IP Library Granted Patent US 7,745,637
Granted Patent B2
US 7,745,637 · App. 11/675,788 · Granted Jun 29, 2010

Peptide deformylase inhibitors

Assignee: GlaxoSmithKline LLC
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Quick Facts
Patent No.
US 7,745,637
App. No.
11/675,788
Granted
Jun 29, 2010
Kind
B2
Abstract

Novel PDF inhibitors and novel methods for their use are provided.

Claims (16)

1. A compound according to Formula (I):

wherein

R1 is selected from the group consisting of C 1 -C 9 alkyl, C 1-2 alkylAr, and Ar;

R2 is selected from the group consisting of hydrogen, C 1 -C 9 alkyl, C 1-4 alkylAr′, NHR4, NHC(O)R4, C 2-4 alkylNR3R4, C 1-3 alkylC(O)NR3R4, C 1-3 alkylC(O)Ar′, C 2-3 alkylNHC(O)NR3R4, C 2-3 alkylNHC(O)Ar′, and C 1-2 alkylSO 2 R4;

R3 is selected from the group consisting of C1-C 9 alkyl, C 1-2 alkylAr, and Ar;

R4 is R3, Ar′, or R4 may be taken together with R3 and the nitrogen atom to which they are attached to form a heterocyclic ring which is optionally substituted with one, two, or three substituents each independently selected from the group consisting of C 1-3 alkyl, aryl, C 1-3 alkoxy (optionally substituted by one to three F), aryloxy, carboxy, oxo, hydroxy, amino, nitro, and cyano, or which may be optionally fused to an aryl, a heteroaryl, or a second heterocyclic ring;

Ar is selected from the group consisting of phenyl, furyl, and thienyl, all of which can be optionally substituted with one, two, or three substituents each independently selected from the group consisting of: C 1 -C 3 alkyl, CN, F, Cl, Br, and I; and

Ar′ is selected from the group consisting of: naphthyl, furyl, pyridyl, thienyl, thiazolyl, isothiazolyl, pyrazolyl, triazolyl, tetrazolyl, imidazolyl, imidazolidinyl, benzofuranyl, indolyl, thiazolidinyl, isoxazolyl, oxadiazolyl, thiadiazolyl, pyrrolyl, and pyrimidyl, all of which can be optionally substituted with one, two, or three substituents each independently selected from the group consisting of: C 1 -C 6 alkyl, C 1 -C 6 alkoxy, (CH 2 ) 0-5 CO 2 R1, C(O)N(R1) 2 , CN, (CH 2 ) 0-5 OH, NO 2 , F, Cl, Br, I, CF 3 , N(R1) 2 , and NHC(O)R1; or a pharmaceutically acceptable salt thereof.

2. A pharmaceutical composition comprising a compound according to claim 1 , or a pharmaceutically acceptable salt thereof, and a pharmaceutically acceptable carrier.

3. A compound selected from the group consisting of:

N-[(S)-2,5-Dioxo-4-pentyl-1-phenyl-imidazolidin-4-ylmethyl]-N-hydroxyformamide;

N-[(S)-1-Biphenyl-4-ylmethyl-4-butyl-2,5-dioxo-imidazolidin-4-ylmethyl]-N-hydroxyformamide;

N-{(S)-4-Butyl-1-[2-(5-chloro-3-methyl-1-benzo[b]thiophen-2-yl)-2-oxo-ethyl]-2,5-dioxo-imidazolidin-4-ylmethyl}-N-hydroxyformamide; and

2-{(S)-4-Butyl-4-[(formyl-hydroxy-amino)methyl]-2,5-dioxo- imidazolidin-1-yl}-N-(3,5-dichlorophenyl)acetamide;

or a pharmaceutically acceptable salt thereof.

4. A pharmaceutical composition comprising a compound according to claim 3 , or a pharmaceutically acceptable salt thereof, and a pharmaceutically acceptable carrier.

Assignments (1)
CHANGE OF NAME Recorded May 18, 2010
From: SMITHKLINE BEECHAM CORPORATION
To: GLAXOSMITHKLINE LLC
Reel/Frame 024399/0253 →
Continuity (1)
Related Publication 20070155810A1 · Jul 5, 2007