IP Library Granted Patent US 7,115,605
Granted Patent B2
US 7,115,605 · App. 10/818,074 · Granted Oct 3, 2006

Peptide deformylase inhibitors

Assignee: SmithKline Beecham Corporation
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 7,115,605
App. No.
10/818,074
Granted
Oct 3, 2006
Kind
B2
Abstract

PDF inhibitors and novel methods for their use are provided.

Claims (43)

1. A method of treating a bacterial infection by administering a compound according to formula (I):

wherein

X is C or O

n is 1 or 2, and

Ar is an aryl group selected from the group consisting of phenyl, azaindolyl, pyridyl, indolyl, quinolinyl, pyrazinyl, benzenethiophenyl, isoxazolyl, isoquinolinyl, napthyl, oxazolyl, isothiazolyl, benzothiaphenyl, furyl, pyridazinyl, thienyl, benzofuryl, imidazolyl, and thiazolyl, wherein Ar may be optionally substituted with one, two, or three substituents selected from the group consisting of optionally substituted alkyl or cycloalkyl of one to nine carbons, halo, alkoxy of one to nine carbons, hydroxy, amino, hydroxyalkyl of one to nine carbons, alkoxyalkyl, wherein the alkyl and alkylene groups are independently of one to nine carbons, optionally substituted aryl or optionally substituted heteroaryl, azaindolyl, carboxy, and alkoxycarbonyl or a pharmaceutically acceptable salt thereof.

2. A method according to claim 1 wherein the Ar group is selected from the group consisting of:

2-(3-Phenyl-5-Azaindole), 7-Quinoline, 5-Isoquinoline, Phenyl, 3-Methyl-2-pyridyl, 2-Trifluoromethylphenyl, 3-Bromophenyl, 2-Benzyloxyphenyl, 3-Chloro-4-fluorophenyl, 3,5-Dichlorophenyl, 2,3-Dichlorophenyl, 4-(3-Methyl propionate) phenyl, 4-Acetylphenyl, 4-Chloro- 3-methyiphenyl, 3-Chloro-4-methylphenyl, Naphthalene, 2,4,5-Trifluorophenyl, 2-Chiorophenyl, and 3-Hydroxyphenyl or a pharmaceutically acceptable salt thereof.

3. A method according to claim 2 wherein the compound is selected from the group consisting of:

N-Formyl-N-hydroxy-2-[3-(5-azaindole)phenoxy]ethylamine;

N-Formyl-N-hydroxy-2-(7-quinolinoxy)ethylamine;

N-Formyl-N-hydroxy-2-(5-isoquinolinoxy)ethylamine;

N-Formyl-N-hydroxy-3-phenylpropylamine;

N-Formyl-N-hydroxy-4-phenylbutylamine;

N-Formyl-N-hydroxy-3-(3-methyl-2-pyridyl)propylamine;

N-Hydroxy-(2-phenoxyethyl)formamide;

N-Formyl-N-hydroxy-2-(2 trifluoromethylphenoxy)ethylamine;

N-Formyl-N-hydroxy-2-(3-bromophenoxy)ethylamine;

N-Formyl-N-hydroxy-2-(2-benzyloxyphenoxy)ethylamine;

N-Formyl-N-hydroxy-2-(3-chloro-4-fluorophenoxy)ethylamine;

N-Formyl-N-hydroxy-2-(3,5-dichlorophenoxy)ethylamine;

N-Formyl-N-hydroxy-2-(2,3-dichlorophenoxy)ethylamine;

N-Formyl-N-hydroxy-2-[4-(3-methylpropionate)phenoxy]ethylamine;

N-Formyl-N-hydroxy-2-(4-acetylphenoxy)ethylamine;

N-Formyl-N-hydroxy-2-(4-chloro-3-methylphenoxy)ethylamine;

N-Formyl-N-hydroxy-2-(3-chloro-4-methylphenoxy)ethylamine;

N-Formyl-N-hydroxy-2-(naphthalen-1-yloxy)ethylamine;

N-Formyl-N-hydroxy-2-(naphthalen-2-yloxy)ethylamine;

N-Formyl-N-hydroxy-2-(2,4,5-trifluorophenoxy)ethylamine;

N-Formyl-N-hydroxy-2-(2-chlorophenoxy)ethylamine; and

N-Formyl-N-hydroxy-2-(3-hydroxyphenoxy)ethylamine; or a pharmaceutically acceptable salt thereof.

4. A method according to claim 1 of treating a bacterial infection wherein the bacterial infection is a respiratory tract infection.

5. A method according to claim 1 of treating a bacterial infection wherein the bacterial infection is Gram positive infection.

6. A method according to claim 1 of treating a bacterial infection wherein the bacterial infection is an infection with staphylococci, streptococci, or enterococci.

7. A method according to claim 2 of treating a bacterial infection wherein the bacterial infection is a respiratory tract infection.

8. A method according to claim 2 of treating a bacterial infection wherein the bacterial infection is Gram positive infection.

9. A method according to claim 2 of treating a bacterial infection wherein the bacterial infection is an infection with staphylococci, streptococci, or enterococci.

10. A method according to claim 3 of treating a bacterial infection wherein the bacterial infection is a respiratory tract infection.

11. A method according to claim 3 of treating a bacterial infection wherein the bacterial infection is Gram positive infection.

12. A method according to claim 3 of treating a bacterial infection wherein the bacterial infection is an infection with staphylococci, streptococci, or enterococci.

13. A method according to claim 1 wherein the pharmaceutically acceptable salt is a HCl, HBr, or trifluoroacetate salt.

14. A method according to claim 2 wherein the pharmaceutically acceptable salt is a HCl, HBr, or trifluoroacetate salt.

15. A method according to claim 3 wherein the pharmaceutically acceptable salt is a HCl, HBr, or trifluoroacetate salt.

16. A method according to claim 1 which comprises a daily dosage regimen for oral administration of about 0.01 mg/Kg to 40 mg/Kg of a compound of formula (I) or a pharmaceutically acceptable salt thereof.

Assignments (1)
CHANGE OF NAME Recorded Jan 8, 2010
From: SMITHKLINE BEECHAM CORPORATION
To: GLAXOSMITHKLINE LLC
Reel/Frame 023750/0387 →
Continuity (4)
Division 1027552200
Provisional Application 6023808400 · Oct 4, 2000
Provisional Application 6020194300 · May 5, 2000
Related Publication 20040192719A1 · Sep 30, 2004