IP Library › Granted Patent US 8,217,029

Granted Patent B2

US 8,217,029 · App. 12/595,720 · Granted Jul 10, 2012

Oxazolidinone antibiotics

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Quick Facts

Patent No.: US 8,217,029
App. No.: 12/595,720
Granted: Jul 10, 2012
Kind: B2

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Abstract

The invention relates to compounds of formula (I) wherein U, V, W, X, R1, R2, R3, R4, R5, R6, A, B, D, E, G, m, and n are as defined in the description, to pharmaceutically acceptable salts of such compounds for use in the manufacture of a medicament for the prevention or treatment of a bacterial infection. Certain compounds of formula (I) are new and are also part of this invention.

Claims (530)

1. A method for treating a bacterial infection caused by Staphylococcus aureus comprising the step of administering to a patient in need thereof a therapeutically effective amount of a compound of formula (I) or a pharmaceutically acceptable salt thereof,

wherein

R 1 represents hydrogen, alkoxy, halogen or cyano;

one or two of U, V, W, and X represent(s) N and the remaining each represent CH, or, in the case of X, represent CR a ;

R a represents hydrogen or halogen;

R 6 represents hydrogen or (C 1 -C 4 )alkyl;

A represents N, B represents N, D represents a bond, E represents CH 2 or CO, R 2 , R 3 , R 4 and R 5 each represent H, m represents the integer 2, and n represents the integer 1; or

A represents N; B represents N; D represents a bond; E represents CH 2 or *—COCH 2 — wherein the asterisk indicates the bond which is attached to B; R 2 , R 3 , R 4 and R 5 each represent H, or R 4 and R 5 represent H and R 2 and R 3 together with the carbon atom to which they are attached to form a carbonyl group, or R 2 and R 3 represent H and R 4 and R 5 together with the carbon atom to which they are attached to form a carbonyl group, or R 2 and R 4 represent H and R 3 and R 5 together form a methylene bridge; and m and n each represent the integer 1; or

A represents N, B represents C(OH), D represents a bond, E represents CH 2 , R 2 , R 3 , R 4 and R 5 each represent H, and m and n each represent the integer 1; or

A represents N, B represents CH, D represents NR b , E represents CH 2 , R 2 , R 3 , R 4 and R 5 each represent H, R b represents H or (C 1 -C 4 )alkyl, and m and n each represent the integer 1; or

A represents N, B represents CH, D represents NH, E represents CH 2 , R 2 , R 3 , R 4 and R 5 each represent H, m represents the integer 2, and n represents the integer 0; or

A represents C(OH), B represents N, D represents a bond, E represents CH 2 , R 2 , R 3 , R 4 and R 5 each represent H, and m and n each represent the integer 1; or

A represents N; B represents CH; D represents NR c ; E represents CH 2 , CO or CH 2 CH 2 ; R 2 , R 3 , R 4 and R 5 each represent H and R c represents H or (C 1 -C 4 )alkyl, or R c , R 3 , R 4 and R 5 each represent H and R 2 represents hydroxy, (C 1 -C 4 )alkoxy, (C 1 -C 4 )alkoxy-carbonyl, or carboxy, or R 3 , R 4 and R 5 each represent H and R c forms together with R 2 an ethane-1,2-diyl bridge; m represents the integer 1, and n represents the integer 0; or

A represents N; B represents CH; D represents *—CH(R d )—N(R e )— wherein the asterisk indicates the bond which is attached to B; E represents CH 2 or CO; R d , R 2 , R 3 , R 4 and R 5 each represent H and R e represents H or (C 1 -C 4 )alkyl, or r, R 3 , R 4 and R 5 each represent H and R d and R 2 together form a bond, or R d , R 2 , R 3 and R 5 each represent H and R e and R 4 together form a methylene bridge, or R d , R e , R 3 , R 4 and R 5 each represent H and R 2 represents hydroxy; m represents the integer 1, and n represents the integer 0; or

A represents N, B represents CH, D represents *—CONH— wherein the asterisk indicates the bond which is attached to B, E represents CH 2 , R 2 , R 3 , R 4 and R 5 each represent H, m represents the integer 1, and n represents the integer 0; or

A represents N, B represents CH, D represents NH, E represents CH 2 or CO, R 2 , R 3 and R 5 each represent H and R 4 represents hydroxymethyl, m represents the integer 0, and n represents the integer 1; or

A represents N, B represents C(OH), D represents *—CH 2 —NH— wherein the asterisk indicates the bond which is attached to B, E represents CH 2 , R 2 , R 3 , R 4 and R 5 each represent H, m represents the integer 1, and n represents the integer 0; or

A represents N, B represents CH, D represents *—CO—NH— wherein the asterisk indicates the bond which is attached to B, E represents CH 2 , R 2 , R 3 , R 4 and R 5 each represent H, and m and n each represent the integer 0; or

A represents N, B represents CH, D represents *—CH 2 —N(R f )— wherein the asterisk indicates the bond which is attached to B, E represents CH 2 , CH 2 CH 2 or CO, R 2 , R 3 , R 4 and R 5 each represent H, R f represents H or (C 1 -C 4 )alkyl, and m and n each represent the integer 0; or

A represents N; B represents CH; D represents NR g ; E represents CH 2 , CH 2 CH 2 , CO or *—COCH 2 — wherein the asterisk indicates the bond which is attached to B; R 2 , R 3 , R 4 and R 5 each represent H; R 9 represents H, (C 1 -C 4 )alkyl or (C 2 -C 4 )alkyl which is mono- or di-substituted with hydroxy; and m and n each represent the integer 0;

G represents phenyl which is unsubstituted, mono-substituted in position 3 or 4, or disubstituted in positions 3 and 4, wherein each substituent is independently (C 1 -C 4 )alkyl, (C 1 -C 4 )alkoxy, fluoroalkyl, fluoroalkoxy, cyano, halogen or NR N1 R N2 or

G represents pyridin-2-yl which is mono-substituted in position 5, wherein the substituent is (C 1 -C 4 )alkyl or fluoroalkyl; or

G represents 6,7-dihydro-[1,4]dioxino[2,3-c]pyridazin-3-yl; or

G represents:

wherein

R h represents hydrogen or fluorine;

M represents CH or N; and Q and Q′ independently represent O or S; and

R N1 and R N2 independently represent (C 1 -C 4 )alkyl, or together with the nitrogen that carries them form a pyrrolidine ring.

2. The method of claim 1 , wherein

R 6 represents hydrogen;

A represents N, B represents N, D represents a bond, E represents CH 2 or CO, R 2 , R 3 , R 4 and R 5 each represent H, m represents the integer 2, and n represents the integer 1; or

A represents N, B represents C(OH), D represents a bond, E represents CH 2 , R 2 , R 3 , R 4 and R 5 each represent H, and m and n each represent the integer 1; or

A represents N, B represents CH, D represents NR b , E represents CH 2 , R 2 , R 3 , R 4 and R 5 each represent H, R b represents H or (C 1 -C 4 )alkyl, and m and n each represent the integer 1; or

A represents N, B represents CH, D represents NH, E represents CH 2 , R 2 , R 3 , R 4 and R 5 each represent H, m represents the integer 2, and n represents the integer 0; or

A represents C(OH), B represents N, D represents a bond, E represents CH 2 , R 2 , R 3 , R 4 and R 5 each represent H, and m and n each represent the integer 1; or

A represents N; B represents CH; D represents *—CH(R d )—N(R e )— wherein the asterisk indicates the bond which is attached to B; E represents CH 2 or CO; R d , R 2 , R 3 , R 4 and R 5 each represent H and R e represents H or (C 1 -C 4 )alkyl, or R e , R 3 , R 4 and R 5 each represent H and R d and R 2 together form a bond, or R d , R 2 , R 3 and R 5 each represent H and R e and R 4 together form a methylene bridge, or R d , R e , R 3 , R 4 and R 5 each represent H and R 2 represents hydroxy; m represents the integer 1, and n represents the integer 0; or

A represents N, B represents CH, D represents *—CH 2 —N(R f )— wherein the asterisk indicates the bond which is attached to B, E represents CH 2 or CO, R 2 , R 3 , R 4 and R 5 each represent H, R f represents H or (C 1 -C 4 )alkyl, and m and n each represent the integer 0; or

A represents N; B represents CH; D represents NR g ; E represents CH 2 , CH 2 CH 2 , CO or *—COCH 2 — wherein the asterisk indicates the bond which is attached to B; R 2 , R 3 , R 4 and R 5 each represent H; R g represents H, (C 1 -C 4 )alkyl or 2-hydroxyethyl; and m and n each represent the integer 0; and

G represents pyridin-2-yl which is mono-substituted in position 5, wherein the substituent is (C 1 -C 4 )alkyl or fluoroalkyl; or

G represents 6,7-dihydro-[1,4]dioxino[2,3-c]pyridazin-3-yl; or

G represents:

wherein

M represents CH or N; and Q and Q′ independently represent O or S.

3. The method of claim 1 , wherein the compound of formula (I P1 ),

wherein

R 1 represents alkoxy, halogen or cyano;

one or two of U, V, W, and X represent(s) N and the remaining each represent CH, or, in the case of X, represent CR a ;

R a represents hydrogen or halogen;

A represents N, B represents N, D represents a bond, E represents CH 2 , R 2 , R 3 , R 4 and R 5 each represent H, and m and n each represent the integer 1; or

A represents N, B represents C(OH), D represents a bond, E represents CH 2 , R 2 , R 3 , R 4 and R 5 each represent H, and m and n each represent the integer 1; or

A represents C(OH), B represents N, D represents a bond, E represents CH 2 , R 2 , R 3 , R 4 and R 5 each represent H, and m and n each represent the integer 1; or

A represents N, B represents CH, D represents *—CH 2 —NH— wherein the asterisk indicates the bond which is attached to B, E represents CH 2 or CO, R 2 , R 3 , R 4 and R 5 each represent H, and m and n each represent the integer 0; or

A represents N, B represents CH, D represents NH, E represents CH 2 , R 2 , R 3 , R 4 and R 5 each represent H, m represents the integer 1, and n represents the integer 0;

G represents pyridin-2-yl which is mono-substituted in position 5, wherein the substituent is (C 1 -C 4 )alkyl and or fluoroalkyl; or

G represents:

wherein

Q and Q′ independently represent O or S; and

R N1 and R N2 independently represent (C 1 -C 4 )alkyl, or together with the nitrogen that carries them form a pyrrolidine ring.

4. The method of claim 1 , wherein the compound of formula (I) is:

(S)-3-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-5-({[1-(6-methoxy-[1,5]naphthyridin-4-yl)-azetidin-3-ylmethyl]-amino}-methyl)-oxazolidin-2-one ;

(S)-3-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-2-oxo-oxazolidine-5-carboxylic acid [1-(6-methoxy-[1,5]naphthyridin-4-yl)-azetidin-3-ylmethyl]-amide;

3-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-5-[4-hydroxy-4-(6-methoxy-[1,5]naphthyridin-4-yl)-piperidin-1-ylmethyl]-oxazolidin-2-one;

3-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-5-[4-hydroxy-1-(6-methoxy-quinazolin-4-yl)-piperidin-4-ylmethyl]-oxazolidin-2-one;

3-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-5-[4-hydroxy-1-(6-methoxy-[1,5]naphthyridin-4-yl)-piperidin-4-ylmethyl]-oxazolidin-2-one;

3-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-5-[4-(6-methoxy-quinazolin-4-yl)-piperazin-1-ylmethyl]-oxazolidin-2-one;

6-{5-[4-(6-Methoxy-quinazolin-4-yl)-piperazin-1-ylmethyl]-2-oxo-oxazolidin-3-yl}-4H-benzo[1,4]thiazin-3-one;

3-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-5-[4-(6-methoxy-[1,5]naphthyridin-4-yl)-piperazin-1-ylmethyl]-oxazolidin-2-one;

(R)-3-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-5-[4-(6-methoxy-[1,5]naphthyridin-4-yl)-piperazin-1-ylmethyl]-oxazolidin-2-one;

(R)-5-[4-(6-Methoxy-[1,5]naphthyridin-4-yl)-piperazin-1-ylmethyl]-3-(3-trifluoromethoxy-phenyl)-oxazolidin-2-one;

(R)-5-[4-(6-Methoxy-[1,5]naphthyridin-4-yl)-piperazin-1-ylmethyl]-3-(4-trifluoromethoxy-phenyl)-oxazolidin-2-one;

(R)-5-[4-(6-Methoxy-[1,5]naphthyridin-4-yl)-piperazin-1-ylmethyl]-3-phenyl-oxazolidin-2-one ;

(R)-3-(4-Bromo-3-fluoro-phenyl)-5-[4-(6-methoxy-[1,5]naphthyridin-4-yl)-piperazin-1-ylmethyl]-oxazolidin-2-one;

(R)-3-(3,4-Dimethoxy-phenyl)-5-[4-(6-methoxy-[1,5]naphthyridin-4-yl)-piperazin-1-ylmethyl]-oxazolidin-2-one;

(R)-3-(4-Fluoro-phenyl)-5-[4-(6-methoxy-[1,5]naphthyridin-4-yl)-piperazin-1-ylmethyl]-oxazolidin-2-one;

(R)-5-[4-(6-Methoxy-[1,5]naphthyridin-4-yl)-piperazin-1-ylmethyl]-3-(3-trifluoromethyl-phenyl)-oxazolidin-2-one;

(R)-3-(3-Chloro-4-fluoro-phenyl)-5-[4-(6-methoxy-[1,5]naphthyridin-4-yl)-piperazin-1-ylmethyl]-oxazolidin-2-one;

(R)-5-[4-(6-Methoxy-[1,5]naphthyridin-4-yl)-piperazin-1-ylmethyl]-3-(4-methyl-3-trifluoromethyl-phenyl)-oxazolidin-2-one;

(R)-3-Benzothiazol-6-yl-5-[4-(6-methoxy-[1,5]naphthyridin-4-yl)-piperazin-1-ylmethyl]-oxazolidin-2-one;

(R)-3-(4-Difluoromethoxy-phenyl)-5-[4-(6-methoxy-[1,5]naphthyridin-4-yl)-piperazin-1-ylmethyl]-oxazolidin-2-one;

3-{[(R)-5-[4-(6-Methoxy-[1,5]naphthyridin-4-yl)-piperazin-1-ylmethyl]-2-oxo-oxazolidin-3-yl}-benzonitrile;

6-{(R)-5-[4-(6-Methoxy-[1,5]naphthyridin-4-yl)-piperazin-1-ylmethyl]-2-oxo-oxazolidin-3-yl}-4H-benzo[1,4]thiazin-3-one;

(R)-5-[4-(6-Methoxy-[1,5]naphthyridin-4-yl)-piperazin-1-ylmethyl]-3-(4-pyrrolidin-1-yl-phenyl)-oxazolidin-2-one;

(R)-5-[4-(6-Methoxy-[1,5]naphthyridin-4-yl)-piperazin-1-ylmethyl]-3-(3-methoxy-phenyl)-oxazolidin-2-one;

(R)-5-[4-(6-Methoxy-[1,5]naphthyridin-4-yl)-piperazin-1-ylmethyl]-3-(4-propyl-phenyl)-oxazolidin-2-one;

(R)-3-(4-Ethyl-phenyl)-5-[4-(6-methoxy-[1,5]naphthyridin-4-yl)-piperazin-1-ylmethyl]-oxazolidin-2-one;

(R)-3-(3,4-Dimethyl-phenyl)-5-[4-(6-methoxy-[1,5]naphthyridin-4-yl)-piperazin-1-ylmethyl]-oxazolidin-2-one;

(R)-3-(3-Chloro-4-methoxy-phenyl)-5-[4-(6-methoxy-[1,5]naphthyridin-4-yl)-piperazin-1-ylmethyl]-oxazolidin-2-one;

(R)-3-(3,4-Difluoro-phenyl)-5-[4-(6-methoxy-[1,5]naphthyridin-4-yl)-piperazin-1-ylmethyl]-oxazolidin-2-one;

(R)-3-(4-Fluoro-3-methyl-phenyl)-5-[4-(6-methoxy-41 ,5]naphthyridin-4-yl)-piperazin-1-ylmethyl]-oxazolidin-2-one;

(R)-3-(4-Bromo-3-methyl-phenyl)-5-[4-(6-methoxy-4[,5]naphthyridin-4-yl)-piperazin-1-ylmethyl]-oxazolidin-2-one;

(R)-3-(3-Bromo-4-methyl-phenyl)-5-[4-(6-methoxy-[1,5]naphthyridin-4-yl)-piperazin-1-ylmethyl]-oxazolidin-2-one;

(R)-5-[4-(6-Methoxy-[1,5]naphthyridin-4-yl)-piperazin-1-ylmethyl]-3-(4-methoxy-3-trifluoromethyl-phenyl)-oxazolidin-2-one;

(R)-3-(3-Dimethylamino-phenyl)-5-[4-(6-methoxy-[1,5]naphthyridin-4-yl)-piperazin-1-ylmethyl]-oxazolidin-2-one;

(R)-3-Benzo[1,3]dioxol-5-yl-5-[4-(6-methoxy-[1,5]naphthyridin-4-yl)-piperazin-1-ylmethyl]-oxazolidin-2-one ;

(R)-3-(3-Fluoro-4-methyl-phenyl)-5-[4-(6-methoxy-[1,5]naphthyridin-4-yl)-piperazin-1-ylmethyl]-oxazolidin-2-one;

(S)-3-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-5-[4-(6-methoxy-[1,5]naphthyridin-4-yl)-piperazin-1-ylmethyl]-oxazolidin-2-one;

(S)-3-(3-Fluoro-4-methyl-phenyl)-5-[4-(6-methoxy-[1,5]naphthyridin-4-yl)-piperazin-1-ylmethyl]-oxazolidin-2-one;

6-{(S)-5-[4-(6-Methoxy-[1,5]naphthyridin-4-yl)-piperazin-1-ylmethyl]-2-oxo-oxazolidin-3-yl}-4H-benzo[1,4]thiazin-3-one;

(S)-3-(3-Fluoro-phenyl)-5-[4-(6-methoxy-[1,5]naphthyridin-4-yl)-piperazin-1-ylmethyl]-oxazolidin-2-one;

(R)-3-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-5-[(S)-1-(6-methoxy-[1,5]naphthyridin-4-yl)-pyrrolidin-3-ylamino]-methyl}-oxazolidin-2-one;

(R)-3-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-5-[(R)-1-(6-methoxy-[1,5]naphthyridin-4-yl)-pyrrolidin-3-ylamino]-methyl}-oxazolidin-2-one ;

5-[4-(6-Methoxy-[1,5]naphthyridin-4-yl)-piperazin-1-ylmethyl]-3-(5-methyl-pyridin-2-yl)-oxazolidin-2-one;

5-[4-(6-Methoxy-[1,5]naphthyridin-4-yl)-piperazin-1-ylmethyl]-3-(5-trifluoromethyl-pyridin-2-yl)-oxazolidin-2-one;

6-((R)-5-{[1-(3-Fluoro-6-methoxy-[1,5]naphthyridin-4-yl)-azetidin-3-ylamino]-methyl}-2-oxo-oxazolidin-3-yl)-4H-benzo[1,4]oxazin-3-one;

(R)-5-{[1-(3-Fluoro-6-methoxy-[1,5]naphthyridin-4-yl)-azetidin-3-ylamino]-methyl}-3-(3-fluoro-4-methyl-phenyl)-oxazolidin-2-one;

(R)-3-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-5-[1-(3-fluoro-6-methoxy-[1,5]naphthyridin-4-yl)-azetidin-3-ylamino]-methyl}-oxazolidin-2-one ;

6-((R)-5-{[1-(3-Fluoro-6-methoxy-[1,5]naphthyridin-4-yl)-azetidin-3-ylamino]-methyl}-2-oxo-oxazolidin-3-yl)-4H-benzo[1,4]thiazin-3-one;

6-((R)-5-{[1-(6-Methoxy-quinolin-4-yl)-azetidin-3-ylamino]-methyl}-2-oxo-oxazolidin-3-yl)-4H-benzo[1,4]thiazin-3-one;

(R)-3-(3-Fluoro-4-methyl-phenyl)-5-{[1-(6-methoxy-[1,5]naphthyridin-4-yl)-azetidin-3-ylamino]-methyl}-oxazolidin-2-one;

(R)-3-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-5-{[1-(6-methoxy-[1,5]naphthyridin-4-yl)-azetidin-3-ylamino]-methyl}-oxazolidin-2-one;

6-((R)-5-{[1-(6-Methoxy-[1,5]naphthyridin-4-yl)-azetidin-3-ylamino]-methyl}-2-oxo-oxazolidin-3-yl)-4H-benzo[1,4]oxazin-3-one;

6-((R)-5-{[1-(6-Methoxy-[1,5]naphthyridin-4-yl)-azetidin-3-ylamino]-methyl}-2-oxo-oxazolidin-3-yl)-4H-benzo[1,4]thiazin-3-one;

6-((R)-5-{[1-(6-Methoxy-quinazolin-4-yl)-azetidin-3-ylamino]-methyl}-2-oxo-oxazolidin-3-yl)-4H-benzo[1,4]oxazin-3-one;

6-((R)-5-{[1-(6-Methoxy-quinazolin-4-yl)-azetidin-3-ylamino]-methyl}-2-oxo-oxazolidin-3-yl)-4H-benzo[1,4]thiazin-3-one;

6-[(R)-5-({[1-(6-Methoxy-[1,5]naphthyridin-4-yl)-azetidin-3-yl]-methyl-amino}-methyl)-2-oxo-oxazolidin-3-yl]-4H-benzo[1,4]thiazin-3-one;

6-((S)-5-{[1-(6-Methoxy-[1,5]naphthyridin-4-yl)-azetidin-3-ylamino]-methyl}-2-oxo-oxazolidin-3-yl)-4H-benzo[1,4]thiazin-3-one;

6-(5-{2-[1-(6-Methoxy-[1,5]naphthyridin-4-yl)-azetidin-3-ylamino]-ethyl}-2-oxo-oxazolidin-3-yl)-4H-benzo[1,4]thiazin-3-one;

6-[(S)-5-({[1-(6-Methoxy-[1,5]naphthyridin-4-yl)-azetidin-3-ylmethyl]-amino}-methyl)-2-oxo-oxazolidin-3-yl]-4H-benzo[1,4]thiazin-3-one;

(S)-3-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-2-oxo-oxazolidine-5-carboxylic acid [(S)-1-(6-methoxy-[1,5]naphthyridin-4-yl)-pyrrolidin-3-yl]-amide;

(S)-3-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-2-oxo-oxazolidine-5-carboxylic acid [(R)-1-(6-methoxy-[1,5]naphthyridin-4-yl)-pyrrolidin-3-yl]amide;

(S)-3-(3-Fluoro-4-methyl-phenyl)-2-oxo-oxazolidine-5-carboxylic acid [(R)-1-(6-methoxy-[1,5]naphthyridin-4-yl)-pyrrolidin-3-yl]-amide;

(S)-3-(3-Fluoro-4-methyl-phenyl)-2-oxo-oxazolidine-5-carboxylic acid [(S)-1-(6-methoxy-[1,5]naphthyridin-4-yl)-pyrrolidin-3-yl]amide;

6-((R)-5-{[(S)-1-(3-Fluoro-6-methoxy-[1,5]naphthyridin-4-yl)-pyrrolidin-3-ylamino]-methyl}-2-oxo-oxazolidin-3-yl)-4H-benzo[1,4]oxazin-3-one;

6-((R)-5-{[(S)-1-(3-Fluoro-6-methoxy-[1,5]naphthyridin-4-yl)-pyrrolidin-3-ylamino]-methyl}-2-oxo-oxazolidin-3-yl)-4H-benzo[1,4]thiazin-3-one;

(R)-3-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-5-[(S)-1-(3-fluoro-6-methoxy-[1,5]naphthyridin-4-yl)-pyrrolidin-3-ylamino]-methyl}-oxazolidin-2-one;

(R)-3-(3-Fluoro-4-methyl-phenyl)-5-{[(S)-1-(6-methoxy-[1,5]naphthyridin-4-yl)-pyrrolidin-3-ylamino]-methyl}-oxazolidin-2-one;

(R)-3-(3-Fluoro-4-methyl-phenyl)-5-[(R)-1-(6-methoxy-[1,5]naphthyridin-4-yl)-pyrrolidin-3-ylamino]-methyl}-oxazolidin-2-one;

6-((R)-5-{[(S)-1-(6-Methoxy-[1,5]naphthyridin-4-yl)-pyrrolidin-3-ylamino]-methyl}-2-oxo-oxazolidin-3-yl)-4H-benzo[1,4]oxazin-3-one;

6-((R)-5-{[(S)-1-(6-Methoxy-[1,5]naphthyridin-4-yl)-pyrrolidin-3-ylamino]-methyl}-2-oxo-oxazolidin-3-yl)-4H-benzo[1,4]thiazin-3-one;

6-((R)-5-[(R)-1-(6-Methoxy-[1,5]naphthyridin-4-yl)-pyrrolidin-3-ylamino]-methyl}-2-oxo-oxazolidin-3-yl)-4H-benzo[1,4]thiazin-3-one;

6-((R)-5-[(R)-1-(6-Methoxy-[1,5]naphthyridin-4-yl)-pyrrolidin-3-ylamino]-methyl}-2-oxo-oxazolidin-3-yl)-4H-benzo[1,4]oxazin-3-one;

(3R*,4S*)-1-(6-Methoxy-[1,5]naphthyridin-4-yl)-4-{[(S)-2-oxo-3-(3-oxo-3,4-dihydro-2H-benzo[1,4]thiazin-6-yl)-oxazolidin-5-ylmethyl]-amino}-pyrrolidine-3-carboxylic acid ethyl ester;

(3R*,4S*)-1-(6-Methoxy-[1,5]naphthyridin-4-yl)-4-{[(R)-2-oxo-3-(3-oxo-3,4-dihydro-2H-benzo[1,4]thiazin-6-yl)-oxazolidin-5-ylmethyl]amino}-pyrrolidine-3-carboxylic acid;

6-((R)-5-{[(3R*,4R*)-4-Methoxy-1-(6-methoxy-[1,5]naphthyridin-4-yl)-pyrrolidin-3-ylamino]-methyl}-2-oxo-oxazolidin-3-yl)-4H-benzo[1,4]thiazin-3-one;

6-((R)-5-{[(3R*,4R*)-4-Hydroxy-1-(6-methoxy-[1,5]naphthyridin-4-yl)-pyrrolidin-3-ylamino]-methyl}-2-oxo-oxazolidin-3-yl)-4H-benzo[1,4]thiazin-3-one;

(R)-3-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-5-{[(3R*,4R*)-4-hydroxy-1-(6-methoxy-[1,5]naphthyridin-4-yl)-pyrrolidin-3-ylamino]-methyl}-oxazolidin-2-one;

(S)-3-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-2-oxo-oxazolidine-5-carboxylic acid [(3R,5S)-5-hydroxymethyl-1-(6-methoxy-[1,5]naphthyridin-4-yl)-pyrrolidin-3-yl]-amide;

6-((R)-5-{[(3R,5S)-5-Hydroxymethyl-1-(6-methoxy-[1,5]naphthyridin-4-yl)-pyrrolidin-3-ylamino]-methyl}-2-oxo-oxazolidin-3-yl)-4H-benzo[1,4]thiazin-3-one;

6-[(R)-5-({[1-(6-Methoxy-[1,5]naphthyridin-4-yl)-pyrrolidin-3-ylmethyl]-amino -methyl)-2-oxo-oxazolidin-3-yl]-4H-benzo[1,4]thiazin-3-one;

(S)-3-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-2-oxo-oxazolidine-5-carboxylic acid [1-(6-methoxy-[1,5]naphthyridin-4-yl)-pyrrolidin-3-ylmethyl]-amide;

(S)-3-(3-Fluoro-4-methyl-phenyl)-2-oxo-oxazolidine-5-carboxylic acid [1-(6-methoxy-[1,5]naphthyridin-4-yl)-pyrrolidin-3-ylmethyl]-amide;

6-[(R)-5-({[4-Hydroxy-1-(6-methoxy-[1,5]naphthyridin-4-yl)-pyrrolidin-3-ylmethyl]-amino}-methyl)-2-oxo-oxazolidin-3-yl]-4H-benzo[1,4]thiazin-3-one;

1-(6-Methoxy-[1,5]naphthyridin-4-yl)-pyrrolidine-3-carboxylic acid [(R)-3-(3-fluoro-4-methyl-phenyl)-2-oxo-oxazolidin-5-ylmethyl]-amide;

1-(6-Methoxy-[1,5]naphthyridin-4-yl)-pyrrolidine-3-carboxylic acid [(R)-3-(2,3-dihydro-benzo[1,4]dioxin-6-yl)-2-oxo-oxazolidin-5-ylmethyl]-amide;

6-(5-{2-[(S)-1-(6-Methoxy-[1,5]naphthyridin-4-yl)-pyrrolidin-3-ylamino]-ethyl}-2-oxo-oxazolidin-3-yl)-4H-benzo[1,4]thiazin-3-one;

6-(5-{2-[(R)-1-(6-Methoxy-[1,5]naphthyridin-4-yl)-pyrrolidin-3-ylamino]-ethyl}-2-oxo-oxazolidin-3-yl)-4H-benzo[1,4]thiazin-3-one;

(R)-3-(3-Fluoro-4-methyl-phenyl)-5-[(1a,5a,6a)-3-(6-methoxy-[1,5]naphthyridin-4-yl)-3-aza-bicyclo[3.1.0]hex-6-ylamino]-methyl}-oxazolidin-2-one;

6-((R)-5-{[(1a,5a,6a)-3-(6-Methoxy-[1,5]naphthyridin-4-yl)-3-aza-bicyclo[3.1.0]hex-6-ylamino]-methyl}-2-oxo-oxazolidin-3-yl)-4H-benzo[1,4]thiazin-3-one;

(R)-3-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-5-{[(3aR*,6aR*)-1-(6-methoxy-[1,5]naphthyridin-4-yl)-hexahydro-pyrrolo[3,4-b]pyrrol-5-yl]-methyl}-oxazolidin-2-one;

6-{(R)-5-[(3aR*,6aR*)-1-(6-Methoxy-[1,5]naphthyridin-4-yl)-hexahydro-pyrrolo[3,4-b]pyrrol-5-yl]-methyl}-2-oxo-oxazolidin-3-yl}-4H-benzo[1,4]thiazin-3-one;

(S)-3-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-5-[(3aR*,6aR*)-1-(6-methoxy-[1,5]naphthyridin-4-yl)-hexahydro-pyrrolo[3,4-b]pyrrole-5-carbonyl]-oxazolidin-2-one;

6-{(R)-5-{[(3aR*,6aR*)-5-(6-Methoxy-[1,5]naphthyridin-4-yl)-hexahydro-pyrrolo[3,4-b]pyrrol-1-yl]-methyl}-2-oxo-oxazolidin-3-yl}-4H-benzo[1,4]thiazin-3-one ;

(R)-3-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-5-{[(3aR*,6aR*)-5-(6-methoxy-[1,5]naphthyridin-4-yl)-hexahydro-pyrrolo[3,4-b]pyrrol-1-yl]-methyl}-oxazolidin-2-one;

(S)-3-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-5-[(3aR*,6aR*)-5-(6-methoxy-[1,5]naphthyridin-4-yl)-hexahydro-pyrrolo[3,4-b]pyrrole-1-carbonyl]-oxazolidin-2-one;

6-{(R)-5-[4-(6-Methoxy-[1,5]naphthyridin-4-yl)-piperazin-1-ylmethyl]-2-oxo-oxazolidin-3-yl}-4H-benzo[1,4]oxazin-3-one;

6-{(R)-5-[4-(3-Fluoro-6-methoxy-[1,5]naphthyridin-4-yl)-piperazin-1-ylmethyl]-2-oxo-oxazolidin-3-yl}-4H-benzo[1,4]oxazin-3-one;

6-{(R)-5-[4-(3-Fluoro-6-methoxy-[1,5]naphthyridin-4-yl)-piperazin-1-ylmethyl]-2-oxo-oxazolidin-3-yl}-4H-benzo[1,4]thiazin-3-one;

(R)-3-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-5-(4-quinolin-4-yl-piperazin-1-ylmethyl)-oxazolidin-2-one;

[3-(3-Fluoro-4-methyl-phenyl)-2-oxo-oxazolidin-5-ylmethyl]-4-(6-methoxy-[1,5]naphthyridin-4-yl)-piperazin-2-one ;

6-{(R)-5-[4-(6-Methoxy-[1,5]naphthyridin-4-yl)-3-oxo-piperazin-1-ylmethyl]-2-oxo-oxazolidin-3-yl}-4H-benzo[1,4]thiazin-3-one;

(R)-3-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-5-{[1-(6-methoxy-[1,5]naphthyridin-4-yl)-piperidin-3-ylamino]-methyl}-oxazolidin-2-one;

6-{(R)-5-[4-(3-Fluoro-6-methoxy-[1,5]naphthyridin-4-yl)-[1,4]diazepan-1-ylmethyl]-2-oxo-oxazolidin-3-yl}-4H-benzo[1,4]oxazin-3-one;

6-{(R)-5-[4-(3-Fluoro-6-methoxy-[1,5]naphthyridin-4-yl)-[1,4]diazepan-1-ylmethyl]-2-oxo-oxazolidin-3-yl}-4H-benzo[1,4]thiazin-3-one;

6-{(R)-5-[4-(6-Methoxy-[1,5]naphthyridin-4-yl)-[1,4]diazepan-1-ylmethyl]-2-oxo-oxazolidin-3-yl}-4H-benzo[1,4]oxazin-3-one;

6-{(R)-5-[4-(6-Methoxy-[1,5]naphthyridin-4-yl)-[1,4]diazepan-1-ylmethyl]-2-oxo-oxazolidin-3-yl}-4H-benzo[1,4]thiazin-3-one;

(R)-3-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-5-[4-(6-methoxy-[1,5]naphthyridin-4-yl)-[1,4]diazepan-1-ylmethyl]-oxazolidin-2-one;

(R)-3-(3-Fluoro-4-methyl-phenyl)-5-[4-(6-methoxy-[1,5]naphthyridin-4-yl)-[1,4]diazepan-1-ylmethyl]-oxazolidin-2-one;

(S)-3-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-5-[4-(6-methoxy-[1,5]naphthyridin-4-yl)-[1,4]diazepane-1-carbonyl]-oxazolidin-2-one;

3-(6,7-Dihydro-[1 ,4]dioxino[2,3-c]pyridazin-3-yl)-5-[4-(6-methoxy-[1,5]naphthyridin-4-yl)-piperazin-1-ylmethyl]-oxazolidin-2-one;

3-(6,7-Dihydro-[1,4]dioxino[2,3-c]pyridazin-3-yl)-5-[4-(6-methoxy-[1,5]naphthyridin-4-yl)-piperazin-1-ylmethyl]-oxazolidin-2-one;

(R)-3-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-5-({[(S)-1-(6-methoxy-[1,5]naphthyridin-4-yl)-pyrrolidin-3-yl]-methyl-amino}-methyl)-oxazolidin-2-one;

6-{5-[4-(6-Methoxy-[1,5]naphthyridin-4-yl)-piperazin-1-ylmethyl]-2-oxo-oxazolidin-3-yl}-4H-pyrido[3,2-b][1,4]oxazin-3-one;

6-((R)-5-{2-[4-(6-Methoxy-[1,5]naphthyridin-4-yl)-piperazin-1-yl]-2-oxo-ethyl}-2-oxo-oxazolidin-3-yl)-4H-benzo[1,4]thiazin-3-one;

N-[1-(6-Methoxy-[1,5]naphthyridin-4-yl)-azetidin-3-yl]-2-[(R)-2-oxo-3-(3-oxo-3,4-dihydro-2H-benzo[1,4]thiazin-6-yl)-oxazolidin-5-yl]-acetamide;

(S)-3-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-2-oxo-oxazolidine-5-carboxylic acid [1-(6-methoxy-[1,5]naphthyridin-4-yl)-azetidin-3-yl]-amide;

6-[(R)-5-({[1-(6-Methoxy-[1,5]naphthyridin-4-yl)-pyrrolidin-3-ylmethyl]-methyl-amino}-methyl)-2-oxo-oxazolidin-3-yl]-4H-benzo[1,4]thiazin-3-one;

(S)-3-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-5-({[1-(6-methoxy-[1,5]naphthyridin-4-yl)-azetidin-3-ylmethyl]-methyl-amino}-methyl)-oxazolidin-2-one;

6-((R)-5-{[1-(6-Methoxy-[1,5]naphthyridin-4-yl)-piperidin-4-ylamino]-methyl}-2-oxo-oxazolidin-3-yl)-4H-benzo[1,4]thiazin-3-one;

6-((R)-5-{[1-(6-Methoxy-[1,5]naphthyridin-4-yl)-piperidin-4-ylamino]-methyl}-2-oxo-oxazolidin-3-yl)-4H-benzo[1,4]oxazin-3-one;

(R)-3-(3-Fluoro-4-methyl-phenyl)-5-{[1-(6-methoxy-[1,5]naphthyridin-4-yl)-piperidin-4-ylamino]-methyl}-oxazolidin-2-one;

6-((R)-5-{[1-(3-Fluoro-6-methoxy-[1,5]naphthyridin-4-yl)-piperidin-4-ylamino]-methyl}-2-oxo-oxazolidin-3-yl)-4H-benzo[1,4]thiazin-3-one;

6-((R)-5-{[1-(3-Fluoro-6-methoxy-[1,5]naphthyridin-4-yl)-piperidin-4-ylamino]-methyl}-2-oxo-oxazolidin-3-yl)-4H-benzo[1,4]oxazin-3-one;

6-[(R)-5-({[1-(3-Fluoro-6-methoxy-[1,5]naphthyridin-4-yl)-piperidin-4-yl]-methyl-amino}-methyl)-2-oxo-oxazolidin-3-yl]-4H-benzo[1,4]thiazin-3-one;

6-{(R)-5-[4-Hydroxy-4-(6-methoxy-quinolin-4-yl)-piperidin-1-ylmethyl]-2-oxo-oxazolidin-3-yl}-4H-benzo[1,4]thiazin-3-one;

6-{(R)-5-[4-(3-Fluoro-6-methoxy-[1,5]naphthyridin-4-yl)-4-hydroxy-piperidin-1-ylmethyl]-2-oxo-oxazolidin-3-yl}-4H-benzo[1,4]thiazin-3-one;

6-[(R)-5-({[1-(3-Fluoro-6-methoxy-[1,5]naphthyridin-4-yl)-azetidin-3-yl]-methyl-amino}-methyl)-2-oxo-oxazolidin-3-yl]-4H-benzo[1,4]oxazin-3-one;

6-[(R)-5-({(2-Hydroxy-ethyl)-[1-(6-methoxy-[1,5]naphthyridin-4-yl)-azetidin-3-yl]-amino}-methyl)-2-oxo-oxazolidin-3-yl]-4H-benzo[1,4]thiazin-3-one;

6-[(R)-5-({[3-Hydroxy-1-(6-methoxy-[1,5]naphthyridin-4-yl)-pyrrolidin-3-ylmethyl]-amino}-methyl)-2-oxo-oxazolidin-3-yl]-4H-benzo[1,4]thiazin-3-one;

(S)-3-(3-Fluoro-4-methyl-phenyl)-2-oxo-oxazolidine-5-carboxylic acid [1-(6-methoxy-[1,5]naphthyridin-4-yl)-azetidin-3-ylmethyl]-amide;

6-((R)-5-{[1-(6-Methoxy-2-methyl-quinolin-4-yl)-azetidin-3-ylamino]-methyl}-2-oxo-oxazolidin-3-yl)-4H-benzo[1,4]thiazin-3-one;

6-{(R)-5-[4-Hydroxy-4-(6-methoxy-quinolin-4-yl)-piperidin-1-ylmethyl]-2-oxo-oxazolidin-3-yl}-4H-benzo[1,4]oxazin-3-one;

(R)-5-([1-(6-Methoxy-[1,5]naphthyridin-4-yl)-azetidin-3-yl]-methyl-amino}-methyl)-3-phenyl-oxazolidin-2-one;

(R)-3-(4-Difluoromethoxy-phenyl)-5-({[1-(6-methoxy-[1,5]naphthyridin-4-yl)-azetidin-3-yl]-methyl-amino}-methyl)-oxazolidin-2-one;

(R)-5-({[1-(6-Methoxy-[1,5]naphthyridin-4-yl)-azetidin-3-yl]-methyl-amino}-methyl)-3-(4-methyl-3-trifluoromethyl-phenyl)-oxazolidin-2-one;

(R)-3-(3-Chloro-4-fluoro-phenyl)-5-({[1-(6-methoxy-[1,5]naphthyridin-4-yl)-azetidin-3-yl]-methyl-amino -methyl}-oxazolidin-2-one;

(R)-3-(4-Ethyl-phenyl)-5-({[1-(6-methoxy-[1,5]naphthyridin-4-yl)-azetidin-3-yl]-methyl-amino}-methyl)-oxazolidin-2-one;

(R)-3-(3,4-Dimethyl-phenyl)-5-({[1-(6-methoxy-[1,5]naphthyridin-4-yl)-azetidin-3-yl]-methyl-amino}-methyl)-oxazolidin-2-one;

(R)-5-({[1-(6-Methoxy-[1,5]naphthyridin-4-yl)-azetidin-3-yl]-methyl-amino}-methyl)-3-(4-propyl-phenyl)-oxazolidin-2-one;

(R)-3-(3-Dimethylamino-phenyl)-5-({[1-(6-methoxy-[1,5]naphthyridin-4-yl)-azetidin-3-yl]-methyl-amino}-methyl)-oxazolidin-2-one;

(R)-3-(4-Bromo-3-fluoro-phenyl)-5({[1-(6-methoxy-[1 ,5]naphthyridin-4-yl)-azetidin-3-yl]-methyl-amino}-methyl)-oxazolidin-2-one;

(R)-3-(3-Bromo-4-methyl-phenyl)-5-({[1-(6-methoxy-[1,5]naphthyridin-4-yl)-azetidin-3-yl]-methyl-amino}-methyl)-oxazolidin-2-one;

(R)-3-(4-Bromo-3-methyl-phenyl)-5({[1-(6-methoxy-[1,5]naphthyridin-4-yl)-azetidin-3-yl]-methyl-amino}-methyl)-oxazolidin-2-one;

(R)-3-Benzothiazol-6-yl-5({[1-(6-methoxy-[1,5]naphthyridin-4-yl)-azetidin-3yl]-methyl-amino}-methyl)-oxazolidin-2-one;

(R)-3-Benzo[1,3]dioxol-5-yl-5-({[1-(6-methoxy-[1,5]naphthyridin-4-yl)-azetidin-3-yl]-methyl-amino}-methyl)-oxazolidin-2-one;

(R)-3-Benzothiazol-5-yl-5({[1-(6-methoxy-[1,5]naphthyridin-4-yl)-azetidin-3-yl]-methyl-amino}-methyl)-oxazolidin-2-one;

(R)-3-(3-Fluoro-phenyl)-5({[1-(6-methoxy-[1,5]naphthyridin-4-yl)-azetidin-3-yl]-methyl-amino}-methyl)-oxazolidin-2-one;

1-(6-Methoxy-[1,5]naphthyridin-4-yl)-azetidine-3-carboxylic acid [(R)-3-(3-fluoro-4-methyl-phenyl)-2-oxo-oxazolidin-5-ylmethyl]-amide;

3-(3-Fluoro-4-methyl-phenyl)-5-(2-{[1-(6-methoxy-[1,5]naphthyridin-4-yl)-azetidin-3-ylmethyl]-amino 1-ethyl)-oxazolidin-2-one;

6-[(R)-5-({[1-(6-Methoxy-[1,5]naphthyridin-4-yl)-azetidin-3-yl]-methyl-amino}-methyl)-2-oxo-oxazolidin-3-yl]-4H-pyrido[3,2-b][1,4]oxazin-3-one;

6-{(R)-5-[(1S,4S)-5-(6-Methoxy-[1,5]naphthyridin-4-yl)-2,5-diaza-bicyclo[2.2.1]hept-2-ylmethyl]-2-oxo-oxazolidin-3-yl}-4H-benzo[1,4]oxazin-3-one;

6-{(R)-5-[(1S,4S)-5-(6-Methoxy-[1,5]naphthyridin-4-yl)-2,5-diaza-bicyclo[2.2.1]hept-2-ylmethyl]-2-oxo-oxazolidin-3-yl}-4H-benzo[1,4]thiazin-3-one;

(R)-3-(6,7-Dihydro-[1,4]dioxino[2,3-c]pyridazin-3-yl)-5-([1-(6-methoxy-[1,5]naphthyridin-4-yl)-azetidin-3-yl]-methyl-amino}-methyl)-oxazolidin-2-one;

(R)-3-(3-Fluoro-4-methyl-phenyl)-5-({[1-(6-methoxy-[1,5]naphthyridin-4-yl)-azetidin-3-ylmethyl]-amino}-methyl)-oxazolidin-2-one;

7-Fluoro-6-((R)-5-{[1-(3-fluoro-6-methoxy-[1 ,5]naphthyridin-4-yl)-azetidin-3-ylamino]-methyl}-2-oxo-oxazolidin-3-yl)-4H-benzo[1,4]thiazin-3-one;

6-((R)-5-{[1-(6-Methoxy-quinolin-4-yl)-azetidin-3-ylamino]-methyl}-2-oxo-oxazolidin-3-yl)-4H-benzo[1,4]oxazin-3-one;

6-((R)-5-{[1-(3-Methoxy-quinolin-5-yl)-azetidin-3-ylamino]-methyl}-2-oxo-oxazolidin-3-yl)-4H-benzo[1,4]thiazin-3-one;

6-((R)-5-{[1-(2-Methoxy-quinolin-8-yl)-azetidin-3-ylamino]-methyl}-2-oxo-oxazolidin-3-yl)-4H-benzo[1,4]thiazin-3-one;

6-((R)-5-≡[1-(7-Fluoro-2-methoxy-quinolin-8-yl)-azetidin-3-ylamino]-methyl}-2-oxo-oxazolidin-3-yl)-4H-benzo[1,4]thiazin-3-one;

6-((R)-5-{[1-(6-Fluoro-quinolin-4-yl)-azetidin-3-ylamino]-methyl}-2-oxo-oxazolidin-3-yl)-4H-benzo[1,4]thiazin-3-one;

4-(3-{[(R)-2-oxo-3-(3-oxo-3,4-dihydro-2H-benzo[1,4]thiazin-6-yl)-oxazolidin-5-ylmethyl]-amino}-azetidin-1-yl)-quinoline-6-carbonitrile;

6-[(R)-5-({[1-(2-Methoxy-quinolin-8-yl)-azetidin-3-ylmethyl]-amino}-methyl)-2-oxo-oxazolidin-3-yl]-4H-benzo[1,4]thiazin-3-one;

6-[(R)-5-({[1-(3-Methoxy-quinolin-5-yl)-azetidin-3-ylmethyl]-amino}-methyl)-2-oxo-oxazolidin-3-yl]-4H-benzo[1,4]thiazin-3-one;

6-((S)-5-{[(S)-1-(3-Fluoro-6-methoxy-[1,5]naphthyridin-4-yl)-pyrrolidin-3-ylamino]-methyl}-2-oxo-oxazolidin-3-yl)-4H-benzo[1,4]thiazin-3-one;

6-((S)-5-{[1-(6-Methoxy-[1,5]naphthyridin-4-yl)-piperidin-4-ylamino]-methyl}-2-oxo-oxazolidin-3-yl)-4H-benzo[1,4]thiazin-3-one;

6-{(S)-5-[4-(6-Methoxy-[1,5]naphthyridin-4-yl)-[1,4]diazepan-1-ylmethyl]-2-oxo-oxazolidin-3-yl}-4H-benzo[1,4]thiazin-3-one;

6-[(R)-5-({[(R)-1-(6-Methoxy-[1,5]naphthyridin-4-yl)-pyrrolidin-3-ylmethyl]-amino}-methyl)-2-oxo-oxazolidin-3-yl]-4H-benzo[1,4]oxazin-3-one;

6-[(R)-5-({[(S)-1-(6-Methoxy-[1,5]naphthyridin-4-yl)-pyrrolidin-3-ylmethyl]-amino}-methyl)-2-oxo-oxazolidin-3-yl]-4H-benzo[1,4]oxazin-3-one;

(R)-5-{[(S)-1-(3-Fluoro-6-methoxy-[1,5]naphthyridin-4-yl)-pyrrolidin-3-ylamino]-methyl}-3-(4-methoxy-phenyl)-oxazolidin-2-one;

(R)-3-(4-Ethoxy-phenyl)-5-{[(S)-1-(3-fluoro-6-methoxy-[1,5]naphthyridin-4-yl)-pyrrolidin-3-ylamino]-methyl}-oxazolidin-2-one;

(R)-3-(4-Difluoromethoxy-phenyl)-5-{[(S)-1-(3-fluoro-6-methoxy-[1,5]naphthyridin-4-yl)-pyrrolidin-3-ylamino]-methyl}-oxazolidin-2-one;

6-((R)-5-{[(S)-1-(6-Methoxy-quinolin-4-yl)-pyrrolidin-3-ylamino]-methyl}-2-oxo-oxazolidin-3-yl)-4H-benzo[1,4]thiazin-3-one ;

6-[(R)-5-({[(S)-1-(6-Methoxy-quinolin-4-yl)-pyrrolidin-3-ylmethyl]-amino}-methyl)-2-oxo-oxazolidin-3-yl]-4H-benzo[1,4]thiazin-3-one;

(R)-5-{[1-(6-Methoxy-[1,5]naphthyridin-4-yl)-azetidin-3-ylamino]-methyl}-3-(4-methoxy-phenyl)-oxazolidin-2-one ;

(R)-3-(4-Ethoxy-phenyl)-5-{[1-(6-methoxy-[1,5]naphthyridin-4-yl)-azetidin-3-ylamino]-methyl}-oxazolidin-2-one;

(R)-3-(4-Difluoromethoxy-phenyl)-5-{[1-(6-methoxy-[1,5]naphthyridin-4-yl)-azetidin-3-ylamino]-methyl}-oxazolidin-2-one;

6-((R)-5-{[(R)-1-(6-Fluoro-quinolin-4-yl)-pyrrolidin-3-ylamino]-methyl}-2-oxo-oxazolidin-3-yl)-4H-benzo[1,4]thiazin-3-one;

4-((R)-3-{[(R)-2-Oxo-3-(3-oxo-3,4-dihydro-2H-benzo[1,4]thiazin-6-yl)-oxazolidin-5-ylmethy]-amino}-pyrrolidin-1-yl)-quinoline-6-carbonitrile;

6-((R)-5-{[1-(6-Fluoro-quinolin-4-yl)-piperidin-4-ylamino]-methyl}-2-oxo-oxazolidin-3-yl)-4H-benzo[1,4]thiazin-3-one;

4-(4-{[(R)-2-Oxo-3-(3-oxo-3,4-dihydro-2H-benzo[1,4]thiazin-6-yl)-oxazolidin-5-ylmethyl]-amino}-piperidin-1-yl)-quinoline-6-carbonitrile;

6-((R)-5-[(3S,4S)-4-Methoxy-1-(6-methoxy-[1,5]naphthyridin-4-yl)-pyrrolidin-3-ylamino]-methyl}-2-oxo-oxazolidin-3-yl)-4H-benzo[1,4]oxazin-3-one;

(R)-5-{[1-(6-Methoxy-[1,5]naphthyridin-4-yl)-piperidin-4-ylamino]-methyl}-3-(4-methoxy-phenyl)-oxazolidin-2-one;

(R)-3-(4-Ethoxy-phenyl)-5-{[1-(6-methoxy-[1,5]naphthyridin-4-yl)-piperidin-4-ylamino]-methyl}-oxazolidin-2-one;

(R)-3-(4-Difluoromethoxy-phenyl)-5-{[1-(6-methoxy-[1,5]naphthyridin-4-yl)-piperidin-4-ylamino]-methyl}-oxazolidin-2-one; or

6-[(R)-5-({[1-(6-Methoxy-quinolin-4-yl)-azetidin-3-ylmethyl]-amino}-methyl)-2-oxo-oxazolidin-3-yl]-4H-benzo[1,4]thiazin-3-one.

5. A compound of formula (I N ),

wherein

R 1 represents hydrogen, alkoxy, halogen or cyano;

one or two of U, V, W, and X represent(s) N and the remaining each represent CH, or, in the case of X, represent CR a ;

R a represents hydrogen or halogen;

R 6 represents hydrogen or (C 1 -C 4 )alkyl;

A represents N;

B represents N, D represents a bond, E represents CH 2 or CO, R 2 , R 3 , R 4 and R 5 each represent H, m represents the integer 2, and n represents the integer 1; or

B represents N; D represents a bond; E represents CH 2 or *—COCH 2 — wherein the asterisk indicates the bond which is attached to B; R 2 , R 3 , R 4 and R 5 each represent H, or R 4 and R 5 represent H and R 2 and R 3 together with the carbon atom to which they are attached to form a carbonyl group, or R 2 and R 3 represent H and R 4 and R 5 together with the carbon atom to which they are attached to form a carbonyl group, or R 2 and R 4 represent H and R 3 and R 5 together form a methylene bridge; and m and n each represent the integer 1; or

B represents C(OH), D represents a bond, E represents CH 2 , R 2 , R 3 , R 4 and R 5 each represent H, and m and n each represent the integer 1; or

B represents CH, D represents NR b , E represents CH 2 , R 2 , R 3 , R 4 and R 5 each represent H, R b represents H or (C 1 -C 4 )alkyl, and m and n each represent the integer 1; or

B represents CH, D represents NH, E represents CH 2 , R 2 , R 3 , R 4 and R 5 each represent H, m represents the integer 2, and n represents the integer 0; or

B represents CH; D represents NR c ; E represents CH 2 , CO or CH 2 CH 2 ; R 2 , R 3 , R 4 and R 5 each represent H and R c represents H or (C 1 -C 4 )alkyl, or R c , R 3 , R 4 and R 5 each represent H and R 2 represents hydroxy, (C 1 -C 4 )alkoxy, (C 1 -C 4 )alkoxy-carbonyl, or carboxy, or R 3 , R 4 and R 5 each represent H and R c forms together with R 2 an ethane-1,2-diyl bridge; m represents the integer 1, and n represents the integer 0; or

B represents CH; D represents *—CH(R d )—N(R e )— wherein the asterisk indicates the bond which is attached to B; E represents CH 2 or CO; R d , R and R 5 each represent H and R e represents H or (C 1 -C 4 )alkyl, or R e , R 3 , R 4 and R 5 each represent H and R d and R 2 together form a bond, or R d , R 2 , R 3 and R 5 each represent H and R e and R 4 together form a methylene bridge, or R d , R e , R 3 , R 4 and R 5 each represent H and R 2 represents hydroxy; m represents the integer 1, and n represents the integer 0; or

B represents CH, D represents *—CONH— wherein the asterisk indicates the bond which is attached to B, E represents CH 2 , R 2 , R 3 , R 4 and R 5 each represent H, m represents the integer 1, and n represents the integer 0; or

B represents CH, D represents NH, E represents CH 2 or CO, R 2 , R 3 and R 5 each represent H and R 4 represents hydroxymethyl, m represents the integer 0, and n represents the integer 1; or

B represents C(OH), D represents *—CH 2 —NH— wherein the asterisk indicates the bond which is attached to B, E represents CH 2 , R 2 , R 3 , R 4 and R 5 each represent H, m represents the integer 1, and n represents the integer 0; or

B represents CH, D represents *—CO—NH— wherein the asterisk indicates the bond which is attached to B, E represents CH 2 , R 2 , R 3 , R 4 and R 5 each represent H, and m and n each represent the integer 0; or

B represents CH, D represents *—CH 2 —N(R f )— wherein the asterisk indicates the bond which is attached to B, E represents CH 2 , CH 2 CH 2 or CO, R 2 , R 3 , R 4 and R 5 each represent H, R f represents H or (C 1 -C 4 )alkyl, and m and n each represent the integer 0; or

B represents CH; D represents NR g ; E represents CH 2 , CH 2 CH 2 , CO or *—COCH 2 — wherein the asterisk indicates the bond which is attached to B; R 2 , R 3 , R 4 and R 5 each represent H; R g represents H, (C 1 -C 4 )alkyl or (C 2 -C 4 )alkyl which is mono- or di-substituted with hydroxy; and m and n each represent the integer 0;

G represents pyridin-2-yl which is mono-substituted in position 5, wherein the substituent is (C 1 -C 4 )alkyl or fluoroalkyl; or

G represents 6,7-dihydro-[1,4]dioxino[2,3-c]pyridazin-3-yl; or

G represents:

R h represents hydrogen or fluorine;

M represents CH or N; and Q and Q′ independently represent O or S; and

R N1 and R N2 independently represent (C 1 -C 4 )alkyl, or together with the nitrogen that carries them form a pyrrolidine ring;

or a salt of said compound.

6. The compound of claim 5 , wherein

R 6 represents hydrogen;

B represents N, D represents a bond, E represents CH 2 or CO, R 2 , R 3 , R 4 and R 5 each represent H, m represents the integer 2, and n represents the integer 1; or

B represents C(OH), D represents a bond, E represents CH 2 , R 2 , R 3 , R 4 and R 5 each represent H, and m and n each represent the integer 1; or

B represents CH, D represents NR b , E represents CH 2 , R 2 , R 3 , R 4 and R 5 each represent H, R b represents H or (C 1 -C 4 )alkyl, and m and n each represent the integer 1; or

B represents CH, D represents NH, E represents CH 2 , R 2 , R 3 , R 4 and R 5 each represent H, m represents the integer 2, and n represents the integer 0; or

B represents CH; D represents *—CH(R d )—N(R e )— wherein the asterisk indicates the bond which is attached to B; E represents CH 2 or CO; R d , R 2 , R 3 , R 4 and R 5 each represent H and R e represents H or (C 1 -C 4 )alkyl, or R e , R 3 , R 4 and R 5 each represent H and R d and R 2 methylene bridge, or R d , R e , R 3 , R 4 and R 5 each represent H and R 2 represents hydroxy; m represents the integer 1, and n represents the integer 0; or

B represents CH, D represents NH, E represents CH 2 or CO, R 2 , R 3 and R 5 each represent H and R 4 represents hydroxymethyl, m represents the integer 0, and n represents the integer 1; or

B represents CH; D represents NR g ; E represents CH 2 , CH 2 CH 2 , CO or *—COCH 2 — wherein the asterisk indicates the bond which is attached to B; R 2 , R 3 , R 4 and R 5 each represent H; R g represents H, (C 1 -C 4 )alkyl or 2-hydroxyethyl; and m and n each represent the integer 0; and

G represents pyridin-2-yl which is mono-substituted in position 5, wherein the substituent is (C 1 -C 4 )alkyl or fluoroalkyl; or

G represents 6,7-dihydro-[1,4]dioxino[2,3-c]pyridazin-3-yl; or

G represents:

wherein

M represents CH or N; and Q and Q′ independently represent O or S;

or a salt of said compound.

7. The compound of claim 5 , which is also a compound of formula (I N-P1 ),

wherein

R 1 represents alkoxy, halogen or cyano;

one or two of U, V, W, and X represent(s) N and the remaining each represent CH, or, in the case of X, represent CR a ;

R a represents hydrogen or halogen;

A represents N;

B represents N, D represents a bond, E represents CH 2 , R 2 , R 3 , R 4 and R 5 each represent H, and m and n each represent the integer 1; or

B represents C(OH), D represents a bond, E represents CH 2 , R 2 , R 3 , R 4 and R 5 each represent H, and m and n each represent the integer 1; or

B represents CH, D represents *—CH 2 —NH— wherein the asterisk indicates the bond which is attached to B, E represents CH 2 or CO, R 2 , R 3 , R 4 and R 5 each represent H, and m and n each represent the integer 0; or

B represents CH, D represents NH, E represents CH 2 , R 2 , R 3 , R 4 and R 5 each represent H, m represents the integer 1, and n represents the integer 0;

G represents pyridin-2-yl which is mono-substituted in position 5, wherein the substituent is (C 1 -C 4 )alkyl or fluoroalkyl; or

G represents:

wherein

Q and Q′ independently represent O or S; and

R N1 and R N2 independently represent (C 1 -C 4 )alkyl, or together with the nitrogen that carries them form a pyrrolidine ring;

or a salt of said compound.

8. The compound of claim 5 , wherein two of U, W, and X represent N and the remaining and V each represent CH, or, in the case of X, represent CR a ; wherein R a represents hydrogen or fluorine; or a salt of said compound.

9. The compound of claim 5 , wherein A represents N; and

B represents N, D represents a bond, E represents CH 2 or CO, R 2 , R 3 , R 4 and R 5 each represent H, m represents the integer 2, and n represents the integer 1; or

B represents N; D represents a bond; E represents CH 2 or *—COCH 2 — wherein the asterisk indicates the bond which is attached to B; R 2 , R 3 , R 4 and R 5 each represent H; and m and n each represent the integer 1; or

B represents C(OH), D represents a bond, E represents CH 2 , R 2 , R 3 , R 4 and R 5 each represent H, and m and n each represent the integer 1; or

B represents CH, D represents NR b , E represents CH 2 , R 2 , R 3 , R 4 and R 5 each represent H, R b represents H or (C 1 -C 4 )alkyl, and m and n each represent the integer 1; or

B represents CH; D represents NR c ; E represents CH 2 , CO or CH 2 CH 2 ; R 2 , R 3 , R 4 and R 5 each represent H and R c represents H or (C 1 -C 4 )alkyl, or R 3 , R 4 and R 5 each represent H and R c forms together with R 2 an ethane-1,2-diyl bridge; m represents the integer 1, and n represents the integer 0; or

B represents CH; D represents *—CH(R d )—N(R e )— wherein the asterisk indicates the bond which is attached to B; E represents CH 2 or CO; R d , R 2 , R 3 , R 4 and R 5 each represent H and R e represents H or (C 1 -C 4 )alkyl, or R e , R 3 , R 4 and R 5 each represent H and R d and R 2 together form a bond; m represents the integer 1, and n represents the integer 0; or

B represents CH; D represents NR g ; E represents CH 2 , CH 2 CH 2 or CO; R 2 , R 3 , R 4 and R 5 each represent H; R g represents H, (C 1 -C 4 )alkyl or 2-hydroxyethyl; and m and n each represent the integer 0;

or a salt of said compound.

10. The compound of claim 5 , wherein R 2 , R 3 , R 4 and R 5 each represent H;

or a salt of said compound.

11. The compound of claim 5 , wherein

E represents CH 2 or CH 2 CH 2 ;

or a salt of said compound.

12. The compound of claim 5 , wherein

m represents the integer 0 or 1 and n represents the integer 0;

or a salt of said compound.

13. The compound of claim 5 , wherein

G represents phenyl which is mono-substituted in position 4, or disubstituted in positions 3 and 4, wherein each substituent is independently (C 1 -C 3 )alkyl, (C 1 -C 3 )alkoxy, fluoroalkyl, fluoroalkoxy or halogen;

or a salt of said compound.

14. The compound of claim 5 , wherein

G represents 6,7-dihydro-[1,4]dioxino[2,3-c]pyridazin-3-yl; or

G represents:

M represents CH or N; and Q and Q′ independently represent O or S;

or a salt of said compound.

15. The compound of claim 5 , wherein G represents 2,3-dihydro-benzo[1,4]dioxin-6-yl, 3-oxo-3,4-dihydro-2H-benzo[1,4]oxazin-6-yl, 3-oxo-3,4-dihydro-2H-benzo[1,4]thiazin-6-yl, 3-oxo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazin-6-yl or 2-oxo-1,2-dihydro-quinolin-7-yl;

or a salt of said compound.

16. The compound of claim 6 , wherein said compound is:

(S)-3-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-5-({[1-(6-methoxy-[1,5]naphthyridin-4-yl)-azetidin-3-ylmethyl]-amino}-methyl)-oxazolidin-2-one;

(S)-3-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-2-oxo-oxazolidine-5-carboxylic acid [1-(6-methoxy-[1,5]naphthyridin-4-yl)-azetidin-3-ylmethyl]-amide;

3-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-5-[4-hydroxy-1-(6-methoxy-quinazolin-4-yl)-piperidin-4-ylmethyl]-oxazolidin-2-one;

3-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-5-[4-hydroxy-1-(6-methoxy-[1,5]naphthyridin-4-yl)-piperidin-4-ylmethyl]-oxazolidin-2-one;

3-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-5-[4-(6-methoxy-quinazolin-4-yl)-piperazin-1-ylmethyl]-oxazolidin-2-one;

6-{5-[4-(6-Methoxy-quinazolin-4-yl)-piperazin-1-ylmethyl]-2-oxo-oxazolidin-3-yl}-4H-benzo[14]thiazin-3-one.

3-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-5-[4-(6-methoxy-[1,5]naphthyridin-4-yl)-piperazin-1-ylmethyl]-oxazolidin-2-one;

(R)-3-(2,3-Dihydro-benzo[1 ,4]dioxin-6-yl)-5-[4-(6-methoxy-[1,5]naphthyridin-4-yl)-piperazin-1-ylmethyl]-oxazolidin-2-one;

(R)-5-[4-(6-Methoxy-[1 ,5]naphthyridin-4-yl)-piperazin-1-ylmethyl]-3-(3-trifluoromethoxy-phenyl)-oxazolidin-2-one;

(R)-5-[4-(6-Methoxy-[1,5]naphthyridin-4-yl)-piperazin-1-ylmethyl]-3-(4-trifluoromethoxy-phenyl)-oxazolidin-2-one;

(R)-5-[4-(6-Methoxy-[1 ,5]naphthyridin-4-yl)-piperazin-1-ylmethyl]-3-phenyl-oxazolidin-2-one;

(R)-3-(4-Bromo-3-fluoro-phenyl)-5-[-4-(6-methoxy-[1,5]naphthyridin-4-yl)-piperazin-1-ylmethyl]-oxazolidin-2-one;

(R)-3-(3,4-Dimethoxy-phenyl)-5-[4-(6-methoxy-[1,5]naphthyridin-4-yl)-piperazin-1-ylmethyl]-oxazolidin-2-one;

(R)-3-(4-Fluoro-phenyl)-5-[4-(6-methoxy-[1,5]naphthyridin-4-yl)-piperazin-1-ylmethyl]-oxazolidin-2-one ;

(R)-5-[4-(6-Methoxy-[1,5]naphthyridin-4-yl)-piperazin-1-ylmethyl]-3-(3-trifluoromethyl-phenyl)-oxazolidin-2-one;

(R)-3-(3-Chloro-4-fluoro-phenyl)-5-[4-(6-methoxy-[1,5]naphthyridin-4-yl)-piperazin-1-ylmethyl]-oxazolidin-2-one;

(R)-5-[4-(6-Methoxy-[1,5]naphthyridin-4-yl)-piperazin-1-ylmethyl]-3-(4-methyl-3-trifluoromethyl-phenyl)-oxazolidin-2-one;

(R)-3-Benzothiazol-6-yl-5-[4-(6-methoxy-[1,5]naphthyridin-4-yl)-piperazin-1-ylmethyl]-oxazolidin-2-one;

(R)-3-(4-Difluoromethoxy-phenyl)-5-[-4-(6-methoxy-[1,5]naphthyridin-4-yl)-piperazin-1-ylmethyl]-oxazolidin-2-one;

3-{(R)-5-[4-(6-Methoxy-[1,5]naphthyridin-4-yl)-piperazin-1-ylmethyl]-2-oxo-oxazolidin-3-yl}-benzonitrile;