions containing the said pyrazole derivatives as an active ingredient.
Claims19
A 3-amidopyrazole of formula (I):
- ##STR353## in which:
- X and X', together with the carbon atom to which they are linked, form an adamantylidene group;
- R.sub.I represents:
- a phenyl group substituted by R.sub.a, R'.sub.a and R".sub.a, wherein R.sub.a, R'.sub.a and R".sub.a each independently represent a hydrogen atom, a halogen atom, a hydroxyl group, a linear or branched C.sub.1 -C.sub.4 alkyl group, a C.sub.1 -C.sub.4 alkoxy group, a trifluoromethyl group, a trifluoromethoxy group, a nitro group, a carboxyl group or an amino group;
- a tetrahydronaphthyl group;
- or
- a naphthyl group substituted with R.sub.a, R'.sub.a and R".sub.a as defined above;
- R represents hydrogen or linear or branched C.sub.1 -C.sub.4 alkyl group;
- n represents 0, 1, 2 or 3;
- Z represents
- a hydroxyl group;
- a C.sub.1 -C.sub.6 alkoxy group;
- an oxygen atom substituted with a carboxylic acid-protecting group, wherein the carboxylic acid-protecting group is selected from the group consisting of tert-butyl, benzyl, benzyl substituted with a halogen atom, C.sub.1 -C.sub.6 alkyl, trifluoromethyl, trifluoromethoxy or carboxyl group;
- an amino group;
- or
- a nitrogen atom substituted with a carboxyalkyl group in which the alkyl group is a linear or branched C.sub.1 -C.sub.6 group;
- R.sub.IV represents a hydrogen atom, a halogen atom or a C.sub.1 -C.sub.6 alkyl group;
- R.sub.V represents:
- a phenyl group substituted by R.sub.5, R'.sub.5 and R".sub.5, where R.sub.5, R'.sub.5 and R".sub.5 each independently represent a hydrogen atom, a halogen atom, a linear or branched C.sub.1 -C.sub.4 alkyl group, a hydroxyl group, a C.sub.1 -C.sub.4 alkoxy group, a nitro group, a trifluoromethyl group, a trifluoromethoxy group, a cyano group, an amino group, a carboxyl group, a C.sub.1 -C.sub.4 carboxyalkyl group or a phenyl group;
- a styryl group unsubstituted or substituted with a C.sub.1 -C.sub.4 alkyl group;
- or alternatively R.sub.IV and R.sub.V considered together represent:
- a group ##STR354## in which the phenyl group substitutes the pyrazole at position 5 and the group --(CH.sub.2).sub.i -- in which i=1 to 3 substitutes the pyrazole at position 4;
- W.sub.1, W2 and W.sub.3 substitute the benzene ring and independently represent hydrogen, a halogen atom or a hydroxyl group;
- or one of its pharmaceutically acceptable crystallization or separation salts with organic or inorganic acids or with inorganic or organic bases.
21 more elements
Dependencies are inferred from the claim text.