Patent ID: 6734184
Filing Date: 2004-05-11
Classification: A61P,C07D

Abstract:
A compound of the formula I wherein ring B is a monocyclic or bicyclic alkyl, aryl, aralkyl, heteroaryl, or heteroaralkyl ring comprising up to 12 ring atoms and containing one or more heteroatoms independently chosen from N, O, and S; alternatively ring B may be biphenyl; ring B may optionally be linked to ring A by a C1-4 alkyl or a C1-4alkoxy chain linking the 2-position of ring B with a carbon atom alpha to X2; each R3 is independently selected from hydrogen, halogen, NO2, COOR wherein R is hydrogen or C1-6 alkyl, CN, CF3, C1-6 alkyl, â€”Sâ€”C1-6 alkyl, â€”SOâ€”C1-6 alkyl, â€”SO2â€”C1-6 alkyl, C1-6alkoxy and up to C10 aryloxy, n is 1, 2, or 3; P is â€”(CH2)nâ€” wherein n=0, 1, 2; or P is an alkene or alkyne chain of up to six carbon atoms; or P may be selected from â€”COâ€”N(R6)â€”, â€”N(R6)â€”COâ€”, â€”SO2â€”N(R6)â€”, and â€”N(R6)â€”SO2â€”, and R6 is hydrogen, C1-6 alkyl, up to C10 aralkyl or up to C9heteroalkyl; Ring A is a piperazine ring and may optionally be mono- or di-substituted by optionally substituted C1-6 alkyl or C1-6alkoxy, each substituent being independently selected from halogen, C1-6 alkyl, or an oxo group; X1 and X2 are each N; Y is selected from â€”SO2â€” and â€”COâ€”; Z is â€”N(OH)CHO and Q is selected from â€”CH(R6)â€”, â€”CH(R6)â€”CH2â€”, and â€”N(R6)â€”CH2â€”; R1 is H, C1-6 alkyl, C5-7 cycloalkyl, up to C10 aryl, up to C10 heteroaryl, up to C12 aralkyl, or up to C12 heteroarylalkyl, all optionally substituted by up to three groups independently selected from NO2, CF3, halogen, C1-4 alkyl, carboxy(C1-4)alkyl, up to C6 cycloalkyl, C1-4 alkyl substituted with â€”OR4, SR4 (and its oxidised analogues), or C1-4 alkyl-Yâ€”NR4, or R1 is 2,3,4,5,6-pentafluorophenyl; R4 is hydrogen, C1-6 alkyl, up to C10 aryl, up to C10 heteroaryl, or up to C9 aralkyl, each independently optionally substituted by halogen, NO2, CN, CF3, C1-6 alkyl, â€”Sâ€”C1-6 alkyl, â€”SOâ€”C1-6 alkyl, â€”SO2â€”C1-6 alkyl, or C1-6alkoxy; R2 is H, C1-6 alkyl, or together with R1 forms a carbocyclic or heterocyclic spiro 5, 6, or 7 membered ring, the latter containing at least one heteroatom selected from N, O, and S; also the group Q can be linked to either R1 or R2 to form a 5, 6, or 7 membered alkyl or heteroalkyl ring comprising one or more of O, S, and N; and wherein any alkyl groups outlined above may be straight chain or branched; or a pharmaceutically acceptable salt or an in vivo hydrolysable precursor thereof.