Back to results
US 2013/0210844 A1Published application
BICYCLIC COMPOUNDS AS mPGES-1 INHIBITORS
AssigneeGlenmark Pharmaceuticals S.A.
InventorsLaxmikant Atmaram GHARAT, Abhisek Banerjee, Neelima Khairatkar-Joshi, Vidya Ganapati Kattige
Life of this patent
Estimating the term…
Abstract
The present disclosure is directed to compounds of formula (I), and pharmaceutically acceptable salts thereof, as mPGES-1 inhibitors. These compounds are inhibitors of the microsomal prostaglandin E synthase-1 (mPGES-1) enzyme and are therefore useful in the treatment of pain and/or inflammation from a variety of diseases or conditions, such as asthma, osteoarthritis, rheumatoid arthritis, acute or chronic pain and neurodegenerative diseases.
Claims42
A compound of formula (II):
- or a pharmaceutically acceptable salt thereof,
- wherein
- Y is O, NH or NRc;
- Z1 and Z3, which may be same or different, are independently selected from N and CR2;
- G1 is selected from N and CR3;
- with a proviso that at least one of Z1, Z3 and G1 is N;
- Q1, Q2, Q3 and Q4, which may be same or different, are independently selected from N, CH and CR4;
- with a proviso that Q2, Q3 and Q4 are not N simultaneously;
- W is selected from substituted or unsubstituted C1-8alkyl, substituted or unsubstituted C1-8alkoxyC1-8alkyl, substituted or unsubstituted haloC1-8alkyl, substituted or unsubstituted hydroxyC1-8alkyl, substituted or unsubstituted C3-12cycloalkyl and substituted or unsubstituted tetrahydrofuryl or tetrahydrofuranyl;
- R1 is selected from substituted or unsubstituted C1-8alkyl, substituted or unsubstituted C1-8alkoxyC1-8alkyl, substituted or unsubstituted haloC1-8alkyl, substituted or unsubstituted hydroxyC1-8alkyl, substituted or unsubstituted C3-12cycloalkyl, substituted or unsubstituted C6-14aryl, substituted or unsubstituted 3-15 membered heterocyclyl, and substituted or unsubstituted 5-14 membered heteroaryl;
- each occurrence of R2 and R3, which may be the same or different, are independently selected from hydrogen, halogen, nitro, cyano, hydroxyl, substituted or unsubstituted C1-8alkyl, substituted or unsubstituted C1-8alkoxy, substituted or unsubstituted haloC1-8alkyl, substituted or unsubstituted hydroxyC1-8alkyl, substituted or unsubstituted C3-12cycloalkyl and substituted or unsubstituted C3-8cycloalkylC1-8alkyl;
- at each occurrence, R4 is independently selected from halogen, nitro, cyano, hydroxyl, substituted or unsubstituted C1-8alkyl, substituted or unsubstituted C1-8alkoxy, substituted or unsubstituted C1-8alkoxyC1-8alkyl, substituted or unsubstituted haloC1-8alkyl, substituted or unsubstituted hydroxyC1-8alkyl, substituted or unsubstituted C3-12cycloalkyl and substituted or unsubstituted C3-8cycloalkylC1-8alkyl:
- at each occurrence, Rc is independently selected from substituted or unsubstituted C1-8alkyl and substituted or unsubstituted C6-14arylC1-8alkyl;
- or Rc and R1, together with the N to which they are attached, form a morpholine ring;
- each occurrence of Rx and RY, which may be the same or different, are independently selected from hydrogen, substituted or unsubstituted C1-8alkyl and substituted or unsubstituted C6-14arylC1-8alkyl;
- and
- ‘n’ is an integer ranging from 1 to 4, both inclusive.
14 more elements
A compound of the formula (III):
- or a pharmaceutically acceptable salt thereof,
- wherein
- Y is selected from NH and O;
- Z1 and Z3, which may be same or different, are independently selected from N and CR2;
- with a proviso that at least one of Z1 and Z3 is N;
- Q1, Q2, Q3 and Q4, which may be same or different, are independently selected from N, CH and CR4;
- with a proviso that Q2, Q3 and Q4 are not N simultaneously;
- W is selected from substituted or unsubstituted C1-8alkyl, substituted or unsubstituted C1-8alkoxyC1-8alkyl, substituted or unsubstituted haloC1-8alkyl, substituted or unsubstituted hydroxyC1-8alkyl, substituted or unsubstituted C3-12cycloalkyl and substituted or unsubstituted tetrahydrofuryl or tetrahydrofuranyl;
- R1 is selected from substituted or unsubstituted C1-8alkyl, substituted or unsubstituted C1-8alkoxyC1-8alkyl, substituted or unsubstituted haloC1-8alkyl, substituted or unsubstituted hydroxyC1-8alkyl, substituted or unsubstituted C3-12cycloalkyl, substituted or unsubstituted C6-14aryl, substituted or unsubstituted 3-15 membered heterocyclyl, and substituted or unsubstituted 5-14 membered heteroaryl;
- each occurrence of R2 and R3, which may be the same or different, are independently selected from hydrogen, halogen, hydroxyl, substituted or unsubstituted C1-8alkyl, substituted or unsubstituted C1-8alkoxy and substituted or unsubstituted haloC1-8alkyl;
- and
- at each occurrence, R4 is independently selected from halogen, nitro, cyano, hydroxyl, substituted or unsubstituted C1-8alkyl, substituted or unsubstituted C1-8alkoxy, substituted or unsubstituted haloC1-8alkyl, and substituted or unsubstituted C3-12cycloalkyl.
9 more elements
A compound selected from
- 6-Chloro-2-fluoro-3-(pivalamidomethyl)-N-(1-((3-(trifluoromethyl)phenyl)amino)isoquinolin-5-yl)benzamide;
- 3-Chloro-6-(pivalamidomethyl)-N-(1-((3-(trifluoromethyl)phenyl)amino)isoquinolin-5-yl)picolinamide;
- 2,6-Dimethyl-3-(pivalamidomethyl)-N-(1-((3-(trifluoromethyl)phenyl)amino)isoquinolin-5-yl)benzamide;
- 2-Chloro-5-(pivalamidomethyl)-N-(1-((3-(trifluoromethyl)phenyl)amino)isoquinolin-5-yl)benzamide;
- 6-Chloro-2-fluoro-3-(pivalamidomethyl)-N-(1-(3-(trifluoromethyl)phenoxy)isoquinolin-5-yl)benzamide;
- 3-Chloro-6-(pivalamidomethyl)-N-(1-(3-(trifluoromethyl)phenoxy)isoquinolin-5-yl)picolinamide;
- 2-Chloro-5-(pivalamidomethyl)-N-(1-(3-(trifluoromethyl)phenoxy)isoquinolin-5-yl)benzamide;
- 3-Chloro-6-(pivalamidomethyl)-N-(4-((3-(trifluoromethyl)phenyl)amino)quinazolin-8-yl)picolinamide;
- 3-Chloro-6-(pivalamidomethyl)-N-(4-(3-(trifluoromethyl)phenoxy)quinazolin-8-yl)picolinamide;
- 2-Chloro-5-(pivalamidomethyl)-N-(4-(3-(trifluoromethyl)phenoxy)quinazolin-8-yl)benzamide;
- 6-Chloro-2-fluoro-3-(pivalamidomethyl)-N-(4-(3-(trifluoromethyl)phenoxy)quinazolin-8-yl)benzamide;
- 6-Chloro-2-fluoro-3-(pivalamidomethyl)-N-(4-((3-(trifluoromethyl)phenyl)amino)quinazolin-8-yl)benzamide;
- 2-Chloro-5-(pivalamidomethyl)-N-(4-((3-(trifluoromethyl)phenyl)amino)quinazolin-8-yl)benzamide;
- 2-Chloro-N-(4-((4,4-difluorocyclohexyl)amino)quinazolin-8-yl)-5-(pivalamidomethyl)benzamide;
- 2-Chloro-N-(4-((4,4-dimethylcyclohexyl)oxy)quinazolin-8-yl)-5-(pivalamidomethyl)benzamide;
- 2-Chloro-5-(pivalamidomethyl)-N-(4-(3-(trifluoromethyl)phenoxy)quinolin-8-yl)benzamide;
- 3-Chloro-6-(pivalamidomethyl)-N-(4-(3-(trifluoromethyl)phenoxy)quinolin-8-yl)picolinamide;
- 6-Chloro-2-fluoro-3-(pivalamidomethyl)-N-(4-(3-(trifluoromethyl)phenoxy)quinolin-8-yl)benzamide;
- 2-Chloro-5-(pivalamidomethyl)-N-(8-((3-(trifluoromethyl)phenyl)amino)quinolin-4-yl)benzamide;
- 6-Chloro-N-(4-((4,4-difluorocyclohexyl)amino)quinazolin-8-yl)-2-fluoro-3-(pivalamidomethyl)benzamide;
- 6-Chloro-2-fluoro-N-(4-((2-fluoro-5-(trifluoromethyl)phenyl)amino)quinazolin-8-yl)-3-(pivalamidomethyl)benzamide;
- 6-Chloro-N-(4-((4,4-dimethylcyclohexyl)amino)quinazolin-8-yl)-2-fluoro-3-(pivalamidomethyl)benzamide;
- (S)—N-(4-Chloro-2-fluoro-3-((4-((3-(trifluoromethyl)phenyl)amino)quinazolin-8-yl)carbamoyl)benzyl)tetrahydrofuran-2-carboxamide;
- 6-Chloro-N-(4-((4,4-dimethylcyclohexyl)oxy)quinazolin-8-yl)-2-fluoro-3-(pivalamidomethyl)benzamide;
- 6-Chloro-2-fluoro-N-(4-((4-fluoro-3-(trifluoromethyl)phenyl)amino)quinazolin-8-yl)-3-(pivalamidomethyl)benzamide;
- 6-Chloro-2-fluoro-3-(pivalamidomethyl)-N-(4-(((1s,4s)-4-(trifluoromethyl)cyclohexyl)oxy)quinazolin-8-yl)benzamide;
- 6-Chloro-2-fluoro-3-(pivalamidomethyl)-N-(4-(((1r,4r)-4-(trifluoromethyl)cyclohexyl)oxy)quinazolin-8-yl)benzamide;
- 6-Chloro-2-fluoro-N-(4-(2-fluoro-5-(trifluoromethyl)phenoxy)quinazolin-8-yl)-3-(pivalamidomethyl)benzamide;
- 6-Chloro-2-fluoro-N-(4-((2-fluoro-4-(trifluoromethyl)phenyl)amino)quinazolin-8-yl)-3-(pivalamidomethyl)benzamide;
- 6-Chloro-2-fluoro-3-(pivalamidomethyl)-N-(4-((6-(trifluoromethyl)pyridin-3-yl)amino)quinazolin-8-yl)benzamide;
- 6-Chloro-2-fluoro-3-(pivalamidomethyl)-N-(4-((3-(trifluoromethyl)phenyl)amino)quinolin-8-yl)benzamide;
- 6-Chloro-N-(4-((4,4-dimethylcyclohexyl)amino)-2-(trifluoromethyl)quinazolin-8-yl)-2-fluoro-3-(pivalamidomethyl)benzamide;
- 6-Chloro-2-fluoro-N-(2-methyl-4-((3-(trifluoromethyl)phenyl)amino)quinazolin-8-yl)-3-(pivalamidomethyl)benzamide;
- 6-Chloro-N-(1-((4,4-dimethylcyclohexyl)oxy)isoquinolin-5-yl)-2-fluoro-3-(pivalamidomethyl)benzamide;
- 6-Chloro-2-fluoro-3-(pivalamidomethyl)-N-(1-(((1r,4r)-4-(trifluoromethyl)cyclohexyl)amino)isoquinolin-5-yl)benzamide;
- 6-Chloro-2-fluoro-3-(pivalamidomethyl)-N-(4-(((1r,4r)-4-(trifluoromethyl)cyclohexyl)amino)quinazolin-8-yl)benzamide;
- 2-Chloro-5-(pivalamidomethyl)-N-(1-(((1r,4r)-4-(trifluoromethyl)cyclohexyl)oxy)isoquinolin-5-yl)benzamide;
- 2-Chloro-5-(pivalamidomethyl)-N-(4-(((1r,4r)-4-(trifluoromethyl)cyclohexyl)oxy)quinazolin-8-yl)benzamide;
- 6-Chloro-2-fluoro-N-(4-(2-fluoro-5-(trifluoromethyl)phenoxy)quinolin-8-yl)-3-(pivalamidomethyl)benzamide;
- 2-Chloro-N-(1-(2-fluoro-5-(trifluoromethyl)phenoxy)isoquinolin-5-yl)-5-(pivalamidomethyl)benzamide;
- 6-Chloro-2-fluoro-N-(7-methyl-4-((3-(trifluoromethyl)phenyl)amino)quinazolin-8-yl)-3-(pivalamidomethyl)benzamide;
- 6-Chloro-N-(4-ethoxyquinazolin-8-yl)-2-fluoro-3-(pivalamidomethyl)benzamide;
- 2-Chloro-N-(1-((2-fluoro-4-(trifluoromethyl)phenyl)amino)isoquinolin-5-yl)-5-(pivalamidomethyl)benzamide;
- 2-Chloro-5-(pivalamidomethyl)-N-(1-((4-(trifluoromethyl)phenyl)amino)isoquinolin-5-yl)benzamide;
- 2-Chloro-5-(pivalamidomethyl)-N-(1-(4-(trifluoromethyl)phenoxy)isoquinolin-5-yl)benzamide;
- 2-Chloro-5-(pivalamidomethyl)-N-(1-(((1s,4s)-4-(trifluoromethyl)cyclohexyl)oxy)isoquinolin-5-yl)benzamide;
- 2-Chloro-N-(1-(4-fluoro-3-(trifluoromethyl)phenoxy)isoquinolin-5-yl)-5-(pivalamidomethyl)benzamide;
- 6-Chloro-2-methoxy-3-(pivalamidomethyl)-N-(4-(3-(trifluoromethyl)phenoxy)quinazolin-8-yl)benzamide;
- 6-Chloro-2-fluoro-3-(pivalamidomethyl)-N-(1-(((1r,4r)-4-(trifluoromethyl)cyclohexyl)oxy)isoquinolin-5-yl)benzamide;
- 6-Chloro-2-fluoro-N-(4-(4-fluoro-3-(trifluoromethyl)phenoxy)quinolin-8-yl)-3-(pivalamidomethyl)benzamide;
- 6-Chloro-2-fluoro-N-(4-(4-fluoro-3-(trifluoromethyl)phenoxy)quinazolin-8-yl)-3-(pivalamidomethyl)benzamide;
- 6-Chloro-2-fluoro-3-(pivalamidomethyl)-N-(4-(4-(trifluoromethyl)phenoxy)quinolin-8-yl)benzamide;
- 6-Chloro-N-(4-((4,4-dimethylcyclohexyl)amino)-2-methylquinazolin-8-yl)-2-fluoro-3-(pivalamidomethyl)benzamide;
- 6-Chloro-2-fluoro-N-(2-methyl-4-(3-(trifluoromethyl)phenoxy)quinazolin-8-yl)-3-(pivalamidomethyl)benzamide;
- 6-Chloro-2-fluoro-N-(4-(isopropylamino)-2-methylquinazolin-8-yl)-3-(pivalamidomethyl)benzamide;
- 6-Chloro-2-fluoro-N-(2-methyl-4-morpholinoquinazolin-8-yl)-3-(pivalamidomethyl)benzamide;
- 6-Chloro-2-fluoro-N-(4-isopropoxyquinazolin-8-yl)-3-(pivalamidomethyl)benzamide;
- 6-Chloro-N-(4-((4,4-difluorocyclohexyl)amino)-2-methylquinazolin-8-yl)-2-fluoro-3-(pivalamidomethyl)benzamide;
- 6-Chloro-N-(4-(dimethylamino)quinazolin-8-yl)-2-fluoro-3-(pivalamidomethyl)benzamide;
- N-(4-(tert-Butylamino)quinazolin-8-yl)-6-chloro-2-fluoro-3-(pivalamidomethyl)benzamide;
- 6-Chloro-N-(4-ethoxyquinolin-8-yl)-2-fluoro-3-(pivalamidomethyl)benzamide;
- 6-Chloro-2-fluoro-N-(4-(isopropylamino)quinazolin-8-yl)-3-(pivalamidomethyl)benzamide;
- N-(4-(tert-Butylamino)-2-methylquinazolin-8-yl)-6-chloro-2-fluoro-3-(pivalamidomethyl)benzamide;
- 6-Chloro-2-fluoro-3-((3-hydroxy-2,2-dimethylpropanamido) methyl)-N-(4-(3-(trifluoromethyl)phenoxy)quinazolin-8-yl)benzamide;
- N-(4-(tert-Butylamino)quinazolin-8-yl)-2-chloro-5-(pivalamidomethyl)benzamide;
- N-(4-(tert-Butylamino)quinazolin-8-yl)-2,6-dimethyl-3-(pivalamidomethyl)benzamide;
- N-(4-(tert-Butylamino)quinazolin-8-yl)-6-chloro-2-fluoro-3-((3-hydroxy-2,2-dimethylpropanamido)methyl)benzamide;
- N-(4-(tert-Butylamino)quinazolin-8-yl)-6-chloro-2-fluoro-3-(isobutyramidomethyl)benzamide;
- N-(4-(tert-Butylamino)quinazolin-8-yl)-2-chloro-4-fluoro-5-(pivalamidomethyl)benzamide;
- N-(4-(tert-Butylamino)quinazolin-8-yl)-2-chloro-4-fluoro-3-(pivalamidomethyl)benzamide;
- 6-Chloro-2-fluoro-3-(isobutyramidomethyl)-N-(4-((2,2,2-trifluoroethyl)amino)quinazolin-8-yl)benzamide;
- 2-(Difluoromethyl)-5-(isobutyramidomethyl)-N-(4-(3-(trifluoromethyl)phenoxy)quinazolin-8-yl)nicotinamide;
- N-(4-(tert-Butylamino)quinazolin-8-yl)-2-(difluoromethyl)-5-(isobutyramidomethyl)nicotinamide;
- 2-(Difluoromethyl)-5-(isobutyramidomethyl)-N-(4-(isopropylamino)quinazolin-8-yl)nicotinamide;
- 6-Chloro-2-fluoro-3-(isobutyramidomethyl)-N-(4-(isopropylamino)quinazolin-8-yl)benzamide;
- 2-(Difluoromethyl)-5-(isobutyramidomethyl)-N-(4-((2,2,2-trifluoroethyl)amino)quinazolin-8-yl)nicotinamide;
- N-(4-(tert-Butylamino)quinazolin-8-yl)-6-chloro-2-fluoro-3-((3-fluoro-2,2-dimethylpropanamido)methyl)benzamide;
- 2-(Difluoromethyl)-N-(4-(4-fluoro-3-(trifluoromethyl)phenoxy)quinolin-8-yl)-5-(isobutyramidomethyl)nicotinamide;
- and pharmaceutically acceptable salts thereof.
76 more elements
A compound of the formula
- or a pharmaceutically acceptable salt thereof.
A compound of the formula
- or a pharmaceutically acceptable salt thereof.
A compound of the formula
- or a pharmaceutically acceptable salt thereof.
A compound of the formula
- or a pharmaceutically acceptable salt thereof.
A compound of the formula
- or a pharmaceutically acceptable salt thereof.
A compound of the formula
- or a pharmaceutically acceptable salt thereof.
A compound selected from
- 4-(3-(Trifluoromethyl)phenoxy)quinazolin-8-amine;
- N4-(3-(Trifluoromethyl)phenyl)quinazoline-4,8-diamine;
- 4-(4-Fluoro-3-(trifluoromethyl)phenoxy)quinolin-8-amine;
- 2-Methyl-N4-(3-(trifluoromethyl)phenyl)quinazoline-4,8-diamine;
- and pharmaceutically acceptable salts thereof.
2 more elements
A compound selected from
- 8-nitro-4-(3-(trifluoromethyl)phenoxy)quinazoline;
- 8-nitro-N-(3-(trifluoromethyl)phenyl)quinazolin-4-amine;
- 4-(4-fluoro-3-(trifluoromethyl)phenoxy)-8-nitroquinoline;
- 2-methyl-8-nitro-N-(3-(trifluoromethyl)phenyl)quinazolin-4-amine;
- and pharmaceutically acceptable salts thereof.
2 more elements
A compound selected from
- 2-Chloro-6-fluoro-N-(4-((2-fluoro-5-(trifluoromethyl)phenyl)amino)quinazol yl)benzamide;
- 6-Chloro-2-fluoro-3-(pivalamidomethyl)-N-(quinolin-8-yl)benzamide;
- tert-Butyl 4-chloro-2-fluoro-3-((4-((3-(trifluoromethyl)phenyl)amino)quinazon-8-yl)carbamoyl)benzylcarbamate;
- N1-(3-(Trifluoromethyl)phenyl)isoquinoline-1,5-diamine;
- 5-Nitro-N-(3-(trifluoromethyl)phenyl)isoquinolin-1-amine;
- 1-(3-(Trifluoromethyl)phenoxy)isoquinolin-5-amine;
- 5-Nitro-1-(3-(trifluoromethyl)phenoxy)isoquinoline;
- N4-(3-(Trifluoromethyl)phenyl)quinazoline-4,8-diamine;
- 8-Nitro-N-(3-(trifluoromethyl)phenyl)quinazolin-4-amine;
- 4-(3-(Trifluoromethyl)phenoxy)quinazolin-8-amine;
- 8-Nitro-4-(3-(trifluoromethyl)phenoxy)quinazoline;
- N4-(4,4-Difluorocyclohexyl)quinazoline-4,8-diamine;
- N-(4,4-Difluorocyclohexyl)-8-nitroquinazolin-4-amine;
- 4-((4,4-Dimethylcyclohexyl)oxy)quinazolin-8-amine;
- 4-((4,4-Dimethylcyclohexyl)oxy)-8-nitroquinazoline;
- 4-(3-(Trifluoromethyl)phenoxy)quinolin-8-amine;
- 8-Nitro-4-(3-(trifluoromethyl)phenoxy)quinoline;
- N8-(3-(Trifluoromethyl)phenyl)quinoline-4,8-diamine;
- N4-(4-Methoxybenzyl)-N8-(3-(trifluoromethyl)phenyl)quinoline-4,8-diamine;
- N4-(2-Fluoro-5-(trifluoromethyl)phenyl)quinazoline-4,8-diamine;
- N-(2-Fluoro-5-(trifluoromethyl)phenyl)-8-nitroquinazolin-4-amine;
- N4-(4,4-Dimethylcyclohexyl)quinazoline-4,8-diamine;
- N-(4,4-Dimethylcyclohexyl)-8-nitroquinazolin-4-amine;
- N4-(4-Fluoro-3-(trifluoromethyl)phenyl)quinazoline-4,8-diamine;
- N-(4-Fluoro-3-(trifluoromethyl)phenyl)-8-nitroquinazolin-4-amine;
- 8-Nitro-4-(((1s,4s)-4-(trifluoromethyl)cyclohexyl)oxy)quinazoline;
- 8-Nitro-4-(((1r,4r)-4-(trifluoromethyl)cyclohexyl)oxy)quinazoline;
- 4-(((1s,4s)-4-(Trifluoromethyl)cyclohexyl)oxy)quinazolin-8-amine;
- 4-(((1r,4r)-4-(Trifluoromethyl)cyclohexyl)oxy)quinazolin-8-amine;
- 4-(2-Fluoro-5-(trifluoromethyl)phenoxy)quinazolin-8-amine;
- 4-(2-Fluoro-5-(trifluoromethyl)phenoxy)-8-nitroquinazoline;
- N4-(2-Fluoro-4-(trifluoromethyl)phenyl)quinazoline-4,8-diamine;
- N-(2-Fluoro-4-(trifluoromethyl)phenyl)-8-nitroquinazolin-4-amine;
- N4-(6-(Trifluoromethyl)pyridin-3-yl)quinazoline-4,8-diamine;
- 8-Nitro-N-(6-(trifluoromethyl)pyridin-3-yl)quinazolin-4-amine;
- N4-(3-(Trifluoromethyl)phenyl)quinoline-4,8-diamine;
- 8-Nitro-N-(3-(trifluoromethyl)phenyl)quinolin-4-amine;
- N4-(4,4-Dimethylcyclohexyl)-2-(trifluoromethyl)quinazoline-4,8-diamine;
- N-(4,4-Dimethylcyclohexyl)-8-nitro-2-(trifluoromethyl)quinazolin-4-amine;
- 2-Methyl-N4-(3-(trifluoromethyl)phenyl)quinazoline-4,8-diamine;
- 2-Methyl-8-nitro-N-(3-(trifluoromethyl)phenyl)quinazolin-4-amine;
- 1-((4,4-Dimethylcyclohexyl)oxy)isoquinolin-5-amine;
- 1-((4,4-Dimethylcyclohexyl)oxy)-5-nitroisoquinoline;
- N1-((1r,4r)-4-(Trifluoromethyl)cyclohexyl)isoquinoline-1,5-diamine;
- 5-Nitro-N-((1r,4r)-4-(trifluoromethyl)cyclohexyl)isoquinolin-1-amine;
- NM-((1r,4r)-4-(Trifluoromethyl)cyclohexyl)quinazoline-4,8-diamine;
- 8-Nitro-N-((1r,4r)-4-(trifluoromethyl)cyclohexyl)quinazolin-4-amine;
- 5-Nitro-1-(((1r,4r)-4-(trifluoromethyl)cyclohexyl)oxy)isoquinoline;
- 5-Nitro-1-(((1s,4s)-4-(trifluoromethyl)cyclohexyl)oxy)isoquinoline;
- 1-(((1r,4r)-4-(Trifluoromethyl)cyclohexyl)oxy)isoquinolin-5-amine;
- 1-(((1s,4s)-4-(Trifluoromethyl)cyclohexyl)oxy)isoquinolin-5-amine;
- 4-(2-Fluoro-5-(trifluoromethyl)phenoxy)quinolin-8-amine;
- 4-(2-Fluoro-5-(trifluoromethyl)phenoxy)-8-nitroquinoline;
- 1-(2-Fluoro-5-(trifluoromethyl)phenoxy)isoquinolin-5-amine;
- 1-(2-Fluoro-5-(trifluoromethyl)phenoxy)-5-nitroisoquinoline;
- 4-Ethoxyquinazolin-8-amine;
- 4-Ethoxy-8-nitroquinazoline;
- N1-(2-Fluoro-4-(trifluoromethyl)phenyl)isoquinoline-1,5-diamine;
- N-(2-Fluoro-4-(trifluoromethyl)phenyl)-5-nitroisoquinolin-1-amine;
- N1-(4-(Trifluoromethyl)phenyl)isoquinoline-1,5-diamine;
- 5-Nitro-N-(4-(trifluoromethyl)phenyl)isoquinolin-1-amine;
- 1-(4-(Trifluoromethyl)phenoxy)isoquinolin-5-amine;
- 5-Nitro-1-(4-(trifluoromethyl)phenoxy)isoquinoline;
- 1-(4-Fluoro-3-(trifluoromethyl)phenoxy)isoquinolin-5-amine;
- 1-(4-fluoro-3-(trifluoromethyl)phenoxy)-5-nitroisoquinoline;
- 4-(4-Fluoro-3-(trifluoromethyl)phenoxy)quinolin-8-amine;
- 4-(4-Fluoro-3-(trifluoromethyl)phenoxy)-8-nitroquinoline;
- 4-(4-Fluoro-3-(trifluoromethyl)phenoxy)quinazolin-8-amine;
- 4-(4-Fluoro-3-(trifluoromethyl)phenoxy)-8-nitroquinazoline;
- 4-(4-(Trifluoromethyl)phenoxy)quinolin-8-amine;
- 8-Nitro-4-(4-(trifluoromethyl)phenoxy)quinoline;
- N4-(4,4-Dimethylcyclohexyl)-2-methylquinazoline-4,8-diamine;
- N-(4,4-Dimethylcyclohexyl)-2-methyl-8-nitroquinazolin-4-amine;
- 2-Methyl-4-(3-(trifluoromethyl)phenoxy)quinazolin-8-amine;
- 2-Methyl-8-nitro-4-(3-(trifluoromethyl)phenoxy)quinazoline;
- N4-Isopropyl-2-methylquinazoline-4,8-diamine;
- N-Isopropyl-2-methyl-8-nitroquinazolin-4-amine;
- 2-Methyl-4-morpholinoquinazolin-8-amine;
- 4-(2-Methyl-8-nitroquinazolin-4-yl)morpholine;
- 4-Isopropoxyquinazolin-8-amine;
- 4-Isopropoxy-8-nitroquinazoline;
- N4-(4,4-Difluorocyclohexyl)-2-methylquinazoline-4,8-diamine;
- N-(4,4-Difluorocyclohexyl)-2-methyl-8-nitroquinazolin-4-amine;
- N4-(tert-Butyl)quinazoline-4,8-diamine;
- N-(tert-Butyl)-8-nitroquinazolin-4-amine;
- N4-Isopropylquinazoline-4,8-diamine;
- N-Isopropyl-8-nitroquinazolin-4-amine;
- N4-(tert-Butyl)-2-methylquinazoline-4,8-diamine;
- N-(tert-Butyl)-2-methyl-8-nitroquinazolin-4-amine;
- N4-(2,2,2-Trifluoroethyl)quinazoline-4,8-diamine;
- 8-nitro-N-(2,2,2-trifluoroethyl)quinazolin-4-amine;
- 3-Chloro-6-(pivalamidomethyl)picolinic acid;
- 2,6-Dimethyl-3-(pivalamidomethyl)benzoic acid;
- 6-Chloro-2-methoxy-3-(pivalamidomethyl)benzoic acid;
- and pharmaceutically acceptable salts thereof.
92 more elements
Dependencies are inferred from the claim text.