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US 10,246,451 B2Granted
Propionic acid derivatives and methods of use thereof
AssigneeAviara Pharmaceuticals, Inc.
InventorsRonald J. Biediger, Michele A. Benish, Robert V. Market, Michael M. Savage, Brandon M. Young
Life of this patent
Estimating the term…
Abstract
Provided herein are compounds and pharmaceutical compositions of formula I where R1, R2, R3, R4, R5, X and R6 are as described herein. Also provided pharmaceutically acceptable salts or stereoisomer(s) of these compounds. In addition methods are provided for antagonizing the action of an α4-integrin to treat various pathophysiological conditions.
Claims14
A compound of formula I having a chemical structure of
- wherein
- R1 and R2 are independently hydrogen, halogen, C1-4 alkyl, C3-6 cycloalkyl, or arylalkyl;
- R3 is hydroxyl or oxido paired with a pharmaceutically acceptable cation;
- R4 is hydroxyl, C1-4 alkyoxy, or oxido paired with a pharmaceutically acceptable cation;
- R5 is aryl, heteroaryl or arylalkyl which is substituted with one or more of C1-4 alkyl, alkoxy, aryloxy, halogen, haloalkoxy, —CF3, hydroxyl, —OCF3, aryl, —OCF2H, —OCF2CF2H, —O(C3-6 cycloalkyl), —OCH2CF3, thioalkoxy, dialkylamino, C3-6 cycloalkyl, haloalkyl;
- X is CH2, O, or CF2;
- R6 is C1-4 alkyl, aryl, heteroaryl which is substituted with one or more of C1-4 alkyl, alkoxy, aryloxy, halogen, haloalkoxy, —CF3, hydroxyl, —OCF3, aryl, —OCF2H, —OCF2CF2H, —O(C3-6 cycloalkyl), —OCH2CF3, thioalkoxy, dialkylamino, C3-6 cycloalkyl, haloalkyl;
- or
- a pharmaceutically acceptable salt form or stereoisomer(s) thereof.
6 more elements
A compound of formula II having the chemical structure of
- wherein
- R1 and R2 are independently hydrogen or methyl;
- R4 is hydroxyl, C1-4 alkyoxy, or oxido paired with a pharmaceutically acceptable cation;
- R5 is, aryl, heteroaryl or arylalkyl which is substituted with one or more of C1-4 alkyl, alkoxy, aryloxy, halogen, haloalkoxy, —CF3, hydroxyl, —OCF3, aryl, —OCF2H, —OCF2CF2H, —O(C3-6 cycloalkyl), —OCH2CF3, thioalkoxy, dialkylamino, C3-6 cycloalkyl, haloalkyl;
- X is CH2, O, or CF2;
- and
- R6 is C1-4 alkyl, aryl, heteroaryl which is substituted with one or more of C1-4 alkyl, alkoxy, aryloxy, halogen, haloalkoxy, —CF3, hydroxyl, —OCF3, aryl, —OCF2H, —OCF2CF2H, —O(C3-6 cycloalkyl), —OCH2CF3, thioalkoxy, dialkylamino, C3-6 cycloalkyl, haloalkyl;
- or
- a pharmaceutically acceptable salt or stereoisomer(s) thereof.
6 more elements
A compound that is:
- ethyl 3-(3-(4-hydroxy-1,5-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(3-phenoxyphenyl)propanoate,
- ethyl (S)-3-(3-(4-hydroxy-1,5-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(3-phenoxyphenyl)propanoate,
- ethyl (S)-3-(3-benzylphenyl)-3-(3-(4-hydroxy-1,5-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)propanoate,
- ethyl 3-(3-(2-chlorobenzyl)phenyl)-3-(3-(4-hydroxy-1,5-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)propanoate,
- ethyl 3-(3-(3-chlorobenzyl)phenyl)-3-(3-(4-hydroxy-1,5-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)propanoate,
- ethyl 3-(3-(4-chlorobenzyl)phenyl)-3-(3-(4-hydroxy-1,5-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)propanoate,
- ethyl (S)-3-(4-(2-chlorobenzyl)phenyl)-3-(3-(4-hydroxy-1,5-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)propanoate,
- ethyl (S)-3-(3-(4-hydroxy-1,5-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(3-(2-methylbenzyl)phenyl)propanoate,
- ethyl (S)-3-(3-(4-hydroxy-1,5-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(3-(3-methylbenzyl)phenyl)propanoate,
- ethyl (S)-3-(3-(4-hydroxy-1,5-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(3-(4-methylbenzyl)phenyl)propanoate,
- ethyl (S)-3-(3-(4-hydroxy-1,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(4-(2-methoxyphenoxy)phenyl)propanoate,
- ethyl (S)-3-(3-(4-hydroxy-1,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(4-(3-methoxyphenoxy)phenyl)propanoate,
- ethyl (S)-3-(3-(4-hydroxy-1,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(3-(p-tolyloxy)phenyl)propanoate,
- ethyl (S)-3-(3-(4-hydroxy-1,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(3-(2-methylbenzyl)phenyl)propanoate,
- ethyl (S)-3-(3-(4-hydroxy-1,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(5-(2-methylbenzyl)thiophen-2-yl)propanoate,
- ethyl (S)-3-(3-(difluoro(o-tolyl)methyl)phenyl)-3-(3-(4-hydroxy-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)ureido propanoate,
- ethyl (S)-3-(3-(4-hydroxy-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(3-phenoxyphenyl)propanoate,
- ethyl (S)-3-(3-(4-hydroxy-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(4-(2-methoxyphenoxy)phenyl)propanoate,
- ethyl (S)-3-(3-(4-hydroxy-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(4-(3-methoxyphenoxy)phenyl)propanoate,
- ethyl (S)-3-(3-(4-hydroxy-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(4-(0-tolyloxy)phenyl)propanoate,
- ethyl (S)-3-(3-(4-hydroxy-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(4-(p-tolyloxy)phenyl)propanoate,
- ethyl (S)-3-(4-benzylphenyl)-3-(3-(4-hydroxy-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)propanoate,
- ethyl (S)-3-(3-(4-hydroxy-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(4-(2-methylbenzyl)phenyl)propanoate,
- ethyl (S)-3-(3-(4-hydroxy-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(4-(3-methylbenzyl)phenyl)propanoate,
- ethyl (S)-3-(3-(4-hydroxy-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(4-(4-methylbenzyl)phenyl)propanoate,
- ethyl (S)-3-(3-(2-ethylbenzyl)phenyl)phenyl)-(3-(4-hydroxy-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)propanoate,
- ethyl (S)-3-(3-(4-hydroxy-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(3-(2-methylbenzyl)phenyl)propanoate,
- ethyl (S)-3-(3-(4-hydroxy-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(3-(3-methylbenzyl)phenyl)propanoate,
- ethyl (S)-3-(3-(4-hydroxy-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(3-(4-methylbenzyl)phenyl)propanoate,
- ethyl (S)-3-(3-(4-hydroxy-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(3-(2-(trifluoromethyl)benzyl)phenyl)propanoate,
- ethyl (S)-3-(3-(4-hydroxy-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(3-(3-(trifluoromethyl)benzyl)phenyl)propanoate,
- ethyl (S)-3-(3-(4-hydroxy-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(3-(4-(trifluoromethyl)benzyl)phenyl)propanoate,
- ethyl (S)-3-(3-(2-(difluoromethoxy)benzyl)phenyl)-3-(3-(4-hydroxy-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)propanoate,
- ethyl (S)-3-(3-(4-hydroxy-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(3-(2-methoxybenzyl)phenyl)propanoate,
- ethyl (S)-3-(3-(2-fluorobenzyl)phenyl)-3-(3-(4-hydroxy-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)propanoate,
- ethyl (S)-3-(3-(2,6-dimethylbenzyl)phenyl)-3-(3-(4-hydroxy-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)propanoate,
- ethyl (S)-3-(3-(5-fluoro-2-methyl benzyl)phenyl)-3-(3-(4-hydroxy-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)propanoate,
- ethyl (S)-3-(3-(4-hydroxy-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(5-(2-methylbenzyl)thiophen-2-yl)propanoate,
- ethyl (S)-3-(5-benzylthiophen-2-yl)-3-(3-(4-hydroxy-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)propanoate,
- ethyl (S)-3-(3-(4-hydroxy-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(3-(0-tolyloxy)phenyl)propanoate,
- ethyl (S)-3-(3-(4-hydroxy-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(3-(m-tolyloxy)phenyl)propanoate,
- ethyl (S)-3-(3-(4-hydroxy-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(3-(ptolyloxy)phenyl)propanoate,
- ethyl (S)-3-(3-(4-hydroxy-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(3-(2-methoxyphenoxy)phenyl)propanoate,
- ethyl (S)-3-(3-(2-chlorophenoxy)phenyl)-3-(3-(4-hydroxy-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)propanoate,
- ethyl (S)-3-(3-(2,4-difluorophenoxy)phenyl)-3-(3-(4-hydroxy-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)propanoate,
- ethyl (S)-3-(3-(2,6-dimethylphenoxy)phenyl)-3-(3-(4-hydroxy-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)propanoate,
- 3-(3-(4-hydroxy-1,5-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(3-phenoxyphenyl)propanoic acid,
- (S)-3-(3-(4-hydroxy-1,5-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(3-phenoxyphenyl)propanoic acid,
- (S)-3-(3-benzylphenyl)-3-(3-(4-hydroxy-1,5-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)propanoic acid,
- 3-(3-(2-chlorobenzyl)phenyl)-3-(3-(4-hydroxy-1,5-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)propanoic acid,
- 3-(3-(3-chlorobenzyl)phenyl)-3-(3-(4-hydroxy-1,5-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)propanoic acid,
- 3-(3-(4-chlorobenzyl)phenyl)-3-(3-(4-hydroxy-1,5-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)propanoic acid,
- (S)-3-(4-(2-chlorobenzyl)phenyl)-3-(3-(4-hydroxy-1,5-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)propanoic acid,
- (S)-3-(3-(4-hydroxy-1,5-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(3-(2-methylbenzyl)phenyl)propanoic acid,
- (S)-3-(3-(4-hydroxy-1,5-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(3-(3-methylbenzyl)phenyl)propanoic acid,
- (S)-3-(3-(4-hydroxy-1,5-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(3-(4-methylbenzyl)phenyl)propanoic acid,
- (S)-3-(3-(4-hydroxy-1,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(4-(2-methoxyphenoxy)phenyl)propanoic acid,
- (S)-3-(3-(4-hydroxy-1,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(4-(3-methoxyphenoxy)phenyl)propanoic acid,
- (S)-3-(3-(4-hydroxy-1,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(3-(ptolyloxy)phenyl)propanoic acid,
- (S)-3-(3-(4-hydroxy-1,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(3-(2-methylbenzyl)phenyl)propanoic acid,
- (S)-3-(3-(4-hydroxy-1,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(5-(2-methylbenzyl)thiophen-2-yl)propanoic acid,
- (S)-3-(3-(difluoro(o-tolyl)methyl)phenyl)-3-(3-(4-hydroxy-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)propanoic acid,
- (S)-3-(3-(4-hydroxy-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(3-phenoxyphenyl)propanoic acid,
- (S)-3-(3-(4-hydroxy-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(4-(2-methoxyphenoxy)phenyl)propanoic acid,
- (S)-3-(3-(4-hydroxy-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(4-(3-methoxyphenoxy)phenyl)propanoic acid,
- (S)-3-(3-(4-hydroxy-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(4-(0-tolyloxy)phenyl)propanoic acid,
- (S)-3-(3-(4-hydroxy-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(4-(p-tolyloxy)phenyl)propanoic acid,
- (S)-3-(4-benzylphenyl)-3-(3-(4-hydroxy-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)propanoic acid,
- (S)-3-(3-(4-hydroxy-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(4-(2-methylbenzyl)phenyl)propanoic acid,
- (S)-3-(3-(4-hydroxy-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(4-(3-methylbenzyl)phenyl)propanoic acid,
- (S)-3-(3-(4-hydroxy-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(4-(4-methylbenzyl)phenyl)propanoic acid,
- (S)-3-(3-(2-ethylbenzyl)phenyl)phenyl)-(3-(4-hydroxy-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)propanoic acid,
- (S)-3-(3-(4-hydroxy-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(3-(2-methylbenzyl)phenyl)propanoic acid,
- (S)-3-(3-(4-hydroxy-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(3-(3-methylbenzyl)phenyl)propanoic acid,
- (S)-3-(3-(4-hydroxy-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(3-(4-methylbenzyl)phenyl)propanoic acid,
- (S)-3-(3-(4-hydroxy-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(3-(2-(trifluoromethyl)benzyl)phenyl)propanoic acid,
- (S)-3-(3-(4-hydroxy-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(3-(3-(trifluoromethyl)benzyl)phenyl)propanoic acid,
- (S)-3-(3-(4-hydroxy-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(3-(4-(trifluoromethyl)benzyl)phenyl)propanoic acid,
- (S)-3-(3-(2-(difluoromethoxy)benzyl)phenyl)-3-(3-(4-hydroxy-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)propanoic acid,
- (S)-3-(3-(4-hydroxy-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(3-(2-methoxybenzyl)phenyl)propanoic acid,
- (S)-3-(3-(2-fluorobenzyl)phenyl)-3-(3-(4-hydroxy-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)propanoic acid,
- (S)-3-(3-(2,6-dimethylbenzyl)phenyl)-3-(3-(4-hydroxy-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)propanoic acid,
- (S)-3-(3-(5-fluoro-2-methylbenzyl)phenyl)-3-(3-(4-hydroxy-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)propanoic acid,
- (S)-3-(3-(4-hydroxy-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(5-(2-methylbenzyl)thiophen-2-yl)propanoic acid,
- (S)-3-(5-benzylthiophen-2-yl)-3-(3-(4-hydroxy-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)propanoic acid,
- (S)-3-(3-(4-hydroxy-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(3-(o-tolyloxy)phenyl)propanoic acid,
- (S)-3-(3-(4-hydroxy-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(3-(m-tolyloxy)phenyl)propanoic acid,
- (S)-3-(3-(4-hydroxy-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(3-(p-tolyloxy)phenyl)propanoic acid,
- (S)-3-(3-(4-hydroxy-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(3-(2-methoxyphenoxy)phenyl)propanoic acid,
- (S)-3-(3-(2-chlorophenoxy)phenyl)-3-(3-(4-hydroxy-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)propanoic acid,
- (S)-3-(3-(2,4-difluorophenoxy)phenyl)-3-(3-(4-hydroxy-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)propanoic acid,
- (S)-3-(3-(2,6-dimethylphenoxy)phenyl)-3-(3-(4-hydroxy-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)ureido)propanoic acid,
- sodium 3-(3-(1,5-dimethyl-4-oxido-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(3-phenoxyphenyl)propanoate,
- sodium (S)-3-(3-benzylphenyl)-3-(3-(1,5-dimethyl-4-oxido-2-oxo-1,2-dihydropyridin-3-yl)ureido)propanoate,
- sodium 3-(3-(2-chlorobenzyl)phenyl)-3-(3-(1,5-dimethyl-4-oxido-2-oxo-1,2-dihydropyridin-3-yl)ureido)propanoate,
- sodium 3-(3-(3-chlorobenzyl)phenyl)-3-(3-(1,5-dimethyl-4-oxido-2-oxo-1,2-dihydropyridin-3-yl)ureido)propanoate,
- sodium 3-(3-(4-chlorobenzyl)phenyl)-3-(3-(1,5-dimethyl-4-oxido-2-oxo-1,2-dihydropyridin-3-yl)ureido)propanoate,
- sodium 3-(4-(2-chlorobenzyl)phenyl)-3-(3-(1,5-dimethyl-4-oxido-2-oxo-1,2-dihydropyridin-3-yl)ureido)propante,
- sodium (S)-3-(3-(1,5-dimethyl-4-oxido-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(3-(2-methylbenzyl)phenyl)propanoate,
- sodium (S)-3-(3-(1,5-dimethyl-4-oxido-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(3-(3-methylbenzyl)phenyl)propanoate,
- sodium (S)-3-(3-(1,5-dimethyl-4-oxido-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(3-(4-methylbenzyl)phenyl)propanoate,
- sodium (S)-3-(3-(1,6-dimethyl-4-oxido-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(4-(2-methoxyphenoxy)phenyl)propanoate,
- sodium (S)-3-(3-(1,6-dimethyl-4-oxido-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(4-(3-methoxyphenoxy)phenyl)propanoate,
- sodium (S)-3-(3-(1,6-dimethyl-4-oxido-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(3-(p-tolyloxy)phenyl)propanoate,
- sodium (S)-3-(3-(1,6-dimethyl-4-oxido-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(3-(2-methylbenzyl)phenyl)propanoate,
- sodium (S)-3-(3-(1,6-dimethyl-4-oxido-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(5-(2-methylbenzyl)thiophen-2-yl)propanoate,
- sodium (S)-3-(3-(difluoro(o-tolyl)methyl)phenyl)-3-(3-(1-methyl-4-oxido-2-oxo-1,2-dihydropyridin-3-yl)ureido),
- sodium (S)-3-(3-(1-methyl-4-oxido-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(3-(0-tolyloxy)phenyl)propanoate,
- sodium (S)-3-(3-(2-methoxyphenoxy)phenyl)-3-(3-(1-methyl-4-oxido-2-oxo-1,2-dihydropyridin-3-yl)ureido)propanoate,
- sodium (S)-3-(3-(2-chlorophenoxy)phenyl)-3-(3-(1-methyl-4-oxido-2-oxo-1,2-dihydropyridin-3-yl)ureido)propanoate,
- sodium (S)-3-(3-(5-fluoro-2-methylbenzyl)phenyl)-3-(3-(1-methyl-4-oxido-2-oxo-1,2-dihydropyridin-3-yl)ureido)propanoate,
- sodium (S)-3-(3-(1-methyl-4-oxido-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(3-phenoxyphenyl)propanoate,
- sodium (S)-3-(4-(2-methoxyphenoxy)phenyl)-3-(3-(1-methyl-4-oxido-2-oxo-1,2-dihyropriddin-3-yl)ureido)propanoate,
- sodium (S)-3-(4-(3-methoxyphenoxy)phenyl)-3-(3-(1-methyl-4-oxido-2-oxo-1,2-dihydropyridin-3-yl)ureido)propanoate,
- sodium (S)-3-(3-(1-methyl-4-oxido-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(4-(0-tolyloxy)phenyl)propanoate,
- sodium (S)-3-(3-(1-methyl-4-oxido-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(4-(p-tolyloxy)phenyl)propanoate,
- sodium (S)-3-(4-benzylphenyl)-3-(3-(1-methyl-4-oxido-2-oxo-1,2-dihydropyridin-3-yl)ureido)propanoate,
- sodium (S)-3-(3-(1-methyl-4-oxido-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(4-(2-methylbenzyl)phenyl)propanoate,
- sodium (S)-3-(3-(1-methyl-4-oxido-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(4-(3-methylbenzyl)phenyl)propanoate,
- sodium (S)-3-(3-(1-methyl-4-oxido-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(4-(4-methylbenzyl)phenyl)propanoate,
- sodium (S)-3-(3-(2-ethylbenzyl)phenyl)-3-(3-(1-methyl-4-oxido-2-oxo-1,2-dihydropyridin-3-yl)ureido)propanoate,
- sodium (S)-3-(3-(1-methyl-4-oxido-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(3-(2-methylbenzyl)phenyl)propanoate,
- sodium (S)-3-(3-(1-methyl-4-oxido-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(3-(4-methylbenzyl)phenyl)propanoate,
- sodium (S)-3-(3-(1-methyl-4-oxido-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(3-(mtolyloxy)phenyl)propanoate,
- sodium (S)-3-(3-(1-methyl-4-oxido-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(3-(ptolyloxy)phenyl)propanoate,
- sodium (S)-3-(3-(2,4-difluorophenoxy)phenyl)-3-(3-(1-methyl-4-oxido-2-oxo-1,2-dihydropyridin-3-yl)ureido)propanoate,
- sodium (S)-3-(3-(2,6-dimethylphenoxy)phenyl)-3-(3-(1-methyl-4-oxido-2-oxo-1,2-dihydropyridin-3-yl)ureido)propanoate,
- sodium (S)-3-(3-(1-methyl-4-oxido-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(3-(2-(trifluoromethyl)benzyl)phenyl)propanoate,
- sodium (S)-3-(3-(1-methyl-4-oxido-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(3-(3-(trifluoromethyl)benzyl)phenyl)propanoate,
- sodium (S)-3-(3-(1-methyl-4-oxido-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(3-(4-(trifluoromethyl)benzyl)phenyl)propanoate,
- sodium (S)-3-(3-(2-(difluoromethoxy)benzyl)phenyl)-3-(3-(1-methyl-4-oxido-2-oxo-1,2-dihydropyridin-3-yl)ureido)propanoate,
- sodium (S)-3-(3-(2-methoxybenzyl)phenyl)-3-(3-(1-methyl-4-oxido-2-oxo-1,2-dihydropyridin-3-yl)ureido)propanoate,
- sodium (S)-3-(3-(2-fluorobenzyl)phenyl)-3-(3-(1-methyl-4-oxido-2-oxo-1,2-dihydropyridin-3-yl)ureido)propanoate,
- sodium (S)-3-(3-(2,6-dimethylbenzyl)phenyl)-3-(3-(1-methyl-4-oxido-2-oxo-1,2-dihydropyridin-3-yl)ureido)propanoate,
- sodium (S)-3-(3-(1-methyl-4-oxido-2-oxo-1,2-dihydropyridin-3-yl)ureido)-3-(5-(2-methylbenzyl)thiophen-2-yl)propanoate,
- sodium (S)-3-(5-benzylthiophen-2-yl)-3-(3-(1-methyl-4-oxido-2-oxo-1,2-dihydropyridin-3-yl)ureido)propanoate.
133 more elements
Dependencies are inferred from the claim text.