Substituted benzothiophenyl derivatives as gpr40 agonists for the treatment of type ii diabetes
AssigneeJanssen Pharmaceutica NV
InventorsHui Huang, Gee-Hong Kuo, Mark R. Player, Shyh-Ming Yang, Yue-Mei Zhang
Life of this patent
Estimating the term…
Abstract
Disclosed are compounds, compositions and methods for treating of disorders that are affected by the modulation of the GPR40 receptor. Such compounds are represented by Formula (I) as follows: wherein R1, R2, R3, R5, R6, W, and A are defined herein.
Claims35
A compound of Formula (I)
- wherein
- ring W is phenyl or pyridyl;
- A is —CH2O— or —OCH2—;
- Z is CH or N;
- R6 is hydrogen;
- R1 is selected from hydrogen or methylacetylenyl;
- or R1 and R6 are taken together to form a spirofused 3-hydroxycyclobutyl or a spirofused 3-oxocyclobutyl;
- R2 is selected from hydrogen or methyl;
- R3 is hydrogen, chloro, or a substituent selected from the group consisting of C1-3alkyl, hydroxy, 1,1-dioxothian-4-yl, 1,1-dioxido-3,6-dihydro-2H-thiopyran-4-yl, 1,1-dioxo-1,4-thiazinane-4-ylcarbonyl, C1-3alkylsulfonyl, C1-3alkylsulfonylamino, 1,1-dioxido-1-thia-6-azaspiro[3.3]heptan-6-yl, piperidin-4-yl, piperidin-4-ylmethyl, and —OR4;
- wherein R4 is
- i) C1-8alkyl optionally independently substituted with one or two C1-3alkoxy or hydroxy substituents;
- ii) C3-7cycloalkyl;
- iii) 4-hydroxy-1,1-dioxo-thian-4-ylmethyl;
- iv) 1,1-dioxothian-4-yl;
- v) 1,1-dioxidotetrahydro-2H-thiopyran-4-yl;
- vi) tetrahydro-2H-pyran-4-yl;
- vii) C1-3alkylsulfonylpropyl;
- viii) 2-(1-hydroxycyclopropyl)ethyl;
- ix) 3-methyloxetan-3-yl-methyl;
- x) (3-methyl-1,1-dioxidothietan-3-yl)methyl;
- xi) (1-C3-6cycloalkyl-1-ol)methyl;
- xii) 4-hydroxy-tetrahydropyran-4-ylmethyl;
- xiii) 2-(C3-7cycloalkyl)-2-hydroxyethyl;
- xiv) tetrahydro-2H-pyran-4-ylmethyl;
- or
- xv) tetrahydrofuran-3-yl;
- R5 is methyl, methoxy, bromo, chloro, C1-6alkoxy-C1-6alkoxyl, C1-6alkylsulfonyl, or trifluoromethyl;
- or an enantiomer, diastereomer, or pharmaceutically acceptable salt forms thereof.
A compound of Formula (I)
- wherein
- ring W is phenyl or pyridyl;
- A is —CH2O— or —OCH2—;
- Z is CH or N;
- R6 is hydrogen;
- R1 is selected from hydrogen or methylacetylenyl;
- or R1 and R6 are taken together to form a spirofused 3-hydroxycyclobutyl or a spirofused 3-oxocyclobutyl;
- R2 is hydrogen;
- R3 is hydrogen, chloro, or a substituent selected from the group consisting of C1-3alkyl, hydroxy, 1,1-dioxothian-4-yl, 1,1-dioxido-3,6-dihydro-2H-thiopyran-4-yl, 1,1-dioxo-1,4-thiazinane-4-ylcarbonyl, C1-3alkylsulfonyl, C1-3alkylsulfonylamino, 1,1-dioxido-1-thia-6-azaspiro[3.3]heptan-6-yl, piperidin-4-yl, piperidin-4-ylmethyl, and —OR4;
- wherein R4 is
- i) C1-8alkyl optionally independently substituted with one or two C1-3alkoxy or hydroxy substituents;
- ii) C3-7cycloalkyl;
- iii) 4-hydroxy-1,1-dioxo-thian-4-ylmethyl;
- iv) 1,1-dioxothian-4-yl;
- v) 1,1-dioxidotetrahydro-2H-thiopyran-4-ylmethyl;
- vi) tetrahydro-2H-pyran-4-yl;
- vii) C1-3alkylsulfonylpropyl;
- viii) 2-(1-hydroxycyclopropyl)ethyl;
- ix) 3-methyloxetan-3-yl-methyl;
- x) (3-methyl-1,1-dioxidothietan-3-yl)methyl;
- xi) tetrahydro-2H-pyran-4-ylmethyl;
- or
- xii) tetrahydrofuran-3-yl;
- R5 is methyl, methoxy, 2-methoxyethoxy, methanesulfonyl, chloro, or trifluoromethyl;
- or an enantiomer, diastereomer, or pharmaceutically acceptable salt forms thereof.
A compound of Formula (I)
- wherein
- ring W is pyridyl;
- A is —CH2O— or —OCH2—;
- Z is CH, R6 is hydrogen and R1 is (S)-methylacetylenyl;
- or R1 and R6 are taken together to form a spirofused 3-hydroxycyclobutyl or a spirofused 3-oxocyclobutyl;
- or
- Z is N, R6 is hydrogen and R1 is (R)-methylacetylenyl;
- or R1 and R6 are taken together to form a spirofused 3-hydroxycyclobutyl or a spirofused 3-oxocyclobutyl;
- R2 is hydrogen;
- R3 is hydrogen or a substituent that is —OR4;
- wherein R4 is
- i) C1-4alkyl optionally independently substituted with one or two hydroxy or C1-3alkoxy substituents;
- ii) (4-hydroxy-1,1-dioxo-thian-4-yl)methyl;
- iii) 1,1-dioxidotetrahydro-2H-thiopyran-4-ylmethyl;
- iv) tetrahydro-2H-pyran-4-yl;
- v) C1-3alkylsulfonylpropyl;
- vi) tetrahydro-2H-pyran-4-ylmethyl;
- or
- vii) tetrahydrofuran-3-yl;
- R5 is methyl, methoxy, chloro, 2-methoxyethoxy, methanesulfonyl, or trifluoromethyl;
- or an enantiomer, diastereomer, or pharmaceutically acceptable salt forms thereof.
A compound of Formula (I)
- wherein
- ring W is phenyl;
- A is —CH2O— or —OCH2—;
- when Z is CH, R6 is hydrogen and R1 is (S)-methylacetylenyl;
- or R1 and R6 are taken together to form a spirofused 3-hydroxycyclobutyl or a spirofused 3-oxocyclobutyl;
- or
- when Z is N, R6 is hydrogen and R1 is (R)-methylacetylenyl;
- or R1 and R6 are taken together to form a spirofused 3-hydroxycyclobutyl or a spirofused 3-oxocyclobutyl;
- R2 is hydrogen;
- R3 is hydrogen or a substituent that is piperidin-4-yl, piperidin-4-ylmethyl, or —OR4;
- wherein R4 is
- i) C1-4alkyl optionally independently substituted with one or two hydroxy or C1-3alkoxy substituents;
- ii) (4-hydroxy-1,1-dioxo-thian-4-yl)methyl;
- iii) 1,1-dioxidotetrahydro-2H-thiopyran-4-ylmethyl;
- iv) tetrahydro-2H-pyran-4-yl;
- v) C1-3alkylsulfonylpropyl;
- vi) tetrahydro-2H-pyran-4-ylmethyl;
- or
- vii) tetrahydrofuran-3-yl;
- R5 is methyl, methoxy, 2-methoxyethoxy, methanesulfonyl, chloro, or trifluoromethyl;
- or an enantiomer, diastereomer, or pharmaceutically acceptable salt forms thereof.
A compound of Formula (I)
- wherein
- ring W is phenyl or pyridyl;
- A is —CH2O—;
- when Z is CH, R6 is hydrogen and R1 is (S)-methylacetylenyl;
- or R1 and R6 are taken together to form a spirofused 3-hydroxycyclobutyl or a spirofused 3-oxocyclobutyl;
- or
- when Z is N, R6 is hydrogen and R1 is (R)-methylacetylenyl;
- or R1 and R6 are taken together to form a spirofused 3-hydroxycyclobutyl or a spirofused 3-oxocyclobutyl;
- R2 is hydrogen;
- R3 is hydrogen or a substituent that is —OR4;
- wherein R4 is
- i) C1-4alkyl optionally independently substituted with one or two hydroxyl or C1-3alkoxy substituents;
- ii) (4-hydroxy-1,1-dioxo-thian-4-yl)methyl;
- iii) 1,1-dioxidotetrahydro-2H-thiopyran-4-ylmethyl;
- iv) tetrahydro-2H-pyran-4-yl;
- v) C1-3alkylsulfonylpropyl;
- vi) tetrahydro-2H-pyran-4-ylmethyl;
- or
- vii) tetrahydrofuran-3-yl;
- R5 is methyl, methoxy, 2-methoxyethoxy, methanesulfonyl, chloro, or trifluoromethyl;
- or an enantiomer, diastereomer, or pharmaceutically acceptable salt forms thereof.
A compound of Formula (I)
- wherein
- ring W is phenyl or pyridyl;
- A is —CH2O— or —OCH2—;
- Z is CH or N;
- R6 is hydrogen;
- R1 is selected from hydrogen or methylacetylenyl;
- or R1 and R6 are taken together to form a spirofused 3-hydroxycyclobutyl or a spirofused 3-oxocyclobutyl;
- R2 is selected from hydrogen or methyl;
- R3 is selected from the group consisting of hydrogen;
- methyl;
- methoxy;
- hydroxy;
- chloro;
- (4-hydroxy-1,1-dioxo-thian-4-yl)methoxy;
- 4-(3-methylsulfonylpropoxy;
- 1,1-dioxo-1,4-thiazinane-4-carbonyl;
- 1,1-dioxido-3,6-dihydro-2H-thiopyran-4-yl;
- 1,1-dioxothian-4-yl;
- (1,1-dioxothian-4-yl)oxy;
- (1-hydroxycyclopropyl)ethoxy;
- 3-hydroxy-3-methylbutoxy;
- 2,3-dihydroxypropoxy;
- (3-methyloxetan-3-yl)methoxy;
- (tetrahydro-2H-pyran-4-yl)oxy;
- 2-methoxyethoxy;
- (1,1-dioxidotetrahydro-2H-thiopyran-4-yl)methoxy;
- (3-methyl-1,1-dioxidothietan-3-yl)methoxy;
- (3-(methylsulfonyl)propoxy;
- 1,1-dioxidotetrahydro-2H-thiopyran-4-yl;
- 2-ethoxyethoxy;
- 1,1-dioxidotetrahydro-2H-thiopyran-4-yl)oxy;
- (tetrahydro-2H-pyran-4-yl)oxy;
- 1,1-dioxido-1-thia-6-azaspiro[3.3]heptan-6-yl;
- methylsulfonyl;
- methylsulfonamido;
- 3-hydroxy-3-methylbutoxy;
- tetrahydro-2H-pyran-4-yl)methoxy;
- tetrahydrofuran-3-yloxy;
- piperidin-4-yl;
- piperidin-4-ylmethyl;
- and tetrahydro-2H-pyran-4-yl)oxy;
- R5 is methyl, methoxy, 2-methoxyethoxy, methanesulfonyl, chloro, or trifluoromethyl;
- or an enantiomer, diastereomer, or pharmaceutically acceptable salt forms thereof.
A compound of Formula (I)
- selected from the group consisting of
- Cpd 1, 3-[4-[[3-(2-Methylphenyl)benzo[b]thiophen-5-yl]methoxy]phenyl]propanoic acid;
- Cpd 2, (3S)-3-[4-[[3-(2-Methylphenyl)benzo[b]thiophen-5-yl]methoxy]phenyl]hex-4-ynoic acid;
- Cpd 3, (3S)-3-[4-[[3-[4-[(4-Hydroxy-1,1-dioxo-thian-4-yl)methoxy]-2-methyl-phenyl]benzo[b]thiophen-5-yl]methoxy]phenyl]hex-4-ynoic acid;
- Cpd 4, (3S)-3-[4-[[3-[2-Methyl-4-(3-methylsulfonylpropoxy)phenyl]benzo[b]thiophen-5-yl]methoxy]phenyl]hex-4-ynoic acid;
- Cpd 5, (3S)-3-[4-[[3-[4-(1,1-Dioxo-1,4-thiazinane-4-carbonyl)-2-methyl-phenyl]benzo[b]thiophen-5-yl]methoxy]phenyl]hex-4-ynoic acid;
- Cpd 6, (3S)-3-[4-[[3-[4-(1,1-Dioxo-3,6-dihydro-2H-thiopyran-4-yl)-2-methyl-phenyl]benzo[b]thiophen-5-yl]methoxy]phenyl]hex-4-ynoic acid;
- Cpd 7, (3S)-3-[4-[[3-(4-Hydroxy-2-methyl-phenyl)benzo[b]thiophen-5-yl]methoxy]phenyl]hex-4-ynoic acid;
- Cpd 8, (3S)-3-[4-[[3-[4-(1,1-Dioxothian-4-yl)-2-methyl-phenyl]benzo[b]thiophen-5-yl]methoxy]phenyl]hex-4-ynoic acid;
- Cpd 9, (3S)-3-[4-[[3-[4-(1,1-Dioxothian-4-yl)oxy-2-methyl-phenyl]-2-methyl-benzo[b]thiophen-5-yl]methoxy]phenyl]hex-4-ynoic acid;
- Cpd 10, (3S)-3-[4-[[3-(2,6-Dimethylphenyl)benzo[b]thiophen-5-yl]methoxy]phenyl]hex-4-ynoic acid;
- Cpd 11, (3S)-3-(4-((3-(4-(2-(1-Hydroxycyclopropyl)ethoxy)-2-methylphenyl)benzo[b]thiophen-5-yl)methoxy)phenyl)hex-4-ynoic acid;
- Cpd 12, (3S)-3-(4-((3-(4-(3-Hydroxy-3-methylbutoxy)-2-methylphenyl)benzo[b]thiophen-5-yl)methoxy)phenyl)hex-4-ynoic acid;
- Cpd 13, (3S)-3-(4-((3-(4-(2,3-Dihydroxypropoxy)-2-methylphenyl)benzo[b]thiophen-5-yl)methoxy)phenyl)hex-4-ynoic acid;
- Cpd 14, (3S)-3-(4-((3-(2-Methyl-4-((3-methyloxetan-3-yl)methoxy)phenyl)benzo[b]thiophen-5-yl)methoxy)phenyl)hex-4-ynoic acid;
- Cpd 15, (3S)-3-(4-((3-(2-Methyl-4-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)benzo[b]thiophen-5-yl)methoxy)phenyl)hex-4-ynoic acid;
- Cpd 16, (3S)-3-(4-((3-(4-(2-Methoxyethoxy)-2-methylphenyl)benzo[b]thiophen-5-yl)methoxy)phenyl)hex-4-ynoic acid;
- Cpd 17, (3S)-3-(4-((3-(4-((1,1-Dioxidotetrahydro-2H-thiopyran-4-yl)methoxy)-2-methylphenyl)benzo[b]thiophen-5-yl)methoxy)phenyl)hex-4-ynoic acid;
- Cpd 18, (3S)-3-(4-((3-(2-Methyl-4-((3-methyl-1,1-dioxidothietan-3-yl)methoxy)phenyl)benzo[b]thiophen-5-yl)methoxy)phenyl)hex-4-ynoic acid;
- Cpd 19, (3S)-3-(4-((3-(2-Chlorophenyl)benzo[b]thiophen-5-yl)methoxy)phenyl)hex-4-ynoic acid;
- Cpd 20, (3S)-3-(4-((3-(2-Bromophenyl)benzo[b]thiophen-5-yl)methoxy)phenyl)hex-4-ynoic acid;
- Cpd 21, (3S)-3-(4-((3-(2-(Trifluoromethyl)phenyl)benzo[b]thiophen-5-yl)methoxy)phenyl)hex-4-ynoic acid;
- Cpd 22, (3S)-3-(4-((3-(2-Methylpyridin-3-yl)benzo[b]thiophen-5-yl)methoxy)phenyl)hex-4-ynoic acid;
- Cpd 23, (3S)-3-(4-(((3-(2-Methylphenyl)benzo[b]thiophen-5-yl)oxy)methyl)phenyl)hex-4-ynoic acid;
- Cpd 24, (3S)-3-(4-(((3-(2-Methyl-4-(3-(methylsulfonyl)propoxy)phenyl)benzo[b]thiophen-5-yl)oxy)methyl)phenyl)hex-4-ynoic acid;
- Cpd 25, (3S)-3-(4-(((3-(4-(1,1-Dioxido-3,6-dihydro-2H-thiopyran-4-yl)-2-methylphenyl)benzo[b]thiophen-5-yl)oxy)methyl)phenyl)hex-4-ynoic acid;
- Cpd 26, (3S)-3-(4-(((3-(4-(1,1-Dioxidotetrahydro-2H-thiopyran-4-yl)-2-methylphenyl)benzo[b]thiophen-5-yl)oxy)methyl)phenyl)hex-4-ynoic acid;
- Cpd 27, (3S)-3-(4-(((3-(2,6-Dimethylphenyl)benzo[b]thiophen-5-yl)oxy)methyl)phenyl)hex-4-ynoic acid;
- Cpd 28, 2-(1-(4-((3-(4-(1,1-Dioxido-3,6-dihydro-2H-thiopyran-4-yl)-2-methylphenyl)benzo[b]thiophen-5-yl)methoxy)phenyl)-3-oxocyclobutyl)acetic acid;
- Cpd 29, 2-(1-(4-((3-(4-(1,1-Dioxidotetrahydro-2H-thiopyran-4-yl)-2-methylphenyl)benzo[b]thiophen-5-yl)methoxy)phenyl)-3-oxocyclobutyl)acetic acid;
- Cpd 30, 2-(3-Oxo-1-(4-((3-(2-methylphenyl)benzo[b]thiophen-5-yl)methoxy)phenyl)cyclobutyl)acetic acid;
- Cpd 31, 2-((1r,3r)-3-Hydroxy-1-(4-((3-(2-methylphenyl)benzo[b]thiophen-5-yl)methoxy)phenyl)cyclobutyl)acetic acid;
- Cpd 32, 2-(1-(4-((3-(4-(2-Ethoxyethoxy)-2-methylphenyl)benzo[b]thiophen-5-yl)methoxy)phenyl)-3-oxocyclobutyl)acetic acid;
- Cpd 33, 2-(1-(4-((3-(4-((1,1-Dioxidotetrahydro-2H-thiopyran-4-yl)oxy)-2-methylphenyl)benzo[b]thiophen-5-yl)methoxy)phenyl)-3-oxocyclobutyl)acetic acid;
- Cpd 34, 2-(1-(4-((3-(2-Methyl-4-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)benzo[b]thiophen-5-yl)methoxy)phenyl)-3-oxocyclobutyl)acetic acid;
- Cpd 35, 2-((1r,3r)-3-Hydroxy-1-(4-((3-(4-(2-ethoxyethoxy)-2-methylphenyl)benzo[b]thiophen-5-yl)methoxy)phenyl)cyclobutyl)acetic acid;
- Cpd 36, 2-((1r,3r)-1-(4-((3-(4-((1,1-Dioxidotetrahydro-2H-thiopyran-4-yl)oxy)-2-methylphenyl)benzo[b]thiophen-5-yl)methoxy)phenyl)-3-hydroxycyclobutyl)acetic acid;
- Cpd 37, 2-((1r,3r)-3-Hydroxy-1-(4-((3-(2-methyl-4-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)benzo[b]thiophen-5-yl)methoxy)phenyl)cyclobutyl)acetic acid;
- Cpd 38, 2-(1-(4-((3-(2-Methylpyridin-3-yl)benzo[b]thiophen-5-yl)methoxy)phenyl)-3-oxocyclobutyl)acetic acid;
- Cpd 39, 2-((1r,3r)-3-Hydroxy-1-(4-((3-(2-methylpyridin-3-yl)benzo[b]thiophen-5-yl)methoxy)phenyl)cyclobutyl)acetic acid;
- Cpd 40, 2-(1-(4-((3-(4-(1,1-Dioxido-1-thia-6-azaspiro[3.3]heptan-6-yl)-2-methylphenyl)benzo[b]thiophen-5-yl)methoxy)phenyl)-3-oxocyclobutyl)acetic acid;
- Cpd 41, (3S)-3-(4-((3-(2-Methyl-5-(methylsulfonyl)phenyl)benzo[b]thiophen-5-yl)methoxy)phenyl)hex-4-ynoic acid;
- Cpd 42, (3S)-3-(4-((3-(2-Methyl-4-(methylsulfonyl)phenyl)benzo[b]thiophen-5-yl)methoxy)phenyl)hex-4-ynoic acid;
- Cpd 43, (3S)-3-(4-((3-(2-Methyl-5-(methylsulfonamido)phenyl)benzo[b]thiophen-5-yl)methoxy)phenyl)hex-4-ynoic acid;
- Cpd 44, (3S)-3-(4-((3-(2-Methyl-6-(methylsulfonamido)phenyl)benzo[b]thiophen-5-yl)methoxy)phenyl)hex-4-ynoic acid;
- Cpd 45, 3-(6-((3-(2-Methylphenyl)benzo[b]thiophen-5-yl)methoxy)pyridin-3-yl)hex-4-ynoic acid;
- Cpd 46, 3-(6-((3-(2-Methyl-4-((tetrahydro-2H-pyran-4-yl)oxy)phenyl)benzo[b]thiophen-5-yl)methoxy)pyridin-3-yl)hex-4-ynoic acid;
- Cpd 47, 3-(6-((3-(4-(2-Methoxyethoxy)-2-methylphenyl)benzo[b]thiophen-5-yl)methoxy)pyridin-3-yl)hex-4-ynoic acid;
- Cpd 48, (3S)-3-(4-((3-(5-(2-Methoxyethoxy)-3-methylpyridin-2-yl)benzo[b]thiophen-5-yl)methoxy)phenyl)hex-4-ynoic acid;
- Cpd 49, (3S)-3-(4-((3-(5-(2-Methoxyethoxy)-2-methylpyridin-3-yl)benzo[b]thiophen-5-yl)methoxy)phenyl)hex-4-ynoic acid;
- Cpd 50, (3S)-3-(4-((3-(6-(2-Methoxyethoxy)-2-methylpyridin-3-yl)benzo[b]thiophen-5-yl)methoxy)phenyl)hex-4-ynoic acid;
- Cpd 51, (3S)-3-(4-((3-(6-(2-Methoxyethoxy)-4-methylpyridin-3-yl)benzo[b]thiophen-5-yl)methoxy)phenyl)hex-4-ynoic acid;
- Cpd 52, (3S)-3-(4-((3-(2-Chloro-5-methylpyridin-4-yl)benzo[b]thiophen-5-yl)methoxy)phenyl)hex-4-ynoic acid;
- Cpd 53, 3-(4-(((3-(2-Methylphenyl)benzo[b]thiophen-5-yl)oxy)methyl)phenyl)propanoic acid;
- Cpd 54, (3S)-3-[4-[([3-[4-(3-Hydroxy-3-methylbutoxy)-2-methylphenyl]-1-benzothiophen-5-yl]oxy)methyl]phenyl]hex-4-ynoic acid;
- Cpd 55, (3S)-3-[4-[([3-[4-(2,3-Dihydroxypropoxy)-2-methylphenyl]-1-benzothiophen-5-yl]oxy)methyl]phenyl]hex-4-ynoic acid;
- Cpd 56, (3S)-3-(4-[[(3-[2-Methyl-4-[(3-methyloxetan-3-yl)methoxy]phenyl]-1-benzothiophen-5-yl)oxy]methyl]phenyl)hex-4-ynoic acid;
- Cpd 57, (3S)-3-[4-[([3-[2-Methyl-4-(oxan-4-yloxy)phenyl]-1-benzothiophen-5-yl]oxy)methyl]phenyl]hex-4-ynoic acid;
- Cpd 58, (3S)-3-[4-[([3-[4-(2-Methoxyethoxy)-2-methylphenyl]-1-benzothiophen-5-yl]oxy)methyl]phenyl]hex-4-ynoic acid;
- Cpd 59, (3S)-3-{4-[((3-{4-[(1,1-Dioxo-tetrahydro-2H-thiopyran-4-yl)methoxy]-2-methylphenyl}-1-benzothiophen-5-yl)oxy)methyl]phenyl}hex-4-ynoic acid;
- Cpd 60, (3S)-3-(4-(((3-(2-Methyl-4-((3-methyl-1,1-dioxidothietan-3-yl)methoxy)phenyl)benzo[b]thiophen-5-yl)oxy)methyl)phenyl)hex-4-ynoic acid;
- Cpd 61, 3-[6-([3-[4-(3-Hydroxy-3-methylbutoxy)-2-methylphenyl]-1-benzothiophen-5-yl]methoxy)pyridin-3-yl]hex-4-ynoic acid;
- Cpd 62, 3-(6-((3-(4-(2,3-Dihydroxypropoxy)-2-methylphenyl)benzo[b]thiophen-5-yl)methoxy)pyridin-3-yl)hex-4-ynoic acid;
- Cpd 63, 3-(6-((3-(4-((1,1-Dioxidotetrahydro-2H-thiopyran-4-yl)methoxy)-2-methylphenyl)benzo[b]thiophen-5-yl)methoxy)pyridin-3-yl)hex-4-ynoic acid;
- Cpd 64, 3-(6-((3-(2-Methyl-4-((3-methyl-1,1-dioxidothietan-3-yl)methoxy)phenyl)benzo[b]thiophen-5-yl)methoxy)pyridin-3-yl)hex-4-ynoic acid;
- Cpd 65, (3S)-3-[4-([3-[5-(2-Methoxyethoxy)-2-methylphenyl]-1-benzothiophen-5-yl]methoxy)phenyl]hex-4-ynoic acid;
- Cpd 66, (3S)-3-[4-([3-[2-(2-Methoxyethoxy)-6-methylphenyl]-1-benzothiophen-5-yl]methoxy)phenyl]hex-4-ynoic acid;
- Cpd 67, (3S)-3-[4-([3-[3-(2-Methoxyethoxy)-2-methylphenyl]-1-benzothiophen-5-yl]methoxy)phenyl]hex-4-ynoic acid;
- Cpd 68, (3S)-3-[4-([3-[2-(2-Methoxyethoxy)phenyl]-1-benzothiophen-5-yl]methoxy)phenyl]hex-4-ynoic acid;
- Cpd 69, (3S)-3-(4-[[3-(2-Methanesulfonylphenyl)-1-benzothiophen-6-yl]methoxy]phenyl)hex-4-ynoic acid;
- Cpd 70, (3S)-3-(6-((3-(4-(3-Hydroxy-3-methylbutoxy)-2-methylphenyl)benzo[b]thiophen-5-yl)methoxy)pyridin-3-yl)hex-4-ynoic acid;
- Cpd 71, (3R)-3-(6-((3-(4-(3-Hydroxy-3-methylbutoxy)-2-methylphenyl)benzo[b]thiophen-5-yl)methoxy)pyridin-3-yl)hex-4-ynoic acid;
- Cpd 72, (3S)-3-(6-((3-(2-Methyl-4-((tetrahydro-2H-pyran-4-yl)methoxy)phenyl)benzo[b]thiophen-5-yl)methoxy)pyridin-3-yl)hex-4-ynoic acid;
- Cpd 73, (3R)-3-(6-((3-(2-Methyl-4-((tetrahydro-2H-pyran-4-yl)methoxy)phenyl)benzo[b]thiophen-5-yl)methoxy)pyridin-3-yl)hex-4-ynoic acid;
- Cpd 74, (3S)-3-(6-((3-(4-((1,1-Dioxidotetrahydro-2H-thiopyran-4-yl)methoxy)-2-methylphenyl)benzo[b]thiophen-5-yl)methoxy)pyridin-3-yl)hex-4-ynoic acid;
- Cpd 75, (3R)-3-(6-((3-(4-((1,1-Dioxidotetrahydro-2H-thiopyran-4-yl)methoxy)-2-methylphenyl)benzo[b]thiophen-5-yl)methoxy)pyridin-3-yl)hex-4-ynoic acid;
- Cpd 76, (3S)-3-(6-((3-(4-(2-Methoxyethoxy)-2-methylphenyl)benzo[b]thiophen-5-yl)methoxy)pyridin-3-yl)hex-4-ynoic acid;
- Cpd 77, (3R)-3-(6-((3-(4-(2-Methoxyethoxy)-2-methylphenyl)benzo[b]thiophen-5-yl)methoxy)pyridin-3-yl)hex-4-ynoic acid;
- Cpd 78, (3S)-3-(4-((3-(2-Methoxypyridin-3-yl)benzo[b]thiophen-5-yl)methoxy)phenyl)hex-4-ynoic acid;
- Cpd 79, (3S)-3-(4-((3-(2-Methoxyphenyl)benzo[b]thiophen-5-yl)methoxy)phenyl)hex-4-ynoic acid;
- Cpd 80, (3S)-3-(4-((3-(6-Methoxy-2-methylpyridin-3-yl)benzo[b]thiophen-5-yl)methoxy)phenyl)hex-4-ynoic acid;
- Cpd 81, (3S)-3-(4-((3-(4-Methoxypyridin-3-yl)benzo[b]thiophen-5-yl)methoxy)phenyl)hex-4-ynoic acid;
- Cpd 82, (3S)-3-(4-((3-(6-Methoxy-4-methylpyridin-3-yl)benzo[b]thiophen-5-yl)methoxy)phenyl)hex-4-ynoic acid;
- Cpd 83, (3S)-3-(4-((3-(3-Methoxypyridin-4-yl)benzo[b]thiophen-5-yl)methoxy)phenyl)hex-4-ynoic acid;
- Cpd 84, (3S)-3-(4-((3-(5-Methoxy-3-methylpyridin-2-yl)benzo[b]thiophen-5-yl)methoxy)phenyl)hex-4-ynoic acid;
- Cpd 85, (3R)-3-[6-[[3-(2-Methylphenyl)benzo[b]thiophen-5-yl]methoxy]pyridin-3-yl]hex-4-ynoic acid;
- Cpd 86, (3S)-3-[4-[([3-[2-Methyl-4-(tetrahydrofuran-3-yloxy)phenyl]-1-benzothiophen-5-yl]oxy)methyl]phenyl]hex-4-ynoic acid;
- Cpd 87, (3R)-3-(6-((3-(5-(2-Methoxyethoxy)-2-methylphenyl)benzo[b]thiophen-5-yl)methoxy)pyridin-3-yl)hex-4-ynoic acid;
- Cpd 88, (3R)-3-(6-((3-(3-(2-Methoxyethoxy)-2-methylphenyl)benzo[b]thiophen-5-yl)methoxy)pyridin-3-yl)hex-4-ynoic acid;
- Cpd 89, (3R)-3-(6-((3-(5-(2-Methoxyethoxy)-3-methylpyridin-2-yl)benzo[b]thiophen-5-yl)methoxy)pyridin-3-yl)hex-4-ynoic acid;
- Cpd 90, (3R)-3-(6-((3-(2-Chloro-5-methylpyridin-4-yl)benzo[b]thiophen-5-yl)methoxy)pyridin-3-yl)hex-4-ynoic acid;
- Cpd 91, (3S)-3-(4-((3-(3-Methoxypyridin-2-yl)benzo[b]thiophen-5-yl)methoxy)phenyl)hex-4-ynoic acid;
- Cpd 92, (3R)-3-(6-((3-(5-(2-Methoxyethoxy)-2-methylpyridin-3-yl)benzo[b]thiophen-5-yl)methoxy)pyridine-3-yl)hex-4-ynoic acid;
- Cpd 93, (3S)-3-(4-((3-(6-Chloro-3-methylpyridin-2-yl)benzo[b]thiophen-5-yl)methoxy)phenyl)hex-4-ynoic acid;
- Cpd 94, (3S)-3-(4-((3-(6-Methoxy-3-methylpyridin-2-yl)benzo[b]thiophen-5-yl)methoxy)phenyl)hex-4-ynoic acid;
- Cpd 95, (3S)-3-(4-((3-(2-Methyl-4-(piperidin-4-ylmethyl)phenyl)benzo[b]-thiophen-5-yl)methoxy)phenyl)hex-4-ynoic acid;
- Cpd 96, (3S)-3-(4-((3-(2-Methyl-4-(piperidin-4-yl)phenyl)benzo[b]thiophen-5-yl)methoxy)phenyl)hex-4-ynoic acid;
- Cpd 97, 3-(4-((3-(2-Methylphenyl)benzo[b]thiophen-5-yl)methoxy)phenyl)hex-4-ynoic acid;
- Cpd 98, (3R)-3-[4-[[3-(2-Methylphenyl)benzo[b]thiophen-5-yl]methoxy]phenyl]hex-4-ynoic acid;
- or a pharmaceutically acceptable salt forms thereof.
A compound of Formula (I) that is 3-(4-((3-(2-methylphenyl)benzo[b]thiophen-5-yl)methoxy)phenyl)hex-4-ynoic acid, Cpd 97
A compound of Formula (I) that is (3S)-3-[4-[[3-(2-methylphenyl)benzo[b]thiophen-5-yl]methoxy]phenyl]hex-4-ynoic acid, Cpd 2
Dependencies are inferred from the claim text.