COMPOUNDS USEFUL FOR THE TREATMENT OF INFECTION WITH MANNHEIMIA HAEMOLYTICA OR HISTOPHILUS SOMNI

Abstract

Hydroxamic acid derivatives that are useful in the treatment of respiratory diseases in animals, especially bovine or porcine respiratory disease (BRD and SRD).

Claims

1. Compound according to formula (I): (FORMULA 1), or its stereoisomer, pharmaceutically acceptable salt, ester, solvate, or characterized in that R 1 is selected from the group consisting of H, C(R 11 R 12 R 13 ), C(=O)R 11 , -C(=NR 14 )R 11 ; R 11 is selected from the group consisting of H, and C1-6 alkyl; R 12 is selected from the group consisting of H, C1-6 alkyl, and C1-6 alkyl substituted with a substituent from the group consisting of -SR 8 , -OR 9 , -C(=O)OR 9 , -NR 9 R 10 , -SO2NR 9 R 10 , -SO2R 8 ; R 13 is selected from the group consisting of H, C1-6 alkyl, aryl, -SR 8 , -OR 9 , -NR 9 R 10 , -SO2R 8 , nitro, -C(=O)NR 9 R 10 , and C1-6 alkyl substituted with a substituent selected from the group consisting of -SR 8 , -C(=O)NR 9 R 10 , -SO2NR 9 R 10 , -SO2R 8 , nitro, cyano, -OR 9 , -C(=O)OR 9 , -NR 9 C(=NR 14 )NR 9 R 10 ; wherein when R 13 is OH or NH2 and R 12 is methyl then R 11 cannot be H and when R 13 is NH2 and R 12 is methyl then R 11 cannot be methyl;and where R 13 is OH and R 12 is methyl, then R 11 cannot be methyl, and where R 13 is NH2 and R 12 is H, then R 11 cannot be H; R 14 is selected from the group consisting of H, C1-6 alkyl, -OR 9 ; R 2 , R 3 are H; R 4 is -OR 9 , R 5 is H; R6, R7 are selected independently from the group consisting of H, C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, C3-10 cycloalkyl, aryl, heterocyclyl, heteroaryl, C1-6 alkyloxy-C1-6 alkyl, C1-6 alkyl substituted with aryl, C1-6 alkyl substituted with heteroaryl, C1-6 alkyl substituted with heterocyclyl, or NR6. R7 is NO2 or R6, R7 together with the N atom to which they are attached can form a saturated or unsaturated heterocyclic ring having 3 to 12 ring atoms, where 1 ring atom is N and 0, 1, 2, or 3 additional ring atoms are selected from N, S, and O, the remainder of the ring atoms being C;where the alkyl, alkenyl, alkynyl, cycloalkyl, aryl, heterocyclyl, heteroaryl, alkyloxy or the heterocyclic ring formed by R 6 , R 7 together with the N atom to which they are attached is optionally substituted with a substituent selected from the group consisting of C1-6 alkyl, C3-8 cycloalkyl, C1-6 alkyloxy, -NR 9 R 10 , carbonyl, -C(=O)OR 9 -, halogen atom, C1-6 halo-substituted alkyl, C1-6 alkyloxy-C1-6 alkyl, aryl, heteroaryl, C1-6 aryl-substituted alkyl, cyano, hydroxyl, -SR 8 -, -SO2R 8 -, SO2NR 9 R 10 , -C(=O)NR 9 R 10 , C1-6 alkyl substituted with hydroxyl; R8 is selected from the group consisting of H, C1-6 alkyl; R9, R10 are independently selected from the group consisting of H, and C1-6 alkyl; L is C1-6 alkyl; M is selected from the group consisting of aryl, heteroaryl, C2-4 alkenyl; G is -C≡C-; Y is aryl; and X is -C(=O)-. 5 Claims follow;