IP Library › Granted Patent US 9,340,564
Granted Patent B2
US 9,340,564 · App. 14/731,650 · Granted May 17, 2016

Phenicol antibacterials

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Quick Facts
Patent No.
US 9,340,564
App. No.
14/731,650
Granted
May 17, 2016
Kind
B2
Abstract

The present invention provides novel phenicol derivatives, their use for the treatment of infections in mammals, pharmaceutical composition containing these novel compounds, and methods for the preparation of these compounds.

Claims (15)

1. A method for controlling or treating infections in livestock by administering to an animal in need of a therapeutically effective amount of a compound of Formula II, its enantiomers, diastereomers, or pharmaceutically acceptable salts thereof

wherein W is —H or —PO(OH)2; and X and Y are each independently halo.

2. The method of claim 1 wherein X and Y are both fluoro.

3. The method of claim 1 wherein the livestock is cattle or swine.

4. The method of claim 3 wherein the livestock is cattle.

5. The method of claim 1 wherein the compound of Formula II is N-(1-(4-(6-(1- aminoethyl)pyridin-3-yl)phenyl)-3-fluoro-1-hydroxyprop an-2-yl)-2,2-difluoroacetamide, its enantiomers, diastereomers, or pharmaceutically acceptable salt thereof.

6. The method of claim 5 wherein the compound of Formula II is N-(( 1R,2S)-1-(4-(6-(RS)-1-aminoethyl)pyridin-3-yl)phenyl)-3-fluoro-1-hydroxypropan-2-yl)-2,2-difluoroacetamide or (1R,2S)-1-(4-(6-(RS)-1-aminoethyl)pyridin-3-yl)phenyl)-2-(2,2-difluoroacetamido )-3-fluoropropyl dihydrogen phosphate.

7. The method of claim 6 wherein the compound of Formula II is N-(( 1R,2S)-1-(4-(6-((S)-1-aminoethyl)pyridin-3-yl)phenyl)-3-fluoro-1-hydroxypropan-2-yl)-2,2-difluoroacetamide or (1R,2S)-1-(4-(6-((S)-1- aminoethyl)pyridin-3-yl)phenyl)-2- (2,2-difluoroacetamido)-3-fluoropropyl dihydrogen phosphate.

8. The method of claim 1 wherein the compound of Formula II is selected from:

N-((1R,2S)-1-(4- (6- (1- aminoethyl)pyridin-3-yl)phenyl)-3-fluoro-1-hydroxypropan-2-yl)-2,2-dichloroacetamide;

(1R,2S)-1-(4- (6- (1-aminoethyl)pyridin-3-yl)phenyl)-2-(2,2-dichloroacetamido)-3-fluoropropyl hydrogen phosphate sodium;

(1R,2S)-1-(4-(6- (1- aminoethyl)pyridin-3-yl)phenyl)-2-(2,2-dichloroacetamido)-3-fluoropropyl dihydrogen phosphate;

(1R,2S)-1-(4- (6-(1-aminoethyl)pyridin-3-yl)phenyl)-2-(2,2-difluoroacetamido)-3-fluoropropyl hydrogen phosphate sodium; and

(1R,2S)-1-(4-(6-(1- aminoethyl)pyridin-3-yl)phenyl)-2-(2,2-difluoroacetamido)-3-fluoropropyl dihydrogen phosphate.

9. The compound N4(1R,2S)-1-(4-(6-(1-aminocyclopropyl)pyridin-3-yl) phenyl)-3-fluoro-1-hydroxypropan-2-yl)-2,2-difluoroacetamide, its enantiomers, diastereomers, or a pharmaceutically acceptable salt thereof.