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US 2019/0292173 A1Published application
Compounds containing benzo[d][1,3]oxathiole, benzo[d][1,3]oxathiole 3-oxide or benzo[d][1,3]oxathiole 3,3-dioxide and methods/uses thereof as agonists of g protein-coupled receptor 119
AssigneePramana Pharmaceuticals Inc.
InventorsTarek Suhayl Mansour, Mikhail Chafeev, Mikhail Yudin, Yury Gezentsvey, Aleksandr Nikitin
Life of this patent
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Abstract
There are provided compounds containing benzo[d][1,3]oxathiole, benzo[d][1,3]oxathiole 3-oxide, and benzo[d][1,3]oxathiole 3,3-dioxide, as well as uses/methods related thereto, including treatment of diseases and condition associated with GPR119 dysregulation, Type 2 diabetes mellitus, and related metabolic disorders.
Claims21
-66. (canceled)
A compound having formula (A-I):
- or an enantiomer, diastereomer, hydrate, solvate, or pharmaceutically acceptable salt of formula (A-I), or a prodrug or complex thereof, wherein:
- X1 is selected from the group consisting of O, and SO2;
- X2 is selected from the group consisting of O, and SO2;
- when X1 is O, X2 is not O;
- when X2 is O, X1 is not O;
- when X1 is SO2, X2 is not SO2;
- when X2 is SO2, X1 is not SO2;
- X3 is selected from the group consisting of CH, CF and N;
- X4 is at each occurrence is independently selected from the group consisting of CH and N;
- A is selected from the group consisting of
- R is selected from the group consisting of
- R1 is selected from the group consisting of hydrogen, C(O)O-tert-butyl, and
- R2a is selected from the group consisting of hydrogen and C1-6 alkyl;
- R2b is selected from the group consisting of hydrogen and C1-6 alkyl;
- R3 is selected from the group consisting of hydrogen, C1-6 alkyl, C1-6 haloalkyl, C(O)R9, C(O)NR10aR10b, CH2C(O)OR10a,
- R4 is selected from the group consisting of hydrogen, C1-6 alkyl, C1-6 haloalkyl, C(O)R9, C(O)OR10, C(O)NR10aR10b,
- R5 is selected from the group consisting of hydrogen, C1-6 alkyl, C1-6 haloalkyl, C(O)R9, C(O)OR10, C(O)NR10aR10b,
- R6 is selected from the group consisting of
- NHR11, and CH2NHR12;
- R7a is selected from the group consisting of hydrogen, halogen, C1-6 alkyl, C3-7 branched alkyl, C1-6 haloalkyl, and C1-6 alkoxy;
- R7b is selected from the group consisting of hydrogen, halogen, C1-6 alkyl, C3-7 branched alkyl, C1-6 haloalkyl, and C1-6 alkoxy;
- R7c is selected from the group consisting of hydrogen, halogen, C1-6 alkyl, C3-7 branched alkyl, C1-6 haloalkyl, and C1-6 alkoxy;
- R8 is selected from the group consisting of hydrogen, halogen, C1-6 alkyl, C3-7 branched alkyl, and C3-7 cycloalkyl;
- R9 is selected from the group consisting of C1-6 alkyl, C3-7 branched alkyl, and
- R10 is selected from the group consisting of C1-6 alkyl and C3-7 branched alkyl;
- R10a is selected from the group consisting of hydrogen, C1-6 alkyl, and C3-7 branched alkyl;
- R10b is selected from the group consisting of hydrogen, C1-6 alkyl, and C3-7 branched alkyl;
- R11 is selected from the group consisting of
- R12 is selected from the group consisting of
- R13a is at each occurrence independently selected from the group consisting of hydrogen, C1-6 alkyl, and C3-7 branched alkyl;
- R13b is at each occurrence independently selected from the group consisting of hydrogen, C1-6 alkyl, and C3-7 branched alkyl;
- R14a is at each occurrence independently selected from the group consisting of hydrogen, C1-6 alkyl, C3-7 branched alkyl, and C(O)O-tert-butyl;
- R14b is at each occurrence independently selected from the group consisting of hydrogen, C1-6 alkyl, and C3-7 branched alkyl;
- X5 is selected from the group consisting of N and CR7b;
- n1 is 1 or 2;
- n2 is 1 or 2;
- and m is 1, 2, 3, 4, 5, 6, or 7;
- with the proviso that the compound excludes any compound having formula (A-1a)
- wherein:
- R15 is:
- hydrogen;
- C1-C5 alkyl;
- halogen-substituted C1-C5 alkyl;
- acyl selected from the group C1-C5 alkyl(C═O) and phenyl(C═O);
- substituted heteroaryl representing a monocyclic aromatic group with two nitrogen atoms which is substituted by a halogen or (C1-C5) alkyl;
- (C1-C3) alkylsulphonyl;
- or phenylsulphonyl;
- and
- R16a, R16b, R16c and R16d are hydrogen or one or two substitutents simultaneously selected from halogen, (C1-C3) alkyl, halogen-substituted (C1-C3)alkyl, (C1-C3)alkylsulphonyl or cyano.
46 more elements
A compound, which is:
- 6-((3-fluoro-4-piperidin-4-ylmethoxy)phenyl)-2H-benzo[d][1,3]oxathiole 3,3-dioxide;
- 6-((3-fluoro-4-((1-isopropylpiperidin-4-ylmethoxy)phenyl)-2H-benzo[1,3]oxathiole 3,3-dioxide;
- 6-((3-fluoro-4-((1-tert-butylpiperidin-4-ylmethoxy)phenyl)-2H-benzo[1,3]oxathiole 3,3-dioxide;
- 4-((4-3,3-dioxido-2H-benzo[d][1,3]oxathiol-6-yl)-2-fluorophenyoxy)methyl)-N,N-dimethylpiperidine-1-carboxamide;
- tert-butyl (2-(4-((4-(3,3-dioxido-2H-benzo[d][1,3]oxathiol-6-yl)-2-fluorophenoxy)methyl)piperidin-1-yl)-2-oxoethyl)carbamate;
- (2-(4-((4-(3,3-dioxido-2H-benzo[d][1,3]oxathiol-6-yl)-2-fluorophenoxy)methyl)piperidin-1-yl)ethan-1-one;
- tert-butyl (S)-(1-(4-((4-(3,3-dioxido-2H-benzo[d][1,3]oxathiol-6-yl)-2-fluorophenoxy)methyl)piperidin-1-yl)-3-methyl-1-oxobutan-2-yl)carbamate;
- ((S)-2-amino-1-(4-((4-(3,3-dioxido-2H-benzo[d][1,3]oxathiol-6-yl)-2-fluorophenoxy)methyl)piperidin-1-yl)-)-3-methylbutan-1-one;
- 4-((4-3,3-dioxido-2H-benzo[d][1,3]oxathiol-6-yl)-2-fluorophenyoxy)methyl)-piperidine-1-carboxamide;
- 1-4-((4-3,3-dioxido-2H-benzo[1,3]oxathiol-6-yl)-2-fluorophenyoxy)methyl)-piperidin-1-yl)-2-methylpropan-1-one;
- ethyl-2-(4-{[4-(3,3-dioxido-2H-benzo[d][1,3]oxathiol-6-yl)-2-fluorophenyoxy)methyl)-piperidin-1-yl)acetic acid;
- 6-(4-((1-(5-ethylpyrimidin-2-yl)piperidin-4-yl)methoxy-3-fluorophenyl)-2H-benzo[d][1,3]oxathiole 3,3-dioxide;
- tert-butyl 4-(((5-(3,3-dioxido-2H-benzo[d][1,3]oxathiol-6-yl)pyrimidin-2-yl)oxy)methyl)piperidine-1-carboxylate;
- 6-(2-(piperidin-4-ylmethoxy)pyrimidin-5-yl)-2H-benzo[d][1,3]oxathiole 3,3-dioxide;
- 6-(2-((1-(5-chloropyrimidin-2-yl)piperidin-4-yl)methoxy)pyrimidin-5-yl)-2H-benzo[d][1,3]oxathiole 3,3-dioxide;
- 5-(4-((1-5-chloropyrimidin-2-yl)piperidin-4-yl)methoxy)-3-fluorophenyl)-2H-benzo[d][1,3]oxathiole 3,3-dioxide;
- 6-(4-((1-(4-chloro-1,3,5-triazin-2-yl)piperidin-4-yl)methoxy)-3-3-fluorophenyl)-2H-benzo[d][1,3]oxathiole 3,3-dioxide;
- 6-(4-((1-(1,3,5-triazin-2-yl)piperidin-4-yl)methoxy)-3-fluorophenyl)-2H-benzo[d][1,3]oxathiole 3,3-dioxide;
- tert-butyl 3-((4-(3,3-dioxido-2H-benzo[d][1,3]oxathiol-6-yl)-2-fluorophenoxy)methyl)azetidine-1-carboxylate;
- 6-(4-(azetidin-3-ylmethoxy)-3-fluorophenyl)-2H-benzo[d][1,3]oxathiole 3,3-dioxide;
- 6-(4-((1-(5-chloropyrimidin-2-yl)azetidin-3-yl)methoxy)-3-fluorophenyl)-2H-benzo[d][1,3]oxathiole 3,3-dioxide;
- 6-(3-fluoro-4-((1-(3-isopropyl-1,2,4-oxadiazol-5-yl)azetidin-3-yl)methoxy)phenyl)-2H-benzo[d][1,3]oxathiole 3,3-dioxide;
- tert-butyl 4-(5-((4-(3,3-dioxido-2H-benzo[d][1,3]oxathiol-6-yl)-2-fluorophenoxy)methyl)thiazol-2-yl)piperidine-1-carboxylate;
- 6-(3-fluoro-4-((2-(piperidin-4-yl)thiazol-5-yl)methoxy)phenyl)-2H-benzo[d][1,3]oxathiole 3,3-dioxide;
- 6-(4-((2-(1-(5-chloropyrimidin-2-yl)piperidin-4-yl)thiazol-5-yl)methoxy)-3-fluorophenyl)-2H-benzo[d][1,3]oxathiole-3,3-dioxide;
- 6-(3-fluoro-4-((1-(3-isopropyl-1,2,4-oxadiazol-5-yl)piperidin-4-yl)methoxy)phenyl)-2H-benzo[d][1,3]oxathiole 3,3-dioxide;
- tert-butyl 4-(4-(3,3-dioxido-2H-benzo[d][1,3]oxathiol-6-yl)-2-fluorophenyl]piperazine-1-carboxylate;
- 6-(3-fluoro-4-(piperazine-1-yl)phenyl)-2H-benzo[d][1,3]oxathiole 3,3-dioxide;
- 6-(4-(5-chloropyrimidin-2-yl)piperazin-1-yl)-3-fluorophenyl-2H-benzo[d][1,3]oxathiole 3,3-dioxide;
- 6-(4-((1-(5-chloropyrimidin-2-yl)piperidin-4-yl)methoxy)-3-fluorophenyl)-2H-benzo[d][1,3]oxathiole 3,3-dioxide;
- 5-(4-((1-(5-chloropyrimidin-2-yl)piperidin-4-yl)methoxy)-3-fluorophenyl-2H-benzo[d][1,3]oxathiole3,3-dioxide;
- 6-(3-fluoro-4-(1-(5-isopropylpyrimidin-2-yl)piperidin-4-yl)methoxy)phenyl-2H-benzo[d][1,3]oxathiole 3,3-dioxide;
- 6-(3-fluoro-4-(1-(5-methoxypyrimidin-2-yl)piperidin-4-yl)methoxy)phenyl-2H-benzo[d][1,3]oxathiole 3,3-dioxide;
- (R)-6-(4-((1-(5-ethylpyrimidin-2-yl)pyrrolidin-2-yl)methoxy)-3-fluorophenyl-2H-benzo[d]oxathiole 3,3-dioxide;
- tert-butyl 4-(((2-(3,3-dioxido-2H-benzo[d][1,3]oxathiol-6-yl)pyrimidin-5-yl)oxy)methyl)piperidine-1-carboxylate;
- 6-(5-(piperidin-4-ylmethoxy)pyrimidin-2-yl)-2H-benzo[d][1,3]oxathiole 3,3-dioxide hydrochloride;
- 6-(5-((1-(5-ethylpyrimidin-2-yl)piperidin-4-yl)methoxy)pyrimidin-2-yl)-2H-benzo[d][1,3]oxathiole 3,3-dioxide;
- (S)-6-(4-((1-(5-ethylpyrimidin-2-yl)pyrrolidin-2-yl)methoxy)-3-fluorophenyl-2H-benzo[d]oxathiole 3,3-dioxide;
- (S)-6-(4-((1-(5-ethylpyrimidin-2-yl)pyrrolidin-3-yl)methoxy)-3-fluorophenyl)-2H-benzo[d][1,3]oxathiole 3,3-dioxide;
- (S)-6-(4-((1-(5-chloropyrimidin-2-yl)pyrrolidin-3-yl)methoxy)-3-fluorophenyl)-2H-benzo[d][1,3]oxathiole 3,3-dioxide;
- (S)-6-(4-((1-(4-ethylpyrimidin-2-yl)pyrrolidin-3-yl)methoxy)-3-fluorophenyl)-2H-benzo[d][1,3]oxathiole 3,3-dioxide;
- or a pharmaceutically acceptable form thereof.
39 more elements
A compound having formula (B-I):
- or an enantiomer, diastereomer, hydrate, solvate, or pharmaceutically acceptable salt of formula (B-I), or a prodrug or complex thereof, wherein:
- X1 is selected from the group consisting of O, S and SO;
- X2 is selected from the group consisting of O, S and SO;
- when X1 is O, X2 is not O;
- when X2 is O, X1 is not O;
- when X1 is S, X2 is not S;
- when X2 is S, X1 is not S;
- when X1 is SO, X2 is not SO;
- when X2 is SO, X1 is not SO;
- X3 is selected from the group consisting of CH, CF and N;
- X4 at each occurrence is independently selected from the group consisting of CH and N;
- A is selected from the group consisting of
- R is selected from the group consisting of
- R1 is selected from the group consisting of hydrogen, C(O)O-tert-butyl, and
- R2a is selected from the group consisting of hydrogen and C1-6 alkyl;
- R2b is selected from the group consisting of hydrogen and C1-6 alkyl;
- R3 is selected from the group consisting of hydrogen, C1-6 alkyl, C1-6 haloalkyl, C(O)R9, C(O)OR10, C(O)NR10aR10b, CH2C(O)OR10a,
- R4 is selected from the group consisting of hydrogen, C1-6 alkyl, C1-6 haloalkyl, C(O)R9, C(O)OR10, C(O)NR10aR10b,
- R5 is selected from the group consisting of hydrogen, C1-6 alkyl, C1-6 haloalkyl, C(O)R9, C(O)OR10, C(O)NR10aR10b,
- R6 is selected from the group consisting of
- NHR11, and CH2NHR12;
- R7a is selected from the group consisting of hydrogen, halogen, C1-6 alkyl, C3-7 branched alkyl, C1-6 haloalkyl, and C1-6 alkoxy;
- R7b is selected from the group consisting of hydrogen, halogen, C1-6 alkyl, C3-7 branched alkyl, C1-6 haloalkyl, and C1-6 alkoxy;
- R7c is selected from the group consisting of hydrogen, halogen, C1-6 alkyl, C3-7 branched alkyl, C1-6 haloalkyl, and C1-6 alkoxy;
- R8 is selected from the group consisting of hydrogen, halogen, C1-6 alkyl, C3-7 branched alkyl, and C3-7 cycloalkyl;
- R9 is selected from the group consisting of C1-6 alkyl, C3-7 branched alkyl, and
- R10 is selected from the group consisting of C1-6 alkyl and C3-7 branched alkyl;
- R10a is selected from the group consisting of hydrogen, C1-6 alkyl, and C3-7 branched alkyl;
- R10b is selected from the group consisting of hydrogen, C1-6 alkyl, and C3-7 branched alkyl;
- R11 is selected from the group consisting of
- R12 is selected from the group consisting of
- R13a is at each occurrence independently selected from the group consisting of hydrogen, C1-6 alkyl, and C3-7 branched alkyl;
- R13b is at each occurrence independently selected from the group consisting of hydrogen, C1-6 alkyl, and C3-7 branched alkyl;
- R14a is at each occurrence independently selected from the group consisting of hydrogen, C1-6 alkyl, C3-7 branched alkyl, and C(O)O-tert-butyl;
- R14b is at each occurrence independently selected from the group consisting of hydrogen, C1-6 alkyl, and C3-7 branched alkyl;
- X5 is selected from the group consisting of N and CR7b;
- n1 is 1 or 2;
- n2 is 1 or 2;
- and m is 1, 2, 3, 4, 5, 6, or 7.
36 more elements
A compound, which is:
- 5-(4-((1-(5-chloropyrimidin-2-yl)piperidin-4-yl)methoxy)-3-fluorophenyl)-2H-benzo[d][1,3]oxathiole 3-oxide;
- 6-(4-((1-(5-ethylpyrimidin-2-yl)methoxy)-3-fluorophenyl)-2H-benzo[d][1,3]oxathiole-3-oxide;
- 1-(4-((2-fluoro-4-(3-oxido-2H-benzo[d][1,3]oxathiol-6-yl)phenoxy)methyl)-piperidin-1-yl)-3-methylbutane-1-one;
- 6-(3-fluoro-4-((1-(5-methoxypyrimidin-2-yl)piperidin-4-yl)methoxy)phenyl)-2H-benzo[d][1,3]oxathiole 3-oxide;
- 6-(4-((1-(4-ethylpyrimidin-2-yl)piperidin-4-yl)methoxy)-3-(fluorophenyl)-2H-benzo[d][1,3]oxathiole 3-oxide;
- 2-(4-((4-benzo[d][1,3]oxathiol-6-yl)-2-fluorophenoxy)methyl)piperidin-1-yl)-4-ethylpyrimidine;
- 6-(4-((1-(5-ethoxypyrimidin-2-yl)piperidin-4-yl)methoxy)-3-fluorophenyl)-2H-benzo[d][1,3]oxathiole 3-oxide;
- 6-(3-fluoro-4-((1-(5-isopropylpyrimidin-2-yl)piperidin-4-yl)methoxy)phenyl)-2H-benzo[d][1,3]oxathiole 3-oxide;
- 6-(3-fluoro-4-((1-(5-(trifluoromethyl)pyridin-2-yl)piperidin-4-yl)methoxy)phenyl)-2H-benzo[d][1,3]oxathiole 3-oxide;
- 6-(3-fluoro-4-(piperidin-4-yl)methoxy)phenyl)-2H-benzo[d][1,3]oxathiole 3-oxide;
- tert-butyl-4-((2-fluoro-4-(3-oxido-2H-benzo[d][1,3]oxathiol-6-yl)phenoxy)methyl) piperidine-1-carboxylate;
- (S)-6-(4-((1-(5-chloropyrimidin-2-yl)piperidin-4-yl)methoxy)-3-fluorophenyl)-2H-benzo[d][1,3]oxathiole 3-oxide;
- (R)-6-(4-((1-(5-chloropyrimidin-2-yl)piperidin-4-yl)methoxy)-3-fluorophenyl)-2H-benzo[d][1,3]oxathiole 3-oxide;
- 6-(4-((1-(4-ethylpyrimidin-2-yl)piperidin-4-yl)methoxy)-3-fluorophenyl)-2H-benzo[d][1,3]oxathiole 3-oxide;
- 4-((4-((benzo[d][1,3]oxathiol-6-yl)-2-fluorophenoxy)methyl)piperidine;
- 2-((4-((4-(benzo[d][1,3]oxathiol-6-yl)-2-fluorophenoxy)methyl)piperidin-1-yl)-5-ethylpyrimidine;
- 2-((4-((4-(benzo[d][1,3]oxathiol-6-yl)-2-fluorophenoxy)methyl)piperidin-1-yl)-5-isopropylpyrimidine;
- 2-(4-((4-((benzo[d][1,3]oxathiol-6-yl)-2-fluorophenoxy)methyl)piperidin-1-yl)-5-methoxpyrimidine;
- 1-(4-((4-(benzo[d][1,3]oxathiol-6-yl)-2-fluorophenoxy)methyl)piperidin-1-yl)-3-methylbutan-1-one;
- tert-butyl-(R)-4-((2-fluoro-4-(3-oxido-2H-benzo[d][1,3]oxathiol-6-yl)phenoxy)methyl) piperidine-1-carboxylate;
- (R)-6-(3-fluoro-4-(piperidin-4-ylmethoxy)phenyl)-2H-benzo[d][1.3]oxathiole 3-oxide;
- tert-butyl-(S)-4-((2-fluoro-4-(3-oxido-2H-benzo[d][1.3]oxathiol-6-yl)phenoxy)methyl) piperidine-1-carboxylate;
- (S)-6-(3-fluoro-4-(piperidin-4-ylmethoxy)phenyl)-2H-benzo[d][1,3]oxathiole 3-oxide;
- (S)-6-(4-((1-(5-ethylpyrimidin-2-yl)piperidin-4-yl)methoxy)-3-fluorophenyl)-2H-benzo[d][1,3]oxathiole 3-oxide;
- (S)-6-(3-fluoro-4-((1-5-isopropylpyrimidin-2-yl)piperidin-4-yl)methoxy)phenyl)-2H-benzo[d][1,3]oxathiole 3-oxide;
- (S)-6-(3-fluoro-4-((1-5-methoxypyrimidin-2-yl)piperidin-4-yl)methoxy)phenyl)-2H-benzo[d][1,3]oxathiole 3-oxide;
- (R)-6-(3-fluoro-4-((1-(5-methoxypyrimidin-2-yl)piperidin-4-yl)methoxy)phenyl)-2H-benzo[d][1,3]oxathiole 3-oxide;
- (R)-6-(4-((1-(5-ethylpyrimidin-2-yl)piperidin-4-yl)methoxy)phenyl)-3-fluorophenyl)-2H-benzo[d][1,3]oxathiole 3-oxide;
- (R)-6-(3-fluoro-4-((1-(5-isopropylpyrimidin-2-yl)piperidin-4-yl)methoxy)phenyl)-2H-benzo[d][1,3]oxathiole 3-oxide;
- tert-butyl (R)-4-(((5-(3-oxido-2H-benzo[d][1,3]oxathiol-6-yl]pyrimidin-2-yl)oxy)methyl)piperidine-1-carboxylate;
- (R)-6-(2-(piperidin-4-ylmethoxy)pyrimidin-5-yl)-2H-benzo[d][1,3]oxathiole 3-oxide;
- (R)-6-(2-((1-(5-chloropyridin-2-yl)piperidin-4-yl)methoxy)pyrimidin-5-yl)-2H-benzo[d][1,3]oxathiole 3-oxide;
- (S)-6-(4-((1-(5-chloropyrimidin-2-yl)piperidin-4-yl)methoxy)-3-fluorophenyl)-2H-benzo[d][1,3]oxathiole 3-oxide;
- tert-butyl (S)-4-(((5-(3-oxido-2H-benzo[d][1,3]oxathiol-6-yl)pyrimidin-2-yl)oxy)methyl)piperidine-1-carboxylate;
- (S)-6-(2-(piperidin-4-ylmethoxy)pyrimidin-5-yl)-2H-benzo[d][1,3]oxathiole 3-oxide;
- (S)-6-(2-((1-(5-chloropyrimidin-2-yl)piperidin-4-yl)methoxy)pyrimidin-5-yl)-2H-benzo[d][1,3]oxathiole 3-oxide;
- tert-butyl (3R)-3-((2-fluoro-4-(3-oxido-2H-benzo[d][1,3]oxathiol-6-yl)phenoxy)methyl) pyrrolidine-1-carboxylate;
- 6-(3-fluoro-4(((R)-pyrrolidin-3-yl)methoxy)phenyl)-2H-benzo[d][1,3]oxathiole 3-oxide 6-(4-(((R)-1-(5-Ethylpyrimidin-2-yl)pyrrolidin-3-yl)methoxy)-3-fluorophenyl)-2H-benzo[d][1,3]oxathiole 3-oxide;
- (R)-3-((4-benzo[d][1,3]oxathiol-6-yl)-2-fluorophenoxy)methyl)pyrrolidine;
- (R)-2-(3-((4-benzo[d][1,3]oxathiol-6-yl)-2-fluorophenoxy)methyl)pyrrolidin-1-yl)-5-ethylpyrimidine;
- (S)-6-(4-(((S)-1-(5-ethylpyrimidin-2-yl)pyrrolidin-3-yl)methoxy)-3-flurophenyl)-2H-benzo[d][1,3]oxathiole 3-oxide;
- (R)-6-(4-(((S)-1-(5-ethylpyrimidin-2-yl)pyrrolidin-3-yl)methoxy-3-flurophenyl)-2H-benzo[d][1,3]oxathiole 3-oxide;
- (S)-6-(4-(((R)-1-(5-ethylpyrimidin-2-yl)pyrrolidin-3-yl)methoxy-3-flurophenyl)-2H-benzo[d][1,3]oxathiole 3-oxide;
- (R)-6-(4-(((R)-1-(5-ethylpyrimidin-2-yl)pyrrolidin-3-yl)methoxy-3-flurophenyl)-2H-benzo[d][1,3]oxathiole 3-oxide;
- (S)-6-(-4-(((S)-1-(5-chloropyrimidin-2-yl)pyrrolidin-3-yl)methoxy)-3-fluorophenyl)-2H-benzo[d][1,3]oxathiole 3-oxide;
- (S)-6-(4-(((S)-1-(4-ethylpyrimidin-2-yl)pyrrolidine-3-yl)methoxy)-3-fluorophenyl)-2H-benzo[d][1,3]oxathiole 3-oxide;
- (R)-6-(4-(((S)-1-(4-ethylpyrimidin-2-yl)pyrrolidine-3-yl)methoxy)-3-fluorophenyl)-2H-benzo[d][1,3]oxathiole 3-oxide;
- (R)-6-(4-(((S)-1-(5-chloropyrimidin-2-yl)pyrrolidine-3-yl)methoxy)-3-fluorophenyl)-2H-benzo[d][1,3]oxathiole 3-oxide;
- (S)-6-(4-(((S)-1-(5-ethylpyrimidin-2-yl)pyrrolidine-3-yl)methoxy)phenyl)-2H-benzo[d][1,3]oxathiole 3-oxide;
- or
- a pharmaceutically acceptable form thereof.
48 more elements
Dependencies are inferred from the claim text.