US 11,447,503 B2Granted

Pyridine carbamates and their use as GLUN2B receptor modulators

AssigneeJanssen Pharmaceutica NV

InventorsChristine Gelin, Heather Coate, Brice Stenne, Curt Dvorak

Life of this patent

Estimating the term…

Abstract

Pyridine carbamates, pharmaceutical compositions containing pyridine carbamates, and uses of the pyridine carbamates and pharmaceutical compositions for modulating GluN2B receptors and for treating diseases, disorders, and medical conditions mediated by GluN2B receptor activity.

Claims33

Dependent claims

A compound of Formula (I):

or a pharmaceutically acceptable salt, solvate, isotopic variant, or N-oxide thereof, wherein:
n is 0 or 1;
R1, when present, is H;
or R1, together with R2 and the carbon atoms to which they are attached, forms a phenyl ring;
R2, when not forming a phenyl ring with R1 and the carbon atoms to which they are attached, is H or C1-C6alkyl;
R3 is H, halogen, C1-C6alkyl, C1-C6haloalkyl, O—C1-C6alkyl, or O—C1-C6haloalkyl;
R4a and R4b are, each independent from the other, H or C1-C6alkyl;
R5 is aryl which is optionally substituted with one, two, or three substituents each of which is independently halogen, C1-C6alkyl, C1-C6haloalkyl, or O—C1-C6haloalkyl;
pyridinyl which is optionally substituted with one substituent which is C1-C6haloalkyl;
or thienyl which is optionally substituted with one substituent which is halogen or C1-C6alkyl;
and
R6a and R6b are, each independent from the other, H or C1-C6alkyl which is optionally substituted with one substituent which is a 4 to 6 membered heterocycloalkyl;
or R6a and R6b together with the carbon atom to which they are attached form a C3-C6cycloalkyl ring or a 4 to 6 membered heterocycloalkyl ring.

10 more elements

A compound, or a pharmaceutically acceptable salt, solvate, isotopic variant, or N-oxide thereof, wherein the compound is

3-[[5-[3-(Difluoromethoxy)-4-fluoro-phenyl]-3-pyridyl]methyl]-1,3-oxazinan-2-one;
3-[[5-[3-(Difluoromethoxy)-4-fluoro-phenyl]-3-pyridyl]methyl]oxazolidin-2-one;
(4S)-3-[[5-[3-(Difluoromethoxy)-4-fluoro-phenyl]-3-pyridyl]methyl]-4-isopropyl-oxazolidin-2-one;
1-[[5-[3-(Difluoromethoxy)-4-fluoro-phenyl]-3-pyridyl]methyl]-4H-3,1-benzoxazin-2-one;
(R/S)-3-[[5-[3-(Difluoromethoxy)-4-fluoro-phenyl]-3-pyridyl]methyl]-4-methyl-oxazolidin-2-one;
(R/S)-3-[[5-[3-(Difluoromethoxy)-4-fluoro-phenyl]-3-pyridyl]methyl]-5-methyl-oxazolidin-2-one;
(S*)-3-[[5-[3-(Difluoromethoxy)-4-fluoro-phenyl]-3-pyridyl]methyl]-5-methyl-oxazolidin-2-one;
(R*)-3-[[5-[3-(Difluoromethoxy)-4-fluoro-phenyl]-3-pyridyl]methyl]-5-methyl-oxazolidin-2-one;
5-[[5-[3-(Difluoromethoxy)-4-fluoro-phenyl]-3-pyridyl]methyl]-7-oxa-5-azaspiro[2.4]heptan-6-one;
3-[[5-[3-(Difluoromethoxy)-4-fluoro-phenyl]-3-pyridyl]methyl]-6,6-dimethyl-1,3-oxazinan-2-one;
(4R)-3-[[5-[3-(Difluoromethoxy)-4-fluoro-phenyl]-3-pyridyl]methyl]-4-isopropyl-oxazolidin-2-one;
6-[[5-[3-(Difluoromethoxy)-4-fluoro-phenyl]-3-pyridyl]methyl]-8-oxa-6-azaspiro[3.4]octan-7-one;
6-[[5-[3-(Difluoromethoxy)-4-fluoro-phenyl]-3-pyridyl]methyl]-2,8-dioxa-6-azaspiro[3.4]octan-7-one;
(R/S)-3-[[5-[3-(Difluoromethoxy)-4-fluoro-phenyl]-3-pyridyl]methyl]-5-isopropyl-oxazolidin-2-one;
(R*)-3-[[5-[3-(Difluoromethoxy)-4-fluoro-phenyl]-3-pyridyl]methyl]-5-isopropyl-oxazolidin-2-one;
(S*)-3-[[5-[3-(Difluoromethoxy)-4-fluoro-phenyl]-3-pyridyl]methyl]-5-isopropyl-oxazolidin-2-one;
(R/S)-3-[[5-[3-(Difluoromethoxy)-4-fluoro-phenyl]-3-pyridyl]methyl]-5-(morpholinomethyl)oxazolidin-2-one;
(R*)-3-[[5-[3-(Difluoromethoxy)-4-fluoro-phenyl]-3-pyridyl]methyl]-5-(morpholinomethyl)oxazolidin-2-one;
(S*)-3-[[5-[3-(Difluoromethoxy)-4-fluoro-phenyl]-3-pyridyl]methyl]-5-(morpholinomethyl)oxazolidin-2-one;
2-[[5-[3-(Difluoromethoxy)-4-fluoro-phenyl]-3-pyridyl]methyl]-4,8-dioxa-2-azaspiro[4.5]decan-3-one;
6-[[5-[3-(Difluoromethyl)-4-fluoro-phenyl]-3-pyridyl]methyl]-8-oxa-2,6-diazaspiro[3.4]octan-7-one;
3-[[5-[3-(Difluoromethyl)-4-fluoro-phenyl]-3-pyridyl]methyl]oxazolidin-2-one;
(4S)-3-[[5-[3-(Difluoromethyl)-4-fluoro-phenyl]-3-pyridyl]methyl]-4-isopropyl-oxazolidin-2-one;
1-[[5-[3-(Difluoromethyl)-4-fluoro-phenyl]-3-pyridyl]methyl]-4H-3,1-benzoxazin-2-one
(R/S)-3-[[5-[3-(Difluoromethyl)-4-fluoro-phenyl]-3-pyridyl]methyl]-4-methyl-oxazolidin-2-one;
(R/S)-3-[[5-[3-(Difluoromethyl)-4-fluoro-phenyl]-3-pyridyl]methyl]-5-methyl-oxazolidin-2-one;
(S*)-3-[[5-[3-(Difluoromethyl)-4-fluoro-phenyl]-3-pyridyl]methyl]-5-methyl-oxazolidin-2-one
(R*)-3-[[5-[3-(Difluoromethyl)-4-fluoro-phenyl]-3-pyridyl]methyl]-5-methyl-oxazolidin-2-one;
5-[[5-[3-(Difluoromethyl)-4-fluoro-phenyl]-3-pyridyl]methyl]-7-oxa-5-azaspiro[2.4]heptan-6-one;
3-[[5-[3-(Difluoromethyl)-4-fluoro-phenyl]-3-pyridyl]methyl]-6,6-dimethyl-1,3-oxazinan-2-one;
(4R)-3-[[5-[3-(Difluoromethyl)-4-fluoro-phenyl]-3-pyridyl]methyl]-4-isopropyl-oxazolidin-2-one;
6-[[5-[3-(Difluoromethyl)-4-fluoro-phenyl]-3-pyridyl]methyl]-8-oxa-6-azaspiro[3.4]octan-7-one;
(5R)-3-[[5-[3-(Difluoromethyl)-4-fluoro-phenyl]-3-pyridyl]methyl]-5-methyl-oxazolidin-2-one;
6-[[5-[3-(Difluoromethyl)-4-fluoro-phenyl]-3-pyridyl]methyl]-2,8-dioxa-6-azaspiro[3.4]octan-7-one;
(R/S)-3-[[5-[3-(Difluoromethyl)-4-fluoro-phenyl]-3-pyridyl]methyl]-5-isopropyl-oxazolidin-2-one;
(R*)-3-[[5-[3-(Difluoromethyl)-4-fluoro-phenyl]-3-pyridyl]methyl]-5-isopropyl-oxazolidin-2-one
(S*)-3-[[5-[3-(Difluoromethyl)-4-fluoro-phenyl]-3-pyridyl]methyl]-5-isopropyl-oxazolidin-2-one;
3-[[5-[3-(Difluoromethyl)-4-fluoro-phenyl]-3-pyridyl]methyl]-1,3-oxazinan-2-one;
(R/S)-3-[[5-[3-(Difluoromethyl)-4-fluoro-phenyl]-3-pyridyl]methyl]-5-(morpholinomethyl)oxazolidin-2-one;
(R*)-3-[[5-[3-(Difluoromethyl)-4-fluoro-phenyl]-3-pyridyl]methyl]-5-(morpholinomethyl)oxazolidin-2-one;
(S*)-3-[[5-[3-(Difluoromethyl)-4-fluoro-phenyl]-3-pyridyl]methyl]-5-(morpholinomethyl)oxazolidin-2-one;
2-[[5-[3-(Difluoromethyl)-4-fluoro-phenyl]-3-pyridyl]methyl]-4,8-dioxa-2-azaspiro[4.5]decan-3-one;
6-[[5-[3-(Difluoromethoxy)-4-fluoro-phenyl]-3-pyridyl]methyl]-8-oxa-2,6-diazaspiro[3.4]octan-7-one;
3-[[5-(4-Fluoro-3-methyl-phenyl)-3-pyridyl]methyl]oxazolidin-2-one;
3-[[5-(2,4-Difluoro-3-methyl-phenyl)-3-pyridyl]methyl]oxazolidin-2-one;
3-[[5-[3-(Trifluoromethyl)phenyl]-3-pyridyl]methyl]oxazolidin-2-one;
3-[[5-[4-Chloro-3-(difluoromethoxy)phenyl]-3-pyridyl]methyl]oxazolidin-2-one;
3-[[5-[3-Fluoro-4-(trifluoromethoxy)phenyl]-3-pyridyl]methyl]oxazolidin-2-one;
3-[[5-[3-(1,1-Difluoroethyl)-4-fluoro-phenyl]-3-pyridyl]methyl]oxazolidin-2-one;
3-[[5-[6-(Trifluoromethyl)-2-pyridyl]-3-pyridyl]methyl]oxazolidin-2-one;
3-[[5-[2-(Trifluoromethyl)-4-pyridyl]-3-pyridyl]methyl]oxazolidin-2-one;
3-[[5-[4-Fluoro-3-(trifluoromethyl)phenyl]-3-pyridyl]methyl]-1,3-oxazinan-2-one;
3-[[5-[4-chloro-3-(difluoromethoxy)phenyl]-3-pyridyl]methyl]-1,3-oxazinan-2-one;
3-[Dideuterio-[5-[3-(difluoromethyl)-4-fluoro-phenyl]-3-pyridyl]methyl] oxazolidin-2-one;
3-[Dideuterio-[5-[3-(difluoromethoxy)-4-fluoro-phenyl]-3-pyridyl]methyl]-1,3-oxazinan-2-one;
3-[Dideuterio-[5-[3-(difluoromethoxy)-4-fluoro-phenyl]-2-methyl-3-pyridyl]methyl]-1,3-oxazinan-2-one;
3-[Dideuterio-[5-(4-fluoro-3-methyl-phenyl)-2-methyl-3-pyridyl]methyl]-1,3-oxazinan-2-one;
3-[Dideuterio-[5-[3-(difluoromethyl)-4-fluoro-phenyl]-2-methyl-3-pyridyl]methyl]-1,3-oxazinan-2-one;
3-[Dideuterio-[5-[3-(difluoromethyl)-4-fluoro-phenyl]-2-methyl-3-pyridyl]methyl]oxazolidin-2-one;
(R/S)-3-[1-[5-[3-(difluoromethyl)-4-fluoro-phenyl]-3-pyridyl]ethyl]oxazolidin-2-one;
(R/S)-3-[1-[5-[3-(difluoromethyl)-4-fluoro-phenyl]-3-pyridyl]ethyl]-1,3-oxazinan-2-one;
3-[[5-[3-(Difluoromethyl)phenyl]-2-methyl-3-pyridyl]methyl]-1,3-oxazinan-2-one;
3-[[5-[3-(Difluoromethoxy)phenyl]-2-methyl-3-pyridyl]methyl]-1,3-oxazinan-2-one;
3-[[5-(3-Chlorophenyl)-2-methyl-3-pyridyl]methyl]-1,3-oxazinan-2-one;
3-[[5-(3-Chloro-4-fluoro-phenyl)-2-methyl-3-pyridyl]methyl]-1,3-oxazinan-2-one;
3-[[5-(4-Fluoro-3-methyl-phenyl)-2-methyl-3-pyridyl]methyl]-1,3-oxazinan-2-one;
3-[[5-(3,4-Difluorophenyl)-2-methyl-3-pyridyl]methyl]-1,3-oxazinan-2-one;
3-[[5-(4-Fluorophenyl)-2-methyl-3-pyridyl]methyl]-1,3-oxazinan-2-one;
3-[[5-(3-Fluorophenyl)-2-methyl-3-pyridyl]methyl]-1,3-oxazinan-2-one;
3-[[5-(3,4-Difluoro-5-methyl-phenyl)-2-methyl-3-pyridyl]methyl]-1,3-oxazinan-2-one;
3-[[5-(2,4-Difluoro-3-methyl-phenyl)-2-methyl-3-pyridyl]methyl]-1,3-oxazinan-2-one;
3-[[5-(2,4-Difluorophenyl)-2-methyl-3-pyridyl]methyl]-1,3-oxazinan-2-one;
3-[[5-(3,4-Dichlorophenyl)-2-methyl-3-pyridyl]methyl]-1,3-oxazinan-2-one;
3-[[2-Methyl-5-[3-(Trifluoromethyl)phenyl]-3-pyridyl]methyl]-1,3-oxazinan-2-one
3-[[5-[4-Fluoro-3-(trifluoromethyl)phenyl]-2-methyl-3-pyridyl]methyl]-1,3-oxazinan-2-one
3-[[5-(4-Fluoro-3-methyl-phenyl)-2-methyl-3-pyridyl]methyl]oxazolidin-2-one;
3-[[5-(2,4-Difluoro-3-methyl-phenyl)-2-methyl-3-pyridyl]methyl]oxazolidin-2-one;
3-[[5-[3-(1,1-Difluoroethyl)-4-fluoro-phenyl]-2-methyl-3-pyridyl]methyl]oxazolidin-2-one;
3-[[5-[3-(Difluoromethoxy)-4-fluoro-phenyl]-2-methyl-3-pyridyl]methyl] oxazolidin-2-one;
(R/S)-3-[[5-[3-(Difluoromethoxy)-4-fluoro-phenyl]-2-methyl-3-pyridyl]methyl]-5-methyl-oxazolidin-2-one;
(R/S)-3-[[5-[3-(Difluoromethoxy)-4-fluoro-phenyl]-2-methyl-3-pyridyl]methyl]-4-methyl-oxazolidin-2-one;
(R*)-3-[[5-[3-(Difluoromethoxy)-4-fluoro-phenyl]-2-methyl-3-pyridyl]methyl]-4-methyl-oxazolidin-2-one;
(S*)-3-[[5-[3-(Difluoromethoxy)-4-fluoro-phenyl]-2-methyl-3-pyridyl]methyl]-4-methyl-oxazolidin-2-one;
5-[[5-[3-(Difluoromethoxy)-4-fluoro-phenyl]-2-methyl-3-pyridyl]methyl]-7-oxa-5-azaspiro[2.4]heptan-6-one;
6-[[5-[3-(Difluoromethoxy)-4-fluoro-phenyl]-2-methyl-3-pyridyl]methyl]-8-oxa-6-azaspiro[3.4]octan-7-one;
(5R)-3-[[5-[3-(Difluoromethoxy)-4-fluoro-phenyl]-2-methyl-3-pyridyl]methyl]-5-methyl-oxazolidin-2-one;
3-[[5-[3-(Difluoromethoxy)-4-fluoro-phenyl]-2-methyl-3-pyridyl]methyl]-5,5-dimethyl-oxazolidin-2-one;
3-[[5-[3-(Difluoromethoxy)-4-fluoro-phenyl]-2-methyl-3-pyridyl]methyl]-1,3-oxazinan-2-one;
3-[[5-[4-Chloro-3-(difluoromethoxy)phenyl]-2-methyl-3-pyridyl]methyl] oxazolidin-2-one;
3-[[5-[3-(Difluoromethyl)-4-fluoro-phenyl]-2-methyl-3-pyridyl]methyl] oxazolidin-2-one;
6-[[5-[3-(Difluoromethyl)-4-fluoro-phenyl]-2-methyl-3-pyridyl]methyl]-8-oxa-6-azaspiro[3.4]octan-7-one;
(5R)-3-[[5-[3-(Difluoromethyl)-4-fluoro-phenyl]-2-methyl-3-pyridyl]methyl]-5-methyl-oxazolidin-2-one;
3-[[5-[3-(Difluoromethyl)-4-fluoro-phenyl]-2-methyl-3-pyridyl]methyl]-5,5-dimethyl-oxazolidin-2-one;
(R/S)-3-[[5-[3-(Difluoromethyl)-4-fluoro-phenyl]-2-methyl-3-pyridyl]methyl]-5-methyl-oxazolidin-2-one;
(R/S)-3-[[5-[3-(difluoromethyl)-4-fluoro-phenyl]-2-methyl-3-pyridyl]methyl]-4-methyl-oxazolidin-2-one;
5-[[5-[3-(Difluoromethyl)-4-fluoro-phenyl]-2-methyl-3-pyridyl]methyl]-7-oxa-5-azaspiro[2.4]heptan-6-one;
3-[[5-[3-(Difluoromethyl)-4-fluoro-phenyl]-2-methyl-3-pyridyl]methyl]-1,3-oxazinan-2-one;
3-[[5-(5-Chloro-2-thienyl)-2-methyl-3-pyridyl]methyl]oxazolidin-2-one;
3-[[2-Methyl-5-[5-(trifluoromethyl)-2-thienyl]-3-pyridyl]methyl]oxazolidin-2-one;
3-[[5-[5-(Difluoromethyl)-2-thienyl]-2-methyl-3-pyridyl]methyl]oxazolidin-2-one;
3-[[2-Methoxy-5-[3-(trifluoromethyl)phenyl]-3-pyridyl]methyl]oxazolidin-2-one;
3-[[2-Methoxy-5-(3,4,5-trifluorophenyl)-3-pyridyl]methyl]oxazolidin-2-one;
3-[[5-(2,4-Difluoro-3-methyl-phenyl)-2-methoxy-3-pyridyl]methyl] oxazolidin-2-one;
3-[[5-(3-Fluoro-5-methyl-phenyl)-2-methoxy-3-pyridyl]methyl]oxazolidin-2-one;
3-[[2-Methoxy-5-(m-tolyl)-3-pyridyl]methyl]oxazolidin-2-one;
3-[[5-(3,4-Dichlorophenyl)-2-methoxy-3-pyridyl]methyl]oxazolidin-2-one;
3-[[5-[4-Chloro-3-(difluoromethoxy)phenyl]-2-methoxy-3-pyridyl]methyl]oxazolidin-2-one;
3-[[5-(3-Chloro-4-fluoro-phenyl)-2-methoxy-3-pyridyl]methyl]oxazolidin-2-one;
3-[[5-(3-Chlorophenyl)-2-methoxy-3-pyridyl]methyl]oxazolidin-2-one;
3-[[5-[3-(1,1-Difluoroethyl)-4-fluoro-phenyl]-2-methoxy-3-pyridyl]methyl]oxazolidin-2-one;
3-[[5-[3-(1,1-Difluoroethyl)phenyl]-2-methoxy-3-pyridyl]methyl]oxazolidin-2-one;
3-[[5-(3,4-Difluoro-5-methyl-phenyl)-2-methoxy-3-pyridyl]methyl] oxazolidin-2-one;
3-[[5-[4-Fluoro-3-(trifluoromethoxy)phenyl]-2-methoxy-3-pyridyl]methyl]oxazolidin-2-one;
3-[[5-(2,5-Difluoro-3-methyl-phenyl)-2-methoxy-3-pyridyl]methyl] oxazolidin-2-one;
3-[[5-[4-Chloro-3-(difluoromethyl)phenyl]-2-methoxy-3-pyridyl]methyl]oxazolidin-2-one;
3-[[5-(4-Fluoro-3-methyl-phenyl)-2-methoxy-3-pyridyl]methyl]oxazolidin-2-one;
(4S)-3-[[5-[3-(Difluoromethoxy)-4-fluoro-phenyl]-2-methoxy-3-pyridyl]methyl]-4-methyl-oxazolidin-2-one;
(4R)-3-[[5-[3-(Difluoromethoxy)-4-fluoro-phenyl]-2-methoxy-3-pyridyl]methyl]-4-methyl-oxazolidin-2-one;
3-[[5-[3-(Difluoromethoxy)-4-fluoro-phenyl]-2-methoxy-3-pyridyl]methyl] oxazolidin-2-one;
(4S)-3-[[5-[3-(Difluoromethyl)-4-fluoro-phenyl]-2-methoxy-3-pyridyl]methyl]-4-methyl-oxazolidin-2-one;
(4R)-3-[[5-[3-(Difluoromethyl)-4-fluoro-phenyl]-2-methoxy-3-pyridyl]methyl]-4-methyl-oxazolidin-2-one;
3-[[5-[3-(Difluoromethyl)-4-fluoro-phenyl]-2-methoxy-3-pyridyl]methyl]oxazolidin-2-one;
3-[[2-(Difluoromethyl)-5-[3-(difluoromethyl)-4-fluoro-phenyl]-3-pyridyl]methyl]-1,3-oxazinan-2-one;
3-[[2-(Difluoromethyl)-5-[3-(difluoromethyl)-4-fluoro-phenyl]-3-pyridyl]methyl]oxazolidin-2-one;
3-[[5-[3-(Difluoromethoxy)-4-fluoro-phenyl]-2-(difluoromethyl)-3-pyridyl]methyl]oxazolidin-2-one;
3-[[5-[3-(Difluoromethoxy)-4-fluoro-phenyl]-2-(difluoromethyl)-3-pyridyl]methyl]-1,3-oxazinan-2-one;
3-[[2-(Difluoromethyl)-5-(4-fluoro-3-methyl-phenyl)-3-pyridyl]methyl]-1,3-oxazinan-2-one;
3-[[2-(Difluoromethyl)-5-(4-fluoro-3-methyl-phenyl)-3-pyridyl]methyl]oxazolidin-2-one;
3-[[5-[4-Chloro-3-(difluoromethoxy)phenyl]-2-(difluoromethyl)-3-pyridyl]methyl]-1,3-oxazinan-2-one;
3-[[5-[4-Chloro-3-(difluoromethoxy)phenyl]-2-(difluoromethyl)-3-pyridyl]methyl]oxazolidin-2-one;
3-[[2-(Difluoromethoxy)-5-[3-(difluoromethyl)-4-fluoro-phenyl]-3-pyridyl]methyl]oxazolidin-2-one;
(4R)-3-[[2-(Difluoromethoxy)-5-[3-(difluoromethyl)-4-fluoro-phenyl]-3-pyridyl]methyl]-4-methyl-oxazolidin-2-one;
3-[[2-(Difluoromethoxy)-5-[3-(difluoromethoxy)-4-fluoro-phenyl]-3-pyridyl]methyl]oxazolidin-2-one;
(4R)-3-[[2-(Difluoromethoxy)-5-[3-(difluoromethoxy)-4-fluoro-phenyl]-3-pyridyl]methyl]-4-methyl-oxazolidin-2-one;
3-[[2-(1,1-Difluoroethyl)-5-[3-(difluoromethyl)-4-fluoro-phenyl]-3-pyridyl]methyl]oxazolidin-2-one;
3-[[2-(1,1-Difluoroethyl)-5-[3-(difluoromethyl)-4-fluoro-phenyl]-3-pyridyl]methyl]-1,3-oxazinan-2-one;
3-[[2-(1,1-Difluoroethyl)-5-[3-(difluoromethoxy)-4-fluoro-phenyl]-3-pyridyl]methyl]-1,3-oxazinan-2-one;
6-[[2-(1,1-Difluoroethyl)-5-[3-(difluoromethyl)-4-fluoro-phenyl]-3-pyridyl]methyl]-8-oxa-6-azaspiro[3.4]octan-7-one;
(5R)-3-[[2-(1,1-Difluoroethyl)-5-[3-(difluoromethyl)-4-fluoro-phenyl]-3-pyridyl]methyl]-5-methyl-oxazolidin-2-one;
(5S)-3-[[2-(1,1-Difluoroethyl)-5-[3-(difluoromethyl)-4-fluoro-phenyl]-3-pyridyl]methyl]-5-methyl-oxazolidin-2-one;
5-[[2-(1,1-Difluoroethyl)-5-[3-(difluoromethyl)-4-fluoro-phenyl]-3-pyridyl]methyl]-7-oxa-5-azaspiro[2.4]heptan-6-one;
(4S)-3-[[2-(1,1-Difluoroethyl)-5-[3-(difluoromethyl)-4-fluoro-phenyl]-3-pyridyl]methyl]-4-methyl-oxazolidin-2-one;
(4R)-3-[[2-(1,1-Difluoroethyl)-5-[3-(difluoromethyl)-4-fluoro-phenyl]-3-pyridyl]methyl]-4-methyl-oxazolidin-2-one;
(4R)-3-[[2-(1,1-Difluoroethyl)-5-[3-(difluoromethoxy)-4-fluoro-phenyl]-3-pyridyl]methyl]-4-methyl-oxazolidin-2-one;
(4S)-3-[[2-(1,1-Difluoroethyl)-5-[3-(difluoromethoxy)-4-fluoro-phenyl]-3-pyridyl]methyl]-4-methyl-oxazolidin-2-one;
5-[[2-(1,1-Difluoroethyl)-5-[3-(difluoromethoxy)-4-fluoro-phenyl]-3-pyridyl]methyl]-7-oxa-5-azaspiro[2.4]heptan-6-one;
6-[[2-(1,1-Difluoroethyl)-5-[3-(difluoromethoxy)-4-fluoro-phenyl]-3-pyridyl]methyl]-8-oxa-6-azaspiro[3.4]octan-7-one;
(5S)-3-[[2-(1,1-Difluoroethyl)-5-[3-(difluoromethoxy)-4-fluoro-phenyl]-3-pyridyl]methyl]-5-methyl-oxazolidin-2-one;
(5R)-3-[[2-(1,1-Difluoroethyl)-5-[3-(difluoromethoxy)-4-fluoro-phenyl]-3-pyridyl]methyl]-5-methyl-oxazolidin-2-one;
3-((5-(3-(Difluoromethoxy)-4-fluorophenyl)-2-fluoropyridin-3-yl)methyl)oxazolidin-2-one;
or
3-((5-(3-(Difluoromethoxy)-4-fluorophenyl)-2-fluoropyridin-3-yl)methyl)-1,3-oxazinan-2-one.

149 more elements

Dependencies are inferred from the claim text.

Facts

Application: 16/899,809Filed 12 Jun 2020 · us provisional application
Priority: 14 Jun 2019
Published: US 2020/0392154 A117 Dec 2020
Granted: 20 Sep 2022
Term ends: Not estimatedThe source records don’t support an estimate.

Classification9 codes

C07D 498/10
In which the condensed system contains two hetero rings: spiro-condensed systems
A61P 25/00
Drugs for disorders of the nervous system
A61P 25/08
Drugs for disorders of the nervous system: antiepileptics; Anticonvulsants
A61P 25/18
Drugs for disorders of the nervous system: antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia

Family

Application62/861,634Us provisional application · filed 14 Jun 2019
US 2020/0392154 A1Pre-grant publication · published 17 Dec 2020
US 11,447,503 B2This patent

From the US filing history. Foreign family members aren’t listed.

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Abstract

Facts

Application

16/899,809Filed 12 Jun 2020 · us provisional application

Priority

14 Jun 2019

Published

US 2020/0392154 A117 Dec 2020

Granted

20 Sep 2022

Term ends

Not estimatedThe source records don’t support an estimate.

Classification9 codes

C07D 498/10
In which the condensed system contains two hetero rings: spiro-condensed systems
A61P 25/00
Drugs for disorders of the nervous system
A61P 25/08
Drugs for disorders of the nervous system: antiepileptics; Anticonvulsants
A61P 25/18
Drugs for disorders of the nervous system: antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia