Patent ID: 6013654
Filing Date: 2000-01-11
Classification: C07D

Abstract:
A compound of the formula I wherein R.sub.1 and R.sub.2 are the same or different and area) H,b) fluoro,c) chloro,d) bromo,e) iodo,f) C.sub.1 -C.sub.4 alkyl,g) C.sub.3 -C.sub.7 cycloalkyl,h) CN,i) CONR.sub.11 R.sub.12,j) SO.sub.2 NR.sub.11 R.sub.12,k) NR.sub.11 R.sub.12,l) N(R.sub.11)SO.sub.2 R.sub.12,m) N(R.sub.11)CO(R.sub.12),n) NO.sub.2,o) OH,p) O(C.sub.1 -C.sub.3 alkyl),q) O-phenyl,r) O--CF.sub.3,s) O--SO.sub.2 CF.sub.3,t) SH,u) S(C.sub.1 -C.sub.3 alkyl),v) thiazolyl,w) imidazolyl,x) oxadiazolyl,y) aryl optionally substituted with R.sub.13, orz) CF.sub.3 ;wherein R.sub.3 isa) H,b) halo,c) CN,d) OH,e) OR.sub.4,f) (CH.sub.2).sub.n OH,g) (CH.sub.2).sub.n OR.sub.4,h) (CH.sub.2).sub.n OCOR.sub.4,i) (CH.sub.2).sub.n OCOOR.sub.4,j) (CH.sub.2).sub.n OCONR.sub.11 R.sub.12,k) (CH.sub.2).sub.n N(R.sub.11)CONR.sub.11 R.sub.12,l) C.sub.1 -C.sub.4 alkyl,m) (CH.sub.2).sub.p COOR.sub.4,n) (CH.sub.2).sub.n CONR.sub.11 R.sub.12,o) CHO, orp) (CH.sub.2).sub.n --A--(CH.sub.2).sub.m --Ar(R.sub.8)(R.sub.9)(R.sub.10);wherein A isa) CH.sub.2,b) O,c) S, ord) N(R.sub.11);wherein R.sub.4, R.sub.5, R.sub.6 and R.sub.7 are the same or different and area) H,b) C.sub.1 -C.sub.4 alkyl,c) C.sub.3 -C.sub.7 cycloalkyl,d) C.sub.1 -C.sub.3 -alkyl-C.sub.3 -C.sub.7 cycloalkyl, ore) aryl optionally substituted with R.sub.13 ;wherein W isa) CH,wherein X isa) absent, orb) N(R.sub.4);wherein Y isa) phenyl,b) 2-, 3- or 4-pyridinyl,c) 2-, 4- or 5-pyrimidinyl,d) 3- or 4-pyridazinyl,e) 2-pyrazinyl,f) 2-, 3-, 6- or 7-imidazo[1,2-a]pyridinyl,g) 2-benzoxazolyl,h) 2-thiobenzoxazolyl,i) 2-thiazolyl,j) 1,3-dihydro-2H-benzimidazol-2-onyl, ork) 1,3-dihydro-3-methyl-2H-benzimidazol-2-onyl;wherein R.sub.8, R.sub.9 and R.sub.10 are the same or different and area) hydrogen,b) fluoro,c) chloro,d) bromo,e) iodo,f) C.sub.1 -C.sub.4 alkyl,g) C.sub.3 -C.sub.7 cycloalkyl,h) CN,i) CONR.sub.11 R.sub.12j) SO.sub.2 NR.sub.11 R.sub.12,k) NR.sub.11 R.sub.12,l) N(R.sub.11)SO.sub.2 R.sub.12,m) N(R.sub.11)COR.sub.12,n) NO.sub.2,o) OH,p) O(C.sub.1 -C.sub.3 alkyl),q) O-aryl optionally substituted with R.sub.13,r) O--CF.sub.3,s) O--SO.sub.2 CF.sub.3,t) SH,u) S(C.sub.1 -C.sub.3 alkyl),v) thiazolyl,w) imidazolyl,x) oxadiazolyl,y) phenyl,z) 2-, 3- or 4-pyridinyl;a1) CF.sub.3,b1) --C(O)C.sub.1 -C.sub.4 alkyl,c1) C(O)OR.sub.4, ord1) SO.sub.2 -phenyl optionally substituted with R.sub.13 ;wherein R.sub.11 and R.sub.12 are the same or different and area) H,b) C.sub.1 -C.sub.4 alkyl,c) C.sub.3 -C.sub.7 cycloalkyl,d) C.sub.1 -C.sub.3 alkyl-C.sub.3 -C.sub.7 cycloalkyl, ore) aryl optionally substituted with R.sub.13 ;when R.sub.11 and R.sub.12 occur in NR.sub.11 R.sub.12, R.sub.11 and R.sub.12 may be taken together with a methylene group or a heteroatom to form piperazine, morpholine, thiomorpholine, piperidine, or pyrrolidine;wherein aryl in each of the above occurrence isa) phenyl,b) naphthyl,c) 2-, 3- or 4-pyridinyl, ord) 2-, 4- or 5-pyrimidinyl;wherein R.sub.13 isa) H,b) fluoro,c) chloro,d) bromo,e) iodo,f) CH.sub.3,g) CF.sub.3,h) CN,i) OH, orj) OCH.sub.3 ;wherein n is one (1) to four (4) inclusive;wherein m is zero (0) to four (4) inclusive;wherein p is two (2) to four (4) inclusive;or pharmaceutically acceptable salts or enantiomers or diastereomers thereof;with the following provisos:1) when R.sub.1 or R.sub.2 is --CONR.sub.11 R.sub.12, then R.sub.11 and R.sub.12 are not both H; and2) when R.sub.8, R.sub.9 or R.sub.10 is --CONR.sub.11 R.sub.12 wherein R.sub.11 and R.sub.12 are both H, then X is absent.