Guanylhydrazone compounds, compositions, methods of making and using

1. A compound, having the formula:

or a salt thereof;

wherein X 1 , X 2 , X 3 , and X 4 each independently represent GhyCH— or GhyCCH 3 —;

wherein Z is -(A 1 ) a -(CR 2 R 3 ) x -Q m -(CR 4 R 5 ) y -(A 2 ) b -;

wherein a is 1;

wherein b is selected from the group consisting of 0, 1, 2, 3, 4, 5, 6, 7, 8, and 9;

wherein x is selected from the group consisting of 0, 1, 2, 3, 4, 5, 6, 7, 8, and 9;

wherein y is selected from the group consisting of 0, 1, 2, 3, 4, 5, 6, 7, 8, and 9;

wherein m is 1;

wherein A 1 and A 2 are each independently selected from the group consisting of —(CO)NR 8 —, —NR 8 (CO)—, and salts thereof;

wherein Q is a substituted of unsubstituted group having the following formula:

and wherein when substituted, said Q is substituted with one or more substituent groups selected from the group consisting of hydroxy, halo, bromo, chloro, iodo, fluoro, —N 3 , —CN, —NC, —SH, —NO 2 , NH 2 , (C 1 -C 20 )alkyl, phenyl, (C 3 -C 20 )cycloalkyl, (C 1 -C 20 )alkoxy, (C 3 -C 25 )heteroaryl, (C 3 -C 25 )heterocyclic, (C 2 -C 20 )alkenyl, (C 3 -C 20 ) cycloalkenyl, (C 2 -C 20 )alkynyl, (C 5 -C 20 )cycloalkynyl, (C 5 -C 25 )aryl, perhalo(C 1 -C 20 )alkyl, (C 1 -C 20 )alkyl-O—, phenyl-O—, (C 3 -C 20 )cycloalkyl-O—, (C 3 -C 25 )heteroaryl-O—, (C 3 -C 25 )heterocyclic-O—, (C 2 -C 20 )alkenyl-O—, (C 3 -C 20 ) cycloalkenyl-O—, (C 2 -C 20 )alkynyl-O—, (C 5 -C 20 )cycloalkynyl-O—, (C 5 -C 25 )aryl-O—, perhalo(C 1 -C 20 )alkyl-O—, (C 1 -C 20 )alkyl-S—, phenyl-S—, (C 3 -C 20 )cycloalkyl-S—, (C 3 -C 25 )heteroaryl-S—, (C 3 -C 25 )heterocyclic-S—, (C 2 -C 20 )alkenyl-S—, (C 3 -C 20 )cycloalkenyl-S—, (C 2 -C 20 )alkynyl-S—, (C 5 -C 20 )cycloalkynyl-S—, (C 5 -C 25 )aryl-S—, perhalo(C 1 -C 20 )alkyl-S—, (C 1 -C 20 )alkyl-SO 2 —, phenyl-SO 2 —, (C 3 -C 20 )cycloalkyl-SO 2 —, (C 1 -C 20 )alkoxy-SO 2 —, (C 3 -C 25 )heteroaryl-SO 2 —, (C 3 -C 25 )heterocyclic-SO 2 —, (C 2 -C 20 )alkenyl-SO 2 —, (C 3 -C 20 )cycloalkenyl-SO 2 —, (C 2 -C 20 )alkynyl-SO 2 —, (C 5 -C 20 )cycloalkynyl-SO 2 —, (C 5 -C 25 )aryl-SO 2 —, perhalo(C 1 -C 20 )alkyl-SO 2 —, H 2 N—SO 2 —, (C 1 -C 20 )alkyl-NH—SO 2 —, phenyl-NH—SO 2 —, (C 3 -C 20 )cycloalkyl-NH—SO 2 —, (C 1 -C 20 )alkoxy-NH—SO 2 —, (C 3 -C 25 )heteroaryl-NH—SO 2 —, (C 3 -C 25 )heterocyclic-NH—SO 2 —, (C 2 -C 20 )alkenyl-NH—SO 2 —, (C 3 -C 20 )cycloalkenyl-NH—SO—, (C 2 -C 20 )alkynyl-NH—SO 2 —, (C 5 -C 20 )cycloalkynyl-NH—SO 2 —, (C 5 -C 25 )aryl-NH—SO 2 —, perhalo(C 1 -C 20 )alkyl-NH—SO 2 —, {(C 1 -C 20 )alkyl} 2 N—SO 2 —, {phenyl} 2 N—SO 2 —, {(C 3 -C 20 )cycloalkyl} 2 N—SO 2 , {(C 1 -C 20 )alkoxy} 2 N—SO 2 —, {(C 3 -C 25 )heteroaryl} 2 N—SO 2 —, {(C 3 -C 25 )heterocyclic} 2 N—SO 2 —, {(C 2 -C 20 )alkenyl} 2 N—SO 2 —, {(C 2 -C 20 )alkynyl} 2 N—SO 2 —, {(C 5 -C 20 )cycloalkynyl} 2 N—SO 2 —, {(C 5 -C 25 )aryl} 2 N—SO 2 —, {perhalo(C 1 -C 20 )alkyl} 2 N—SO 2 —, (C 1 -C 20 )alkyl-SO 2 —NH—, phenyl-SO 2 —NH—, (C 3 -C 20 )cycloalkyl-SO 2 —NH—, (C 1 -C 20 )alkoxy-SO 2 —NH—, (C 3 -C 25 )heteroaryl-SO 2 —NH—, (C 3 -C 25 )heterocyclic-SO 2 —NH—, (C 2 -C 20 )alkenyl-SO 2 —NH—, (C 3 -C 20 ) cycloalkenyl-SO 2 —NH—, (C 2 -C 20 )alkynyl-SO 2 —NH—, (C 5 -C 20 )cycloalkynyl-SO 2 —NH—, (C 5 -C 25 )aryl-SO 2 —NH—, perhalo(C 1 -C 20 )alkyl-SO 2 —NH—, (C 1 -C 20 )alkyl-NH—, phenyl-NH—, (C 3 -C 20 )cycloalkyl-NH—, (C 1 -C 20 )alkoxy-NH—, (C 3 -C 25 )heteroaryl-NH—, (C 3 -C 25 )heterocyclic-NH—, (C 2 -C 20 )alkenyl-NH—, (C 3 -C 20 )cycloalkenyl-NH—, (C 2 -C 20 )alkynyl-NH—, (C 5 -C 20 )cycloalkynyl-NH—, (C 5 -C 25 )aryl-NH—, perhalo(C 1 -C 20 )alkyl-NH—, {(C-C 20 )alkyl} 2 N—, {phenyl} 2 N—, {(C 3 -C 20 )cycloalkyl} 2 N—, {(C 1 -C 20 )alkoxy} 2 N—, {(C 3 -C 25 )heteroaryl } 2 N—, {(C 3 -C 25 )heterocyclic} 2 N—, {(C 2 -C 20 )alkenyl} 2 N—, {(C 3 -C 20 )cycloalkenyl} 2 N—, {(C 2 -C 20 )alkynyl} 2 N—, {(C 5 -C 20 )cycloalkynyl} 2 N—, {(C 5 -C 25 )aryl} 2 N—, {perhalo(C 1 -C 20 )alkyl} 2 N—, (C 1 -C 20 )alkyl-(C═O)—NH—, phenyl-(C═O)—NH—, (C 3 -C 20 )cycloalkyl-(C═O)—NH—, (C 1 -C 20 )alkoxy-(C═O)—NH—, (C 3 -C 25 )heteroaryl-(C═O)—NH—, (C 3 -C 25 )heterocyclic-(C═O)—NH—, (C 2 -C 20 )alkenyl-(C═O)—NH—, (C 3 -C 20 )cycloalkenyl-(C═O)—NH—, (C 2 -C 20 )alkynyl-(C═O)—NH—, (C 5 -C 20 )cycloalkynyl-(C═O)—NH—, (C 5 -C 25 )aryl-(C═O)—NH—, perhalo(C 1 -C 20 )alkyl-(C═O)—NH—, (C 1 -C 20 )alkyl-(C═O)—{((C 1 -C 20 )alkyl)N}—, phenyl-(C═O)—{((C 1 -C 20 )alkyl)N}—, (C 3 -C 20 )cycloalkyl-(C═O)—{((C 1 -C 20 )alkyl)N}—, (C 1 -C 20 )alkoxy-(C═O)—{((C 1 -C 20 )alkyl)N}—, (C 3 -C 25 )heteroaryl-(C═O)—{((C 1 -C 20 )alkyl)N}—, (C 3 -C 25 )heterocyclic-(C═O)—{((C 1 -C 20 )alkyl)N}—, (C 2 -C 20 )alkenyl-(C═O)—{((C 1 -C 20 )alkyl)N}—, (C 3 -C 20 )cycloalkenyl-(C═O)—{((C 1 -C 20 )alkyl)N}—, (C 2 -C 20 )alkynyl-(C═O)—{((C 1 -C 20 )alkyl)N}—, (C 5 -C 20 )cycloalkynyl-(C═O)—{((C 1 -C 20 )alkyl)N}—, (C 5 -C 25 )aryl-(C═O)—{((C 1 -C 20 )alkyl)N}—, perhalo(C 1 -C 20 )alkyl-(C═O)—{((C 1 -C 20 )alkyl)N}—, phenyl-(C═O)—NH—, phenyl-(C═O)-{(phenyl)N}—, (C 1 -C 20 )alkyl-(C═O)-{(phenyl)N}—, (C 3 -C 20 )cycloalkyl-(C═O)-{(phenyl)N}—, (C 1 -C 20 )alkoxy-(C═O)-{(phenyl)N}—, (C 3 -C 25 )heteroaryl-(C═O)-{(phenyl)N}—, (C 3 -C 25 )heterocyclic-(C═O)-{(phenyl)N}—, (C 2 -C 20 )alkenyl-(C═O)-{(phenyl)N}—, (C 3 -C 20 )cycloalkenyl-(C═O)-{(phenyl)N}—, (C 2 -C 20 )alkynyl-(C═O)-{(phenyl)N}—, (C 5 -C 20 )cycloalkynyl-(C═O)-{(pheny)N}—, (C 5 -C 25 )aryl-(C═O)-{(phenyl)N}—, perhalo(C 1 -C 20 )alkyl-(C═O)-{(phenyl)N}—, H 2 N(C═O)—, (C 1 -C 20 )alkyl-NH—(C═O)—, phenyl-NH—(C═O)—, (C 3 -C 20 )cycloalkyl-NH—(C═O)—, (C 1 -C 20 )alkoxy-NH—(C═O)—, (C 3 -C 25 )heteroaryl-NH—(C═O)—, (C 3 -C 25 )heterocyclic-NH—(C═O)—, (C 2 -C 20 )alkenyl-NH—(C═O)—, (C 3 -C 20 )cycloalkenyl-NH—(C═O)—, (C 2 -C 20 )alkynyl-NH—(C═O)—, (C 5 -C 20 )cycloalkynyl-NH—(C═O)—, (C 5 -C 25 )aryl-NH—(C═O)—, perhalo(C 1 -C 20 )alkyl-NH—(C═O)—, {(C 1 -C 20 )alkyl} 2 N—(C═O)—, {phenyl} {(C 1 -C 20 )alkyl}N—(C═O)—, {(C 3 -C 20 )cycloalkyl} {(C 1 -C 20 )alkyl}N—(C═O)—, {(C 1 -C 20 )alkoxy} {(C 1 -C 20 )alkyl}N—(C═O)—, {(C 3 -C 25 )heteroaryl} {(C 1 -C 20 )alkyl}N—(C═O)—, {(C 3 -C 25 )heterocyclic} {(C 1 -C 20 )alkyl}N—(C═O)—, {(C 2 -C 20 )alkenyl} {(C 1 -C 20 )alkyl}N—(C═O)—, {(C 3 -C 20 )cycloalkenyl} {(C 1 -C 20 )alkyl}N—(C═O)—, {(C 2 -C 20 )alkynyl} {(C 1 -C 20 )alkyl}N—(C═O)—, {(C 5 -C 20 )cycloalkynyl} {(C 1 -C 20 )alkyl}N—(C═O)—, {(C 5 -C 25 )aryl} {(C 1 -C 20 )alkyl}N—(C═O)—, {perhalo(C 1 -C 20 )alkyl} {(C 1 -C 20 )alkyl}N—(C═O)—, {phenyl} 2 N-(C═O)—, {(C 3 -C 20 )cycloalkyl} {phenyl}N—(C═O)—, {(C 1 -C 20 )alkoxy} {phenyl}N—(C═O)—, {(C 3 -C 25 )heteroaryl} {phenyl}N—(C═O)—, {(C 3 -C 25 )heterocyclic} {phenyl}N—(C═O)—, {(C 2 -C 20 )alkenyl} {phenyl}N—(C═O)—, {(C 3 -C 20 )cycloalkenyl} {phenyl}N—(C═O)—, {(C 2 -C 20 )alkynyl} {phenyl }N—(C═O)—, {(C 5 -C 20 )cycloalkynyl} {phenyl}N—(C═O)—, {(C 5 -C 25 )aryl} {phenyl}N—(C═O)—, {perhalo(C 1 -C 20 )alkyl} {phenyl}N—(C═O)—, HO—(C═O)—, (C 1 -C 20 )alkyl-(C═O)—, (C 3 -C 25 )heteroaryl-(C═O)—, (C 3 -C 25 )heterocyclic-(C═O)—, (C 2 -C 20 )alkenyl-(C═O)—, (C 3 -C 20 ) cycloalkenyl-(C═O)—, (C 2 -C 20 )alkynyl-(C═O)—, (C 5 -C 25 )aryl-(C═O)—, perhalo(C 1 -C 20 )alkyl-(C═O)—, phenyl-(C═O)—, (C 1 -C 20 )alkyl-O—(C═O)—, (C 3 -C 25 )heteroaryl-O—(C═O)—, (C 3 -C 25 )heterocyclic-O—(C═O)—, (C 2 -C 20 )alkenyl-O—(C═O)—, (C 3 -C 20 ) cycloalkenyl-O—(C═O)—, (C 2 -C 20 )alkynyl-O—(C═O)—, (C 5 -C 25 )aryl-O—(C═O)—, perhalo(C 1 -C 20 )alkyl-O—(C═O)—, phenyl-O—(C═O)—, (C 1 -C 20 )alkyl-(C═O)—O—, (C 3 -C 25 )heteroaryl-(C═O)—O—, (C 3 -C 25 )heterocyclic-(C═O)—O—, (C 2 -C 20 )alkenyl-(C═O)—O—, (C 3 -C 20 )cycloalkenyl-(C═O)—O—, (C 2 -C 20 )alkynyl-(C═O)—O—, (C 5 -C 25 )aryl-(C═O)—O—, phenyl-(C═O)—O—, perhalo(C 1 -C 20 )alkyl-(C═O)—O—, and salts thereof;

wherein each of the aforesaid (C 1 -C 20 )alkyl, phenyl, (C 3 -C 20 )cycloalkyl, (C 1 -C 20 )alkoxy, (C 3 -C 25 )heteroaryl, (C 3 -C 25 )heterocyclic, (C 2 -C 20 )alkenyl, (C 3 -C 20 ) cycloalkenyl, (C 2 -C 20 )alkynyl, (C 5 -C 20 )cycloalkynyl, and (C 5 -C 25 )aryl groups (as substituents on said Q) may be optionally and independently substituted by one to four moieties selected from the group consisting of hydroxy, halo, bromo, chloro, iodo, fluoro, —N 3 , —CN, —NC, —SH, —NO 2 , —NH 2 , (C 1 -C 20 )alkyl, phenyl, (C 3 -C 20 )cycloalkyl, (C 1 -C 20 )alkoxy, (C 3 -C 25 )heteroaryl, (C 3 -C 25 )heterocyclic, (C 2 -C 20 )alkenyl, (C 3 -C 20 ) cycloalkenyl, (C 2 -C 20 )alkynyl, (C 5 -C 20 )cycloalkynyl, (C 5 -C 25 )aryl, perhalo(C 1 -C 20 )alkyl, (C 1 -C 20 )alkyl-O—, phenyl-O—, (C 3 -C 20 )cycloalkyl-O—, (C 3 -C 25 )heteroaryl-O—, (C 3 -C 25 )heterocyclic-O—, (C 2 -C 20 )alkenyl-O—, (C 3 -C 20 )cycloalkenyl-O—, (C 2 -C 20 )alkynyl-O—, (C 5 -C 20 )cycloalkynyl-O—, (C 5 -C 25 )aryl-O—, perhalo(C 1 -C 20 )alkyl-O—, (C 1 -C 20 )alkyl-S—, phenyl-S—, (C 3 -C 20 )cycloalkyl-S—, (C 3 -C 25 )heteroaryl-S—, (C 3 -C 25 )heterocyclic-S—, (C 2 -C 20 )alkenyl-S—, (C 3 -C 20 )cycloalkenyl-S—, (C 2 -C 20 )alkynyl-S—, (C 5 -C 20 )cycloalkynyl-S—, (C 5 -C 25 )aryl-S—, perhalo(C 1 -C 20 )alkyl-S—, (C 1 -C 20 )alkyl-SO 2 —, phenyl-SO 2 —, (C 3 -C 20 )cycloalkyl-SO 2 —, (C 1 -C 20 )alkoxy-SO 2 —, (C 3 -C 25 )heteroaryl-SO 2 —, (C 3 -C 25 )heterocyclic-SO 2 —, (C 2 -C 20 )alkenyl-SO 2 —, (C 3 -C 20 )cycloalkenyl-SO 2 —, (C 2 -C 20 )alkynyl-SO 2 —, (C 5 -C 20 )cycloalkynyl-SO 2 —, (C 5 -C 25 )aryl-SO 2 —, perhalo(C 1 -C 20 )alkyl-SO 2 —, H 2 N—SO 2 —, (C 1 -C 20 )alkyl-NH—SO 2 —, phenyl-NH—SO 2 —, (C 3 -C 20 )cycloalkyl-NH—SO 2 —, (C 1 -C 20 )alkoxy-NH—SO 2 —, (C 3 -C 25 )heteroaryl-NH—SO 2 —, (C 3 -C 25 )heterocyclic-NH—SO 2 —, (C 2 -C 20 )alkenyl-NH—SO 2 —, (C 3 -C 20 )cycloalkenyl-NH—SO 2 —, (C 2 -C 20 )alkynyl-NH—SO 2 —, (C 5 -C 20 )cycloalkynyl-NH—SO 2 —, (C 5 -C 25 )aryl-NH—SO 2 —, perhalo(C 1 -C 20 )alkyl-NH—SO 2 —, {(C 1 -C 20 )alkyl} 2 N—SO 2 —, {phenyl} 2 N—SO 2 —, {(C 3 -C 20 )cycloalkyl} 2 N—SO 2 —, {(C 1 -C 20 )alkoxy} 2 N—SO 2 —, {(C 3 -C 25 )heteroaryl} 2 N—SO 2—, {(C 3 -C 25 )heterocyclic} 2 N—SO 2 —, {(C 2 -C 20 )alkenyl} 2 N—SO 2 —, {(C 2 -C 20 )alkynyl} 2 N—SO 2 —, {(C 5 -C 20 )cycloalkynyl} 2 N—SO 2 —, {(C 5 -C 25 )aryl} 2 N—SO 2 —, {perhalo(C 1 -C 20 )alkyl} 2 N—SO 2 —, (C 1 -C 20 )alkyl-SO 2 —NH—, phenyl-SO 2 —NH—, (C 3 -C 20 )cycloalkyl-SO 2 —NH—, (C 1 -C 20 )alkoxy-SO 2 —NH—, (C 3 -C 25 )heteroaryl-SO 2 —NH—, (C 3 -C 25 )heterocyclic-SO 2 —NH—, (C 2 -C 20 )alkenyl-SO 2 —NH—, (C 3 -C 20 )cycloalkenyl-SO 2 —NH—, (C 2 -C 20 )alkynyl-SO 2 —NH—, (C 5 -C 20 )cycloalkynyl-SO 2 —NH—, (C 5 -C 25 )aryl-SO 2 —NH—, perhalo(C 1 -C 20 )alkyl-SO 2 —NH—, (C 1 -C 20 )alkyl-NH—, phenyl-NH—, (C 3 -C 20 )cycloalkyl-NH—, (C 1 -C 20 )alkoxy-NH—, (C 3 -C 25 )heteroaryl-NH—, (C 3 -C 25 )heterocyclic-NH—, (C 2 -C 20 )alkenyl-NH—, (C 3 -C 20 )cycloalkenyl-NH—, (C 2 -C 20 )alkynyl-NH—, (C 5 -C 20 )cycloalkynyl-NH—, (C 5 -C 25 )aryl-NH—, perhalo(C 1 -C 20 )alkyl-NH—, {(C 1 -C 20 )alkyl} 2 N—, {phenyl} 2 N—, {(C 3 -C 20 )cycloalkyl} 2 N—, {(C 1 -C 20 )alkoxy} 2 N—, {(C 3 -C 25 )heteroaryl} 2 N—, {(C 3 -C 25 )heterocyclic} 2 N—, {(C 2 -C 20 )alkenyl} 2 N—, {(C 3 -C 20 )cycloalkenyl} 2 N—, {(C 2 -C 20 )alkynyl} 2 N—, {(C 5 -C 20 )cycloalkynyl} 2 N—, {(C 5 -C 25 )aryl} 2 N—, {perhalo(C 1 -C 20 )alkyl} 2 N—, (C 1 -C 20 )alkyl-(C═O)—NH—, phenyl-(C═O)—NH—, (C 3 -C 20 )cycloalkyl-(C═O)—NH—, (C 1 -C 20 )alkoxy-(C═O)—NH—, (C 3 -C 25 )heteroaryl-(C═O)—NH—, (C 3 -C 25 )heterocyclic-(C═O)—NH—, (C 2 -C 20 )alkenyl-(C═O)—NH—, (C 3 -C 20 )cycloalkenyl-(C═O)—NH—, (C 2 -C 20 )alkynyl-(C═O)—NH—, (C 5 -C 20 )cycloalkynyl-(C═O)—NH—, (C 5 -C 25 )aryl-(C═O)—NH—, perhalo(C 1 -C 20 )alkyl-(C═O)—NH—, (C 1 -C 20 )alkyl-(C═O)—{((C 1 -C 20 )alkyl)N}—, phenyl-(C═O)—{((C 1 -C 20 )alkyl)N}—, (C 3 -C 20 )cycloalkyl-(C═O)—{((C 1 -C 20 )alkyl)N}—, (C 1 -C 20 )alkoxy-(C═O)—{((C 1 -C 20 )alkyl)N}—, (C 3 -C 25 )heteroaryl-(C═O)—{((C 1 -C 20 )alkyl)N}—, (C 3 -C 25 )heterocyclic-(C═O)—{((C 1 -C 20 )alkyl)N}—, (C 2 -C 20 )alkenyl-(C═O)—{((C 1 -C 20 )alkyl)N}—, (C 3 -C 20 )cycloalkenyl-(C═O)—{((C 1 -C 20 )alkyl)N}—, (C 2 -C 20 )alkynyl-(C═O)—{((C 1 -C 20 )alkyl)N}—, (C 5 -C 20 )cycloalkynyl-(C═O)—{((C 1 -C 20 )alkyl)N}—, (C 5 -C 25 )aryl-(C═O)—{((C 1 -C 20 )alkyl)N}—, perhalo(C 1 -C 20 )alkyl-(C═O)—{((C 1 -C 20 )alkyl)N}—, phenyl-(C═O)—NH—, phenyl-(C═O)-{(phenyl)N}—, (C 1 -C 20 )alkyl-(C═O)-{(phenyl)N}—, (C 3 -C 20 )cycloalkyl-(C═O)-{(phenyl)N}—, (C 1 -C 20 )alkoxy-(C═O)-{(phenyl)N}—, (C 3 -C 25 )heteroaryl-(C═O)-{(phenyl)N}—, (C 3 -C 25 )heterocyclic-(C═O)-{(phenyl)N}—, (C 2 -C 20 )alkenyl-(C═O)-{(phenyl)N}—, (C 3 -C 20 )cycloalkenyl-(C═O)-{(phenyl)N}—, (C 2 -C 20 )alkynyl-(C═O)-{(phenyl)N}—, (C 5 -C 20 )cycloalkynyl-(C═O)-{(phenyl)N}—, (C 5 -C 25 )aryl-(C═O)-{(phenyl)N}—, perhalo(C 1 -C 20 )alkyl-(C═O)-{(phenyl)N}—, H 2 N(C═O)—, (C 1 -C 20 )alkyl-NH—(C═O)—, phenyl-NH—(C═O)—, (C 3 -C 20 )cycloalkyl-NH—(C═O)—, (C 1 -C 20 )alkoxy-NH—(C═O)—, (C 3 -C 25 )heteroaryl-NH—(C═O)—, (C 3 -C 25 )heterocyclic-NH—(C═O)—, (C 2 -C 20 )alkenyl-NH—(C═O)—, (C 3 -C 20 )cycloalkenyl-NH—(C═O)—, (C 2 -C 20 )alkynyl-NH—(C═O)—, (C 5 -C 20 )cycloalkynyl-NH—(C═O)—, (C 5 -C 25 )aryl-NH—(C═O)—, perhalo(C 1 -C 20 )alkyl-NH—(C═O)—, {(C 1 -C 20 )alkyl} 2 N—(C═O)—, {(phenyl} {(C 1 -C 20 )alkyl}N—(C═O)—, {(C 3 -C 20 )cycloalkyl} {(C 1 -C 20 )alkyl}N—(C═O)—, {(C 1 -C 20 )alkoxy} {(C 1 -C 20 )alkyl}N—(C═O), {(C 3 -C 25 )heteroaryl} {(C 1 -C 20 )alkyl}N—(C═O)—, {(C 3 -C 25 )heterocyclic} {(C 1 -C 20 )alkyl}N—(C═O)—, {(C 2 -C 20 )alkenyl} {(C 1 -C 20 )alkyl}N—(C═O)—, {(C 3 -C 20 )cycloalkenyl} {(C 1 -C 20 )alkyl}N—(C═O)—, {(C 2 -C 20 )alkynyl} {(C 1 -C 20 )alkyl} N—(C═O)—, {(C 5 -C 20 )cycloalkynyl} {(C 1 -C 20 )alkyl} N—(C═O)—, {(C 5 -C 25 )aryl} {(C 1 -C 20 )alkyl}N—(C═O)—, {perhalo(C 1 -C 20 )alkyl} {(C 1 -C 20 )alkyl}N—(C═O), {phenyl} 2 N—(C═O)—, {(C 3 -C 20 )cycloalkyl} {phenyl}N—(C═O)—, {(C 1 -C 20 )alkoxy} {phenyl}N—(C═O)—, {(C 3 -C 25 )heteroaryl} {phenyl}N—(C═O)—, {(C 3 -C 25 )heterocyclic} {phenyl}N—(C═O)—, {(C 2 -C 20 )alkenyl} {phenyl}N—(C═O), {(C 3 -C 20 )cycloalkenyl} {phenyl}N—(C═O)—, {(C 2 -C 20 )alkynyl} {phenyl}N—(C═O)—, {(C 5 -C 20 )cycloalkynyl} {phenyl}N—(C═O)—, {(C 5 -C 25 )aryl} {phenyl}N—(C═O)—, {perhalo(C 1 -C 20 )alkyl} {phenyl}N—(C═O)—, HO—(C═O)—, (C 1 -C 20 )alkyl-(C═O)—, (C 3 -C 25 )heteroaryl-(C═O)—, (C 3 -C 25 )heterocyclic-(C═O)—, (C 2 -C 20 )alkenyl-(C═O)—, (C 3 -C 20 )cycloalkenyl-(C═O)—, (C 2 -C 20 )alkynyl-(C═O)—, (C 5 -C 25 )aryl-(C═O)—, perhalo(C 1 -C 20 )alkyl-(C═O)—, phenyl-(C═O)—, (C 1 -C 20 )alkyl-O—(C═O)—, (C 3 -C 25 )heteroaryl-O—(C═O)—, (C 3 -C 25 )heterocyclic-O—(C═O)—, (C 2 -C 20 )alkenyl-O—(C═O)—, (C 3 -C 20 ) cycloalkenyl-O—(C═O)—, (C 2 -C 20 )alkynyl-O—(C═O)—, (C 5 -C 25 )aryl —O—(C═O), perhalo(C 1 -C 20 )alkyl-O—(C═O)—, phenyl-O—(C═O)—, (C 1 -C 20 )alkyl-(C═O)—O—, (C 3 -C 25 )heteroaryl-(C═O)—O—, (C 3 -C 25 )heterocyclic-(C═O)—O—, (C 2 -C 20 )alkenyl-(C═O)—O—, (C 3 -C 20 ) cycloalkenyl-C═O)—O—, (C 2 -C 20 )alkynyl-(C═O)—O—, (C 5 -C 25 )aryl-(C═O)—O—, phenyl-(C═O)O—, perhalo(C 1 -C 20 )alkyl-(C═O)—O—, and salts thereof; and

wherein R 2 , R 3 , R 4 , R 5 , and R 8 are each independently selected from the group consisting of hydrogen, hydroxy, halo, bromo, chloro, iodo, fluoro, —N 3 , —CN, —NC, —SH, —NO 2 , —NH 2 , (C 1 -C 20 )alkyl, phenyl, (C 3 -C 20 )cycloalkyl, (C 1 -C 20 )alkoxy, (C 3 -C 25 )heteroaryl, (C 3 -C 25 )heterocyclic, (C 2 -C 20 )alkenyl, (C 3 -C 20 )cycloalkenyl, (C 2 -C 20 )alkynyl, (C 5 -C 20 )cycloalkynyl, (C 5 -C 25 )aryl, perhalo(C 1 -C 20 )alkyl, (C 1 -C 20 )alkyl-O—, phenyl-O—, (C 3 -C 20 )cycloalkyl-O—, (C 3 -C 25 )heteroaryl-O—, (C 3 -C 25 )heterocyclic-O—, (C 2 -C 20 )alkenyl-O—, (C 3 -C 20 )cycloalkenyl-O—, (C 2 -C 20 )alkynyl-O—, (C 5 -C 20 )cycloalkynyl-O—, (C 5 -C 25 )aryl-O—, perhalo(C 1 -C 20 )alkyl-O—, (C 1 -C 20 )alkyl-S—, phenyl-S—, (C 3 -C 20 )cycloalkyl-S—, (C 3 -C 25 )heteroaryl-S—, (C 3 -C 25 )heterocyclic-S—, (C 2 -C 20 )alkenyl-S—, (C 3 -C 20 )cycloalkenyl-S—, (C 2 -C 20 )alkynyl-S—, (C 5 -C 20 )cycloalkynyl-S—, (C 5 -C 25 )aryl-S—, perhalo(C 1 -C 20 )alkyl-S—, (C 1 -C 20 )alkyl-SO 2 —, phenyl-SO 2 —, (C 3 -C 20 )cycloalkyl-SO 2 —, (C 1 -C 20 )alkoxy-SO 2 —, (C 3 -C 25 )heteroaryl-SO 2 —, (C 3 -C 25 )heterocyclic-SO 2 —, (C 2 -C 20 )alkenyl-SO 2 —, (C 3 -C 20 ) cycloalkenyl-SO 2 —, (C 2 -C 20 )alkynyl-SO 2 —, (C 5 -C 20 )cycloalkynyl-SO 2 —, (C 5 -C 25 )aryl-SO 2 —, perhalo(C 1 -C 20 )alkyl-SO 2 —, H 2 N—SO 2 —, (C 1 -C 20 )alkyl-NH—SO 2 —, phenyl-NH—SO 2 —, (C 3 -C 20 )cycloalkyl-NH—SO 2 —, (C 1 -C 20 )alkoxy-NH—SO 2 —, (C 3 -C 25 )heteroaryl-NH—SO 2 —, (C 3 -C 25 )heterocyclic-NH—SO 2 —, (C 2 -C 20 )alkenyl-NH—SO 2 —, (C 3 -C 20 ) cycloalkenyl-NH—SO 2 —, (C 2 -C 20 )alkynyl-NH—SO 2 —, (C 5 -C 20 )cycloalkynyl-NH—SO 2 —, (C 5 -C 25 )aryl-NH—SO 2 —, perhalo(C 1 -C 20 )alkyl-NH—SO 2 —, {(C 1 -C 20 )alkyl} 2 N—SO 2 —, {phenyl} 2 N—SO 2 —, {(C 3 -C 20 )cycloalkyl} 2 N—SO 2 —, {(C 1 -C 20 )alkoxy} 2 N—SO 2 —, {(C 3 -C 25 )heteroaryl} 2 N—SO 2 —, {(C 3 -C 25 )heterocyclic} 2 N—SO 2 —, {(C 2 -C 20 )alkenyl} 2 N—SO 2 —, {(C 2 -C 20 )alkynyl} 2 N—SO 2 —, {(C 5 -C 20 )cycloalkynyl} 2 N—SO 2 —, {(C 5 -C 25 )aryl} 2 N—SO 2 —, {perhalo(C 1 -C 20 )alkyl} 2 N—SO 2 —, (C 1 -C 20 )alkyl-SO 2 —NH—, phenyl-SO 2 —NH—, (C 3 -C 20 )cycloalkyl-SO 2 —NH—, (C 1 -C 20 )alkoxy-SO 2 —NH—, (C 3 -C 25 )heteroaryl-SO 2 —NH—, (C 3 -C 25 )heterocyclic-SO 2 —NH—, (C 2 -C 20 )alkenyl-SO 2 —NH—, (C 3 -C 20 ) cycloalkenyl-SO 2 —NH—, (C 2 -C 20 )alkynyl-SO 2 —NH—, (C 5 -C 20 )cycloalkynyl-SO 2 —NH—, (C 5 -C 25 )aryl-SO 2 —NH—, perhalo(C 1 -C 20 )alkyl-SO 2 —NH—, (C 1 -C 20 )alkyl-NH—, phenyl-NH—, (C 3 -C 20 )cycloalkyl-NH—, (C 1 -C 20 )alkoxy-NH—, (C 3 -C 25 )heteroaryl-NH—, (C 3 -C 25 )heterocyclic-NH—, (C 2 -C 20 )alkenyl-NH—, (C 3 -C 20 ) cycloalkenyl-NH—, (C 2 -C 20 )alkynyl-NH—, (C 5 -C 20 )cycloalkynyl-NH—, (C 5 -C 25 )aryl-NH—, perhalo(C 1 -C 20 )alkyl-NH—, {(C 1 -C 20 )alkyl} 2 N—, {phenyl)} 2 N—, {(C 3 -C 20 )cycloalkyl} 2 N—, {(C 1 -C 20 )alkoxy} 2 N—, {(C 3 -C 25 )heteroaryl} 2 N—, {(C 3 -C 25 )heterocyclic} 2 N—, {(C 2 -C 20 )alkenyl} 2 N—, {(C 3 -C 20 )cycloalkenyl} 2 N—, {(C 2 -C 20 )alkynyl} 2 N—, {(C 5 -C 20 )cycloalkynyl} 2 N—, {(C 5 -C 25 )aryl} 2 N—, {perhalo(C 1 -C 20 )alkyl} 2 N—, (C 1 -C 20 )alkyl-(C═O)—NH—, phenyl-(C═O)—NH—, (C 3 -C 20 )cycloalkyl-(C═O)NH—, (C 1 -C 20 )alkoxyl-(C═O)—NH—, (C 3 -C 25 )heteroaryl-(C═O)—NH—, (C 3 -C 25 )heterocyclic-(C═O)—NH—, (C 2 -C 20 )alkenyl-(C═O)—NH—, (C 3 -C 20 )cycloalkenyl-(C═O)—NH—, (C 2 -C 20 )alkynyl-(C═O)—NH—, (C 5 -C 20 )cycloalkynyl-(C═O)—NH—, (C 5 -C 25 )aryl-(C═O)—NH—, perhalo(C 1 -C 20 )alkyl-(C═O)—NH—, (C 1 -C 20 )alkyl-(C═O)—{((C 1 -C 20 )alkyl)N}—, phenyl-(C═O)—{((C 1 -C 20 )alkyl)N}—, (C 3 -C 20 )cycloalkyl-(C═O)—{((C 1 -C 20 )alkyl)N}—, (C 1 -C 20 )alkoxy-(C═O)—{((C 1 -C 20 )alkyl)N}—, (C 3 -C 25 )heteroaryl-(C═O)—{((C 1 -C 20 )alkyl)N}—, (C 3 -C 25 )heterocyclic-(C═O)—{((C 1 -C 20 )alkyl)N}—, (C 2 -C 20 )alkenyl-(C═O)—{((C 1 -C 20 )alkyl)N}—, (C 3 -C 20 )cycloalkenyl-(C═O)—{((C 1 -C 20 )alkyl)N}—, (C 2 -C 20 )alkynyl-(C═O)—{((C 1 -C 20 )alkyl)N}—, (C 5 -C 20 )cycloalkynyl-(C═O)—{((C 1 -C 20 )alkyl)N}—, (C 5 -C 25 )aryl-(C═O)—{((C 1 -C 20 )alkyl)N}—, perhalo(C 1 -C 20 )alkyl-(C═O)—{((C 1 -C 20 )alkyl)N}—, phenyl-(C═O)—NH—, phenyl-(C═O)-{(phenyl)N}—, (C 1 -C 20 )alkyl-(C═O)-{(phenyl)N}—, (C 3 -C 20 )cycloalkyl-(C═O)-{(phenyl)N}—, (C 1 -C 20 )alkoxy-(C═O)-{(phenyl)N}—, (C 3 -C 25 )heteroaryl-(C═O)-{(phenyl)N}—, (C 3 -C 25 )heterocyclic-(C═O)-{(phenyl)N}—, (C 2 -C 20 )alkenyl-(C═O)-{(phenyl)N}—, (C 3 -C 20 )cycloalkenyl-(C═O)-{(phenyl)N}—, (C 2 -C 20 )alkynyl-(C═O)-{(phenyl)N}—, (C 5 -C 20 )cycloalkynyl-(C═O)-{(phenyl)N}—, (C 5 -C 25 )aryl-(C═O)-{(phenyl)N}—, perhalo(C 1 -C 20 )alkyl-(C═O)-{(phenyl)N}—, H 2 N(C═O)—, (C 1 -C 20 )alkyl-NH—(C═O)—, phenyl-NH—(C═O), (C 3 -C 20 )cycloalkyl-NH—(C═O)—, (C 1 -C 20 )alkoxy-NH—(C═O), (C 3 -C 25 )heteroaryl-NH—(C═O)—, (C 3 -C 25 )heterocyclic-NH—(C═O)—, (C 2 -C 20 )alkenyl-NH—(C═O)—, (C 3 -C 20 ) cycloalkenyl-NH—(C═O)—, (C 2 -C 20 )alkynyl-NH—(C═O)—, (C 5 -C 20 )cycloalkynyl-NH—(C═O)—, (C 5 -C 25 )aryl-NH—(C═O)—, perhalo(C 1 -C 20 )alkyl-NH—(C═O)—, {C 1 -C 20 )alkyl} 2 NH—(C═O), {phenyl} {(C 1 -C 20 )alkyl}N—(C═O)—, {(C 3 -C 20 )cycloalkyl} {(C 1 -C 20 )alkyl)}N—(C═O)—, {(C 1 -C 20 )alkoxy} {(C 1 -C 20 )alkyl}N—(C═O)—, {(C 3 -C 25 )heteroaryl} {(C 1 -C 20 )alkyl}N—(C═O)—, {(C 3 -C 25 )heterocyclic} {(C 1 -C 20 )alkyl}N—(C═O)—, {(C 2 -C 20 )alkenyl} {(C 1 -C 20 )alkyl}N—(C═O)—, {(C 3 -C 20 )cycloalkenyl} {(C 1 -C 20 )alkyl}N—(C═O)—, {(C 2 -C 20 )alkynyl} {(C 1 -C 20 )alkyl}N—(C═O)—, {(C 5 -C 20 )cycloalkynyl} {(C 1 -C 20 )alkyl}N—(C═O)—, {(C 5 -C 25 )aryl} {(C 1 -C 20 )alkyl}N—(C═O)—, {perhalo(C 1 -C 20 )alkyl} {(C 1 -C 20 )alkyl}N—(C═O)—, {phenyl} 2 N—(C═O)—, {(C 3 -C 20 )cycloalkyl} {phenyl}N—(C═O)—, {(C 1 -C 20 )alkoxy} {phenyl}N—(C═O)—, {(C 3 -C 25 )heteroaryl} {phenyl}N—(C═O)—, {(C 3 -C 25 )heterocyclic} {phenyl}N—(C═O)—, {(C 2 -C 20 )alkenyl} {phenyl}N—(C═O)—, {(C 3 -C 20 )cycloalkenyl} {phenyl}N—(C═O)—, {(C 2 -C 20 )alkynyl} {phenyl}N—(C═O)—, {(C 5 -C 20 )cycloalkynyl} {phenyl}N—(C═O)—, {(C 5 -C 25 )aryl} {phenyl}N—(C═O)—, {perhalo(C 1 -C 20 )alkyl} {phenyl}N—(C═O)—, HO—(C═O)—, (C 1 -C 20 )alkyl-(C═O)—, (C 3 -C 25 )heteroaryl-(C═O)—, (C 3 -C 25 )heterocyclic-(C═O)—, (C 2 -C 20 )alkenyl-(C═O)—, (C 3 -C 20 ) cycloalkenyl-(C═O)—, (C 2 -C 20 )alkynyl-(C═O)—, (C 5 -C 25 )aryl-(C═O)—, perhalo(C 1 -C 20 )alkyl-(C═O)—, phenyl-(C═O)—, (C 1 -C 20 )alkyl-O—(C═O)—, (C 3 -C 25 )heteroaryl-O—(C═O)—, (C 3 -C 25 )heterocyclic-O—(C═O), (C 2 -C 20 )alkenyl-O—(C═O)—, (C 3 -C 20 )cycloalkenyl-O—(C═O), (C 2 -C 20 )alkynyl-O—(C═O)—, (C 5 -C 25 )aryl-O—(C═O)—, perhalo(C 1 -C 20 )alkyl-O—(C═O)—, phenyl-O—(C═O)—, (C 1 -C 20 )alkyl-(C═O)—O—, (C 3 -C 25 )heteroaryl-(C═O)—O—, (C 3 -C 25 )heterocyclic-(C═O)—O—, (C 2 -C 20 )alkenyl-(C═O)—O—, (C 3 -C 20 ) cycloalkenyl-(C═O)—O—, (C 2 -C 20 )alkynyl-(C═O)—O—, (C 5 -C 25 )aryl-(C═O)—O—, phenyl-(C═O)—O—, perhalo(C 1 -C 20 )alkyl-(C═O)—, and salts thereof,

wherein each of the aforesaid (C 1 -C 20 )alkyl, phenyl, (C 3 -C 20 )cycloalkyl, (C 1 -C 20 )alkoxy, (C 3 -C 25 )heteroaryl, (C 3 -C 25 )heterocyclic, (C 2 -C 20 )alkenyl, (C 3 -C 20 ) cycloalkenyl, (C 2 -C 20 )alkynyl, (C 5 -C 20 )cycloalkynyl, and (C 5 -C 25 )aryl groups (for said R 2 , R 3 , R 4 , R 5 , and R 8 groups) may be optionally and independently substituted by one to four moieties selected from the group consisting of hydroxy, halo, bromo, chloro, iodo, fluoro, —N 3 , —CN, —NC, —SH, —NO 2 , —NH 2 , (C 1 -C 20 )alkyl, phenyl, (C 3 -C 20 )cycloalkyl, (C 1 -C 20 )alkoxy, (C 3 -C 25 )heteroaryl, (C 3 -C 25 )heterocyclic, (C 2 -C 20 )alkenyl, (C 3 -C 20 ) cycloalkenyl, (C 2 -C 20 )alkynyl, (C 5 -C 20 )cycloalkynyl, (C 5 -C 25 )aryl, perhalo(C 1 -C 20 )alkyl, (C 1 -C 20 )alkyl-O—, phenyl-O—, (C 3 -C 20 )cycloalkyl-O—, (C 3 -C 25 )heteroaryl-O—, (C 3 -C 25 )heterocyclic-O—, (C 2 -C 20 )alkenyl-O—, (C 3 -C 20 ) cycloalkenyl-O—, (C 2 -C 20 )alkynyl-O—, (C 5 -C 20 )cycloalkynyl-O—, (C 5 -C 25 )aryl-O—, perhalo(C 1 -C 20 )alkyl-O—, (C 1 -C 20 )alkyl-S—, phenyl-S—, (C 3 -C 20 )cycloalkyl-S—, (C 3 -C 25 )heteroaryl-S—, (C 3 -C 25 )heterocyclic-S—, (C 2 -C 20 )alkenyl-S—, (C 3 -C 20 )cycloalkenyl-S—, (C 2 -C 20 )alkynyl-S—, (C 5 -C 20 )cycloalkynyl-S—, (C 5 -C 25 )aryl-S—, perhalo(C 1 -C 20 )alkyl-S—, (C 1 -C 20 )alkyl-SO 2 —, phenyl-SO 2 —, (C 3 -C 20 )cycloalkyl-SO 2 —, (C 1 -C 20 )alkoxy-SO 2 —, (C 3 -C 25 )heteroaryl-SO 2 —, (C 3 -C 25 )heterocyclic-SO 2 —, (C 2 -C 20 )alkenyl-SO 2 —, (C 3 -C 20 ) cycloalkenyl-SO 2 —, (C 2 -C 20 )alkynyl-SO 2 —, (C 5 -C 20 )cycloalkynyl-SO 2 —, (C 5 -C 25 )aryl-SO 2 —, perhalo(C 1 -C 20 )alkyl-SO 2 —, H 2 N—SO 2 —, (C 1 -C 20 )alkyl-NH—SO 2 —, phenyl-NH—SO 2 —, (C 3 -C 20 )cycloalkyl-NH—SO 2 —, (C 1 -C 20 )alkoxy-NH—SO 2 —, (C 3 -C 25 )heteroaryl-NH—SO 2 —, (C 3 -C 25 )heterocyclic-NH—SO 2 —, (C 2 -C 20 )alkenyl-NH—SO 2 —, (C 3 -C 20 ) cycloalkenyl-NH—SO 2 —, (C 2 -C 20 )alkynyl-NH—SO 2 —, (C 5 -C 20 )cycloalkynyl-NH—SO 2 —, (C 5 -C 25 )aryl-NH—SO 2 —, perhalo(C 1 -C 20 )alkyl-NH—SO 2 —, {(C 1 -C 20 )alkyl} 2 N—SO 2 —, {phenyl} 2 N—SO 2 —, {(C 3 -C 20 )cycloalkyl} 2 N—SO 2 —, {(C 1 -C 20 )alkoxy} 2 N—SO 2 —, {(C 3 -C 25 )heteroaryl} 2 N—SO 2 —, {(C 3 -C 25 )heterocyclic} 2 N—SO 2 —, {(C 2 -C 20 )alkenyl} 2 N—SO 2 —, {(C 2 -C 20 )alkynyl} 2 N—SO 2 —, {(C 5 -C 20 )cycloalkynyl} 2 N—SO 2 —, {(C 5 -C 25 )aryl} 2 N—SO 2 —, {perhalo(C 1 -C 20 )alkyl} 2 N—SO 2 —, (C 1 -C 20 )alkyl-SO 2 —NH—, phenyl-SO 2 —NH—, (C 3 -C 20 )cycloalkyl-SO 2 —NH—, (C 1 -C 20 )alkoxy-SO 2 —NH—, (C 3 -C 25 )heteroaryl-SO 2 —NH—, (C 3 -C 25 )heterocyclic-SO 2 —NH—, (C 2 -C 20 )alkenyl-SO 2 —NH—, (C 3 -C 20 )cycloalkenyl-SO 2 —NH—, (C 2 -C 20 )alkynyl-SO 2 —NH—, (C 5 -C 20 )cycloalkynyl-SO 2 —NH—, (C 5 -C 25 )aryl-SO 2 —NH—, perhalo(C 1 -C 20 )alkyl-SO 2 —NH—, (C 1 -C 20 )alkyl-NH—, phenyl-NH—, (C 3 -C 20 )cycloalkyl-NH—, (C 1 -C 20 )alkoxy-NH—, (C 3 -C 25 )heteroaryl-NH—, (C 3 -C 25 )heterocyclic-NH—, (C 2 -C 20 )alkenyl-NH—, (C 3 -C 20 )cycloalkenyl-NH—, (C 2 -C 20 )alkynyl-NH—, (C 5 -C 20 )cycloalkynyl-NH—, (C 5 -C 25 )aryl-NH—, perhalo(C 1 -C 20 )alkyl-NH—, {(C 1 -C 20 )alkyl} 2 N—, {phenyl} 2 N—, {(C 3 -C 20 )cycloalkyl} 2 N—, {(C 1 -C 20 )alkoxy} 2 N—, {(C 3 -C 25 )heteroaryl} 2 N—, {(C 3 -C 25 )heterocyclic} 2 N—, {(C 2 -C 20 )alkenyl} 2 N—, {(C 3 -C 20 )cycloalkenyl} 2 N—, {(C 2 -C 20 )alkynyl} 2 N—, {(C 5 -C 20 )cycloalkynyl} 2 N—, {(C 5 -C 25 )aryl} 2 N—, {perhalo(C 1 -C 20 )alkyl} 2 N—, (C 1 -C 20 )alkyl-(C═O)—NH—, phenyl-(C═O)—NH—, (C 3 -C 20 )cycloalkyl-(C═O)—NH—, (C 1 -C 20 )alkoxy-(C═O)—NH—, (C 3 -C 25 )heteroaryl-(C═O)—NH—, (C 3 -C 25 )heterocyclic-(C═O)—NH—, (C 2 -C 20 )alkenyl-(C═O)—NH—, (C 3 -C 20 )cycloalkenyl-(C═O)—NH—, (C 2 -C 20 )alkynyl-(C═O)—NH—, (C 5 -C 20 )cycloalkynyl-(C═O)—NH—, (C 5 -C 25 )aryl-(C═O)—NH—, perhalo(C 1 -C 20 )alkyl-(C═O)—NH—, (C 1 -C 20 )alkyl(C═O)—{((C 1 -C 20 )alkyl)N}—, phenyl-(C═O)—{((C 1 -C 20 )alkyl)N}—, (C 3 -C 20 )cycloalkyl(C═O)—{((C 1 -C 20 )alkyl)N}—, (C 1 -C 20 )alkoxy-(C═O)—{((C 1 -C 20 )alkyl)N}—, (C 3 -C 25 )heteroaryl-(C═O)—{((C 1 -C 20 )alkyl)N}—, (C 3 -C 25 )heterocyclic-(C═O)—{((C 1 -C 20 )alkyl)N}—, (C 2 -C 20 )alkenyl-(C═O)—{((C 1 -C 20 )alkyl)N}—, (C 3 -C 20 )cycloalkenyl-(C═O)—{((C 1 -C 20 )alkyl)N}—, (C 2 -C 20 )alkynyl-(C═O)—{((C 1 -C 20 )alkyl)N}—, (C 5 -C 20 )cycloalkynyl-(C═O)—{((C 1 -C 20 )alkyl)N}—, (C 5 -C 25 )aryl-(C═O)—{((C 1 -C 20 )alkyl)N}—, perhalo(C 1 -C 20 )alkyl-(C═O)—{((C 1 -C 20 )alkyl)N}—, phenyl-(C═O)—NH—, phenyl-(C═O)-{(phenyl)N}—, (C 1 -C 20 )alkyl-(C═O)-{(phenyl)N}—, (C 3 -C 20 )cycloalkyl-(C═O)-{(phenyl)N}—, (C 1 -C 20 )alkoxy-(C═O)-{(phenyl)N}—, (C 3 -C 25 )heteroaryl-(C═O)-{(phenyl)N}—, (C 3 -C 25 )heterocyclic-(C═O)-{(phenyl)N}—, (C 2 -C 20 )alkenyl-(C═O)-{(phenyl)N}—, (C 3 -C 20 )cycloalkenyl-(C═O)-{(phenyl)N}—, (C 2 -C 20 )alkynyl-(C═O)-{(phenyl)N}—, (C 5 -C 20 )cycloalkynyl-(C═O)-{(phenyl)N}—, (C 5 -C 25 )aryl-(C═O)-{(phenyl)N}—, perhalo(C 1 -C 20 )alkyl-(C═O)-{(phenyl)N}—, H 2 N(C═O)—, (C 1 -C 20 )alkyl-NH—(C═O)—, phenyl-NH—(C═O)—, (C 3 -C 20 )cycloalkyl-NH—(C═O)—, (C 1 -C 20 )alkoxy-NH—(C═O)—, (C 3 -C 25 )heteroaryl-NH—(C═O)—, (C 3 -C 25 )heterocyclic-NH—(C═O)—, (C 2 -C 20 )alkenyl-NH—(C═O)—, (C 3 -C 20 )cycloalkenyl-NH—(C═O)—, (C 2 -C 20 )alkynyl-NH—(C═O)—, (C 5 -C 20 )cycloalkynyl-NH—(C═O)—, (C 5 -C 25 )aryl-NH—(C═O)—, perhalo(C 1 -C 20 )alkyl-NH—(C═O)—, {C 1 -C 20 )alkyl} 2 N—(C═O)—, {phenyl} {((C 1 -C 20 )alkyl}N—(C═O)—, {(C 3 -C 20 )cycloalkyl} {(C 1 -C 20 )alkyl}N—(C═O)—, {(C 1 -C 20 )alkoxy} {(C 1 -C 20 )alkyl}N—(C═O)—, {(C 3 -C 25 )heteroaryl} {(C 1 -C 20 )alkyl}N—(C═O)—, {(C 3 -C 25 )heterocyclic} {(C 1 -C 20 )alkyl}N—(C═O)—, {(C 2 -C 20 )alkenyl} {(C 1 -C 20 )alkyl}N—(C═O)—, {(C 3 -C 20 )cycloalkenyl} {(C 1 -C 20 )alkyl}N—(C═O)—, {(C 2 -C 20 )alkynyl} {(C 1 -C 20 )alkyl}N—(C═O)—, {(C 5 -C 20 )cycloalkynyl} ({(C 1 -C 20 )alkyl}N—(C═O)—, {(C 5 -C 25 )aryl} {(C 1 -C 20 )alkyl}N—(C═O)—, {perhalo(C 1 -C 20 )alkyl} {(C 1 -C 20 )alkyl}N—(C═O)—, {phenyl} 2 N—(C═O)—, {(C 3 -C 20 )cycloalkyl} {phenyl}N—(C═O)—, {(C 1 -C 20 )alkoxy} {phenyl}N—(C═O)—, {(C 3 -C 25 )heteroaryl} {phenyl}N—(C═O)—, {(C 3 -C 25 )heterocyclic} {phenyl}N—(C═O)—, {(C 2 -C 20 )alkenyl} {phenyl}N—(C═O)—, {(C 3 -C 20 )cycloalkenyl} {phenyl}N—(C═O), {(C 2 -C 20 )alkynyl} {phenyl}N—(C═O)—, {(C 5 -C 20 )cycloalkynyl} {phenyl}N—(C═O)—, {(C 5 -C 25 )aryl} {phenyl}N—(C═O)—, {perhalo(C 1 -C 20 )alkyl} {phenyl}N—(C═O)—, HO—(C═O)—, (C 1 -C 20 )alkyl-(C═O)—, (C 3 -C 25 )heteroaryl-(C═O)—, (C 3 -C 25 )heterocyclic-(C═O)—, (C 2 -C 20 )alkenyl-(C═O)—, (C 3 -C 20 )cycloalkenyl-(C═O)—, (C 2 -C 20 )alkynyl-(C═O)—, (C 5 -C 25 )aryl-(C═O)—, perhalo(C 1 -C 20 )alkyl-(C═O), phenyl-(C═O), (C 1 -C 20 )alkyl-O—(C═O)—, (C 3 -C 25 )heteroaryl-(C═O)—, (C 3 -C 25 )heterocyclic-O—(C═O)—, (C 2 -C 20 )alkenyl-(C═O)—, (C 3 -C 20 )cycloalkenyl-O—(C═O)—, (C 2 -C 20 )alkynyl-O—(C═O)—, (C 5 -C 25 )aryl-O—(C═O)—, perhalo(C 1 -C 20 )alkyl-O—(C═O)—, phenyl-O—(C═O)—, (C 1 -C 20 )alkyl-(C═O)O—, (C 3 -C 25 )heteroaryl-(C═O)—O—, (C 3 -C 25 )heterocyclic-(C═O)—O—, (C 2 -C 20 )alkenyl-(C═O)—O—, (C 3 -C 20 )cycloalkenyl-(C═O)—O—, (C 2 -C 20 )alkynyl-(C═O)—O—, (C 5 -C 25 )aryl-(C═O)—O—, phenyl-(C═O)—O—, perhalo(C 1 -C 20 )alkyl-(C═O)—O—, and salts thereof;

and wherein two independently chosen R 2 , R 3 , R 4 , and R 5 alkyl-containing groups may be taken together with any atom to which they are attached to form a three to forty membered cyclic, heterocyclic or heteroaryl ring.

2. The compound of claim 1 , wherein Z is a group having the formula:

3. The compound of claim 1 , wherein X 1 , X 2 , X 3 , and X 4 are each GhyCH—.

4. The compound of claim 1 , wherein X 1 , X 2 , X 3 , and X 4 are each GhyCCH 3 —.

5. The compound of claim 1 , which is in the salt form.

6. A composition, comprising the compound of claim 1 or salt thereof, and at least one pharmaceutically acceptable carrier, excipient, adjuvant or diluent.

7. The composition of claim 6 , wherein the compound is in the salt form.

8. A method of treating inflammation, comprising administering the compound of claim 1 or salt thereof to a human.

9. The method of claim 8 , wherein said human is in need of inhibition of the release of TNFα, NO, or both.

10. The method of claim 8 , wherein said human is in need of inhibition of the release of TNFα.

11. The method of claim 8 , wherein said human is in need of inhibition of the release of NO.

12. The compound of claim 1 , wherein Q is unsubstituted.

13. The compound of claim 1 , wherein Q is substituted with at a substituent selected from the group consisting of (C 1 -C 20 )alkyl, phenyl, (C 3 -C 20 )cycloalkyl, (C 1 -C 20 )alkoxy, (C 3 -C 25 )heteroaryl, (C 3 -C 25 )heterocyclic, (C 2 -C 20 )alkenyl, (C 3 -C 20 ) cycloalkenyl, (C 2 -C 20 )alkynyl, (C 5 -C 20 )cycloalkynyl, and (C 5 -C 25 )aryl.

14. The compound of claim 1 , wherein R 2 , R 3 , R 4 , and R 5 are each hydrogen.

15. The compound of claim 1 , wherein R 2 , R 3 , R 4 , and R 5 are each independently selected from the group consisting of hydrogen, hydroxy, (C 1 -C 20 )alkyl, phenyl, (C 3 -C 20 )cycloalkyl, (C 1 -C 20 )alkoxy, (C 3 -C 25 )heteroaryl, (C 3 -C 25 )heterocyclic, (C 2 -C 20 )alkenyl, (C 3 -C 20 ) cycloalkenyl, (C 2 -C 20 )alkynyl, (C 5 -C 20 )cycloalkynyl, (C 5 -C 25 )aryl, perhalo(C 1 -C 20 )alkyl, and a combination thereof.

16. The compound of claim 1 , wherein b is 1.

17. The compound of claim 1 , wherein x is selected from the group consisting of 1, 2, 3, 4, and 5.

18. The compound of claim 1 , wherein y is selected from the group consisting of 1, 2, 3, 4, and 5.

19. The compound of claim 5 , wherein the salt form is an acid addition salt of the compound with one or more selected from the group consisting of hydrochloric acid, hydrobromic acid, sulfuric acid, phosphoric acid, acetic acid, citric acid, oxalic acid, malonic acid, salicylic acid, p-aminosalicylic acid, malic acid, fumaric acid, succinic acid, ascorbic acid, maleic acid, sulfonic acid, phosphonic acid, perchloric acid, nitric acid, formic acid, propionic acid, gluconic acid, lactic acid, tartaric acid, hydroxymaleic acid, pyruvic acid, phenylacetic acid, benzoic acid, p-aminobenzoic acid, p-hydroxybenzoic acid, methanesulfonic acid, ethanesulfonic acid, nitrous acid, hydroxyethanesulfonic acid, ethylenesulfonic acid, p-toluenesulfonic acid, naphthylsulfonic acid, sulfanilic acid, camphersulfonic acid, china acid, mandelic acid, o-methylmandelic acid, hydrogen-benzenesulfonic acid, picric acid, adipic acid, d-o-tolyltartraric acid, tartronic acid, α-toluic acid, (o, m, p)-toluic acid, naphthylamine sulfonic acid, and a combination thereof.

20. The compound of claim 5 , wherein the salt form is one or more of the mucate, isethionate, acetate, glutamate, L-lactate, L-tartrate, tosylate, mesylate, fumarate, maleate, citrate, or sulfate salts, or a combination thereof.