Immune suppression method employing arly-substituted naphthyridine and pyridopyrazine derivatives

Claim 1

A method for suppressing T cell functions of the immune response in a mammal which comprises administering to a mammal in need of such treatment an immunosuppressing effective amount of a compound having the structural formula I ##STR21## or a pharmaceutically acceptable salt or solvate thereof, wherein: X represents CH or N; A represents O or S, m is an integer of from 0 to 2; n is an integer of from 0 to 2; R 1 and R 2 are the same or different and each is independently selected from H or alkyl containing 1 to 6 carbon atoms; W represents --O-- or --S(O) p --, wherein p is an integer of from 0 to 2; B represents alkylene having from 2 to 8 carbon atoms, which alkylene may be optionally substituted with a group selected from --OH, --F, alkyl having 1 to 4 carbon atoms, --CH 2 OH, --CHO, --CO 2 H, --COR 3 wherein R 3 is selected from --NHR 4 , --N(R 4 ) 2 or --OR 4 wherein R 4 is alkyl of 1 to 6 carbon atoms or --CN, with the proviso that OH or F is not on the carbon atom adjacent to W; Q represents an aryl group containing from 6 to 15 carbon atoms or an aromatic heterocyclic group containing from 3 to 14 carbon atoms and having at least one O, S or N in the ring, which aryl or aromatic heterocyclic group can optionally be substituted with up to 3 substituents Y as defined below; and each Y substituent is independently selected from --OH, hydroxymethyl, alkyl containing from 1 to 6 carbon atoms, halo, --NO 2 , alkoxy containing 1 to 6 carbon atoms, --CF 3 , --CN, cycloalkyl containing 3 to 7 carbon atoms, alkenyloxy containing from 3 to 6 carbon atoms, alkynyloxy containing from 3 to 6 carbon atoms, --S(O) p --R 4 wherein R 4 and p are as defind above, --CO--R 5 wherein R 5 represents --OH, --NH 2 , --NHR 4 , --N(R 4 ) 2 or --OR 4 in which R 4 is as defined above, --O--D--COR 5 wherein D represents alkylene having from 1 to 4 carbon atoms and R 5 is as defined above, --NH 2 , --NHR 4 , --N(R 4 ) 2 wherein R 4 is as defined above or --NHCOH.

Claim 2

A method for suppressing T cell functions of the immune response in a mammal which comprises administering to a mammal in need of such treatment an immunosuppressing effective amount of a compound having the structural formula I ##STR21## or a pharmaceutically acceptable salt or solvate thereof, wherein: X represents CH or N; A represents O or S, m is an integer of from 0 to 2; n is an integer of from 0 to 2; R 1 and R 2 are the same or different and each is independently selected from H or alkyl containing 1 to 6 carbon atoms; W represents --O-- or --S(O) p --, wherein p is an integer of from 0 to 2; B represents alkylene having from 2 to 8 carbon atoms, which alkylene may be optionally substituted with a group selected from --OH, --F, alkyl having 1 to 4 carbon atoms, --CH 2 OH, --CHO, --CO 2 H, --COR 3 wherein R 3 is selected from --NHR 4 , --N(R 4 ) 2 or --OR 4 wherein R 4 is alkyl of 1 to 6 carbon atoms or --CN, with the proviso that OH or F is not on the carbon atom adjacent to W; Q represents an aryl group containing from 6 to 15 carbon atoms or an aromatic heterocyclic group containing from 3 to 14 carbon atoms and having at least one O, S or N in the ring, which aryl or aromatic heterocyclic group can optionally be substituted with up to 3 substituents Y as defined below; and each Y substituent is independently selected from --OH, hydroxymethyl, alkyl containing from 1 to 6 carbon atoms, halo, --NO 2 , alkoxy containing 1 to 6 carbon atoms, --CF 3 , --CN, cycloalkyl containing 3 to 7 carbon atoms, alkenyloxy containing from 3 to 6 carbon atoms, alkynyloxy containing from 3 to 6 carbon atoms, --S(O) p --R 4 wherein R 4 and p are as defind above, --CO--R 5 wherein R 5 represents --OH, --NH 2 , --NHR 4 , --N(R 4 ) 2 or --OR 4 in which R 4 is as defined above, --O--D--COR 5 wherein D represents alkylene having from 1 to 4 carbon atoms and R 5 is as defined above, --NH 2 , --NHR 4 , --N(R 4 ) 2 wherein R 4 is as defined above or --NHCOH.