Antibacterial agents

1. A compound of the formula:

or a salt thereof, wherein:

X is represented by NH—C(J)-T-R 1 or NH—SO 2 —NH—R 1 ;

J is represented by O or S;

T is represented by NH or O;

R 1 is represented by a substituent selected from the group consisting of:

i) hydrogen,

ii) (C 1 -C 6 )alkyl, optionally substituted,

iii) (C 3 -C 6 )cycloalkyl, optionally substituted,

iv) (C 3 -C 6 ) cycloalkyl(C 1 -C 6 )alkyl, in which the alkyl and cycloalkyl moieties may each be optionally substituted,

v) phenyl, optionally substituted, and,

vi) phenyl (C 1 -C 6 )alkyl, in which the alkyl and phenyl moieties may each be optionally substituted;

R 2 , R 3 , R 4 , and R 5 are each independently represented by a substituent selected from the group consisting of:

i) hydrogen,

ii) halogen,

iii) cyano,

iv) hydroxy,

v) (C 1 -C 12 )alkyl, optionally substituted,

vi) (C 2 -C 12 )alkenyl, optionally substituted,

vii) (C 2 -C 12 )alkynyl, optionally substituted,

viii) (C 3 -C 10 )cycloalkyl, optionally substituted,

ix) (C 3 -C 10 ) cycloalkyl(C 1 -C 6 )alkyl, in which the alkyl and cycloalkyl moieties may each be optionally substituted,

x) (C 6 -C 10 )aryl, optionally substituted,

xi) (C 6 -C 10 )aryl (C 1 -C 6 )alkyl, in which the alkyl and aryl moieties may each be optionally substituted,

xii) heteroaryl, optionally substituted,

xiii) heteroaryl(C 1 -C 12 )alkyl, in which the heteroaryl and alkyl moieties may each be optionally substituted,

xiv) heterocyclic, optionally substituted,

xv) heterocyclic(C 1 -C 12 )alkyl, in which the alkyl and heterocyclic moieties may each be substituted,

xvi) (CH 2 ) z —SR 6 ,

xvii) (CH 2 ) z —OR 6 ,

xviii) (CH 2 ) z —NR 7 R 6 ,

xix) (CH 2 ) z —COOR 6 ,

xx) (CH 2 ) z —CONR 6 R 7 ,

xxi) (CH 2 ) z —NR 7 COR 6 ,

xxii) (CH 2 ) z —OCOR 6 ,

xxiii) (CH 2 ) z —C(O)R 6 ,

xxiv) (CH 2 ) z —C(O)C(O)NR 6 R 7 ,

xxv) (CH 2 ) z —SO x R 6 ,

xxvi) (CH 2 ) z —SO 2 NR 6 R 7 ,

xxvii) (CH 2 ) z —NR 7 SO 2 R 6 ,

xxviii) C(R 6 )═NOR 7 ,

xxix)

wherein “ ” indicates the point of attachment, and,

xxx)

wherein “ ” indicates the point of attachment;

z is an integer selected from 0, 1, 2, 3, or 4;

x is an integer selected from 1 or 2;

R 6 is represented by a substituent selected from the group consisting of:

i) hydrogen

ii) (C 1 -C 12 )alkyl, optionally substituted,

iii) (C 2 -C 12 )alkenyl, optionally substituted,

iv) (C 2 -C 12 )alkynyl, optionally substituted,

v) (C 3 -C 10 )cycloalkyl, optionally substituted,

vi) (C 3 -C 10 ) cycloalkyl(C 1 -C 6 )alkyl, in which the alkyl and cycloalkyl moieties may each be optionally substituted,

vii) (C 6 -C 10 )aryl, optionally substituted,

viii) (C 6 -C 10 )aryl (C 1 -C 6 )alkyl, in which the alkyl and aryl moieties may each be optionally substituted,

ix) heteroaryl, optionally substituted,

x) heteroaryl(C 1 -C 12 )alkyl, in which the heteroaryl and alkyl moieties may each be optionally substituted,

xi) heterocyclic, optionally substituted,

xii) heterocyclic(C 1 -C 12 )alkyl, in which the alkyl and heterocyclic moieties may each be substituted, and;

R 7 is represented by a substituent selected from the group consisting of hydrogen and (C 1 -C 6 )alkyl;

with the proviso that one of R 2 or R 5 will be represented by a substituent selected from the group consisting of hydrogen, halogen, methyl, cyano, hydroxy, trifluoromethyl, trifluoromethoxy, and methoxy.

2. A compound according to claim 1 in which X is NH—C(J)-T-R 1 .

3. A compound according to claim 2 in which J is O and T is NH.

4. A compound according to claim 1 in which R 2 is represented by a substituent selected from the group consisting of hydrogen, halogen, methyl, cyano, hydroxy, trifluoromethyl, trifluoromethoxy, and methoxy.

5. A compound according to claim 4 in which R 3 is represented by:

i) (C 3 -C 10 )cycloalkyl, optionally substituted,

ii) (C 3 -C 10 ) cycloalkyl(C 1 -C 6 )alkyl, in which the alkyl and cycloalkyl moieties may each be optionally substituted,

iii) (C 6 -C 10 )aryl, optionally substituted,

iv) (C 6 -C 10 )aryl (C 1 -C 6 )alkyl, in which the alkyl and aryl moieties may each be optionally substituted,

v) heteroaryl, optionally substituted,

vi) heteroaryl(C 1 -C 12 )alkyl, in which the heteroaryl and alkyl moieties may each be optionally substituted,

vii) heterocyclic, optionally substituted, and

viii) heterocyclic(C 1 -C 12 )alkyl, in which the alkyl and heterocyclic moieties may each be substituted.

6. A compound according to claim 5 in which R 4 is represented by hydrogen, (C 1 -C 12 )alkyl, (CH 2 ) z —OR 6 , halogen, or cyano.

7. A compound according to claim 6 in which R 5 is represented by

i) (C 3 -C 10 )cycloalkyl, optionally substituted,

ii) (C 3 -C 10 ) cycloalkyl(C 1 -C 6 )alkyl, in which the alkyl and cycloalkyl moieties may each be optionally substituted,

iii) (C 6 -C 10 )aryl, optionally substituted,

iv) (C 6 -C 10 )aryl (C 1 -C 6 )alkyl, in which the alkyl and aryl moieties may each be optionally substituted,

v) heteroaryl, optionally substituted,

vi) heteroaryl(C 1 -C 12 )alkyl, in which the heteroaryl and alkyl moieties may each be optionally substituted,

vii) heterocyclic, optionally substituted,

viii) heterocyclic(C 1 -C 12 )alkyl, in which the alkyl and heterocyclic moieties may each be substituted,

ix) CH 2 ) z —SR 6 ,

x) (CH 2 ) z —OR 6 ,

xi) (CH 2 ) z —NR 7 R 6 ,

xii) (CH 2 ) z —COOR 6 ,

xiii) (CH 2 ) z —CONR 6 R 7 ,

xiv) (CH 2 ) z —NR 7 COR 6 ,

xv) (CH 2 ) z —OCOR 6 ,

xvi) (CH 2 ) z —C(O)R 6 ,

xvii) (CH 2 ) z —C(O)C(O)NR 6 R 7 ,

xviii) (CH 2 ) z —SO x R 6 ,

xix) (CH 2 ) z —SO 2 NR 6 R 7 ,

xx) (CH 2 )—NR 7 —SO 2 R 6 , or

xxi) C(R 6 )═NOR 7 .

8. A compound of the formula:

or a salt thereof, wherein:

X is represented by NH—C(J)-T-R 1 ,

J is represented by O or S;

T is represented by NH or O;

R 1 is represented by a substituent selected from the group consisting of:

i) hydrogen,

ii) (C 1 -C 6 )alkyl, optionally substituted,

iii) (C 3 -C 6 )cycloalkyl, optionally substituted,

iv) (C 3 -C 6 ) cycloalkyl(C 1 -C 6 )alkyl, in which the alkyl and cycloalkyl moieties may each be optionally substituted,

v) phenyl, optionally substituted, and,

vi) phenyl (C 1 -C 6 )alkyl, in which the alkyl and phenyl moieties may each be optionally substituted;

R 2 is represented by hydrogen, halogen or cyano;

R 3 is represented by:

i) (C 3 -C 10 )cycloalkyl, optionally substituted,

ii) (C 3 -C 10 ) cycloalkyl(C 1 -C 6 )alkyl, in which the alkyl and cycloalkyl moieties may each be optionally substituted,

iii) (C 6 -C 10 )aryl, optionally substituted,

iv) (C 6 -C 10 )aryl (C 1 -C 6 )alkyl, in which the alkyl and aryl moieties may each be optionally substituted,

v) heteroaryl, optionally substituted,

vi) heteroaryl(C 1 -C 12 )alkyl, in which the heteroaryl and alkyl moieties may each be optionally substituted,

vii) heterocyclic, optionally substituted, or

viii) heterocyclic(C 1 -C 12 )alkyl, in which the alkyl and heterocyclic moieties may each be substituted;

R 4 is represented by:

i) hydrogen,

ii) halogen,

iii) cyano,

iv) hydroxyl,

v) C 1 -C 6 alkyl,

vi) phenyl, optionally substituted, or

vii) phenyl C 1 -C 6 alkyl, in which the phenyl and alkyl moieties may each be optionally substituted;

R 5 is represented by

i) (C 3 -C 10 )cycloalkyl, optionally substituted,

ii) (C 3 -C 10 ) cycloalkyl(C 1 -C 6 )alkyl, in which the alkyl and cycloalkyl moieties may each be optionally substituted,

iii) (C 6 -C 10 )aryl, optionally substituted,

iv) (C 6 -C 10 )aryl (C 1 -C 6 )alkyl, in which the alkyl and aryl moieties may each be optionally substituted,

v) heteroaryl, optionally substituted,

vi) heteroaryl(C 1 -C 12 )alkyl, in which the heteroaryl and alkyl moieties may each be optionally substituted,

vii) heterocyclic, optionally substituted,

viii) heterocyclic(C 1 -C 12 )alkyl, in which the alkyl and heterocyclic moieties may each be substituted

ix) (CH 2 ) z —OR 6 ,

x) (CH 2 ) z —NR 6 R 7 ,

xi) (CH 2 ) z —SR 6 ,

xii) (CH 2 ) z —COOR 6 ,

xiii) (CH 2 ) z —CONR 6 R 7 ,

xiv) (CH 2 ) z —NR 7 COR 6 ,

xv) (CH 2 ) z —OCOR 6 ,

xvi) (CH 2 ) z —C(O)R 6 ,

xvii) (CH 2 ) z —C(O)C(O)NR 6 R 7 ,

xviii) (CH 2 ) z —SO x R 6 ,

xix) (CH 2 ) z —SO 2 NR 6 R 7 ,

xx) (CH 2 ) z —NR 7 SO 2 R 6 , or

xxi) C(R 6 )═NOR 7 ;

z is an integer selected from 0, 1, 2, 3, or 4;

x is an integer selected from 1, or 2;

R 6 is represented by a substituent selected from the group consisting of:

i) hydrogen,

ii) (C 1 -C 12 )alkyl optionally substituted,

iii) heteroaryl, heteroaryl (C 1 -C 12 ) alkyl, heterocyclic, etc.

iii) (C 2 -C 12 )alkenyl optionally substituted,

iv) (C 2 -C 12 )alkynyl optionally substituted,

v) optionally substituted (C 6 -C 10 )aryl, and,

vi) (C 6 -C 10 )aryl (C 1 -C 6 )alkyl, in which the alkyl and aryl moieties may each be optionally substituted and;

R 7 is represented by a substituent selected from the group consisting of hydrogen and (C 1 -C 6 )alkyl.

9. A compound of the formula:

or a salt thereof, wherein:

X is represented by NH—C(J)-T-R 1 ,

J is represented by O or S;

T is represented by NH or O;

R 1 is represented by a substituent selected from the group consisting of:

i) hydrogen,

ii) (C 1 -C 6 )alkyl, optionally substituted,

iii) (C 3 -C 6 )cycloalkyl, optionally substituted,

iv) (C 3 -C 6 ) cycloalkyl(C 1 -C 6 )alkyl, in which the alkyl and cycloalkyl moieties may each be optionally substituted,

v) phenyl, optionally substituted, and,

vi) phenyl (C 1 -C 6 )alkyl, in which the alkyl and phenyl moieties may each be optionally substituted;

R 2 is represented by

i) (C 3 -C 10 )cycloalkyl, optionally substituted,

ii) (C 3 -C 10 ) cycloalkyl(C 1 -C 6 )alkyl, in which the alkyl and cycloalkyl moieties may each be optionally substituted,

iii) (C 6 -C 10 )aryl, optionally substituted,

iv) (C 6 -C 10 )aryl (C 1 -C 6 )alkyl, in which the alkyl and aryl moieties may each be optionally substituted,

v) heteroaryl, optionally substituted,

vi) heteroaryl(C 1 -C 12 )alkyl, in which the heteroaryl and alkyl moieties may each be optionally substituted,

vii) heterocyclic, optionally substituted,

viii) heterocyclic(C 1 -C 12 )alkyl, in which the alkyl and heterocyclic moieties may each be substituted

xxii) (CH 2 ) z —OR 6 ,

xxiii) (CH 2 ) z —NR 6 R 7 ,

ix) (CH 2 ) z —SR 6 ,

x) (CH 2 ) z —COOR 6 ,

xi) (CH 2 ) z —CONR 6 R 7 ,

xii) (CH 2 ) z —NR 7 COR 6 ,

xiii) (CH 2 ) z —OCOR 6 ,

xiv) (CH 2 ) z —C(O)R 6 ,

xv) (CH 2 ) z —C(O)C(O)NR 6 R 7 ,

xvi) (CH 2 ) z —SO x R 6 ,

xvii) (CH 2 ) z —SO 2 NR 6 R 7 ,

xviii) (CH 2 ) z —NR 7 —SO 2 R 6 , or

xix) C(R 6 )═NOR 7 ;

R 3 is represented by:

i) hydrogen,

ii) halogen,

iii) cyano,

iv) hydroxyl,

v) C 1 -C 6 alkyl,

vi) phenyl, optionally substituted, or

viii) phenyl C 1 -C 6 alkyl, in which the phenyl and alkyl moieties may each be optionally substituted;

R 4 is represented by:

i) (C 3 -C 10 )cycloalkyl, optionally substituted,

ii) (C 3 -C 10 ) cycloalkyl(C 1 -C 6 )alkyl, in which the alkyl and cycloalkyl moieties may each be optionally substituted,

iii) (C 6 -C 10 )aryl, optionally substituted,

iv) (C 6 -C 10 )aryl (C 1 -C 6 )alkyl, in which the alkyl and aryl moieties may each be optionally substituted,

v) heteroaryl, optionally substituted,

vi) heteroaryl(C 1 -C 12 )alkyl, in which the heteroaryl and alkyl moieties may each be optionally substituted,

vii) heterocyclic, optionally substituted, or

viii) heterocyclic(C 1 -C 12 )alkyl, in which the alkyl and heterocyclic moieties may each be substituted;

R 5 is represented by hydrogen, halogen or cyano;

z is an integer selected from 0, 1, 2, 3, or 4;

x is an integer selected from 1 or 2;

R 6 is represented by a substituent selected from the group consisting of:

i) hydrogen,

ii) (C 1 -C 12 )alkyl optionally substituted,

iii) heteroaryl, heteroaryl (C 1 -C 12 ) alkyl, heterocyclic, etc.

iii) (C 2 -C 12 )alkenyl optionally substituted,

iv) (C 2 -C 12 )alkynyl optionally substituted,

v) optionally substituted (C 6 -C 10 )aryl, and,

vi) (C 6 -C 10 )aryl (C 1 -C 6 )alkyl, in which the alkyl and aryl moieties may each be optionally substituted, and;

R 7 is represented by a substituent selected from the group consisting of hydrogen and (C 1 -C 6 )alkyl.

10. A pharmaceutical composition comprising a compound according to claim 1 in admixture with at least one pharmaceutically acceptable carrier.

11. A method for treating bacterial infections, comprising, administering a compound according to claim 1 to a patient in need thereof.