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Last Updated: January 14, 2025

Claims for Patent: 7,342,118


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Summary for Patent: 7,342,118
Title:Imidazole compounds for the treatment of neurodegenerative disorders
Abstract:The present invention relates to compounds of the Formula I wherein R1, R2, R3, R4, R6, R7 and A are as defined. Compounds of the Formula I have activity inhibiting production of Aβ-peptide. The invention also relates to pharmaceutical compositions and methods for treating diseases and disorders, for example, neurodegenerative and/or neurological disorders, e.g., Alzheimer's disease, in a mammal comprising compounds of the Formula I.
Inventor(s):Michael A. Brodney, Karen J. Coffman
Assignee:Pfizer Inc
Application Number:US11/078,898
Patent Claims: 1. A compound of the Formula I wherein A is absent or is selected from and SO2; Z is selected from —OH2, —CH(OH), —CH(C1-C6 alkyl), —CH(C1-C6 alkoxy), —CH(NR9R10), —CH(CH2(OH)), —CH(CH(C1-C4 alkyl)(OH)) and —CH(C(C1-C4 alkyl)(C1-C4alkyl)(OH)); R1 is selected from C1-C20 alkyl, C2-C20 alkenyl, C2-C20 alkynyl, C1-C20 alkoxy, C2-C20 alkenoxy, C1-C20 hydroxyalkyl, C3-C8 cycloalkyl, benzo(C3-C8 cycloalkyl), benzo(C3-C8 heterocycloalkyl), C4-C8 cycloalkenyl, (C5-C11)bi- or tricycloalkyl, benzo(C5-C11)bi- or tricycloalkyl, (C7-C11)bi- or tricycloalkenyl, (3-8 membered) heterocycloalkyl, C6-C14 aryl and (5-14 membered) heteroaryl, wherein each hydrogen atom of said alkyl, alkenyl, alkynyl, alkoxy and alkenoxy is optionally independently replaced with halo, and wherein said cycloalkyl, benzo(C3-C8 cycloalkyl), cycloalkenyl, (3-8 membered) heterocycloalkyl, C6-C14 aryl and (5-14 membered) heteroaryl is optionally independently substituted with from one to four substituents independently selected from C1-C10 alkyl optionally substituted with from one to three halo atoms, C1-C10 alkoxy optionally substituted with from one to three halo atoms, C1-C10 hydroxyalkyl, halo, —OH, —CN, —NR9R10, —C(═O)NR9R10, —C(═O)R11, C3-C8cycloalkyl and (3-8 membered) heterocycloalkyl; R2 is selected from H, C1-C6 alkyl, C2-C6 alkenyl, C3-C8 cycloalkyl and C3-C8 cycloalkenyl, wherein R2 is optionally independently substituted with from one to three substituents independently selected from C1-C4 alkyl optionally substituted with from one to three halo atoms, C1-C4 alkoxy optionally substituted with from one to three halo atoms, halo and —OH; or R1 and R2 together with the A group when present and the nitrogen atom to which R2 is attached, or R1 and R2 together with the nitrogen atom to which R1 and R2 are attached when A is absent, may optionally form a four to eight membered ring; R3 is selected from H, C1-C6 alkyl, —O(C1-C4alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C3-C6 cycloalkyl, C5-C6 cycloalkenyl and (3-8 membered) heterocycloalkyl, wherein said alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl and heterocycloalkyl are each optionally independently substituted with from one to three substituents independently selected from C1-C4 alkoxy, halo, —OH, —S(C1-C4)alkyl and (3-8 membered) heterocycloalkyl; R4 is H, C1-C6 alkyl or halo; or R3 and R4 may together with the carbon atom to which they are attached optionally form a moiety selected from cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, morpholino, piperidino, pyrrolidino, tetrahydrofuranyl and perhydro-2H-pyran, wherein said moiety formed by R3 and R4 is optionally substituted with from one to three substituents independently selected from C1-C6 alkyl optionally substituted with from one to three halo atoms, C1-C6 alkoxy optionally substituted with from one to three halo atoms, halo, —OH, —CN and allyl; R6 is selected from H, C1-C6 alkyl, C2-C6 alkylene, C1-C6 alkoxy, halo, —CN, C3-C12 cycloalkyl, C4-C12 cycloalkenyl (5-10 membered) heteroaryl and C6-C10 aryl, wherein said alkyl, alkylene and alkoxy of R6 are each optionally independently substituted with from one to three substituents independently selected from halo and —CN, and wherein said cycloalkyl, cycloalkenyl, heteroaryl and aryl of R6 are each optionally independently substituted with from one to three substituents independently selected from C1-C4 alkyl optionally substituted with from one to three halo atoms, C1-C4 alkoxy optionally substituted with from one to three halo atoms, halo and —CN; R7 is selected from H, C1-C20 alkyl, C1-C20 alkoxy, C1-C20 hydroxyalkyl, C3-C12 cycloalkyl, C4-C12 cycloalkenyl, (C5-C20) bi- or tricycloalkyl, (C7-C20)bi- or tricycloalkenyl, (3-12 membered) heterocycloalkyl, (7-20 membered) heterobi- or heterotricycloalkyl, C6-C14 aryl and (5-15 membered) heteroaryl, wherein R7 is optionally independently substituted with from one to four substituents independently selected from C1-C20 alkyl optionally substituted with from one to three halo atoms, C1-C20 alkoxy, —OH, —CN, —NO2, —NR9R10, —C(═O)NR9R10, —C(═O)R11, —C(═O)nOR11, —S(O)NR9R10, —S(O)nR11, 03-C12 cycloalkyl, (4-12 membered) heterocycloalkyl optionally substituted with from one to three OH or halo groups, (4-12 membered) heterocycloalkoxy, C6-C14 aryl, (5-15 membered) heteroaryl, C6-C12 aryloxy and (5-12 membered) heteroaryloxy; or R6 and R7 may together with the carbon and nitrogen atoms to which they are respectively attached optionally form a (5-8 membered) heterocycloalkyl ring, a (5-8 membered) heterocycloalkenyl ring or a (6-8 membered) heteroaryl ring, wherein said heterocycloalkyl, heterocycloalkenyl and heteroaryl rings are each optionally independently substituted with from one to three substituents independently selected from halo, C1-C6 alkyl optionally subsituted with from one to three halo atoms, C1-C6 alkoxy optionally subsituted with from one to three halo atoms, C1-C6 hydroxyalkyl, —OH, —(CH2)zero-10NR9R10, —(CH2)zero-10C(═O)NR9R10, —SO2NR9R10 and C3-C12 cycloalkyl; R9 and R10 are each independently selected from H, C1-C10 alkyl wherein each hydrogen atom of said C1-C10 alkyl is optionally independently replaced with a halo atom, C2-C10 alkenyl, C2-C10 alkynyl, C1-C6 alkoxy wherein each hydrogen atom of said C1-C6 alkoxy is optionally independently replaced with a halo atom, C2-C6 alkenoxy, C2-C6 alkynoxy, —C(═O)R11, —S(O)nR11, 03-C8 cycloalkyl, C4-C8 cycloalkenyl, (C5-C11)bi- or tricycloalkyl, (C7-C11)bi- or tricycloalkenyl, (3-8 membered) heterocycloalkyl, C6-C14 aryl and (5-14 membered) heteroaryl, wherein said alkyl and alkoxy are each optionally independently substituted with from one to three substituents independently selected from halo and —OH, and wherein said cycloalkyl, cycloalkenyl, bi- or tricycloalkyl, bi- or tricycloalkenyl, heterocycloalkyl, aryl and heteroaryl are each optionally independently substituted with from one to three substituents independently selected from halo, —OH, C1-C6 alkyl optionally independently substituted with from one to six halo atoms, C2-C6 alkenyl, C1-C6 alkoxy, C2-C6 alkenoxy, C2-C6 alkynoxy and C1-C6 hydroxyalkyl; or NR9R10 may form a (4-7 membered) heterocycloalkyl, wherein said heterocycloalkyl optionally comprises from one to two further heteroatoms independently selected from N, O and S, and wherein said heterocycloalkyl optionally contains from one to three double bonds, and wherein said heterocycloalkyl is optionally independently substituted with from one to three substituents independently selected from C1-C6 alkyl optionally substituted with from one to six halo atoms, C2-C6 alkenyl, C2-C6 alkenyl, C1-C6 alkoxy, C2-C6 alkenoxy, C2-C6 alkynoxy, C1-C6 hydroxyalkyl, C2-C6 hydroxyalkenyl, halo, —OH, —CN, —NO2, —C(═O)R11, —C(═O)OR11, —S(O)nR11 and —S(O)nNR9R10; R11 is selected from H, C1-C8 alkyl, C3-C8 cycloalkyl, C4-C8 cycloalkenyl, (C5-C11)bi- or tricycloalkyl, —(C7-C11)bi- or tricycloalkenyl, (3-8 membered) heterocycloalkyl, C6-C10 aryl and (5-14 membered) heteroaryl, wherein said alkyl of R11 is optionally independently substituted with from one to three substituents independently selected from —OH, —CN and C3-C8 cycloalkyl, and wherein each hydrogen atom of said alkyl is optionally independently replaced with a halo atom, and wherein said cylcoalkyl, cycloalkenyl, heterocycloalkyl, aryl and hetereoaryl of R11 are each optionally independently substituted with from one to three substituents independently selected from halo, C1-C8 alkyl optionally substituted with from one to three halo atoms, —OH, —CN and C3-C8cycloalkyl; and n is in each instance an integer independently selected from zero, 1, 2 and 3; or a pharmaceutically acceptable salt thereof.

2. A compound according to claim 1 or a pharmaceutically acceptable salt& thereof, wherein A is absent or is Z is —CH2, —CH(OH) or —CH(C1-C6alkyl); R1 is C1-C10 alkyl, C6-C10 aryl, (6-10 membered) heteroaryl or benzo(C5-C6 cycloalkyl), wherein when R1 is C6-C10 aryl, C6-C10 heteroaryl or benzo(C5-C6 cycloalkyl), R1 is optionally independently substituted with from one to three substituents independently selected from C1-C6 alkyl, halo and OH; R2 is H or C1-C6 alkyl; R3 is H, —CH2CH2SCH3, —O(C1-C4)alkyl or C1-C6 alkyl; R4 is H or C1-C6 alkyl; R6 is H or C1-C6 alkyl; R7 is C1-C10 alkyl, C3-C8 cycloalkyl or (4-10 membered) heterocycloalkyl, wherein R7 is optionally independently substituted with from one to three substituents independently selected from C1-C8 alkyl, C1-C8 alkoxy, OH, —NR9R10, —C(═O)NR9R10, —C(═O)R11, —C(═O)OR11 and (4-6 membered) heterocycloalkyl optionally substituted with from one to three OH or halo groups; and R9, R10 and R11 are each independently selected from H and C1-C6 alkyl, wherein each hydrogen atom of said C1-C6 alkyl is optionally independently replaced with a halo atom.

3. A compound according to claim 1 or a pharmaceutically acceptable salt& thereof, wherein A is absent; R1 is benzo(C5-C6cycloalkyl) optionally substituted with from one to three substituents independently selected from C1-C6 alkyl, halo and OH; R2 is H or C1-C6 alkyl; R3 is H, —CH2OH2SCH3, —CH2OH2OCH3 or C1-C6 alkyl; R4 is H or C1-C6 alkyl; R6 is H or C1-C6 alkyl; R7 is C1-C10 alkyl, wherein R7 is optionally independently substituted with from one to three substituents independently selected from C1-C8 alkoxy, OH, —NR9R10, —C(═O)NR9R10, —C(═O)R11, —C(═O)OR11 and (4-6 membered) heterocycloalkyl.

4. A compound according to claim 3 or a pharmaceutically acceptable salt& thereof, wherein R7 is optionally substituted with morpholino, pyrrolidinyl piperidinyl or —NR9R10 wherein R9 and R10 are each independently selected from H or C1-C10 alkyl and wherein each hydrogen atom of said C1-C10alkyl is optionally independently replaced with a halo atom.

5. A compound according to claim 3 or a pharmaceutically acceptable salt& thereof, wherein R4 is H and R3 is methyl, ethyl butyl, isobutyl, propyl, isopropyl, —CH2CH2SCH3 or —CH2CH2OCH3.

6. A compound according to claim 3 or a pharmaceutically acceptable salt& thereof, wherein R1 is 1,2,3,4-tetrahydronaphthalenyl or indanyl optionally substituted with 1 to 3 fluorine or chlorine atoms.

7. A compound according to claim 1 or a pharmaceutically acceptable salt& thereof, wherein A is Z is —CH2, —CH(OH) or —CH(C1-C6 alkyl); R1 is C1-C10 alkyl, C6-C10 aryl or (6-10 membered) heteroaryl, wherein each hydrogen atom of said alkyl is optionally independently replaced with halo, and wherein said aryl and heteroaryl are optionally independently substituted with from one to three substituents independently selected from C1-C6 alkyl, halo and OH; R2 is H or C1-C6 alkyl; R3 is H or C1-C6 alkyl; R4 is H or C1-C6 alkyl; R6 is H or C1-C6alkyl; R7 is C1-C10 alkyl, C3-C8 cycloalkyl or (4-10 membered) heterocycloalkyl, wherein R7 is optionally independently substituted with from one to three substituents independently selected from C1-C8 alkyl, C1-C8 alkoxy, OH, —NR9R10, —C(═O)NR9R10, —C(═O)R11, —C(═O)OR11 and (4-6 membered) heterocycloalkyl optionally substituted with from one to three OH or halo groups.

8. A compound according to claim 7 or a pharmaceutically acceptable salt& thereof, wherein the (4-10 membered) heterocycloalkyl group of R7 is azetidinyl, pyrrolidinyl or piperidinyl; and the (4-6 membered) heterocycloalkyl substituent of R7 is morpholino, pyrrolidinyl or piperidinyl.

9. A compound according to claim 7 or a pharmaceutically acceptable salt& thereof, wherein R1 is aryl, A is Z is —CH2.

10. A compound according to claim 9 or a pharmaceutically acceptable salt& thereof, wherein and R7 is a C1-C6 alkyl optionally substituted with morpholino, pyrrolidinyl, piperidinyl or —NR9R10 wherein R9 and R10 are each independently selected from H or C1-C10 alkyl and wherein each hydrogen atom of said C1-C10alkyl is optionally independently replaced with a halo atom.

11. A compound according to claim 1 selected from the group consisting of: 3-(4-{2-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoylamino}-imidazol-1-yl)-butyric acid methyl ester; 3-{4-[2-(2-Hydroxy-3-methyl-butyrylamino)-pentanoylamino]-imidazol-1-yl}-3-methyl-butyric acid methyl ester; 3-(4-{2-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoylamino}-imidazol-1-yl)-3-methyl-butyric acid methyl ester; 3-{4-[2-(2-Hydroxy-3,3-dimethyl-butyrylamino)-pentanoylamino]-imidazol-1-yl}-3-methyl-butyric acid methyl ester; 2-(2-Hydroxy-3,3-dimethyl-butyrylamino)-pentanoic acid [1-(1-ethyl-propyl)-1H -imidazol-4-yl]-amide; 2-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoic acid [1-(1-ethyl-propyl)-1H -imidazol-4-yl]-amide; 2-[2-(3,5-Difluoro-phenyl)-2-hydroxy-acetylamino]-pentanoic acid [1-(1-ethyl -propyl)-1H-imidazol-4-yl]-amide 2-(4-{2-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoylam ino}-imidazol-1-yl)-2-methyl-propionic acid methyl ester; 2-(4-{2-[2-(3,5-Difluoro-phenyl)-2-hydroxy-acetylamino]-pentanoylamino}-imidazol-1-yl)-2-methyl-propionic acid methyl ester; 2-{4-[2-(2-Hydroxy-3,3-dimethyl-butyrylamino)-pentanoylamino]-imidazol-1-yl}-2-methyl-propionic acid methyl ester; 2-{4-[2-(2-Hydroxy-3-methyl-butyrylamino)-pentanoylamino]-imidazol-1-yl}-2-methyl-propionic acid methyl ester; 3-(4-{2-[2-(3,5-Difluoro-phenyl)-acetylamino]-propionylamino}-imidazol-1-yl)-3-methyl-butyric acid methyl ester; 3-{4-[2-(2-Hydroxy-3,3-dimethyl-butyrylamino)-propionylamino]-imidazol-1-yl}-3-methyl-butyric acid methyl ester; 4-(4-{2-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoylamino}-imidazol-1-yl) -piperidine-1-carboxylic acid tert-butyl ester; 2-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoic acid [1-(1,1-dimethyl-2-pyrrolidin-1-yl-ethyl)-1H-imidazol-4-yl]-amide; 2-[2-(3-Trifluoromethyl-phenyl)-acetylamino]-pentanoic acid [1-(1,1-dimethyl-2-pyrrolidin-1-yl-ethyl)-1H-imidazol-4-yl]-amide; 2-[2-(3-Trifluoromethoxy-phenyl)-acetylamino]-pentanoic acid [1-(1,1-dimethyl-2-pyrrolidin-1-yl-ethyl)-1H-imidazol-4-yl]-amide; 2-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoic acid [1-(1,1-dimethyl-2-morpholin-4-yl-ethyl)-1H-imidazol-4-yl]-amide; 2-[2-(3,5-Difluoro-phenyl)-2-hydroxy-acetylamino]-pentanoic acid [1-(1,1-dimethyl-2-pyrrolidin-1-yl-ethyl)-1H-imidazol-4-yl]-amide; 2-[2-(3,5-Difluoro-phenyl)-2-hydroxy-acetylamino]-pentanoic acid [1-(1-ethyl -propyl)-1H-imidazol-4-yl]-amide; 2-[2-(4-Phenyl-thiazol-2-yl)-acetylamino]-pentanoic acid [1-(1,1-dimethyl-2-pyrrolidin-1-yl-ethyl)-1H-imidazol-4-yl]-amide; 2-[2-(3-Trifluoromethyl-phenyl)-acetylamino]-pentanoic acid [1-(1,1-dimethyl-2-morpholin-4-yl-ethyl)-1H-imidazol-4-yl]-amide; 2-(2-Hydroxy-3-methyl-butyrylamino)-pentanoic acid [1-(1,1-dimethyl-2-pyrrolidin-1-yl-ethyl)-1H-imidazol-4-yl]-amide; 2-(2-Hydroxy-3,3-dimethyl-butyrylamino)-pentanoic acid [1-(1,1-dimethyl-2-pyrrolidin-1-yl-ethyl)-1H-imidazol-4-yl]-amide; 2-(2-Hydroxy-3-methyl-butyrylamino)-pentanoic acid [1-(1,1-dimethyl-2-morpholin-4-yl-ethyl)-1H-imidazol-4-yl]-amide; 2-[2-(3,5-Difluoro-phenyl)-2-hydroxy-acetylamino]-pentanoic acid [1-(1,1-dimethyl-2-morpholin-4-yl-ethyl)-1H-imidazol-4-yl]-amide; 2-(2-Hydroxy-3,3-dimethyl-butyrylamino)-pentanoic acid [1-(1,1-dimethyl-2-morpholin-4-yl-ethyl)-1H-imidazol-4-yl]-amide; 2-[2-(3,5-Difluoro-phenyl)-acetylamino]-4-methyl-pentanoic acid [1-(1,1-dimethyl-2-pyrrolidin-1-yl-ethyl)-1H-imidazol-4-yl]-amide; 2-[2-(3,5-Difluoro-phenyl)-acetylamino]-N-[1-(1,1-dimethyl-2-pyrrolidin-1-yl-ethyl)-1H-imidazol-4-yl]-propionamide; (4-{2-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoylamino}-imidazol-1-yl)-acetic acid methyl ester; 2-(4-{2-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoylamino}-2-methyl-imidazol-1-yl)-2-methyl-propionic acid methyl ester; 2-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoic acid [1-(2-methoxy-1,1-dimethyl-ethyl)-1H-imidazol-4-yl]-amide; 4-(4-{2-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoylamino}-imidazol-1-yl) -benzoic acid methyl ester; 2-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoic acid {1-[1-(2,2-dimethyl -propyl)-pyrrolidin-3-yl]-1H-imidazol-4-yl}-amide; 3-{4-[2-(6,8-Difluoro-1,2,3,4-tetrahydro-naphthalen-2-ylamino)-pentanoylamino]-imidazol-1-yl}-butyric acid methyl ester; 2-{4-[2-(6,8-Difluoro-1,2,3,4-tetrahydro-naphthalen-2-ylamino)-pentanoylamino]-imidazol-1-yl}-2-methyl-propionic acid methyl ester; 2-(6,8-Difluoro-1,2,3,4-tetrahydro-naphthalen-2-ylamino)-pentanoic acid [1-(1-ethyl-propyl)-1H-imidazol-4-yl]-amide; 3-{4-[2-(6,8-Difluoro-1,2,3,4-tetrahydro-naphthalen-2-ylamino)-pentanoylamino]-imidazol-1-yl}-3-methyl-butyric acid methyl ester; 2-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoic acid [1-(2-isopropylamino-1,1-dimethyl-ethyl)-1H-imidazol-4-yl]-amide; 2-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoic acid [1-(1,1-dimethyl-2-methylammo-ethyl)-1H-imidazol-4-yl]-amide; 2-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoic acid {1-[2-(2,2-dimethyl -propylamino)-1,1-dimethyl-ethyl]-1H-imidazol-4-yl}-amide; 2-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoic acid [1-(2-dimethylamino-1,1-dimethyl-ethyl)-1H-imidazol-4-yl]-amide; 2-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoic acid [1-(1,1-dimethyl-3-morpholin-4-yl-propyl)-1H-imidazol-4-yl]-amide; 2-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoic acid [1-(1,1-dimethyl-3-pyrrolidin-1-yl-propyl)-1H-imidazol-4-yl]-amide; 2-(6,8-Difluoro-1,2,3,4-tetrahydro-naphthalen-2-ylamino)-pentanoic acid [1-(1,1-dimethyl-2-pyrrolidin-1-yl-ethyl)-1H-imidazol-4-yl]-amide; 2-(5-Chloro-indan-2-ylamino)-pentanoic acid [1-(1,1-dimethyl-2-pyrrolidin-1-yl -ethyl)-1H-imidazol-4-yl]-amide; 2-(Indan-2-ylamino)-pentanoic acid [1-(1,1-dimethyl-2-pyrrolidin-1-yl-ethyl)-1H -imidazol-4-yl]-amide; 2-(6-Fluoro-1,2,3,4-tetrahydro-naphthalen-2-ylamino)-pentanoic acid [1-(1,1-dimethyl-2-pyrrolidin-1-yl-ethyl)-1H-imidazol-4-yl]-amide; 2-(6-Chloro-1,2,3,4-tetrahydro-naphthalen-2-ylamino)-pentanoic acid [1-(1,1-dimethyl-2-pyrrolidin-1-yl-ethyl)-1H-imidazol-4-yl]-amide; 2-(6,8-Dichloro-1,2,3,4-tetrahydro-naphthalen-2-ylamino)-pentanoic acid [1-(1,1-dimethyl-2-pyrrolidin-1-yl-ethyl)-1H-imidazol-4-yl]-amide; 2-(5,7-Dimethyl-1,2,3,4-tetrahydro-naphthalen-2-ylamino)-pentanoic acid [1-(1,1-dimethyl-2-pyrrolidin-1-yl-ethyl)-1H-imidazol-4-yl]-amide; 2-(1,2,3,4-Tetrahydro-naphthalen-2-ylamino)-pentanoic acid [1-(1,1-dimethyl-2-pyrrolidin-1-yl-ethyl)-1H-imidazol-4-yl]-amide; 2-(6-Isopropyl-1,2,3,4-tetrahydro-naphthalen-2-ylamino)-pentanoic acid [1-(1,1-dimethyl-2-pyrrolidin-1-yl-ethyl)-1H-imidazol-4-yl]-amide; 2-[2-(2-Fluoro-phenyl)-1-methyl-ethylamino]-pentanoic acid [1-(1,1-dimethyl-2-pyrrolidin-1-yl-ethyl)-1H-imidazol-4-yl]-amide; 2-[1-Methyl-2-(3-trifluoromethyl-phenyl)-ethylamino]-pentanoic acid [1-(1,1-dimethyl-2-pyrrolidin-1-yl-ethyl)-1H-imidazol-4-yl]-amide; 2-(5,7-Difluoro-1,2,3,4-tetrahydro-naphthalen-2-ylamino)-pentanoic acid [1-(1,1-dimethyl-2-pyrrolidin-1-yl-ethyl)-1H-imidazol-4-yl]-amide; 2-(6-Bromo-1,2,3,4-tetrahydro-naphthalen-2-ylamino)-pentanoic acid [1-(1,1-dimethyl-2-pyrrolidin-1-yl-ethyl)-1H-imidazol-4-yl]-amide; 2-[2-(3,5-Difluoro-phenyl)-ethylamino]-pentanoic acid [1-(1,1-dimethyl-2-pyrrolidin-1-yl-ethyl)-1H-imidazol-4-yl]-amide; 2-[2-(3,5-Difluoro-phenyl)-1-methyl-ethylamino]-pentanoic acid [1-(1,1-dimethyl-2-pyrrolidin-1-yl-ethyl)-1H-imidazol-4-yl]-amide; 2-(6,8-Difluoro-1,2,3,4-tetrahydro-naphthalen-2-ylamino)-pentanoic acid [1-(1-ethyl-propyl)-1H-imidazol-4-yl]-amide; 2-(6,8-Difluoro-1,2,3,4-tetrahydro-naphthalen-2-ylamino)-pentanoic acid [1-(1,1-dimethyl-3-morpholin-4-yl-propyl)-1H-imidazol-4-yl]-amide; 2-(6,8-Difluoro-1,2,3,4-tetrahydro-naphthalen-2-ylamino)-pentanoic acid [1-(1,1-dimethyl-2-morpholin-4-yl-ethyl)-1H-imidazol-4-yl]-amide; 2-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoic acid {1-[1,1-dimethyl-2-(1-phenyl-ethylamino)-ethyl]-1H-imidazol-4-yl}-amide; 2-(6,8-Dichloro-1,2,3,4-tetrahydro-naphthalen-2-ylamino)-pentanoic acid [1-(1,1-dimethyl-2-morpholin-4-yl-ethyl)-1H-imidazol-4-yl]-amide; 2-(6,8-Difluoro-1,2,3,4-tetrahydro-naphthalen-2-ylamino)-4-methyl-pentanoic acid [1-(1,1-dimethyl-2-pyrrolidin-1-yl-ethyl)-1H-imidazol-4-yl]-amide; 2-(6,8-Difluoro-1,2,3,4-tetrahydro-naphthalen-2-ylamino)-N-[1-(1,1-dimethyl-2-pyrrolidin-1-yl-ethyl)-1H-imidazol-4-yl]-propionamide; 2-(6,8-Difluoro-1,2,3,4-tetrahydro-naphthalen-2-ylamino)-pentanoic acid [1-(2-dimethylamino-1,1-dimethyl-ethyl)-1H-imidazol-4-yl]-amide; 4-{4-[2-(6,8-Difluoro-1,2,3,4-tetrahydro-naphthalen-2-ylamino)-pentanoylamino]-imidazol-1-yl}-benzoic acid methyl ester; 2-(6,8-Difluoro-1,1-dimethyl-1,2,3,4-tetrahydro-naphthalen-2-ylamino)-pentanoic acid [1-(1,1-dimethyl-2-pyrrolidin-1-yl-ethyl)-1H-imidazol-4-yl]-amide; 2-(6-Isopropyl-1,2,3,4-tetrahydro-naphthalen-2-ylamino)-pentanoic acid [1-(1,1-dimethyl-2-pyrrolidin-1-yl-ethyl)-1H-imidazol-4-yl]-amide; 2-(6,8-Difluoro-1,2,3,4-tetrahydro-naphthalen-2-ylamino)-pentanoic acid [1-(2-hydroxy-1,1-dimethyl-ethyl)-1H-imidazol-4-yl]-amide; 2-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoic acid [1-(2-hydroxy-ethyl)-1H -imidazol-4-yl]-amide; 2-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoic acid [1-(2-hydroxy-1,1-dimethyl-ethyl)-1H-imidazol-4-yl]-amide; 2-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoic acid [1-(3-hydroxy-1,1-dimethyl-propyl)-1H-imidazol-4-yl]-amide; 2-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoic acid (1-piperidin-4-yl-1H -imidazol-4-yl)-amide; 2-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoic acid [1-(1-methyl-piperidin-4-yl)-1H-imidazol-4-yl]-amide; 2-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoic acid [1-(1-acetyl-piperidin-4-yl)-1H-imidazol-4-yl]-amide; 2-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoic acid {1-[1-(3,3-dimethyl -butyryl)-piperidin-4-yl]-1H-imidazol-4-yl}-amide; 2-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoic acid {1-[1-(3,3-dimethyl-butyl) -piperidin-4-yl]-1H-imidazol-4-yl}-amide; 2-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoic acid {1-[1-(2,2-dimethyl -propyl)-piperidin-4-yl]-1H-imidazol-4-yl}-amide; 2-[6-(4-Fluoro-phenyl)-1,2,3,4-tetrahydro-naphthalen-2-ylamino]-pentanoic acid [1-(1,1-dimethyl-2-pyrrolidin-1-yl-ethyl)-1H-imidazol-4-yl]-amide; 2-[(6,8-Difluoro-1,2,3,4-tetrahydro-naphthalen-2-yl)-methyl-amino]-pentanoic acid [1-(1,1-dimethyl-2-pyrrolidin-1-yl-ethyl)-1H-imidazol-4-yl]-amide; 2-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoic acid [7-(2 2-dimethyl-propyl)-5,5-dimethyl-5,6,7,8-tetrahydro-imidazo[1,5-a]pyrazin-1-yl]-amide; 2-(6,8-Difluoro-1,2,3,4-tetrahydro-naphthalen-2-ylamino)-pentanoic acid {1-[2-(2,2-dimethyl-propylamino)-1,1-dimethyl-ethyl]-1H-imidazol-4-yl}-amide; 2-(6,8-Difluoro-1,2,3,4-tetrahydro-naphthalen-2-ylamino)-pentanoic acid [1-(1,1-dimethyl-2-piperidin-1-yl-ethyl)-1H-imidazol-4-yl]-amide; 2-(6,8-Difluoro-1,2,3,4-tetrahydro-naphthalen-2-ylamino)-pentanoic acid [1-(2-dimethylamino-1,1-dimethyl-ethyl)-1H-imidazol-4-yl]-amide; 2-(6,8-Difluoro-1,2,3,4-tetrahydro-naphthalen-2-ylamino)-pentanoic acid {1-[1,1-dimethyl-2-(2,2,2-trifluoro-ethylamino)-ethyl]-1H-imidazol-4-yl}-amide; 2-(6,8-Difluoro-1,2,3,4-tetrahydro-naphthalen-2-ylamino)-pentanoic acid [1-(3-hydroxy-cyclobutyl)-1H-imidazol-4-yl]-amide; 2-(6,8-Difluoro-1,2,3,4-tetrahydro-naphthalen-2-ylamino)-pentanoic acid {1-[2-(2,6-dimethyl-morpholin-4-yl)-1,1-dimethyl-ethyl]-1H-imidazol-4-yl}-amide; 2-(6,8-Difluoro-1,2,3,4-tetrahydro-naphthalen-2-ylamino)-pentanoic acid (1-{2-[(2,2-dimethyl-propyl)-methyl-amino]-1,1-dimethyl-ethyl}-1H-imidazol-4-yl)-amide; 2-(6,8-Difluoro-1,2,3,4-tetrahydro-naphthalen-2-ylamino)-pentanoic acid {1-[1,1-dimethyl-2-(4-methyl-piperazin-1-yl)-ethyl]-1H-imidazol-4-yl}-amide; 2-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoic acid [1-(2-morpholin-4-yl -ethyl)-1H-imidazol-4-yl]-amide; 2-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoic acid {1-[2-(2,2-dimethyl -propylamino)-ethyl]-1H-imidazol-4-yl}-amide; 2-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoic acid {1-[2-(4-methyl-piperazin-1-yl)-ethyl]-1H-imidazol-4-yl}-amide; 2-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoic acid [1-(2-hydroxy-1,1,2-trimethyl-propyl)-1H-imidazol-4-yl]-amide; 2-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoic acid [1-(3-hydroxy-1,1,3-trimethyl-butyl)-1H-imidazol-4-yl]-amide; 2-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoic acid [1-(2-ethyl-2-hydroxy-1,1-dimethyl-butyl)-1H-imidazol-4-yl]-amide; 2-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoic acid [1-(3-ethyl-3-hydroxy-1,1-dimethyl-pentyl)-1H-imidazol-4-yl]-amide; 2-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoic acid (1-tert-butyl-1H-imidazol-4-yl)-amide; 2-[2-(3,5-Difluoro-phenyl)-2-hydroxy-acetylamino]-pentanoic acid (1-tert-butyl-1H -imidazol-4-yl) amide; 2-(2-Hydroxy-3,3-dimethyl-butyrylamino)-pentanoic acid (1-tert-butyl-1H-imidazol-4-yl)-amide; 2-(6,8-Difluoro-1,2,3,4-tetrahydro-naphthalen-2-ylamino)-pentanoic acid (1-tert-butyl-1H-imidazol-4-yl)-amide; 2-[2-(3,5-Difluoro-phenyl)-2-hydroxy-acetylamino]-N-(1-isopropyl-1H-imidazol-4-yl)-propionamide; 2-(2-Hydroxy-3,3-dimethyl-butyrylamino)-pentanoic acid (1-isopropyl-1H-imidazol-4-yl)-amide; 2-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoic acid {1-[2-(3-hydroxy -pyrrolidin-1-yl)-1,1-dimethyl-ethyl]-1H-imidazol-4-yl}-amide; 2-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoic acid {1-[1-(2,2-dimethyl -propyl)-azetidin-3-yl]-1H-imidazol-4-yl}-amide; 2-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoic acid {1-[1-(2,2-dimethyl -propionyl)-azetidin-3-yl]-1H-imidazol-4-yl}-amide; 2-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoic acid [1-(2-isopropoxy-1,1-dimethyl-ethyl)-1H-imidazol-4-yl]-amide; 2-(6,8-Difluoro-1,2,3,4-tetrahydro-1,4-methano-naphthalen-2-ylamino)-pentanoic acid [1-(1,1-dimethyl-2-morpholin-4-yl-ethyl)-1H-imidazol-4-yl]-amide; 2-(5,7-Difluoro-chroman-3-ylamino)-pentanoic acid [1-(1,1-dimethyl-2-morpholin-4-yl-ethyl)-1H-imidazol-4-yl]-amide; 2-(4,6-Difluoro-tricyclo[6.2.2]dodeca-2(7),3,5-trien-9-ylamino)-pentanoic acid [1-(1,1-dimethyl-2-morpholin-4-yl-ethyl)-1H-imidazol-4-yl]-amide; 2-(Naphthalen-2-ylamino)-pentanoic acid [1-(1,1-dimethyl-2-morpholin-4-yl-ethyl)-1H-imidazol-4-yl]-amide; 2-(Quinolin-3-ylamino)-pentanoic acid [1-(1,1-dimethyl-2-morpholin-4-yl-ethyl)-1H-imidazol-4-yl]-amide; 2-(1-Methyl-1H-indol-3-ylamino)-pentanoic acid [1-(1,1-dimethyl-2-morpholin-4-yl-ethyl)-1H-imidazol-4-yl]-amide; 2-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoic acid [1-(1,1-dimethyl-2-pyrrolidin-1-yl-ethyl)-2-trifluoromethyl-1H-imidazol-4-yl]-amide; 2-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoic acid [1-(1,1-dimethyl-2-pyrrolidin-1-yl-ethyl)-2-fluoro-1H-imidazol-4-yl]-amide; 2-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoic acid [1-(1,1-dimethyl-2-pyrrolidin-1-yl-ethyl)-2-phenyl-1H-imidazol-4-yl]-amide; 2-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoic acid [1-(1,1-dimethyl-2-pyrrolidin-1-yl-ethyl)-5-phenyl-1H-imidazol-4-yl]-amide; 2-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoic acid [1-(1,1-dimethyl-2-pyrrolidin-1-yl-ethyl)-5-trifluoromethyl-1H-imidazol-4-yl]-amide; 5-{2-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoylam ino}-3-(1,1-dimethyl-2-pyrrolidin-1-yl-ethyl)-3H-imidazole-4-carboxylic acid methyl ester; 2-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoic acid (6,6-dimethyl-5,6,7,8-tetrahydro-imidazo[1,5-a]pyridin-1-yl)-amide; 2-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoic acid (6-methyl-5,6,7,8-tetrahydro-imidazo[1,2-a]pyridin-2-yl)-amide; 2-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoic acid (3,4-dihydro-2H-imidazo[5,1-b][1 ,3]oxazin-8-yl)-amide; 2-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoic acid (1H-imidazo[1,2-a]pyridin-3-yl)-amide; 2-[2-(3,5-Difluoro-phenyl)-ethylamino]-pentanoic acid [1-(1,1-dimethyl-2-pyrrolidin-1-yl-ethyl)-1H-imidazol-4-yl]-amide; 2-[2-(3,5-Difluoro-phenyl)-2-hydroxy-ethylamino]-pentanoic acid [1-(1,1-dimethyl-2-pyrrolidin-1-yl-ethyl)-1H-imidazol-4-yl]-amide; 2-[2-(3,5-Difluoro-phenyl)-1-methyl-ethylamino]-pentanoic acid [1-(1,1-dimethyl-2-pyrrolidin-1-yl-ethyl)-1H-imidazol-4-yl]-amide; 2-(3,5-Difluoro-benzylamino)-pentanoic acid [1-(1,1-dimethyl-2-pyrrolidin-1-yl-ethyl)-1H-imidazol-4-yl]-amide; 2-(6,8-Difluoro-1,2,3,4-tetrahydro-naphthalen-2-ylamino)-pentanoic acid [1-(1-dimethylaminomethyl-cyclopentyl)-1H-imidazol-4-yl]-amide; and 2-(6,8-Difluoro-1-hydroxy-1,2,3,4-tetrahydro-naphthalen-2-ylamino)-pentanoic acid [1-(1,1-dimethyl-2-pyrrolidin-1-yl-ethyl)-1H-imidazol-4-yl]-amide and pharmaceutically acceptable salts thereof.

12. A pharmaceutical composition comprising the compound of Formula I according to claim 1, or a pharmaceutically acceptable salts thereof and a pharmaceutically acceptable carrier.

13. A compound according to claim 11 selected from the group consisting of: 2-(1,2,3,4-Tetrahydro-naphthalen-2-ylamino)-pentanoic acid [1-(1,1-dimethyl-2-pyrrolidin-1-yl-ethyl)-1H-imidazol-4-yl]-amide; 2-(5,7-Difluoro-1,2,3,4-tetrahydro-naphthalen-2-ylamino)-pentanoic acid [1-(1,1-dimethyl-2-pyrrolidin-1-yl-ethyl)-1H-imidazol-4-yl]-amide; 2-(6-Bromo-1,2,3,4-tetrahydro-naphthalen-2-ylamino)-pentanoic acid [1-(1,1-dimethyl-2-pyrrolidin-1-yl-ethyl)-1H-imidazol-4-yl]-amide; 2-[2-(3,5-Difluoro-phenyl)-ethylamino]-pentanoic acid [1-(1,1-dimethyl-2-pyrrolidin-1-yl-ethyl)-1H-imidazol-4-yl]-amide; 2-(6,8-Difluoro-1,2,3,4-tetrahydro-naphthalen-2-ylamino)-pentanoic acid [1-(2-dimethylamino-1,1-dimethyl-ethyl)-1H-imidazol-4-yl]-amide; 2-(6,8-Difluoro-1,2,3,4-tetrahydro-naphthalen-2-ylamino)-pentanoic acid {1-[2-(2,2-dimethyl-propylamino)-1,1-dimethyl-ethyl]-1H-imidazol-4-yl}-amide; 2-[(6,8-Difluoro-1,2,3,4-tetrahydro-naphthalen-2-yl)-methyl-amino]-pentanoic acid [1-(1,1-dimethyl-2-pyrrolidin-1-yl-ethyl)-1H-imidazol-4-yl]-amide; 2-[2-(3,5-Difluoro-phenyl)-acetylamino]-4-methyl-pentanoic acid [1-(1,1-dimethyl-2-pyrrolidin-1-yl-ethyl)-1H-imidazol-4-yl]-amide; 2-(6,8-Difluoro-1,2,3,4-tetrahydro-naphthalen-2-ylamino)-4-methyl-pentanoic acid [1-(1,1-dimethyl-2-pyrrolidin-1-yl-ethyl)-1H-imidazol-4-yl]-amide; 2-[2-(3,5-Difluoro-phenyl)-acetylamino]-N-[1-(1,1-dimethyl-2-pyrrolidin-1-yl-ethyl)-1H-imidazol-4-yl]-propionamide; 2-(6,8-Difluoro-1,2,3,4-tetrahydro-naphthalen-2-ylamino)-pentanoic acid [1-(1,1-dimethyl-2-piperidin-1-yl-ethyl)-1H-imidazol-4-yl]-amide; 2-(6,8-Difluoro-1,2,3,4-tetrahydro-naphthalen-2-ylamino)-pentanoic acid [1-(2-dimethylamino-1,1-dimethyl-ethyl)-1H-imidazol-4-yl]-amide; 2-(6,8-Difluoro-1,2,3,4-tetrahydro-naphthalen-2-ylamino)-pentanoic acid {1-[1,1-dimethyl-2-(2,2,2-trifluoro-ethylamino)-ethyl]-1H-imidazol-4-yl}-amide; 2-(6,8-Difluoro-1,2,3,4-tetrahydro-naphthalen-2-ylamino)-N-[1-(1,1-dimethyl-2-pyrrolidin-1-yl-ethyl)-1H-imidazol-4-yl]-propionamide; 2-(6,8-Difluoro-1,2,3,4-tetrahydro-naphthalen-2-ylamino)-pentanoic acid (1-{2-[(2,2-dimethyl-propyl)-methyl-amino]-1,1-dimethyl-ethyl}-1H-imidazol-4-yl)-amide; 2-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoic acid {1-[2-(2,2-dimethyl -propylamino)-ethyl]-1H-imidazol-4-yl}-amide; 2-(6-Isopropyl-1,2,3,4-tetrahydro-naphthalen-2-ylamino)-pentanoic acid [1-(1,1-dimethyl-2-pyrrolidin-1-yl-ethyl)-1H-imidazol-4-yl]-amide; and pharmaceutically acceptable salts thereof.

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