Substituted chroman derivatives

Details Substituted chroman derivatives Substituted chroman derivatives

C - Chemistry, Metallurgy

07

D

C07D 311/58 (2006.01) A61K 31/495 (2006.01) A61K 31/535 (2006.01)

Patent

CA 2303926

The present invention relates to new piperidinyl- or piperazinyl-substituted- 3,4-dihydro-2H-1-benzopyran derivatives having formula (I) wherein X is N or CH; Y is NR2CH2, CH2NR2, NR2CO, CONR2 or NR2SO2 wherein R2 is H or C1-C6 alkyl; R1 is H, C1-C6 alkyl or C3-C6 cycloalkyl; R3 is C1-C6 alkyl, C3-C6 cycloalkyl or (CH2)n-aryl, wherein aryl is phenyl or a heteroaromatic ring containing one or two heteroatoms selected from N, O and S and which may be mono- or di-substituted; n is 0-4; R9 is C1-C6 alkyl, C3-C6 cycloalkyl, OCF3, OCHF2, OCH2F, halogen, CONR6R7, CN, CF3, OH, C1-C6 alkoxy, NR6R7, SO3CH3, SO3CF3, SO2NR6R7, an unsubstituted or substituted heterocyclic or heteroaromatic ring containing one or two heteroatoms selected from N and O, wherein the substituent(s) is(are) C1-C6 alkyl; or COR8; wherein R6, R7 and R8 are as defined above, as (R)-enantiomers, (S)-enantiomers or racemates in the form of a free base or pharmaceutically acceptable salts or solvates thereof, a process for their preparation, pharmaceutical compositions containing said therapeutically active compounds and to the use of said active compounds in therapy.

L'invention concerne de nouveaux dérivés de 3-4-dihycro-2H-1-benzopyran.. substitué par du pipéridinyle ou du pipérazinyle de la formule (I) où X représente X ou CH; Y représente NR¿2?CH¿2?, CH¿2?NR¿2?, NR¿2?CO, CONR¿2? ou NR¿2?SO¿2? où R¿2? représente H ou alkyle C¿1?-C¿6?; R¿1? représente H, alkyle C¿1?-C¿6? ou cycloalkyle C¿3?-C¿6?; R¿3? représente alkyle C¿1?-C¿6?, cycloalkyle C¿3?-C¿6? ou (CH¿2?)¿n?-aryle, où aryle est du phényle ou un cycle hétéroaromatique contenant un ou deux hétéroatomes choisis parmi N, O et S et qui peuvent être mono- ou disubstitués; n vaut 0 à 4; R¿9? représente alkyle C¿1?-C¿6?, cycloalkyle C¿3?-C¿6?, OCF¿3?, OCHF¿2?, OCH¿2?F; halogène, CONR¿6?R¿7?, CH, CF¿3?, OH, alcoxy C¿1?-C¿6?, NR¿6?R¿7?, SO¿3?CH¿3?, SO¿3?CF¿3?, SO¿3?CF¿3?, SO¿2?NR¿6?R¿7?, un cycle hétéroaromatique ou hétérocyclique substitué ou non substitué contenant un ou deux hétéroatomes choisis parmi N ou O, où le(s) substituant(s) est/sont alkyle C¿1?-C¿6?, ou COR¿8?, où R¿6?, R¿7? et R¿8? sont définis ci-dessus.

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