Patent ID: 6090818
Filing Date: 2000-07-18
Classification: A61P,C07D

Abstract:
Compounds with formula: ##STR29## where: R.sub.1 and R.sub.2 each independently represent a hydrogen; a hydroxyl; a halogen; a (C.sub.1 -C.sub.7)alkyl; a (C.sub.1 -C.sub.7)polyfluoroalkyl; a (C.sub.1 -C.sub.7)alkoxy; a (C.sub.1 -C.sub.7)alkylthio; a (C.sub.1 -C.sub.7)polyfluoroalkoxy; a (C.sub.3 -C.sub.7)cycloalkyloxy; a (C.sub.3 -C.sub.7)cycloalkylthio; a cycloalkylmethoxy or a cycloalkylmethylthio in which the cycloalkyl is C.sub.3 -C.sub.7 ; a phenoxy; a benzyloxy; a nitro; a cyano;R.sub.3 and R.sub.4, independently of each other, substitute the phenyl group one or more times and each independently represent hydrogen; a halogen; a (C.sub.1 -C.sub.7)alkyl; a (C.sub.2 -C.sub.7)alkenyl; a (C.sub.1 -C.sub.7)polyhalogenoalkyl; a phenyl or a benzyl; a cyano; a nitro; a --NR.sub.5 R.sub.6 group; a hydroxyamino; a hydroxyl; a OR.sub.7 group; a SR.sub.7 group; a --COOR.sub.8 group; a --CONR.sub.9 R.sub.10 group; a --CSNR.sub.9 R.sub.10 group, at least one of radicals R.sub.3 and R.sub.4 being other than hydrogen;R.sub.5 and R.sub.6 each independently represent hydrogen; a (C.sub.1 -C.sub.7)alkyl; a (C.sub.2 -C.sub.7)alkenyl; a phenyl; a benzyl; a (C.sub.1 -C.sub.7)alkylcarbonyl; a (C.sub.1 -C.sub.7)alkylthlocarbonyl; a (C.sub.3 -C.sub.7)cycloalkylcarbonyl; a (C.sub.3 -C.sub.7)cycloalkyl-thiocarbonyl; a benzoyl; a thienylcarbonyl; a furylcarbonyl; a (C.sub.1 -C.sub.7)alkyloxycarbonyl; a phenoxycarbonyl; a benzyloxycarbonyl; a carbamoyl or a thiocarbamoyl not substituted or substituted by R.sub.9 and R.sub.10, or R.sub.5 and R.sub.6 together with the nitrogen to which they are bonded constitute a heterocyclic group selected from pyrrolidine, pyrroline, pyrrole, indoline, indole, piperidine groups; or R.sub.5 together with the nitrogen atom to which it is bonded and the carbon atom adjacent to the phenyl group constitutes a heterocycle selected from indole, indoline and tetrahydroquinoline, and R.sub.6 represents hydrogen; a (C.sub.1 -C.sub.7)alkyl; a benzyl; a (C.sub.1 -C.sub.7)alkylcarbonyl; a (C.sub.1 -C.sub.7)alkylthlocarbonyl; a (C.sub.3 -C.sub.7)cycloalkylcarbonyl; (a C.sub.3 -C.sub.7)cycloalkylthiocarbonyl; a (C.sub.1 -C.sub.7)alkyloxycarbonyl; a phenoxycarbonyl; a benzyloxycarbonyl; a carbamoyl or a thiocarbamoyl group not substituted or substituted by R.sub.9 and R.sub.10 ;R.sub.7 represents a (C.sub.1 -C.sub.7)alkyl; a (C.sub.2 -C.sub.7)alkenyl; a phenyl; a benzyl; a (C.sub.3 -C.sub.7)cycloalkyl; a (C.sub.1 -C.sub.7)polyfluoroalkyl; a formyl; a (C.sub.1 -C.sub.7) alkylcarbonyl; a benzoyl; a benzylcarbonyl;R.sub.8 represents hydrogen; a (C.sub.1 -C.sub.7)alkyl; a phenyl; a benzyl;R.sub.9 and R.sub.10 each independently represent hydrogen; a (C.sub.1 -C.sub.7)alkyl; a (C.sub.1 -C.sub.7)polyfluoroalkyl; a (C.sub.2 -C.sub.7)alkenyl; a (C.sub.3 -C.sub.7)cycloalkyl optionally substituted by a hydroxy(C.sub.1 -C.sub.4)alkyl group; a pyridyl; a phenyl; a thienyl; a furyl; or R.sub.9 and R.sub.10 together with the nitrogen atom to which they are bonded constitute a heterocyclic group selected from pyrrolidine, piperidine or piperazine groups not substituted or substituted by one or more (C.sub.1 -C.sub.4)alkyl group(s); and the (C.sub.6 -C.sub.7)azacycloalkyl group;W represents a --CH.sub.2 -- or --SO.sub.2 -- group;Cy constitutes, together with the carbon atom to which it is bonded, a non aromatic, saturated or unsaturated C.sub.5 -C.sub.12 hydrocarbon cycle, optionally condensed or substituted by one or more (C.sub.1 -C.sub.7)alkyl group(s), said groups possibly substituting the same carbon atom one or more times, or by a C.sub.3 -C.sub.6 spirocycloalkyl group;Y.sub.1 and Y.sub.2 substitute the same carbon atom of Cy, andY.sub.1 represents either(i) a (C.sub.0 -C.sub.4)alkylene-T--Z group,(ii) a (C.sub.0 -C.sub.3)alkylene --NR.sub.16 --T--Z group in which R.sub.16 represents a hydrogen atom, a (C.sub.1 -C.sub.3)alkyl, an oxygen atom, the nitrogen atom carrying the R.sub.16 optionally being quaternary, with the counter-anion then being Cl.sup.-, Br.sup.-, I.sup.- or CH.sub.3 SO.sup.-.sub.4 ;(iii) a (C.sub.1 -C.sub.3)alkylene-O--T--Z group(iv) a (C.sub.0 -C.sub.3)alkylene-S--T--Z groupa (C.sub.0 -C.sub.3)alkylene-SO--T--Z groupa (C.sub.0 -C.sub.3)alkylene-SO.sub.2 --T--Z groupY.sub.2 represents a hydrogen atom or a hydroxyl group or forms with Y.sub.1 a (C.sub.1 -C.sub.4)alkylidene-T--Z group, a (C.sub.2 -C.sub.3)alkylidene --NR.sub.16 --T--Z group in which R.sub.16 is as defined above or (C.sub.2 -C.sub.3)alkylidene-O--T--Z furan-2-one;T represents a (C.sub.1 -C.sub.4)alkylene optionally interrupted by a (C.sub.3 -C.sub.6)cycloalkylene, said alkylenes optionally being substituted one or more times on the same carbon atom by a (C.sub.1 -C.sub.3)alkyl group; or T represents a direct bond;Z represents hydroxyl; a benzyloxy; a --NR.sub.11 R.sub.12 group; a --.sup.+ NR.sub.11 R.sub.12 (C.sub.1 -C.sub.4)alkyl (A.sup.-), (A.sup.-) being Cl.sup.-, Br.sup.-, I.sup.- or CH.sub.3 SO.sub.4.sup.- ; a --N(O)R.sub.11 R.sub.12 ; a --COOR.sub.11 group; a --NR.sub.11 COR.sub.12 group; a benzyloxycarbonylamino; or a --CONR.sub.11 R.sub.12 group, it being understood that:when Y.sub.1 is as defined in cases (ii), (iii) and (iv) and when T represents a methylene group or a direct bond, Z cannot be a hydroxyl; a benzyloxy; a --NR.sub.11 R.sub.12 ; a N(O)R.sub.11 R.sub.12 ; a --.sup.+ NR.sub.11 R.sub.12 (C.sub.1 -C.sub.4)alkyl; a --NR.sub.11 COR.sub.12 ; or a benzyloxycarbonylamino,or when Y.sub.1 =Z, Z cannot be a hydroxyl or a benzyloxy;R.sub.11 and R.sub.12 each independently represent hydrogen; a (C.sub.1 -C.sub.7)alkyl; a (C.sub.1 -C.sub.4)alkoxy; a (C.sub.3 -C.sub.7)cycloalkyl; a phenyl; a (C.sub.1 -C.sub.3) alkylene which is substituted by a (C.sub.3 -C.sub.7) group or by a phenyl, where the cycloalkyl is C.sub.3 -C.sub.7, a (C.sub.1 -C.sub.3) alkylenephenyl, said groups optionally being mono or polysubstituted by R.sub.13 ;wherein the phenyl group constitutive of R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, R.sub.7, R.sub.8, R.sub.9, R.sub.10, R.sub.11, and R.sub.12, can be non substituted, mono- or di-substituted by a (C.sub.1 -C.sub.7) alkyl, a trifluoromethyl, a (C.sub.1 -C.sub.7) alkoxy, a halogen or trisubstituted by a (C.sub.1 -C.sub.7) alkyl, a (C.sub.1 -C.sub.7) alkoxy or a halogen, or R.sub.11 and R.sub.12, together with the nitrogen atom to which they are bonded, optionally constitute a heterocycle selected from the heterocycles: azetidine, pyrrolidine, piperidine, piperazine, piperazinone, morpholine, morpholinone, thiomorpholine, hexahydroazepine optionally mono- or poly-substituted by R.sub.13 ; or a thiomorpholine-1,1-dioxide or a thiomorpholine-1-oxide; or R.sub.12 represents pyrrolidone or piperidone;R.sub.13 represents a hydroxyl group; a (C.sub.1 -C.sub.4)alkyl; a (C.sub.1 -C.sub.4)alkoxy; a mercapto; a (C.sub.1 -C.sub.4)alkylthio; a (C.sub.1 -C.sub.4)alkylsulfinyl; a (C.sub.1 -C.sub.4)alkylsulfonyl; a benzyloxy or hydroxyalkyloxy; a NR.sub.14 R.sub.15 group where R.sub.14 and R.sub.15 each independently represent hydrogen or a (C.sub.1 -C.sub.4)alkyl or a (C.sub.1 -C.sub.4)alkyloxycarbonyl or a benzyloxycarbonyl; a carboxy; a (C.sub.1 -C.sub.4) alkyloxycarbonyl, a phenoxycarbonyl; a benzyloxycarbonyl; a carbamoyl; an amidino; a guanidino; an imidazolyl; a thienyl; a pyridyl; an indolyl; a tetrahydroisoquinolyl;and their salts, solvates or hydrates.