1-[4-(4-Sulfanilyl)phenyl] urea and derivatives in compositions and methods of treating rheumatoid arthritis and immune complex diseases

Claim 1

A method of treating rheumatoid arthritis comprising administering to a patient in need of such treatment a therapeutically effective amount of a compound of the formula: ##STR16## wherein: A and B are hydrogen or fluoro, provided that A and B may not both be fluoro; R 1 is loweralkanoylamino, loweralkoxycarbamoyl, nitro or ureido; and R 2 is selected from the group consisting of loweralkanoylamino, loweralkoxycarbonylamino, loweralkyl and nitro, and when R 1 is ureido, R 2 is additionally selected from the group consisting of (a) amino; (b) a substituted amino moiety having the following structure: ##STR17## wherein: R 3 is (1) a phenyl group; optionally substituted with (i) chloro; (ii) hydroxy and loweralkoxy; (iii) hydroxy and chloro; or (iv) hydroxy substituent; or (2) a branched alkyl group having 3-9 carbon atoms; R 4 is (1) hydrogen; (2) amino; (3) cycloalkyl having 3-9 carbon atoms; (4) halomethyl, said halomethyl having a methyl group having one, two, or three halogens, said halogens being the same or different and being chloro, bromo, fluoro, or iodo; (5) haloethyl, said haloethyl having 1-5 halogen atoms, being the same or different; (6) loweralkenyl; (7) a thioloweralkyl group having 1-6 carbon atoms; (8) an aminohydrocarbyl fragment; (9) a phenyl group having a carboxy, amino, or nitro substituent; or (10) 2-carboxyethyl; R 5 is selected from the group consisting of (1) hydrogen; (2) loweralkyl; (3) branched alkyl; (4) -amino R 3 ; (5) NaSO 2 --; (6) R 8 SO 2 --; ##STR18## R 6 is hydrogen, the dotted line indicating that R 6 is not present when R 5 is attached to C with a double bond; R 7 is (1) hydrogen; (2) loweralkyl; or (3) loweralkoxy; R 8 is (1) phenyl having optional nitro, amino, methyl, or acetamido substituents; or (2) loweralkyl having 1-6 carbon atoms; ##STR19##

Claim 2

A method of treating rheumatoid arthritis comprising administering to a patient in need of such treatment a therapeutically effective amount of a compound of the formula: ##STR16## wherein: A and B are hydrogen or fluoro, provided that A and B may not both be fluoro; R 1 is loweralkanoylamino, loweralkoxycarbamoyl, nitro or ureido; and R 2 is selected from the group consisting of loweralkanoylamino, loweralkoxycarbonylamino, loweralkyl and nitro, and when R 1 is ureido, R 2 is additionally selected from the group consisting of (a) amino; (b) a substituted amino moiety having the following structure: ##STR17## wherein: R 3 is (1) a phenyl group; optionally substituted with (i) chloro; (ii) hydroxy and loweralkoxy; (iii) hydroxy and chloro; or (iv) hydroxy substituent; or (2) a branched alkyl group having 3-9 carbon atoms; R 4 is (1) hydrogen; (2) amino; (3) cycloalkyl having 3-9 carbon atoms; (4) halomethyl, said halomethyl having a methyl group having one, two, or three halogens, said halogens being the same or different and being chloro, bromo, fluoro, or iodo; (5) haloethyl, said haloethyl having 1-5 halogen atoms, being the same or different; (6) loweralkenyl; (7) a thioloweralkyl group having 1-6 carbon atoms; (8) an aminohydrocarbyl fragment; (9) a phenyl group having a carboxy, amino, or nitro substituent; or (10) 2-carboxyethyl; R 5 is selected from the group consisting of (1) hydrogen; (2) loweralkyl; (3) branched alkyl; (4) -amino R 3 ; (5) NaSO 2 --; (6) R 8 SO 2 --; ##STR18## R 6 is hydrogen, the dotted line indicating that R 6 is not present when R 5 is attached to C with a double bond; R 7 is (1) hydrogen; (2) loweralkyl; or (3) loweralkoxy; R 8 is (1) phenyl having optional nitro, amino, methyl, or acetamido substituents; or (2) loweralkyl having 1-6 carbon atoms; ##STR19##

Claim 3

A method of treating rheumatoid arthritis, comprising administering to a patient in need of such treatment a therapeutically effective amount of a compound of the formula: ##STR20## wherein: A and B are hydrogen or fluoro, provided that A and B may not both be fluoro; and R 2 is selected from the group consisting of (a) amino ##STR21## wherein R 3 is a phenyl group; optionally substituted with (i) chloro; (ii) hydroxy and loweralkoxy; (iii) hydroxy and chloro; or (iv) hydroxy substituent; ##STR22## wherein R 4 is (1) hydrogen; (2) amino; (3) cycloalkyl having 3-6 carbon atoms; (4) halomethyl having one, two, or three halogens the same or different and being chloro, bromo, fluoro, or iodo; or (5) an amino-hydrocarbyl fragment; and ##STR23## R 6 is not present; and R 7 is loweralkyl.

Claim 4

A method of treating rheumatoid arthritis, comprising administering to a patient in need of such treatment a therapeutically effective amount of a compound of the formula: ##STR20## wherein: A and B are hydrogen or fluoro, provided that A and B may not both be fluoro; and R 2 is selected from the group consisting of (a) amino ##STR21## wherein R 3 is a phenyl group; optionally substituted with (i) chloro; (ii) hydroxy and loweralkoxy; (iii) hydroxy and chloro; or (iv) hydroxy substituent; ##STR22## wherein R 4 is (1) hydrogen; (2) amino; (3) cycloalkyl having 3-6 carbon atoms; (4) halomethyl having one, two, or three halogens the same or different and being chloro, bromo, fluoro, or iodo; or (5) an amino-hydrocarbyl fragment; and ##STR23## R 6 is not present; and R 7 is loweralkyl.

Claim 5

A method of treating rheumatoid arthritis comprising administering to a patient in need of such treatment a therapeutically effective amount of a compound of the formula: ##STR24## wherein: A and B are hydrogen or fluoro, provided that A and B may not both be fluoro; and R 2 is selected from the group consisting of (a) amino; ##STR25## where R 3 is phenyl substituted with hydroxy and methoxy; ##STR26## where R 4 is (1) hydrogen; (2) amino; (3) cyclohexyl; or (4) trifluoromethyl; and ##STR27## R 6 is not present, and R 7 is methyl.

Claim 6

A method of treating rheumatoid arthritis comprising administering to a patient in need of such treatment a therapeutically effective amount of a compound of the formula: ##STR24## wherein: A and B are hydrogen or fluoro, provided that A and B may not both be fluoro; and R 2 is selected from the group consisting of (a) amino; ##STR25## where R 3 is phenyl substituted with hydroxy and methoxy; ##STR26## where R 4 is (1) hydrogen; (2) amino; (3) cyclohexyl; or (4) trifluoromethyl; and ##STR27## R 6 is not present, and R 7 is methyl.