# US 9,434,743 B2 · Indazole derivatives

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- Number: US 9,434,743 B2
- Document ID: US9434743B2
- Status: Granted
- Kind: B2
- Application number: 14/378,305
- Filed: 2013-02-28
- Published: 2015-01-01
- Granted: 2016-09-06
- Earliest claimed: 2012-03-02
- Assignees: Takeda Pharmaceutical Company Limited
- Applicants: Takeda Pharmaceutical Company Limited
- Inventors: Zacharia Cheruvallath; Philip Erickson; Jun Feng; Mallareddy Komandla; John David Lawson; Christopher McBride; Joanne Miura; Sean Murphy; Mingnam Tang; Huong-Thu Ton-Nu
- Web page: https://patentgrep.com/patent/US9434743B2

## CPC

- C07D 498/04: Ortho-condensed systems
- A61K 31/416: condensed with carbocyclic ring systems, e.g. indazole
- A61K 31/4245: Oxadiazoles
- A61K 31/427: not condensed and containing further heterocyclic rings
- A61K 31/437: the heterocyclic ring system containing a five-membered ring having nitrogen as a ring hetero atom, e.g. indolizine, beta-carboline
- A61K 31/4439: containing a five-membered ring with nitrogen as a ring hetero atom, e.g. omeprazole (nicotine A61K31/465)
- A61K 31/506: not condensed and containing further heterocyclic rings
- A61K 31/53: having six-membered rings with three nitrogens as the only ring hetero atoms, e.g. chlorazanil, melamine (melarsoprol A61K31/555 {; with four nitrogen atoms A61K31/495})
- A61K 31/5377: not condensed and containing further heterocyclic rings, e.g. timolol
- A61K 31/5383: ortho- or peri-condensed with heterocyclic ring systems
- A61K 45/06: Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
- A61P 3/04: Anorexiants; Antiobesity agents
- C07D 231/56: Benzopyrazoles; Hydrogenated benzopyrazoles
- C07D 401/04: directly linked by a ring-member-to-ring-member bond
- C07D 401/14: containing three or more hetero rings
- C07D 403/04: directly linked by a ring-member-to-ring-member bond
- C07D 403/10: linked by a carbon chain containing aromatic rings
- C07D 405/04: directly linked by a ring-member-to-ring-member bond
- C07D 407/14: containing three or more hetero rings
- C07D 413/04: directly linked by a ring-member-to-ring-member bond
- C07D 413/10: linked by a carbon chain containing aromatic rings
- C07D 413/14: containing three or more hetero rings
- C07D 417/04: directly linked by a ring-member-to-ring-member bond
- C07D 471/04: Ortho-condensed systems
- C07D 487/04: Ortho-condensed systems
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)
- A61K: PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES (devices or methods specially adapted for bringing pharmaceutical products into particular physical or administering forms A61J3/00; chemical aspects of, or use of materials for deodorisation of air, for disinfection or sterilisation, or for bandages, dressings, absorbent pads or surgical articles A61L; soap compositions C11D)
- A61P: SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS

## Abstract

Disclosed are compounds of Formula 1, and pharmaceutically acceptable salts thereof, wherein R1, R2, R3, R4, R5, and R6 are defined in the specification. This disclosure also relates to materials and methods for preparing compounds of Formula 1, to pharmaceutical compositions which contain them, and to their use for treating obesity and related diseases, disorders, and conditions associated with MetAP2.

## Claims

### Claim 1

A compound of Formula 1,
or a pharmaceutically acceptable salt thereof, wherein:
R1 is hydrogen;
R2 is selected from hydrogen, —OH, chloro, fluoro, —CN, methyl, and hydroxymethyl;
R3 is selected from C6-14 aryl, C1-9 heteroaryl, and C2-6 heterocyclyl, each optionally substituted with from one to five substituents independently selected from halo, oxo, —CN, R7, and R8;
R4 is hydrogen;
R5 is C1-3 haloalkyl;
R6 is selected from hydrogen, —OH, —NH2, chloro, fluoro, and methyl;
each R7 is independently selected from —OR9, —N(R9)R10, —NR9C(O)R10, —NHC(O)NR9R10, —NR9C(O)NHR10, —C(O)R9, —C(O)OR9, —C(O)N(R9)R10, —C(O)N(R9)OR10, —C(O)N(R9)S(O)2R8, —N(R9)S(O)2R8, —SR9, —S(O)R8, —S(O)2R8, and —S(O)2N(R9)R10;
each R8 is independently selected from
(a) C1-6 alkyl, C2-6 alkenyl, and C2-6 alkynyl, each optionally substituted with from one to five substituents independently selected from halo, oxo, —CN, and R11; and
(b) C3-8 cycloalkyl-(CH2)m—, C2-6 heterocyclyl-(CH2)m—, C6-14 aryl-(CH2)m—, and C1-9 heteroaryl-(CH2)m—, each optionally substituted with from one to five substituents independently selected from halo, oxo, —CN, R11, and C1-6 alkyl optionally substituted with from one to five substituents independently selected from halo, oxo, —CN, and R11;
each R9 and R10 is independently selected from
(a) hydrogen;
(b) C1-6 alkyl, C2-6 alkenyl, and C2-6 alkynyl, each optionally substituted with from one to five substituents independently selected from halo, oxo, —CN, and R11; and
(c) C3-8 cycloalkyl-(CH2)m—, C2-6 heterocyclyl-(CH2)m—, C6-14 aryl-(CH2)m—, and C1-9 heteroaryl-(CH2)m—, each optionally substituted with from one to five substituents independently selected from halo, oxo, —CN, R11, and C1-6 alkyl optionally substituted with from one to five substituents independently selected from halo, oxo, —CN, and R11;
each R11 is independently selected from —OR12, —N(R12)R13, —N(R12)C(O)R13, —NHC(O)NR12R13, —NR12C(O)NHR13, —C(O)R12, —C(O)OR12, —C(O)N(R12)R13, —C(O)N(R12)OR13, —C(O)N(R12)S(O)2R14, —NR12S(O)2R14, —SR12, —S(O)R14, —S(O)2R14, and —S(O)2N(R12)R13;
each R12 and R13 is independently selected from
(a) hydrogen; and
(b) C1-6 alkyl and C3-8 cycloalkyl-(CH2)m—, each optionally substituted with from one to five substituents independently selected from halo, oxo, —CN, —OH, and —NH2;
each R14 is independently selected from C1-6 alkyl and C3-8 cycloalkyl-(CH2)m—, each optionally substituted with from one to five substituents independently selected from halo, oxo, —CN, —OH, and —NH2; and
each m is independently selected from 0, 1, 2, 3, and 4;
wherein each heteroaryl and heterocyclyl moiety has from one to four heteroatoms independently selected from N, O, and S.

### Claim 2 (depends on 1)

A compound or pharmaceutically acceptable salt according to claim 1, wherein R3 is selected from phenyl, naphthalenyl, fluorenyl, pyrrolyl, furanyl, thiopheneyl, pyrazolyl, imidazolyl, isoxazolyl, oxazolyl, isothiazolyl, thiazolyl, 1,2,3-triazolyl, 1,3,4-triazolyl, 1-oxa-2,3-diazolyl, 1-oxa-2,4-diazolyl, 1-oxa-2,5-diazolyl, 1-oxa-3,4-diazolyl, 1-thia-2,3-diazolyl, 1-thia-2,4-diazolyl, 1-thia-2,5-diazolyl, 1-thia-3,4-diazolyl, tetrazolyl, pyridinyl, pyridazinyl, pyrimidinyl, pyrazinyl, benzofuranyl, isobenzofuranyl, benzothiopheneyl, benzo[c]thiopheneyl, 1H-indolyl, 3H-indolyl, isoindolyl, 1H-isoindolyl, indolinyl, isoindolinyl, benzimidazolyl, indazolyl, benzotriazolyl, 1H-pyrrolo[2,3-b]pyridinyl, 1H-pyrrolo[2,3-c]pyridinyl, 1H-pyrrolo[3,2-c]pyridinyl, 1H-pyrrolo[3,2-b]pyridinyl, 3H-imidazo[4,5-b]pyridinyl, 3H-imidazo[4,5-c]pyridinyl, 1H-pyrazolo[4,3-b]pyridinyl, 1H-pyrazolo[4,3-c]pyridinyl, 1H-pyrazolo[3,4-c]pyridinyl, 1H-pyrazolo[3,4-b]pyridinyl, 7H-purinyl, indolizinyl, imidazo[1,2-a]pyridinyl, imidazo[1,5-a]pyridinyl, pyrazolo[1,5-a]pyridinyl, pyrrolo[1,2-b]pyridazinyl, imidazo[1,2-c]pyrimidinyl, quinolinyl, isoquinolinyl, cinnolinyl, quinazolinyl, quinoxalinyl, phthalazinyl, 1,6-naphthyridinyl, 1,7-naphthyridinyl, 1,8-naphthyridinyl, 1,5-naphthyridinyl, 2,6-naphthyridinyl, 2,7-naphthyridinyl, pyrido[3,2-d]pyrimidinyl, pyrido[4,3-d]pyrimidinyl, pyrido[3,4-d]pyrimidinyl, pyrido[2,3-d]pyrimidinyl, pyrido[2,3-b]pyrazinyl, pyrido[3,4-b]pyrazinyl, pyrimido[5,4-d]pyrimidinyl, pyrazino[2,3-b]pyrazinyl, pyrimido[4,5-d]pyrimidinyl, 1,2,3,4-tetrahydropyrido[2,3-b]pyrazinyl, 2,3-dihydrobenzo[b][1,4]dioxinyl, 3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazinyl, 2,3-dihydro-1H-benzo[d]imidazolyl, benzo[d]thiazolyl, 2,3-dihydro-1H-pyrrolo[2,3-b]pyridinyl, [1,2,4]triazolo[1,5-a]pyridinyl, 2,3-dihydro-1H-imidazo[4,5-b]pyridinyl, tetrazolo[1,5-a]pyridinyl, 7H-pyrrolo[2,3-d]pyrimidinyl, pyrazolo[1,5-a]pyrimidinyl, imidazo[1,2-a]pyrimidinyl, 4,5-dihydro-1H-pyrazolo[3,4-d]pyrimidinyl, 2,3,6,7-tetrahydro-1H-purinyl, 5H-pyrrolo[2,3-b]pyrazinyl, imidazo[1,2-a]pyrazinyl, imidazo[1,2-b]pyridazinyl, oxiranyl, thiiranyl, aziridinyl, oxetanyl, thietanyl, azetidinyl, tetrahydrofuranyl, tetrahydrothiopheneyl, pyrrolidinyl, tetrahydropyranyl, tetrahydrothiopyranyl, piperidinyl, 1,4-dioxanyl, 1,4-oxathianyl, morpholinyl, 1,4-dithianyl, piperazinyl, 1,4-azathianyl, oxepanyl, thiepanyl, azepanyl, 1,4-dioxepanyl, 1,4-oxathiepanyl, 1,4-oxaazepanyl, 1,4-dithiepanyl, 1,4-thiazepanyl, 1,4-diazepanyl, 3,4-dihydro-2H-pyranyl, 3,6-dihydro-2H-pyranyl, 2H-pyranyl, 1,2-dihydropyridinyl, 1,2,3,4-tetrahydropyridinyl, 1,2,5,6-tetrahydropyridinyl, 1,6-dihydropyrimidinyl, 1,2,3,4-tetrahydropyrimidinyl, and 1,2-dihydropyrazolo[1,5-d][1,2,4]triazinyl, each optionally substituted with from one to five substituents independently selected from halo, oxo, —CN, R7, and R8.

### Claim 3 (depends on 1)

A compound or pharmaceutically acceptable salt according to claim 1, wherein R3 is selected from phenyl, pyridinyl, pyrimidinyl, pyridazinyl, pyrazinyl, 1,2-dihydropyridinyl, 1,6-dihydropyrimidinyl, 1,2,3,4-tetrahydropyrimidinyl, imidazolyl, pyrazolyl, tetrazolyl, thiazolyl, isoxazolyl, quinolinyl, isoquinolinyl, 1,7-naphthyridinyl, 1,2,3,4-tetrahydropyrido[2,3-b]pyrazinyl, 2,3-dihydrobenzo[b][1,4]dioxinyl, 3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazinyl, 1H-indolyl, indolinyl, isoindolinyl, benzimidazolyl, 2,3-dihydro-1H-benzo[d]imidazolyl, benzo[d]thiazolyl, 1H-pyrrolo[2,3-b]pyridinyl, 1H-pyrrolo[2,3-c]pyridinyl, imidazo[1,2-a]pyridinyl, pyrazolo[1,5-a]pyridinyl, 2,3-dihydro-1H-pyrrolo[2,3-b]pyridinyl, 3H-imidazo[4,5-b]pyridinyl, [1,2,4]triazolo[1,5-a]pyridinyl, 2,3-dihydro-1H-imidazo[4,5-b]pyridinyl, tetrazolo[1,5-a]pyridinyl, 7H-pyrrolo[2,3-d]pyrimidinyl, pyrazolo[1,5-a]pyrimidinyl, imidazo[1,2-a]pyrimidinyl, 4,5-dihydro-1H-pyrazolo[3,4-d]pyrimidinyl, 2,3,6,7-tetrahydro-1H-purinyl, 5H-pyrrolo[2,3-b]pyrazinyl, imidazo[1,2-a]pyrazinyl, imidazo[1,2-b]pyridazinyl, and 1,2-dihydropyrazolo[1,5-d][1,2,4]triazinyl, each optionally substituted with from one to five substituents independently selected from halo, oxo, —CN, R7, and R8.

### Claim 4 (depends on 1)

A compound or pharmaceutically acceptable salt according to claim 1, wherein R3 is selected from phenyl, pyridinyl, 1,2-dihydropyridinyl, pyrimidinyl, 1,2,3,4-tetrahydropyrimidinyl, pyrazolyl, and 3H-imidazo[4,5-b]pyridinyl, each optionally substituted with from one to five substituents independently selected from halo, oxo, —CN, R7, and R8.

### Claim 5 (depends on 1)

A compound or pharmaceutically acceptable salt according to claim 1, wherein R3 is phenyl, which is optionally substituted with from one to five substituents independently selected from halo, oxo, —CN, R7, and R8.

### Claim 6 (depends on 1)

A compound or pharmaceutically acceptable salt according to claim 1, wherein R3 is pyridinyl, which is optionally substituted with from one to four substituents independently selected from halo, oxo, —CN, R7, and R8.

### Claim 7 (depends on 1)

A compound or pharmaceutically acceptable salt according to claim 1, wherein R3 is 1,2-dihydropyridinyl, which is optionally substituted with from one to five substituents independently selected from halo, oxo, —CN, R7, and R8.

### Claim 8 (depends on 1)

A compound or pharmaceutically acceptable salt according to claim 1, wherein R3 is pyrimidinyl, which is optionally substituted with from one to three substituents independently selected from halo, oxo, —CN, R7, and R8.

### Claim 9 (depends on 1)

A compound or pharmaceutically acceptable salt according to claim 1, wherein R3 is pyrazolyl, which is optionally substituted with from one to three substituents independently selected from halo, oxo, —CN, R7, and R8.

### Claim 10 (depends on 1)

A compound or pharmaceutically acceptable salt according to claim 1, wherein R3 is 3H-imidazo[4,5-b]pyridinyl, which is optionally substituted with from one to four substituents independently selected from halo, oxo, —CN, R7, and R8.

### Claim 11 (depends on 1)

A compound or pharmaceutically acceptable salt according to claim 1, wherein R2 is hydrogen.

### Claim 12 (depends on 1)

A compound or pharmaceutically acceptable salt according to claim 1, wherein R5 is trifluoromethyl.

### Claim 13 (depends on 1)

A compound or pharmaceutically acceptable salt according to claim 1, wherein R6 is hydrogen.

### Claim 14 (depends on 1)

A compound according to claim 1, which is selected from the following compounds:
4-phenyl-6-(trifluoromethyl)-1H-indazole;
4-(3-methylpyridin-4-yl)-6-(trifluoromethyl)-1H-indazole;
4-(imidazo[1,2-a]pyridin-6-yl)-6-(trifluoromethyl)-1H-indazole;
7-(6-(trifluoromethyl)-1H-indazol-4-yl)-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine;
5-(6-(trifluoromethyl)-1H-indazol-4-yl)nicotinonitrile;
4-(pyrimidin-5-yl)-6-(trifluoromethyl)-1H-indazole;
4-(6-(trifluoromethyl)-1H-indazol-4-yl)benzamide;
(3-(6-(trifluoromethyl)-1H-indazol-4-yl)phenyl)methanol;
5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyrimidin-2-amine;
2-(6-(trifluoromethyl)-1H-indazol-4-yl)benzamide;
(4-(6-(trifluoromethyl)-1H-indazol-4-yl)phenyl)methanol;
(2-(6-(trifluoromethyl)-1H-indazol-4-yl)phenyl)methanol;
4-(1H-pyrazol-3-yl)-6-(trifluoromethyl)-1H-indazole;
4-(pyridin-4-yl)-6-(trifluoromethyl)-1H-indazole;
2′-methyl-6-(trifluoromethyl)-1H,2′H-4,4′-biindazole;
5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyridin-2-amine;
4-(1H-benzo[d]imidazol-5-yl)-6-(trifluoromethyl)-1H-indazole;
3-(6-(trifluoromethyl)-1H-indazol-4-yl)benzamide;
4-(pyridin-3-yl)-6-(trifluoromethyl)-1H-indazole;
4-(1-methyl-1H-pyrazol-5-yl)-6-(trifluoromethyl)-1H-indazole;
4-(3-methyl-1H-pyrazol-4-yl)-6-(trifluoromethyl)-1H-indazole;
4-(1H-pyrazol-4-yl)-6-(trifluoromethyl)-1H-indazole;
1′-methyl-6-(trifluoromethyl)-1H,1′H-4,6′-biindazole;
4-(6-(trifluoromethyl)-1H-indazol-4-yl)benzenesulfonamide;
7-(6-(trifluoromethyl)-1H-indazol-4-yl)isoquinoline;
4-(benzo[d][1,3]dioxol-4-yl)-6-(trifluoromethyl)-1H-indazole;
N-isobutyl-3-(6-(trifluoromethyl)-1H-indazol-4-yl)benzamide;
(5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyridin-3-yl)methanol;
4-(4-methoxypyridin-3-yl)-6-(trifluoromethyl)-1H-indazole;
8-(6-(trifluoromethyl)-1H-indazol-4-yl)quinoline;
N,N-diethyl-3-(6-(trifluoromethyl)-1H-indazol-4-yl)benzamide;
3-(6-(trifluoromethyl)-1H-indazol-4-yl)benzonitrile;
N-benzyl-3-(6-(trifluoromethyl)-1H-indazol-4-yl)benzamide;
N-cyclopropyl-4-(6-(trifluoromethyl)-1H-indazol-4-yl)benzamide;
1′-methyl-6-(trifluoromethyl)-1H,1′H-4,5′-biindazole;
2-methyl-5-(3-(6-(trifluoromethyl)-1H-indazol-4-yl)phenyl)-1,3,4-oxadiazole;
2-(3-(6-(trifluoromethyl)-1H-indazol-4-yl)phenyl)acetamide;
4-(1,3-dimethyl-1H-pyrazol-4-yl)-6-(trifluoromethyl)-1H-indazole;
2,4-dimethyl-5-(6-(trifluoromethyl)-1H-indazol-4-yl)thiazole;
4-(pyrazolo[1,5-a]pyridin-3-yl)-6-(trifluoromethyl)-1H-indazole;
4-(5-methoxypyridin-3-yl)-6-(trifluoromethyl)-1H-indazole;
4-(1-(pyridin-4-ylmethyl)-1H-pyrazol-4-yl)-6-(trifluoromethyl)-1H-indazole;
N-(2-(6-(trifluoromethyl)-1H-indazol-4-yl)phenyl)methanesulfonamide;
4-(3-methoxypyridin-4-yl)-6-(trifluoromethyl)-1H-indazole;
4-(3-fluoropyridin-4-yl)-6-(trifluoromethyl)-1H-indazole;
N,N-dimethyl-2-(6-(trifluoromethyl)-1H-indazol-4-yl)benzamide;
4-(4-(methoxymethyl)phenyl)-6-(trifluoromethyl)-1H-indazole;
4-(3-chloropyridin-4-yl)-6-(trifluoromethyl)-1H-indazole;
4-(2-methylpyridin-3-yl)-6-(trifluoromethyl)-1H-indazole;
4-(1-methyl-1H-indol-2-yl)-6-(trifluoromethyl)-1H-indazole;
2-(6-(trifluoromethyl)-1H-indazol-4-yl)benzonitrile;
4-(2-methoxypyridin-3-yl)-6-(trifluoromethyl)-1H-indazole;
5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyrimidine-2,4(1H,3H)-dione;
4-(2, 6-dimethoxypyridin-3-yl)-6-(trifluoromethyl)-1H-indazole;
N-(4-(6-(trifluoromethyl)-1H-indazol-4-yl)phenyl)methanesulfonamide;
4-(3-(6-(trifluoromethyl)-1H-indazol-4-yl)phenyl)morpholine;
4-(6-(cyclopropylmethoxy)pyridin-3-yl)-6-(trifluoromethyl)-1H-indazole;
4-(1H-pyrrolo[2,3-b]pyridin-5-yl)-6-(trifluoromethyl)-1H-indazole;
4-(4-(6-(trifluoromethyl)-1H-indazol-4-yl)thiazol-2-yl)morpholine;
4-(3-(1H-pyrazol-3-yl)phenyl)-6-(trifluoromethyl)-1H-indazole;
4-(4-(1H-pyrazol-5-yl)phenyl)-6-(trifluoromethyl)-1H-indazole;
2-chloro-5-(6-(trifluoromethyl)-1H-indazol-4-yl)benzamide;
4-(1-methyl-1H-benzo[d]imidazol-6-yl)-6-(trifluoromethyl)-1H-indazole;
4-(3-fluoro-4-(6-(trifluoromethyl)-1H-indazol-4-yl)pyridin-2-yl)morpholine;
4-(5-fluoro-1H-pyrrolo[2,3-b]pyridin-4-yl)-6-(trifluoromethyl)-1H-indazole;
1′,3′-dimethyl-6-(trifluoromethyl)-1H,1′H-4,6′-biindazole;
4-(3-(1H-pyrazol-1-yl)phenyl)-6-(trifluoromethyl)-1H-indazole;
4-(5-methyl-1-phenyl-1H-pyrazol-4-yl)-6-(trifluoromethyl)-1H-indazole;
4-(1-(pyridin-2-ylmethyl)-1H-pyrazol-4-yl)-6-(trifluoromethyl)-1H-indazole;
N-(3-(6-(trifluoromethyl)-1H-indazol-4-yl)pyridin-2-yl)pivalamide;
4-(2-(4-(6-(trifluoromethyl)-1H-indazol-4-yl)-1H-pyrazol-1-yl)ethyl)morpholine;
5-fluoro-2-(6-(trifluoromethyl)-1H-indazol-4-yl)benzonitrile;
4-(1H-indol-7-yl)-6-(trifluoromethyl)-1H-indazole;
4-(1-methyl-1H-indol-4-yl)-6-(trifluoromethyl)-1H-indazole;
3-(6-(trifluoromethyl)-1H-indazol-4-yl)pyridin-2-amine;
4-(1,5-dimethyl-1H-pyrazol-4-yl)-6-(trifluoromethyl)-1H-indazole;
3, 5-dimethyl-4-(6-(trifluoromethyl)-1H-indazol-4-yl)isoxazole;
4-(1H-indol-4-yl)-6-(trifluoromethyl)-1H-indazole;
1,3-dimethyl-5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyrimidine-2,4(1H,3H)-dione;
4-(3,5-dimethyl-1H-pyrazol-4-yl)-6-(trifluoromethyl)-1H-indazole;
(4-methylpiperazin-1-yl)(3-(6-(trifluoromethyl)-1H-indazol-4-yl)phenyl)methanone;
pyrrolidin-1-yl(3-(6-(trifluoromethyl)-1H-indazol-4-yl)phenyl)methanone;
4-(2,5-dimethoxyphenyl)-6-(trifluoromethyl)-1H-indazole;
4-(2,3-dimethoxyphenyl)-6-(trifluoromethyl)-1H-indazole;
N-ethyl-3-(6-(trifluoromethyl)-1H-indazol-4-yl)benzamide;
4-(5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyridin-2-yl)morpholine;
2-(3-(6-(trifluoromethyl)-1H-indazol-4-yl)phenyl)acetonitrile;
4-(6-methoxypyridin-2-yl)-6-(trifluoromethyl)-1H-indazole;
2-fluoro-N-methyl-4-(6-(trifluoromethyl)-1H-indazol-4-yl)benzamide;
2-(2-(6-(trifluoromethyl)-1H-indazol-4-yl)phenoxy)acetonitrile;
4-(5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyrazin-2-yl)morpholine;
N-(4-(6-(trifluoromethyl)-1H-indazol-4-yl)benzyl)methanesulfonamide;
4-(1-(pyridin-3-ylmethyl)-1H-pyrazol-4-yl)-6-(trifluoromethyl)-1H-indazole;
N-methyl-5-(6-(trifluoromethyl)-1H-indazol-4-yl)picolinamide;
4-(2-(cyclopentyloxy)pyridin-3-yl)-6-(trifluoromethyl)-1H-indazole;
4-(2-(benzyloxy)pyridin-3-yl)-6-(trifluoromethyl)-1H-indazole;
4-(2-(2,2,2-trifluoroethoxy)pyridin-3-yl)-6-(trifluoromethyl)-1H-indazole;
5-(6-(trifluoromethyl)-1H-indazol-4-yl)quinoline;
4-fluoro-N-methyl-2-(6-(trifluoromethyl)-1H-indazol-4-yl)benzamide;
4-(3-(methylsulfonyl)phenyl)-6-(trifluoromethyl)-1H-indazole;
N-methyl-3-(6-(trifluoromethyl)-1H-indazol-4-yl)benzenesulfonamide;
4-(5-(methylsulfonyl)pyridin-3-yl)-6-(trifluoromethyl)-1H-indazole;
2-(3-(6-(trifluoromethyl)-1H-indazol-4-yl)phenyl)ethanol;
5-(6-(trifluoromethyl)-1H-indazol-4-yl)benzo[d]thiazole;
N,N-dimethyl-3-(6-(trifluoromethyl)-1H-indazol-4-yl)benzenesulfonamide;
2-fluoro-N-(2-hydroxyethyl)-4-(6-(trifluoromethyl)-1H-indazol-4-yl)benzamide;
2-fluoro-5-(6-(trifluoromethyl)-1H-indazol-4-yl)benzamide;
4-(6-(trifluoromethyl)-1H-indazol-4-yl)isoquinoline;
4-(6-(trifluoromethyl)-1H-indazol-4-yl)quinoline;
8-methoxy-5-(6-(trifluoromethyl)-1H-indazol-4-yl)quinoline;
4-fluoro-N-methyl-3-(6-(trifluoromethyl)-1H-indazol-4-yl)benzamide;
3-fluoro-N,N-dimethyl-5-(6-(trifluoromethyl)-1H-indazol-4-yl)benzamide;
4-(2-(pyrrolidin-1-yl)pyrimidin-5-yl)-6-(trifluoromethyl)-1H-indazole;
N-methyl-4-(6-(trifluoromethyl)-1H-indazol-4-yl)benzamide;
4-(5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyrimidin-2-yl)morpholine;
N,N-dimethyl-4-(6-(trifluoromethyl)-1H-indazol-4-yl)benzamide;
2-methyl-5-(4-(6-(trifluoromethyl)-1H-indazol-4-yl)phenyl)-1,3,4-oxadiazole;
N,N-dimethyl-3-(6-(trifluoromethyl)-1H-indazol-4-yl)benzamide;
4-methyl-7-(6-(trifluoromethyl)-1H-indazol-4-yl)-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine;
4-(2-methoxy-4-methylpyridin-3-yl)-6-(trifluoromethyl)-1H-indazole;
4-(3-chloro-2-methoxypyridin-4-yl)-6-(trifluoromethyl)-1H-indazole;
N,N,3-trimethyl-4-(6-(trifluoromethyl)-1H-indazol-4-yl)benzenesulfonamide;
4-(1,3-dimethyl-1H-pyrazol-5-yl)-6-(trifluoromethyl)-1H-indazole;
N,N,4-trimethyl-3-(6-(trifluoromethyl)-1H-indazol-4-yl)benzenesulfonamide;
(4-chloro-3-(6-(trifluoromethyl)-1H-indazol-4-yl)phenyl)methanol;
4-(6-(trifluoromethyl)-1H-indazol-4-yl)indolin-2-one;
N-(2-hydroxyethyl)-4-(6-(trifluoromethyl)-1H-indazol-4-yl)benzamide;
4-(2,4-dimethoxypyrimidin-5-yl)-6-(trifluoromethyl)-1H-indazole;
4-(2-ethoxypyridin-3-yl)-6-(trifluoromethyl)-1H-indazole;
4-(2-propoxypyridin-3-yl)-6-(trifluoromethyl)-1H-indazole;
4-(3-methylpyridin-2-yl)-6-(trifluoromethyl)-1H-indazole;
7-(6-(trifluoromethyl)-1H-indazol-4-yl)indolin-2-one;
5-chloro-3-(6-(trifluoromethyl)-1H-indazol-4-yl)pyridin-2-amine;
4-methoxy-5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyrimidin-2-amine;
8-(6-(trifluoromethyl)-1H-indazol-4-yl)-2H-benzo[b][1,4]oxazin-3(4H)-one;
4-(hydroxymethyl)-3-(6-(trifluoromethyl)-1H-indazol-4-yl)benzonitrile;
4-(6-(trifluoromethyl)-1H-indazol-4-yl)isoindolin-1-one;
5-(6-(trifluoromethyl)-1H-indazol-4-yl)-1,7-naphthyridin-8-amine;
4-(2-isopropoxypyridin-3-yl)-6-(trifluoromethyl)-1H-indazole;
1-methyl-4-(6-(trifluoromethyl)-1H-indazol-4-yl)-1H-pyrazol-3-amine;
4-(1-(ethoxymethyl)-1H-imidazol-2-yl)-6-(trifluoromethyl)-1H-indazole;
4-(1,2-dimethyl-1H-imidazol-5-yl)-6-(trifluoromethyl)-1H-indazole;
4-(1-methyl-1H-imidazol-2-yl)-6-(trifluoromethyl)-1H-indazole;
4-(6-(trifluoromethyl)-1H-indazol-4-yl)-1H-pyrazole-3-carbonitrile;
4-(imidazo[1,2-a]pyridin-3-yl)-6-(trifluoromethyl)-1H-indazole;
4-(2-methylimidazo[1,2-a]pyridin-3-yl)-6-(trifluoromethyl)-1H-indazole;
3-(6-(trifluoromethyl)-1H-indazol-4-yl)imidazo[1,2-a]pyrimidine;
3-(6-(trifluoromethyl)-1H-indazol-4-yl)imidazo[1,2-a]pyrazine;
3-(6-(trifluoromethyl)-1H-indazol-4-yl)imidazo[1,2-a]pyridine-6-carbonitrile;
4-(imidazo[1,5-a]pyridin-1-yl)-6-(trifluoromethyl)-1H-indazole;
5-(6-(trifluoromethyl)-1H-indazol-4-yl)-7H-pyrrolo[2,3-d]pyrimidine;
3-(6-(trifluoromethyl)-1H-indazol-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-4(5H)-one;
7-(6-(trifluoromethyl)-1H-indazol-4-yl)-5H-pyrrolo[2,3-b]pyrazine;
4-(6-(trifluoromethyl)-1H-indazol-4-yl)-1H-pyrazole-5-carbonitrile;
7-amino-3-(6-(trifluoromethyl)-1H-indazol-4-yl)pyrazolo[1,5-a]pyrimidine-6-carbonitrile;
7-methoxy-3-(6-(trifluoromethyl)-1H-indazol-4-yl)imidazo[1,2-a]pyridine-8-carbonitrile;
4-(5-methyl-1H-imidazol-4-yl)-6-(trifluoromethyl)-1H-indazole;
4-(1,5-dimethyl-1H-imidazol-2-yl)-6-(trifluoromethyl)-1H-indazole;
4-(1,4-dimethyl-1H-imidazol-2-yl)-6-(trifluoromethyl)-1H-indazole;
6-(trifluoromethyl)-4-(1,3,5-trimethyl-1H-pyrazol-4-yl)-1H-indazole;
1-methyl-4-(6-(trifluoromethyl)-1H-indazol-4-yl)-1H-pyrazol-5-amine;
5-methyl-4-(6-(trifluoromethyl)-1H-indazol-4-yl)isoxazol-3-amine;
3,7-dimethyl-8-(6-(trifluoromethyl)-1H-indazol-4-yl)-1H-purine-2,6(3H,7H)-dione;
4-(1-ethyl-3,5-dimethyl-1H-pyrazol-4-yl)-6-(trifluoromethyl)-1H-indazole;
4-(3,5-dimethyl-1-(1H-tetrazol-5-yl)-1H-pyrazol-4-yl)-6-(trifluoromethyl)-1H-indazole;
2-(3,5-dimethyl-4-(6-(trifluoromethyl)-1H-indazol-4-yl)-1H-pyrazol-1-yl)acetonitrile;
4-(1-ethyl-3-methyl-1H-pyrazol-4-yl)-6-(trifluoromethyl)-1H-indazole;
3-(3,5-dimethyl-4-(6-(trifluoromethyl)-1H-indazol-4-yl)-1H-pyrazol-1-yl)propanamide;
2-(3,5-dimethyl-4-(6-(trifluoromethyl)-1H-indazol-4-yl)-1H-pyrazol-1-yl)acetamide;
3-(3,5-dimethyl-4-(6-(trifluoromethyl)-1H-indazol-4-yl)-1H-pyrazol-1-yl)propanenitrile;
4-(1-ethyl-5-methyl-1H-pyrazol-4-yl)-6-(trifluoromethyl)-1H-indazole;
2-(3,5-dimethyl-4-(6-(trifluoromethyl)-1H-indazol-4-yl)-1H-pyrazol-1-yl)ethanamine;
4-methyl-5-(6-(trifluoromethyl)-1H-indazol-4-yl)thiazole;
N-(6-methyl-5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyridin-2-yl)acetamide;
N-(4-methyl-5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyridin-2-yl)acetamide;
1-morpholino-3-(2-(6-(trifluoromethyl)-1H-indazol-4-yl)phenoxy)propan-2-ol;
4-methoxy-N-methyl-3-(6-(trifluoromethyl)-1H-indazol-4-yl)benzamide;
2-(2-(6-(trifluoromethyl)-1H-indazol-4-yl)phenylsulfonyl)ethanol;
N,N-dimethyl-2-(6-(trifluoromethyl)-1H-indazol-4-yl)benzenesulfonamide;
6-methoxy-2-(6-(trifluoromethyl)-1H-indazol-4-yl)pyridin-3-amine;
(4-methoxy-3-(6-(trifluoromethyl)-1H-indazol-4-yl)phenyl)methanol;
3-methyl-4-(6-(trifluoromethyl)-1H-indazol-4-yl)benzenesulfonamide;
6-methoxy-5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyridin-3-amine;
6-methyl-2-(6-(trifluoromethyl)-1H-indazol-4-yl)pyridin-3-amine;
(5-methoxy-2-(6-(trifluoromethyl)-1H-indazol-4-yl)phenyl)methanol;
4,6-dimethyl-5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyrimidin-2-amine;
2-chloro-5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyrimidin-4-amine;
5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyrimidine-4-carboxylic acid;
5-methyl-3-(6-(trifluoromethyl)-1H-indazol-4-yl)pyridin-2-amine;
5-fluoro-3-(6-(trifluoromethyl)-1H-indazol-4-yl)pyridin-2-amine;
5-methyl-6-(6-(trifluoromethyl)-1H-indazol-4-yl)-3H-imidazo[4,5-b]pyridine;
N-methyl-5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyrimidin-2-amine;
N-cyclopropyl-5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyrimidin-2-amine;
5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyrimidine-2-carbonitrile;
1-ethyl-5-methyl-7-(6-(trifluoromethyl)-1H-indazol-4-yl)indoline-2,3-dione;
4-(3-methoxy-6-methylpyridin-2-yl)-6-(trifluoromethyl)-1H-indazole;
6-methoxy-3-(6-(trifluoromethyl)-1H-indazol-4-yl)picolinamide;
2-(1H-1,2,4-triazol-1-yl)-N-(2-(6-(trifluoromethyl)-1H-indazol-4-yl)benzyl)acetamide;
5-fluoro-2-(6-(trifluoromethyl)-1H-indazol-4-yl)benzamide;
6-methyl-5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyrimidine-2,4(1H,3H)-dione;
2-amino-1-(2-(6-(trifluoromethyl)-1H-indazol-4-yl)phenyl)ethanol;
(R)-2-(5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyrimidin-2-ylamino)propan-1-ol;
(R)-1-(5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyrimidin-2-ylamino)propan-2-ol;
(S)-1-(5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyrimidin-2-ylamino)propan-2-ol;
2-(5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyrimidin-2-ylamino)ethanol;
3-(6-(trifluoromethyl)-1H-indazol-4-yl)pyridin-2-ol;
6-methyl-3-(6-(trifluoromethyl)-1H-indazol-4-yl)pyridin-2-amine;
6-amino-5-(6-(trifluoromethyl)-1H-indazol-4-yl)nicotinonitrile;
4-(3-methoxypyridin-2-yl)-6-(trifluoromethyl)-1H-indazole;
2-(6-(trifluoromethyl)-1H-indazol-4-yl)pyridin-3-ol;
4-(2,6-dimethylpyridin-3-yl)-6-(trifluoromethyl)-1H-indazole;
5-chloro-2-(6-(trifluoromethyl)-1H-indazol-4-yl)pyridin-3-amine;
4-(2-(1H-imidazol-1-yl)pyrimidin-5-yl)-6-(trifluoromethyl)-1H-indazole;
N-(2-(6-(trifluoromethyl)-1H-indazol-4-yl)pyridin-3-yl)acetamide;
2-(3,5-dimethyl-4-(6-(trifluoromethyl)-1H-indazol-4-yl)-1H-pyrazol-1-yl)-N,N-dimethylethanamine;
(1-methyl-4-(6-(trifluoromethyl)-1H-indazol-4-yl)-1H-pyrazol-3-yl)methanol;
(6-amino-5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyridin-3-yl)(4-methylpiperazin-1-yl)methanone;
2-methyl-3-(6-(trifluoromethyl)-1H-indazol-4-yl)pyrazolo[1,5-d][1,2,4]triazin-7(6H)-one;
4-(4-(1H-pyrazol-1-ylsulfonyl)phenyl)-6-(trifluoromethyl)-1H-indazole;
N-(2-hydroxyethyl)-4-(6-(trifluoromethyl)-1H-indazol-4-yl)benzenesulfonamide;
4-(4-(6-(trifluoromethyl)-1H-indazol-4-yl)phenylsulfonyl)morpholine;
4-(3-methyl-4-(6-(trifluoromethyl)-1H-indazol-4-yl)phenylsulfonyl)morpholine;
3-(4-methylpiperazine-1-carbonyl)-5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyridin-2(1H)-one;
N-(2-hydroxyethyl)-2-oxo-5-(6-(trifluoromethyl)-1H-indazol-4-yl)-1,2-dihydropyridine-3-carboxamide;
N-(2-hydroxyethyl)-2-methoxy-5-(6-(trifluoromethyl)-1H-indazol-4-yl)nicotinamide;
2-amino-N-(2-hydroxyethyl)-5-(6-(trifluoromethyl)-1H-indazol-4-yl)nicotinamide;
2-oxo-5-(6-(trifluoromethyl)-1H-indazol-4-yl)-1,2-dihydropyridine-3-carboxamide;
2-methoxy-5-(6-(trifluoromethyl)-1H-indazol-4-yl)nicotinamide;
2-amino-5-(6-(trifluoromethyl)-1H-indazol-4-yl)nicotinamide;
1-methyl-5-(6-(trifluoromethyl)-1H-indazol-4-yl)indolin-2-one;
5-(6-(trifluoromethyl)-1H-indazol-4-yl)indolin-2-one;
6-(trifluoromethyl)-1H,1′H-4,5′-biindazole;
5-(6-(trifluoromethyl)-1H-indazol-4-yl)-1H-benzo[d]imidazol-2(3H)-one;
5-(6-(trifluoromethyl)-1H-indazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-2(3H)-one;
6-(6-(trifluoromethyl)-1H-indazol-4-yl)indolin-2-one;
2-(6-(trifluoromethyl)-1H-indazol-4-yl)-5H-pyrrolo[2,3-b]pyrazine;
6-(6-(trifluoromethyl)-1H-indazol-4-yl)-1H-imidazo[4,5-b]pyridin-2(3H)-one;
2-(trifluoromethyl)-6-(6-(trifluoromethyl)-1H-indazol-4-yl)-3H-imidazo[4,5-b]pyridine;
5-(6-(trifluoromethyl)-1H-indazol-4-yl)-1H-pyrazolo[3,4-b]pyridine;
7-(6-(trifluoromethyl)-1H-indazol-4-yl)-3,4-dihydropyrido[2,3-b]pyrazin-2(1H)-one;
6-amino-3-methyl-5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyrimidin-4(3H)-one;
4-(2-methoxypyrimidin-5-yl)-6-(trifluoromethyl)-1H-indazole;
N,N-dimethyl-5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyrimidin-2-amine;
4-(3,6-dimethoxypyridazin-4-yl)-6-(trifluoromethyl)-1H-indazole;
4-(6-methoxy-2-methylpyridin-3-yl)-6-(trifluoromethyl)-1H-indazole;
(1-methyl-4-(6-(trifluoromethyl)-1H-indazol-4-yl)-1H-pyrazol-5-yl)methanol;
5-(6-(trifluoromethyl)-1H-indazol-4-yl)picolinamide;
2-methyl-3-(6-(trifluoromethyl)-1H-indazol-4-yl)pyridin-4-amine;
4-(6-methoxy-4-methylpyridin-3-yl)-6-(trifluoromethyl)-1H-indazole;
N-methyl-5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyrimidine-4-carboxamide;
6-methyl-5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyridin-2-amine;
2-methoxy-5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyrimidin-4-amine;
N-(6-methyl-5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyridin-2-yl)methanesulfonamide;
2-methoxy-N-(6-methyl-5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyridin-2-yl)acetamide;
1-methyl-N-(6-methyl-5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyridin-2-yl)-1H-pyrazole-4-sulfonamide;
ethyl 2-(4-(6-(trifluoromethyl)-1H-indazol-4-yl)-1H-pyrazol-1-yl)acetate;
2-(4-(6-(trifluoromethyl)-1H-indazol-4-yl)-1H-pyrazol-1-yl)acetic acid;
morpholino(5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyridin-2-yl)methanone;
methyl 4-methoxy-3-(6-(trifluoromethyl)-1H-indazol-4-yl)benzoate;
2-(4-(6-(trifluoromethyl)-1H-indazol-4-yl)-1H-pyrazol-1-yl)acetamide;
methyl 6-oxo-5-(6-(trifluoromethyl)-1H-indazol-4-yl)-1,6-dihydropyridine-3-carboxylate;
(4-methoxy-3-(6-(trifluoromethyl)-1H-indazol-4-yl)phenyl)(4-methylpiperazin-1-yl)methanone;
(4-methoxy-3-(6-(trifluoromethyl)-1H-indazol-4-yl)phenyl)(morpholino)methanone;
N-(2-hydroxyethyl)-4-methoxy-3-(6-(trifluoromethyl)-1H-indazol-4-yl)benzamide;
methyl 5-(6-(trifluoromethyl)-1H-indazol-4-yl)picolinate;
N-(2-hydroxyethyl)-5-(6-(trifluoromethyl)-1H-indazol-4-yl)picolinamide;
(4-methylpiperazin-1-yl)(5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyridin-2-yl)methanone;
4-methoxy-N,N-dimethyl-3-(6-(trifluoromethyl)-1H-indazol-4-yl)benzamide;
4-methoxy-3-(6-(trifluoromethyl)-1H-indazol-4-yl)benzamide;
2-(3-methyl-4-(6-(trifluoromethyl)-1H-indazol-4-yl)-1H-pyrazol-1-yl)acetamide;
6-(6-(trifluoromethyl)-1H-indazol-4-yl)pyrazolo[1,5-a]pyrimidine;
3-(6-(trifluoromethyl)-1H-indazol-4-yl)imidazo[1,2-b]pyridazine-6-carboxamide;
2-(3-methyl-4-(6-(trifluoromethyl)-1H-indazol-4-yl)-1H-pyrazol-1-yl)-1-morpholinoethanone;
1-methyl-5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyrimidine-2,4(1H,3H)-dione;
N-(2-hydroxyethyl)-2-(3-methyl-4-(6-(trifluoromethyl)-1H-indazol-4-yl)-1H-pyrazol-1-yl)acetamide;
N,N-dimethyl-2-(4-(6-(trifluoromethyl)-1H-indazol-4-yl)phenoxy)ethanamine;
4-(2-(4-(6-(trifluoromethyl)-1H-indazol-4-yl)phenoxy)ethyl)morpholine;
(2-amino-5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyridin-3-yl)(4-methylpiperazin-1-yl)methanone;
4-(6-(trifluoromethyl)-1H-indazol-4-yl)picolinamide;
(4-methylpiperazin-1-yl)(4-(6-(trifluoromethyl)-1H-indazol-4-yl)pyridin-2-yl)methanone;
N-(2-hydroxyethyl)-5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyrimidine-2-carboxamide;
(4-methylpiperazin-1-yl)(5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyridin-3-yl)methanone;
(2-methoxy-5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyridin-3-yl)(4-methylpiperazin-1-yl)methanone;
(2-fluoro-5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyridin-3-yl)(4-methylpiperazin-1-yl)methanone;
N-(2-hydroxyethyl)-5-(6-(trifluoromethyl)-1H-indazol-4-yl)nicotinamide;
4-(7-methoxy-1H-pyrrolo[2,3-c]pyridin-4-yl)-6-(trifluoromethyl)-1H-indazole;
4-(7-methyl-1H-pyrrolo[2,3-c]pyridin-4-yl)-6-(trifluoromethyl)-1H-indazole;
N-(2-methoxyethyl)-5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyrimidin-2-amine;
morpholino(5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyrimidin-2-yl)methanone;
5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyrimidine-2-carboxamide;
4-methyl-6-(6-(trifluoromethyl)-1H-indazol-4-yl)-2H-benzo[b][1,4]oxazin-3 (4H)-one;
5-(4-methylpiperazine-1-carbonyl)-3-(6-(trifluoromethyl)-1H-indazol-4-yl)pyridin-2(1H)-one;
5-(morpholine-4-carbonyl)-3-(6-(trifluoromethyl)-1H-indazol-4-yl)pyridin-2(1H)-one;
N-(2-hydroxyethyl)-6-oxo-5-(6-(trifluoromethyl)-1H-indazol-4-yl)-1,6-dihydropyridine-3-carboxamide;
2-(3-methyl-2,6-dioxo-5-(6-(trifluoromethyl)-1H-indazol-4-yl)-2,3-dihydropyrimidin-1(6H)-yl)acetamide;
N-methyl-2-(3-methyl-2,6-dioxo-5-(6-(trifluoromethyl)-1H-indazol-4-yl)-2,3-dihydropyrimidin-1(6H)-yl)acetamide;
N-ethyl-2-(3-methyl-2,6-dioxo-5-(6-(trifluoromethyl)-1H-indazol-4-yl)-2,3-dihydropyrimidin-1(6H)-yl)acetamide;
3-(2-hydroxyethyl)-1-methyl-5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyrimidine-2,4(1H,3H)-dione;
3-methoxy-N-methyl-4-(6-(trifluoromethyl)-1H-indazol-4-yl)benzamide;
N-(2-hydroxyethyl)-3-methoxy-4-(6-(trifluoromethyl)-1H-indazol-4-yl)benzamide;
3-methoxy-4-(6-(trifluoromethyl)-1H-indazol-4-yl)benzamide;
N-(2-hydroxyethyl)-4-methyl-5-(6-(trifluoromethyl)-1H-indazol-4-yl)picolinamide;
N-(2-hydroxyethyl)-4-(6-(trifluoromethyl)-1H-indazol-4-yl)picolinamide;
N,N-dimethyl-2-(3-methyl-2,6-dioxo-5-(6-(trifluoromethyl)-1H-indazol-4-yl)-2,3-dihydropyrimidin-1(6H)-yl)acetamide;
1-methyl-3-(2-morpholino-2-oxoethyl)-5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyrimidine-2,4(1H,3H)-dione;
3-(4-fluorobenzyl)-1-methyl-5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyrimidine-2,4(1H,3H)-dione;
2-(3-methyl-2,6-dioxo-5-(6-(trifluoromethyl)-1H-indazol-4-yl)-2,3-dihydropyrimidin-1(6H)-yl)acetonitrile;
1-methyl-3-(2-morpholinoethyl)-5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyrimidine-2,4(1H,3H)-dione;
1-methyl-5-(morpholine-4-carbonyl)-3-(6-(trifluoromethyl)-1H-indazol-4-yl)pyridin-2(1H)-one;
N-(2-hydroxyethyl)-1-methyl-6-oxo-5-(6-(trifluoromethyl)-1H-indazol-4-yl)-1,6-dihydropyridine-3-carboxamide;
2-(4-methoxy-3-(6-(trifluoromethyl)-1H-indazol-4-yl)phenyl)-1-morpholinoethanone;
2-(3,5-dimethyl-4-(6-(trifluoromethyl)-1H-indazol-4-yl)-1H-pyrazol-1-yl)-1-morpholinoethanone;
(3-methoxy-4-(6-(trifluoromethyl)-1H-indazol-4-yl)phenyl)(morpholino)methanone;
3-(2-(dimethylamino)ethyl)-1-methyl-5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyrimidine-2,4(1H,3H)-dione;
N-(2-hydroxyethyl)-2-(4-methoxy-3-(6-(trifluoromethyl)-1H-indazol-4-yl)phenyl)acetamide;
3-fluoro-4-(6-(trifluoromethyl)-1H-indazol-4-yl)benzamide;
3-fluoro-N-(2-hydroxyethyl)-4-(6-(trifluoromethyl)-1H-indazol-4-yl)benzamide;
4-(5-(methoxymethyl)-3-methyl-1H-pyrazol-4-yl)-6-(trifluoromethyl)-1H-indazole;
1-(3,5-dimethyl-4-(6-(trifluoromethyl)-1H-indazol-4-yl)-1H-pyrazol-1-yl)propan-2-one;
4-(4-methoxy-3-(6-(trifluoromethyl)-1H-indazol-4-yl)benzoyl)-1-methylpiperazin-2-one;
4-fluoro-3-(6-(trifluoromethyl)-1H-indazol-4-yl)benzamide;
1,3-dimethyl-4-(6-(trifluoromethyl)-1H-indazol-4-yl)-1H-pyrazole-5-carboxamide;
(3-hydroxyazetidin-1-yl)(4-methoxy-3-(6-(trifluoromethyl)-1H-indazol-4-yl)phenyl)methanone;
3-(6-(trifluoromethyl)-1H-indazol-4-yl)benzenesulfonamide;
N-(2-hydroxyethyl)-3-methyl-4-(6-(trifluoromethyl)-1H-indazol-4-yl)benzamide;
3-chloro-N-(2-hydroxyethyl)-4-(6-(trifluoromethyl)-1H-indazol-4-yl)benzamide;
N-cyclopropyl-6-oxo-5-(6-(trifluoromethyl)-1H-indazol-4-yl)-1,6-dihydropyridine-3-carboxamide;
N-(cyanomethyl)-6-oxo-5-(6-(trifluoromethyl)-1H-indazol-4-yl)-1,6-dihydropyridine-3-carboxamide;
N,N-dimethyl-6-oxo-5-(6-(trifluoromethyl)-1H-indazol-4-yl)-1,6-dihydropyridine-3-carboxamide;
(S)—N-(2-hydroxypropyl)-6-oxo-5-(6-(trifluoromethyl)-1H-indazol-4-yl)-1,6-dihydropyridine-3-carboxamide;
(R)—N-(2-hydroxypropyl)-6-oxo-5-(6-(trifluoromethyl)-1H-indazol-4-yl)-1,6-dihydropyridine-3-carboxamide;
N-(2,3-dihydroxypropyl)-6-oxo-5-(6-(trifluoromethyl)-1H-indazol-4-yl)-1,6-dihydropyridine-3-carboxamide;
N-(2,2-difluoroethyl)-6-oxo-5-(6-(trifluoromethyl)-1H-indazol-4-yl)-1,6-dihydropyridine-3-carboxamide;
4-(3-fluoro-1H-pyrrolo[2,3-b]pyridin-5-yl)-6-(trifluoromethyl)-1H-indazole;
4-(3-methyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-6-(trifluoromethyl)-1H-indazole;
2-methyl-6-(6-(trifluoromethyl)-1H-indazol-4-yl)-3H-imidazo[4,5-b]pyridine;
3-fluoro-4-(6-(trifluoromethyl)-1H-indazol-4-yl)benzenesulfonamide;
2-chloro-4-(6-(trifluoromethyl)-1H-indazol-4-yl)benzenesulfonamide;
2-fluoro-4-(6-(trifluoromethyl)-1H-indazol-4-yl)benzenesulfonamide;
5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyridine-2-sulfonamide;
5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyridine-3-sulfonamide;
4-(4-(methylsulfonyl)phenyl)-6-(trifluoromethyl)-1H-indazole;
4-(1-(difluoromethyl)-3,5-dimethyl-1H-pyrazol-4-yl)-6-(trifluoromethyl)-1H-indazole;
2-(4-(6-(trifluoromethyl)-1H-indazol-4-yl)-1H-pyrazol-1-yl)ethanol;
2-(4-methoxy-3-(6-(trifluoromethyl)-1H-indazol-4-yl)phenyl)acetamide;
3-chloro-4-(6-(trifluoromethyl)-1H-indazol-4-yl)benzenesulfonamide;
2-(3,5-dimethyl-4-(6-(trifluoromethyl)-1H-indazol-4-yl)-1H-pyrazol-1-yl)-N-isopropylacetamide;
N,N,1-trimethyl-6-oxo-5-(6-(trifluoromethyl)-1H-indazol-4-yl)-1,6-dihydropyridine-3-carboxamide;
N-(cyanomethyl)-1-methyl-6-oxo-5-(6-(trifluoromethyl)-1H-indazol-4-yl)-1,6-dihydropyridine-3-carboxamide;
N-(2,2-difluoroethyl)-1-methyl-6-oxo-5-(6-(trifluoromethyl)-1H-indazol-4-yl)-1,6-dihydropyridine-3-carboxamide;
N-(2,3-dihydroxypropyl)-1-methyl-6-oxo-5-(6-(trifluoromethyl)-1H-indazol-4-yl)-1,6-dihydropyridine-3-carboxamide;
N-cyclopropyl-1-methyl-6-oxo-5-(6-(trifluoromethyl)-1H-indazol-4-yl)-1,6-dihydropyridine-3-carboxamide;
(R)—N-(2-hydroxypropyl)-1-methyl-6-oxo-5-(6-(trifluoromethyl)-1H-indazol-4-yl)-1,6-dihydropyridine-3-carboxamide;
(S)—N-(2-hydroxypropyl)-1-methyl-6-oxo-5-(6-(trifluoromethyl)-1H-indazol-4-yl)-1,6-dihydropyridine-3-carboxamide;
4-fluoro-N-(2-hydroxyethyl)-3-(6-(trifluoromethyl)-1H-indazol-4-yl)benzamide;
(3-hydroxyazetidin-1-yl)(3-methyl-4-(6-(trifluoromethyl)-1H-indazol-4-yl)phenyl)methanone;
4-(6-(2-methoxyethoxy)-2-methylpyridin-3-yl)-6-(trifluoromethyl)-1H-indazole;
2-(3,5-dimethyl-4-(6-(trifluoromethyl)-1H-indazol-4-yl)-1H-pyrazol-1-yl)-N,N-dimethylacetamide;
(5S)-5-((3,5-dimethyl-4-(6-(trifluoromethyl)-1H-indazol-4-yl)-1H-pyrazol-1-yl)methyl)pyrrolidin-2-one;
4-(2-(methylsulfonyl)phenyl)-6-(trifluoromethyl)-1H-indazole;
2-(3,5-dimethyl-4-(6-(trifluoromethyl)-1H-indazol-4-yl)-1H-pyrazol-1-yl)-1-(3-hydroxyazetidin-1-yl)ethanone;
2-(3,5-dimethyl-4-(6-(trifluoromethyl)-1H-indazol-4-yl)-1H-pyrazol-1-yl)-N-methylacetamide;
N-(2-hydroxyethyl)-4-methyl-3-(6-(trifluoromethyl)-1H-indazol-4-yl)benzamide;
(3-hydroxyazetidin-1-yl)(4-methyl-3-(6-(trifluoromethyl)-1H-indazol-4-yl)phenyl)methanone;
(3-hydroxypyrrolidin-1-yl)(4-methyl-3-(6-(trifluoromethyl)-1H-indazol-4-yl)phenyl)methanone;
(3-(hydroxymethyl)pyrrolidin-1-yl)(4-methyl-3-(6-(trifluoromethyl)-1H-indazol-4-yl)phenyl)methanone;
(4-hydroxypiperidin-1-yl)(4-methyl-3-(6-(trifluoromethyl)-1H-indazol-4-yl)phenyl)methanone;
1-methyl-5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyridin-2(1H)-one;
2-(2-oxo-5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyridin-1(2H)-yl)acetic acid;
1-methyl-5-(4-methylpiperazine-1-carbonyl)-3-(6-(trifluoromethyl)-1H-indazol-4-yl)pyridin-2(1H)-one;
2,5-difluoro-4-(6-(trifluoromethyl)-1H-indazol-4-yl)benzenesulfonamide;
6-methyl-5-(6-(trifluoromethyl)-1H-indazol-4-yl)picolinonitrile;
N-(2-hydroxyethyl)-5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyridine-2-sulfonamide;
6-methyl-5-(6-(trifluoromethyl)-1H-indazol-4-yl)picolinamide;
4-(3,5-dimethyl-1-((3-methyloxetan-3-yl)methyl)-1H-pyrazol-4-yl)-6-(trifluoromethyl)-1H-indazole;
1,5-dimethyl-4-(6-(trifluoromethyl)-1H-indazol-4-yl)-1H-pyrazol-3-amine;
5-methyl-6-(6-(trifluoromethyl)-1H-indazol-4-yl)-3H-imidazo[4,5-b]pyridin-2-ol;
4-(2-methyl-6-(4H-1,2,4-triazol-4-yl)pyridin-3-yl)-6-(trifluoromethyl)-1H-indazole;
4-(2-methyl-6-(pyrrolidin-1-yl)pyridin-3-yl)-6-(trifluoromethyl)-1H-indazole;
(3-hydroxyazetidin-1-yl)(4-(6-(trifluoromethyl)-1H-indazol-4-yl)pyridin-2-yl)methanone;
2-(3,5-dimethyl-4-(6-(trifluoromethyl)-1H-indazol-4-yl)-1H-pyrazol-1-yl)-N-(2-hydroxyethyl)acetamide;
N-(2-hydroxyethyl)-6-methyl-5-(6-(trifluoromethyl)-1H-indazol-4-yl)picolinamide;
4-(7-methylimidazo[1,5-a]pyridin-6-yl)-6-(trifluoromethyl)-1H-indazole;
6-methyl-5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyridin-2(1H)-one;
4-methyl-5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyridin-2(1H)-one;
6-methoxy-5-(6-(trifluoromethyl)-1H-indazol-4-yl)picolinamide;
4-(6-chloro-2-methoxypyridin-3-yl)-6-(trifluoromethyl)-1H-indazole;
5-methyl-6-(6-(trifluoromethyl)-1H-indazol-4-yl)-[1,2,4]triazolo[1,5-a]pyridine;
N-(2-hydroxyethyl)-6-methoxy-5-(6-(trifluoromethyl)-1H-indazol-4-yl)picolinamide;
(3-hydroxyazetidin-1-yl)(6-methoxy-5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyridin-2-yl)methanone;
6-methoxy-5-(6-(trifluoromethyl)-1H-indazol-4-yl)picolinonitrile;
(3-hydroxyazetidin-1-yl)(6-methyl-2-(methylamino)-5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyridin-3-yl)methanone;
5-methyl-6-(6-(trifluoromethyl)-1H-indazol-4-yl)tetrazolo[1,5-a]pyridine;
4-(6-methyl-5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyridin-2-yl)morpholine;
4-(2-methyl-6-(4-methylpiperazin-1-yl)pyridin-3-yl)-6-(trifluoromethyl)-1H-indazole;
1,6-dimethyl-5-(4-methylpiperazine-1-carbonyl)-3-(6-(trifluoromethyl)-1H-indazol-4-yl)pyridin-2(1H)-one;
1,6-dimethyl-5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyridin-2(1H)-one;
1,4-dimethyl-5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyridin-2(1H)-one;
N-(2-hydroxyethyl)-1,2-dimethyl-6-oxo-5-(6-(trifluoromethyl)-1H-indazol-4-yl)-1, 6-dihydropyridine-3-carboxamide;
2-(6-methyl-2-oxo-5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyridin-1 (2H)-yl)acetonitrile;
4-methyl-1-(pyridin-2-ylmethyl)-5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyridin-2(1H)-one;
6-methyl-1-(pyridin-2-ylmethyl)-5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyridin-2(1H)-one;
2-(4-methyl-2-oxo-5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyridin-1 (2H)-yl)acetonitrile;
4-(2-methyl-6-(2-(methyl sulfonyl)ethyl)pyridin-3-yl)-6-(trifluoromethyl)-1H-indazole;
(3-methyl-1-((1-methyl-1H-pyrazol-4-yl)methyl)-4-(6-(trifluoromethyl)-1H-indazol-4-yl)-1H-pyrazol-5-yl)methanol;
(5-methyl-1-((3-methylisoxazol-5-yl)methyl)-4-(6-(trifluoromethyl)-1H-indazol-4-yl)-1H-pyrazol-3-yl)methanol;
(3-methyl-14(3-methylisoxazol-5-yl)methyl)-4-(6-(trifluoromethyl)-1H-indazol-4-yl)-1H-pyrazol-5-yl)methanol;
(R)-1-(4-methyl-5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyrimidin-2-yl)pyrrolidin-3-ol;
(R)-4-(2-methyl-6-(3-methylpiperazin-1-yl)pyridin-3-yl)-6-(trifluoromethyl)-1H-indazole;
(1R,5S)-3-(4-methyl-5-(6-(trifluoromethyl)-1H-indazol-4-yl)pyrimidin-2-yl)-3-azabicyclo[3.1.0]hexane-2-carboxamide;
a stereoisomer of any one of the aforementioned compounds; and
a pharmaceutically acceptable salt of any one of the aforementioned compounds or stereoisomers.

### Claim 15 (depends on 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14)

A pharmaceutical composition comprising:
a compound or pharmaceutically acceptable salt as defined in any one of claims 1 to 14; and
a pharmaceutically acceptable excipient.

### Claim 16 (depends on 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14)

A method of treating a disease, disorder or condition in a subject, the method comprising administering to the subject an effective amount of a compound or a pharmaceutically acceptable salt as defined in any one of claims 1 to 14, wherein the disease, disorder or condition is selected from obesity, overweight, cardiovascular disease, hypertension, diabetes, hyperglycemia, insulin resistance, metabolic syndrome X, impaired glucose tolerance, non-alcoholic liver steatosis, dyslipidemia, atherosclerosis, stroke, sleep apnea, osteoarthritis, infertility, and polycystic ovary syndrome.

### Claim 17 (depends on 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14)

A combination comprising an effective amount of a compound or pharmaceutically acceptable salt as defined in any one of claims 1 to 14, and at least one additional pharmacologically active agent.

### Claim 18 (depends on 17)

A combination according to claim 17, wherein the additional pharmacologically active agent is selected from insulin, buformin, metformin, phenformin, pioglitazone, rosiglitazone, acetohexamide, chlorpropamide, tolazamide, tolbutamide, gliclazide, glimepiride, glipizide, glyburide, nateglinide, repaglinide, acarbose, miglitol, exenatide, liraglutide, taspoglutide, alogliptin, linagliptin, saxagliptin, sitagliptin, vildagliptin, pramlinitide, orlistat, atorvastatin, fluvastatin, lovastatin, mevastatin, pitavastatin, pravastatin, rosuvastatin, simvastatin, niacin, bezafibrate, ciprofibrate, clofibrate, fenofibrate, gemfibrozil, cholestyramine, colesevelam, colestipol, and ezetimibe.