2-substituted quinoline dioic acids and pharmaceutical compositions

Claim 2

A compound of the formula: ##STR18## wherein: R 1 is H, halogen, C 1 -C 8 alkyl, C 2 -C 8 alkenyl, C 2 -C 8 alkynyl, --CF 3 , --OR 2 , --SR 2 , --S(O)R 2 , --S(O) 2 R 2 , --NR 2 R 2 , --CHO, --COOR 2 , --(C═O)R 2 , --C(OH)R 2 R 2 , --CH, --NO 2 , substituted or unsubstituted phenyl, substituted or unsubstituted benzyl, or substituted or unsubstituted phenethyl; R 2 is H, C 1 -C 8 alkyl, C 2 -C 8 alkenyl, C 2 -C 8 alkynyl, --CF 3 , substituted or unsubstituted phenyl, substituted or unsubstituted benzyl, or substituted or unsubstituted phenethyl; R 4 is H, halogen, --NO 2 , --CN, --OR 2 , --SR 2 , NR 2 R 2 , C 1 -C 8 alkyl, or --(C═O)R 2 ; R 6 is H or C 1 -C 4 alkyl; R 10 is H, C 1 -C 6 alkyl, --(C═O)R 11 , unsubstituted phenyl, unsubstituted benzyl, or two R 10 groups joined to the same N may form a ring of 5 or 6 members containing up to two heteratoms chosen from O, S or N; R 11 is H, C 1 -C 8 alkyl, C 2 -C 8 alkenyl, C 2 -C 8 alkynyl, --CF 3 , or unsubstituted phenyl, benzyl, or phenethyl; Q 1 and Q 2 are independently --COOR 2 or, --CONR 10 R 10 ; X 2 and X 3 are independently O, S, S(O), or S(O) 2 ; Y is --CR 2 ═CR 2 --, or --C.tbd.C--; and the pharmaceutically acceptable salts thereof.

Claim 3

A compound of claim 1 of the Formula Ia: ##STR19## wherein: Y is --CR 2 ═CR 2 -- or --C.tbd.C--; the other substituents are as defined for Formula I; and the pharmaceutically acceptable salts thereof.

Claim 4

A compound of claim 1 of the Formula Ib: ##STR20## wherein: R 1 is H, halogen, C 1 -C 3 alkyl, --CF 3 , or SCF 3 ; R 2 is H, C 1 -C 3 alkyl, C 2 -C 3 alkenyl, or --CF 3 ; X 2 and X 3 are independently O or S; the other substituents are as defined for Formula I; and the pharmaceutically acceptable salts thereof.

Claim 5

A compound of claim 1 of the Formula Ic: ##STR21## wherein: R 1 is H, halogen, C 1 -C 3 alkyl, --CF 3 , or SCF 3 ; R 2 is H, C 1 -C 3 alkyl, C 2 -C 3 alkenyl, or --CF 3 ; X 2 and X 3 are independently O or S; the other substituents are as defined for Formula I; and the pharmaceutically acceptable salts thereof.

Claim 6

A compound of claim 1 of Formula Ie which is: __________________________________________________________________________ ##STR22## Compound R.sup.1,R.sup.1 m,m' Y Z.sub.n.sup.1 (CR.sup.2 R.sup.3).sub.p Q.sup.1 Z.sub.n.sup.2,(CR.sup.2 R.sup.3).sub.p,Q.su p.2 10 H,7-Cl 2,2 CH.sub.2 O CON(CH.sub.3).sub.2 COOH 11 H,7-Cl 2,2 CHCH ##STR23## COOH 12 H,7-Cl 1,1 CHCH COOH COOH 13 H,7-Cl 1,1 CHCH CON(CH.sub.3).sub.2 COOH 14 H,H 2,2 CHCH COOH COOH 41 H,7-Cl 1,1 CH.sub.2 O COOH CONH.sub.2 42 H,7-F 2,2 CH.sub.2 O COOH COOH 43 H,7-F 2,2 CH.sub.2 O COOH CON(CH.sub.3).sub.2 44 H,7-CF.sub.3 2,2 CH.sub.2 O COOH COOH 45 H,7-CF.sub.3 2,2 CH.sub.2 O COOH CON(CH.sub.3).sub.2 46 H,7-CH.sub.3 2,2 CHCH COOH CON(CH.sub.3).sub.2 __________________________________________________________________________

Claim 7

A compound of claim 5 which is 4, 6, 13, 27, or 28.

Claim 8

A pharmaceutical composition useful in antagonizing leukotriene action in mammals comprising an amount of a compound of claim 1 effective as a leukotriene antagonist and a pharmaceutically acceptable carrier.

Claim 9

5-(3-(2-(7-Chloroquinolin-2-yl)ethenyl)phenyl)-8-dimethylcarbamyl-4,6-dithiaoctanoic acid sodium salt.

Claim 10

5-(3-(2-(7-Chloroquinolin-2-yl)ethenyl)phenyl)-8-dimethylcarbamyl-4,6-dithiaoctanoic acid sodium salt.

Claim 11

5-(3-(2-(7-Chloroquinolin-2-yl)ethenyl)phenyl)-8-dimethylcarbamyl-4,6-dithiaoctanoic acid.

Claim 12

5-(3-(2-(7-Chloroquinolin-2-yl)ethenyl)phenyl)-8-dimethylcarbamyl-4,6-dithiaoctanoic acid.