Oxazolopyridine compounds, compositions and use
AssigneeAdir et Compagnie
InventorsGerald Guillaumet, Christine Flouzat, Michelle Devissaguet, Pierre Renard, Daniel H. Caignard, Gerard Adam
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Abstract
The invention relates to the analgesic compounds of general formula (I): ##STR1## in which: R.sub.1, R.sub.2, R.sub.3, R.sub.4, A, Z and m are as defined in the description, their isomers, epimers and diastereoisomers, their addition salts with a pharmaceutically acceptable acid and, when R.sub.1 and R.sub.2 each represent a hydrogen atom, their addition salts with a pharmaceutically acceptable base.
Claims16
A compound selected from those of formula (I):
- ##STR18## in which:
- R.sub.1 and R.sub.2, with the oxygen and the nitrogen to which attached, form an --O--CO--N-- linkage, corresponding to that of an oxazolo[5,4-b]pyrindin-2-one,
- Z represents halogen, linear or branched lower alkyl of 1 to 6 carbon atoms, inclusive linear or branched lower alkoxy of 1 to 6 carbon atoms inclusive, or trifluoromethyl,
- m is 0, 1, 2, or 3,
- A is linear or branched alkyl of 1 to 6 carbon atoms, inclusive
- R.sub.3 and R.sub.4, which may be identical or different, represent:
- hydrogen,
- linear or branched lower alkyl of 1 to 6 carbon atoms, inclusive
- linear or branched lower alkenyl of 2 to 6 carbon atoms, inclusive
- optionally substituted aryl,
- optionally substituted arylalkyl in which the alkyl chain contains 1 to 3 carbon atoms, inclusive
- mono- or bicyclic cycloalkyl of 3 to 10 carbon atoms, inclusive or alternatively:
- R.sub.3 and R.sub.4, with the nitrogen atom to which they are linked, constitute a saturated heterocyclic system optionally substituted with one or more:
- hydroxyl,
- oxo,
- linear or branched lower alkyl of 1 to 6 carbon atoms, inclusive
- optionally substituted aryl,
- optionally substituted arylalkyl or optionally substituted diarylalkyl in which the alkyl chain contains 1 to 3 carbon atoms, inclusive, ##STR19## wherein R.sub.5 represents:
- hydrogen,
- linear or branched lower alkyl of 2 to 6 carbon atoms, inclusive
- optionally substituted aryl,
- optionally substituted aralkyl in which the alkyl chain contains 1 to 3 carbon atoms, inclusive
- R.sub.6 and R.sub.7, which may be identical or different, have the same meaning as R.sub.5,
- its isomers, epimers and diastereoisomers,
- its addition salts with a pharmaceutically-acceptable acid,
- aryl being understood to mean an aromatic, mono- or bicyclic group containing 5 to 12 carbon atoms, inclusive
- the term (substituted) associated with the expresions aryl, arylalkyl, and diarylalkyl, meaning that the aryl ring-system can be substituted with one or more linear or branched lower alkyl haviong 1 to 6 carbon atoms, inclusive, linear or branched lower lower alkoxy having 1 to 6 carbon atoms inclusive or hydroxyl, nitro, halogen, or trifluoromethyl.
A compound as claimed in calim 1 selected from 1-[2-(1-pyrrolidinyl)ethyl]-1H-oxazolo[5,4-b]pyridin-2-one, the formula of which is shown below, and its addition salts with a pharmaceutically-acceptable acid. ##STR29##
Dependencies are inferred from the claim text.