التفاصيل البيبلوغرافية
| العنوان: |
7-NONSUBSTITUTED INDOLE MCL-1 INHIBITORS |
| Document Number: |
20110263599 |
| تاريخ النشر: |
October 27, 2011 |
| Appl. No: |
13/088206 |
| Application Filed: |
April 15, 2011 |
| مستخلص: |
Compounds which inhibit the activity of anti-apoptotic Mcl-1 protein, compositions containing the compounds, and methods of treating diseases involving overexpressed or unregulated Mcl-1 protein are disclosed. |
| Inventors: |
Song, Xiaohong (Grayslake, IL, US); Ding, Hong (Gurnee, IL, US); Elmore, Steven W. (Northbrook, IL, US); Bruncko, Milan (Green Oaks, IL, US); Madar, David J. (Gilbert, AZ, US); Souers, Andrew J. (Evanston, IL, US); Park, Cheol-Min (Singapore, SG); Tao, Zhi-Fu (Gurnee, IL, US); Wang, Xilu (Grayslake, IL, US); Kunzer, Aaron R. (Shaumburg, IL, US) |
| Claim: |
1. A compound of Formula I, [chemical expression included] or a therapeutically acceptable salt thereof, wherein L1 is a bond; A1 is C(O)OH; B1 is R4; C1 is H, CN, Br, R1, R3, R4, NHR1, or OR4; D1, E1 and F1 are each independently H, OH, R1, R3, R4, OR4, F, Cl, Br or I; R1 is phenyl which is unfused or fused with benzene, heteroarene or R1A; R1A is cycloalkane, cycloalkene, heterocycloalkane or heterocycloalkene; R3 is cycloalkyl or cycloalkenyl, each of which is unfused or fused with benzene, heteroarene or R3A; R3A is cycloalkane, cycloalkene, heterocycloalkane or heterocycloalkene; R4 is alkyl, alkenyl or alkynyl, each of which is unsubstituted or substituted with one, two, three, four or five of independently selected R5, OR5, SR5, S(O)R5, SO2R5, NH2, NHR5, N(R5)2, C(O)R5, C(O)NH2, C(O)NHR5, C(O)N(R5)2, NHC(O)R5, NR5C(O)R5, NHSO2R5, NR5SO2R5, NHC(O)OR5, NR5C(O)OR5, SO2NH2, SO2NHR5, SO2N(R5)2, NHC(O)NH2, NHC(O)R5, NHC(O)N(R5)2, NR5C(O)N(R5)2, OH, (O), C(O)OH, CN, CF3, OCF3, CF2CF3, F, Cl, Br or I; R5 is R6, R7, R8 or R9; R6 is phenyl which is unfused or fused with benzene, heteroarene or R6A; R6A is cycloalkane, cycloalkene, heterocycloalkane or heterocycloalkene; R7 is heteroaryl which is unfused or fused with benzene, heteroarene or R7A; R7A is cycloalkane, cycloalkene, heterocycloalkane or heterocycloalkene; R8 is cycloalkyl, cycloalkenyl, heterocycloalkyl or heterocycloalkenyl, each of which is unfused or fused with benzene, heteroarene or R8A; R8A is cycloalkane, cycloalkene, heterocycloalkane or heterocycloalkene; R9 is alkyl, alkenyl or alkynyl, each of which is unsubstituted or substituted with one, two, three, four or five of independently selected R9A, OR9A, SR9A, S(O)R9A, SO2R9A, NH2, NHR9A, N(R9A)2, C(O)R9A, C(O)NH2, C(O)NHR9A, C(O)N(R9A)2, NHC(O)R9A, NR9AC(O)R9A, NHSO2R9A, NR9ASO2R9A, NHC(O)OR9A, NR9AC(O)OR9A, SO2NH2, SO2NHR9A, SO2N(R9A)2, NHC(O)NH2, NHC(O)R9A NHC(O)N(R9A)2, NR9AC(O)N(R9A)2, OH, (O), C(O)OH, CN, CF3, OCF3, CF2CF3, F, Cl, Br or I; R9A is R9B, R9C or R9D; R9B is phenyl which is unfused or fused with benzene, heteroarene or R9B2; R9B2 is cycloalkane, cycloalkene, heterocycloalkane or heterocycloalkene; R9C is heteroaryl which is unfused or fused with benzene, heteroarene or R9C2; R9C2 is cycloalkane, cycloalkene, heterocycloalkane or heterocycloalkene; R9D is cycloalkyl, cycloalkenyl, heterocycloalkyl or heterocycloalkenyl, each of which is unfused or fused with benzene, heteroarene or R9D2; R9D2 is cycloalkane, cycloalkene, heterocycloalkane or heterocycloalkene; wherein each foregoing cyclic moiety is independently unsubstituted or substituted with one or two or three or four or five of independently selected R10, OR10, OCH2R10, SR10, S(O)R10, SO2R10, C(O)R10, CO(O)R10, OC(O)R10, OC(O)OR10, NO2, NH2, NHR10, N(R10)2, CH2R10, C(O)NH2, C(O)NHR10, C(O)N(R10)2, NHC(O)R10, NR10C(O)R10, C(O)NHOH, C(O)NHOR10C(O)NHSO2R10, C(O)NR10SO2R10, SO2NH2, SO2NHR10, SO2N(R10)2, CF3, CF2CF3, C(O)H, C(O)OH, C(N)NH2, C(N)NHR10, C(N)N(R10)2, ═NO-(alkylene)-C(O)CF3, CNOH, CNOCH3, OH, (O), N3, CF3, CF2CF3, OCF3, OCF2CF3, F, Cl, Br or I; R10 is R11, R12, R13 or R14; R11 is phenyl which is unfused or fused with benzene, heteroarene or R11A; R11A is cycloalkane, cycloalkene, heterocycloalkane or heterocycloalkene; R12 is heteroaryl which is unfused or fused with benzene, heteroarene or R12A; R12A is cycloalkane, cycloalkene, heterocycloalkane or heterocycloalkene; R13 is cycloalkyl, cycloalkenyl, heterocycloalkyl or heterocycloalkenyl, each of which is unfused or fused with benzene, heteroarene or R13A; R13A is cycloalkane, cycloalkene, heterocycloalkane or heterocycloalkene; R14 is alkyl, alkenyl or alkynyl, each of which is unsubstituted or substituted with one, two, three, four or five of independently selected R15, OR15, SR15, S(O)R15, SO2R15, NH2, NHR15, N(R15)2, C(O)R15, C(O)NH2, C(O)NHR15, C(O)N(R15)2, NHC(O)R15, NR15C(O)R15, NHSO2R15, NR15SO2R15, NHC(O)OR15, NR15C(O)OR15, SO2NH2, SO2NHR15, SO2N(R15)2, NHC(O)NH2, NHC(O)R15NHC(O)N(R15)2, NR15C(O)N(R15)2, OH, (O), C(O)OH, CN, CF3, OCF3, CF2CF3, F, Cl, Br or I; R15 is R16, R17, R18 or R19; R16 is phenyl which is unfused or fused with benzene, heteroarene or R15A; R15A is cycloalkane, cycloalkene, heterocycloalkane or heterocycloalkene; R17 is heteroaryl which is unfused or fused with benzene, heteroarene or R16A; R16A is cycloalkane, cycloalkene, heterocycloalkane or heterocycloalkene; R18 is cycloalkyl, cycloalkenyl, heterocycloalkyl or heterocycloalkenyl, each of which is unfused or fused with benzene, heteroarene or R18A; R18A is cycloalkane, cycloalkene, heterocycloalkane or heterocycloalkene; R19 is alkyl, alkenyl or alkynyl, each of which is unsubstituted or substituted with R20; R20 is phenyl, heteroaryl, cycloalkyl, cycloalkenyl or heterocycloalkyl; wherein R11, R12, R13, R16, R17, and R18 are independently unsubstituted or substituted with one or two or three or four or five of independently R21, OR21, OCH2R21, SR21, S(O)R21, SO2R21, C(O)R21, CO(O)R21, OC(O)R21, OC(O)OR21, NO2, NH2, NHR21, N(R21)2, CH2R21, C(O)NH2, C(O)NHR21, C(O)N(R21)2, NHC(O)R21, NR21C(O)R21, C(O)NHOH, C(O)NHOR21, C(O)NHSO2R21, C(O)NR21SO2R21, SO2NH2, SO2NHR21, SO2N(R21)2, CF3, CF2CF3, C(O)H, C(O)OH, C(N)NH2, C(N)NHR21, C(N)N(R21)2, ═NO-(alkylene)-C(O)CF3, CNOH, CNOCH3, OH, (O), N3, CF3, CF2CF3, OCF3, OCF2CF3, F, Cl, Br or I; and R21 is alkyl, alkenyl, alkynyl, phenyl, heteroaryl, cycloalkyl, cycloalkenyl or heterocycloalkyl. |
| Claim: |
2. The compound of claim 1, or a therapeutically acceptable salt thereof, wherein R1 is phenyl which is unfused or fused with benzene, heteroarene or R1A; R1A is cycloalkane, cycloalkene, heterocycloalkane or heterocycloalkene; R3 is cycloalkyl or cycloalkenyl, each of which is unfused or fused with benzene, heteroarene or R3A; R3A is cycloalkane, cycloalkene, heterocycloalkane or heterocycloalkene; R4 is alkyl, alkenyl or alkynyl, each of which is unsubstituted or substituted with one, two, three, four or five of independently selected R5, OR5, SR5, S(O)R5, SO2R5, NH2, NHR5, N(R5)2, C(O)R5, C(O)NH2, C(O)NHR5, C(O)N(R5)2, NHC(O)R5, NR5C(O)R5, NHSO2R5, NR5SO2R5, NHC(O)OR5, NR5C(O)OR5, SO2NH2, SO2NHR5, SO2N(R5)2, NHC(O)NH2, NHC(O)R5, NHC(O)N(R5)2, NR5C(O)N(R5)2, OH, (O), C(O)OH, CN, CF3, OCF3, CF2CF3, F, Cl, Br or I; R5 is R6, R7, R8 or R9; R6 is phenyl which is unfused or fused with benzene, heteroarene or R6A; R6A is cycloalkane, cycloalkene, heterocycloalkane or heterocycloalkene; R7 is heteroaryl which is unfused or fused with benzene, heteroarene or R7A; R7A is cycloalkane, cycloalkene, heterocycloalkane or heterocycloalkene; R8 is cycloalkyl, cycloalkenyl, heterocycloalkyl or heterocycloalkenyl, each of which is unfused or fused with benzene, heteroarene or R8A; R8A is cycloalkane, cycloalkene, heterocycloalkane or heterocycloalkene; R9 is alkyl, alkenyl or alkynyl, each of which is unsubstituted or substituted with one, two, three, four or five of independently selected R9A, OR9A, SR9A, S(O)R9A, SO2R9A, NH2, NHR9A, N(R9A)2, C(O)R9A, C(O)NH2, C(O)NHR9A, C(O)N(R9A)2, NHC(O)R9A, NR9AC(O)R9A, NHSO2R9A, NR9ASO2R9A, NHC(O)OR9A, NR9AC(O)OR9A, SO2NH2, SO2NHR9A, SO2N(R9A)2, NHC(O)NH2, NHC(O)R9A NHC(O)N(R9A)2, NR9AC(O)N(R9A)2, OH, (O), C(O)OH, CN, CF3, OCF3, CF2CF3, F, Cl, Br or I; R9A is R9B, R9C or R9D; R9B is phenyl which is unfused or fused with benzene, heteroarene or R9B2; R9B2 is cycloalkane, cycloalkene, heterocycloalkane or heterocycloalkene; R9C is heteroaryl which is unfused or fused with benzene, heteroarene or R9C2; R9C2 is cycloalkane, cycloalkene, heterocycloalkane or heterocycloalkene; R9D is cycloalkyl, cycloalkenyl, heterocycloalkyl or heterocycloalkenyl, each of which is unfused or fused with benzene, heteroarene or R9D2; R9D2 is cycloalkane, cycloalkene, heterocycloalkane or heterocycloalkene; wherein each foregoing cyclic moiety is independently unsubstituted or substituted with one or two or three independently selected R10, OR10, C(O)R10, NO2, N(R10)2, C(O)NHR10, SO2N(R10)2, C(O)OH, OH, (O), CF3, OCF3, F, Cl, Br or I; R10 is R11, R12, R13 or R14; R11 is phenyl which is unfused or fused with benzene, heteroarene or R11A; R11A is cycloalkane, cycloalkene, heterocycloalkane or heterocycloalkene; R12 is heteroaryl which is unfused or fused with benzene, heteroarene or R12A; R12A is cycloalkane, cycloalkene, heterocycloalkane or heterocycloalkene; R13 is cycloalkyl, cycloalkenyl, heterocycloalkyl or heterocycloalkenyl, each of which is unfused or fused with benzene, heteroarene or R13A; R13A is cycloalkane, cycloalkene, heterocycloalkane or heterocycloalkene; R14 is alkyl, alkenyl or alkynyl, each of which is unsubstituted or substituted with one, two, three, four or five of independently selected R15, OR15, SR15, S(O)R15, SO2R15, NH2, NHR15, N(R15)2, C(O)R15, C(O)NH2, C(O)NHR15, C(O)N(R15)2, NHC(O)R15, NR15C(O)R15, NHSO2R15, NR15SO2R15, NHC(O)OR15, NR15C(O)OR15, SO2NH2, SO2NHR15, SO2N(R15)2, NHC(O)NH2, NHC(O)R15NHC(O)N(R15)2, NR15C(O)N(R15)2, OH, (O), C(O)OH, CN, CF3, OCF3, CF2CF3, F, Cl, Br or I; R15 is R16, R17, R18 or R19; R16 is phenyl which is unfused or fused with benzene, heteroarene or R15A; R15A is cycloalkane, cycloalkene, heterocycloalkane or heterocycloalkene; R17 is heteroaryl which is unfused or fused with benzene, heteroarene or R16A; R16A is cycloalkane, cycloalkene, heterocycloalkane or heterocycloalkene; R18 is cycloalkyl, cycloalkenyl, heterocycloalkyl or heterocycloalkenyl, each of which is unfused or fused with benzene, heteroarene or R18A; R18A is cycloalkane, cycloalkene, heterocycloalkane or heterocycloalkene; R19 is alkyl, alkenyl or alkynyl, each of which is unsubstituted or substituted with R20; R20 is phenyl, heteroaryl, cycloalkyl, cycloalkenyl or heterocycloalkyl; wherein R11R12, R13, R16, R17, and R18 are independently unsubstituted or substituted with one or two or three or four or five of independently OR21, NO2, CF3, F, Cl, Br or I; and R21 is alkyl, alkenyl, alkynyl, phenyl, heteroaryl, cycloalkyl, cycloalkenyl or heterocycloalkyl. |
| Claim: |
3. The compound of claim 2, or a therapeutically acceptable salt thereof, wherein R1 is phenyl which is unfused or fused with benzene; R3 is cycloalkyl; R4 is alkyl, alkenyl, or alkynyl, each of which is unsubstituted or substituted with one, two, three, four or five of independently selected R5, OR5, SR5, S(O)R5, SO2R5, NH2, NHR5, N(R5)2, C(O)R5, C(O)NH2, C(O)NHR5, C(O)N(R5)2, NHC(O)R5, NR5C(O)R5, NHSO2R5, NR5SO2R5, NHC(O)OR5, NR5C(O)OR5, SO2NH2, SO2NHR5, SO2N(R5)2, NHC(O)NH2, NHC(O)R5, NHC(O)N(R5)2, NR5C(O)N(R5)2, OH, (O), C(O)OH, CN, CF3, OCF3, CF2CF3, F, Cl, Br or I; R5 is R6, R7, R8 or R9; R6 is phenyl which is unfused or fused with benzene, heteroarene or R6A; R6A is cycloalkane; R7 is heteroaryl; R8 is cycloalkyl, cycloalkenyl, heterocycloalkyl or heterocycloalkenyl; R9 is alkyl, alkenyl or alkynyl, each of which is unsubstituted or substituted with one, two, three, four or five of independently selected R9A, OR9A, SR9A, S(O)R9A, SO2R9A, NH2, NHR9A, N(R9A)2, C(O)R9A, C(O)NH2, C(O)NHR9A, C(O)N(R9A)2, NHC(O)R9A, NR9AC(O)R9A, NHSO2R9A, NR9ASO2R9A, NHC(O)OR9A, NR9AC(O)OR9A, SO2NH2, SO2NHR9A, SO2N(R9A)2, NHC(O)NH2, NHC(O)R9ANHC(O)N(R9A)2, NR9AC(O)N(R9A)2, OH, (O), C(O)OH, CN, CF3, OCF3, CF2CF3, F, Cl, Br or I; R9A is R9B, R9C or R9D; R9B is phenyl; R9C is heteroaryl; R9D is cycloalkyl, cycloalkenyl, heterocycloalkyl or heterocycloalkenyl; wherein each foregoing cyclic moiety is independently unsubstituted or substituted with one or two or three independently selected R10, OR10, C(O)R10, NO2, N(R10)2, C(O)NHR10, SO2N(R10)2, C(O)OH, OH, (O), CF3, OCF3, F, Cl, Br or I; R10 is R11, R12, R13 or R14; R11 is phenyl which is unfused or fused with benzene; R12 is heteroaryl; R13 is cycloalkyl, cycloalkenyl, heterocycloalkyl or heterocycloalkenyl; R14 is alkyl, alkenyl or alkynyl, each of which is unsubstituted or substituted with one, two, three, four or five of independently selected R15, OR15, SR15, S(O)R1, SO2R15, NH2, NHR15, N(R15)2, C(O)R15, C(O)NH2, C(O)NHR15, C(O)N(R15)2, NHC(O)R15, NR15C(O)R15, NHSO2R15, NR15SO2R15, NHC(O)OR15, NR15C(O)OR15, SO2NH2, SO2NHR15, SO2N(R15)2, NHC(O)NH2, NHC(O)R15NHC(O)N(R15)2, NR15C(O)N(R15)2, OH, (O), C(O)OH, CN, CF3, OCF3, CF2CF3, F, Cl, Br or I; R15 is R16, R17, R18 or R19; R16 is phenyl; R17 is heteroaryl; R18 is cycloalkyl, cycloalkenyl, heterocycloalkyl or heterocycloalkenyl; R19 is alkyl, alkenyl or alkynyl, each of which is unsubstituted or substituted with R20; R20 is phenyl, heteroaryl, cycloalkyl, cycloalkenyl or heterocycloalkyl; wherein R11, R12, R13, R16, R17, and R18 are independently unsubstituted or substituted with one or two or three or four or five of independently OR21, NO2, CF3, F, Cl, Br or I; and R21 is alkyl, alkenyl, alkynyl, phenyl, heteroaryl, cycloalkyl, cycloalkenyl or heterocycloalkyl. |
| Claim: |
4. The compound of claim 3, or a therapeutically acceptable salt thereof, wherein R1 is phenyl which is unfused or fused with benzene; R3 is cycloalkyl; R4 is alkyl, alkenyl or alkynyl, each of which is unsubstituted or substituted with one, two, three, four or five of independently selected R5, OR5, SR5, NH2, NHR5, N(R5)2, C(O)R5, NHC(O)R5, F, Cl, Br or I; R5 is R6, R7, R8 or R9, R6 is phenyl which is unfused or fused with benzene, heteroarene or R6A; R6A is cycloalkane; R7 is heteroaryl; R8 is cycloalkyl, cycloalkenyl, heterocycloalkyl or heterocycloalkenyl; R9 is alkyl, alkenyl or alkynyl, each of which is unsubstituted or substituted with one, two, three, four or five of independently selected R9A, F, Cl, Br or I; R9A is R9B, R9C or R9D; R9B is phenyl; R9C is heteroaryl; R9D is cycloalkyl; wherein each foregoing cyclic moiety is independently unsubstituted or substituted with one or two or three independently selected R10, OR10, C(O)R10, NO2, N(R10)2, C(O)NHR10, SO2N(R10)2, C(O)OH, OH, (O), CF3, OCF3, F, Cl, Br or I; R10 is R11, R13 or R14; R11 is phenyl which is unfused or fused with benzene; R13 is heterocycloalkyl; R14 is alkyl or alkenyl, each of which is unsubstituted or substituted with one, two, three, four or five of independently selected R15, OR15, SO2R15, N(R15)2, F, Cl, Br or I; R15 is R16, R18 or R19; R16 is phenyl; R18 is heterocycloalkyl; R19 is alkyl; wherein R11 and R16 are independently unsubstituted or substituted with one or two or three or four or five of independently OR21, NO2, CF3, F, Cl, Br or I; and R21 is alkyl. |
| Claim: |
5. The compound of claim 1, or therapeutically acceptable salt thereof, wherein the compound is selected from the group consisting of: 1-methyl-3-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 3-(2-methylphenyl)-1-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 3-(1-naphthyl)-1-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 3-(3-(((3-(dimethylamino)propyl)amino)carbonyl)phenyl)-1-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 3-(1,1′-biphenyl-2-yl)-1-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 3-(2-methylphenyl)-1-(3-(2-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 3-(2-methylphenyl)-1-(3-(5,6,7,8-tetrahydronaphthalen-1-yloxy)propyl)-1H-indole-2-carboxylic acid; 3-(3-methylphenyl)-1-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 3-(3-chlorophenyl)-1-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 1-(3-(1-naphthyloxy)propyl)-3-phenyl-1H-indole-2-carboxylic acid; 1-(3-(1-naphthyloxy)propyl)-3-(2-(trifluoromethyl)phenyl)-1H-indole-2-carboxylic acid; 1-(3-(1-naphthyloxy)propyl)-3-(3-(trifluoromethyl)phenyl)-1H-indole-2-carboxylic acid; 1-(3-(1-naphthyloxy)propyl)-3-(4-(trifluoromethyl)phenyl)-1H-indole-2-carboxylic acid; 1-(3-(1-naphthyloxy)propyl)-3-(4-(trifluoromethoxy)phenyl)-1H-indole-2-carboxylicacid; 3-(2,3-dimethylphenyl)-1-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 3-(2,5-dimethylphenyl)-1-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 3-(3,4-dimethylphenyl)-1-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 3-(3,5-dimethylphenyl)-1-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 3-(2,5-dimethoxyphenyl)-1-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 3-(3,4-dimethoxyphenyl)-1-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 3-(2-methylphenyl)-1-(4-(1-naphthyloxy)butyl)-1H-indole-2-carboxylic acid; 3-(2-methylphenyl)-1-(4-(2-naphthyloxy)butyl)-1H-indole-2-carboxylic acid; 1-(4-(2,3-dichlorophenoxy)butyl)-3-(2-methylphenyl)-1H-indole-2-carboxylic acid; 1-(2-(2,4-dichlorophenoxy)ethyl)-3-(2-methylphenyl)-1H-indole-2-carboxylic acid; 1-(3-(2,4-dichlorophenoxy)propyl)-3-(2-methylphenyl)-1H-indole-2-carboxylic acid; 1-(4-(2,4-dichlorophenoxy)butyl)-3-(2-methylphenyl)-1H-indole-2-carboxylic acid; 3-benzyl-1-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 3-(2-methylbenzyl)-1-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 3-(3-methylbenzyl)-1-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 3-(4-methylbenzyl)-1-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 3-(2-naphthylmethyl)-1-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 1-(3-(1-naphthyloxy)propyl)-3-(2-phenylethyl)-1H-indole-2-carboxylic acid; 1-(3-(1-naphthyloxy)propyl)-3-(3-phenylpropyl)-1H-indole-2-carboxylic acid; 3-(2-methylphenyl)-1-(2-(1-naphthyloxy)ethyl)-1H-indole-2-carboxylic acid; 3-(2-methylphenyl)-1-(2-(2-naphthyloxy)ethyl)-1H-indole-2-carboxylic acid; 1-(2-(2,3-dichlorophenoxy)ethyl)-3-(2-methylphenyl)-1H-indole-2-carboxylic acid; 1-(3-(1-naphthyloxy)propyl)-3-((E)-2-phenylvinyl)-1H-indole-2-carboxylic acid; 1-(3-(1-naphthyloxy)propyl)-3-((1E)-3-phenylprop-1-enyl)-1H-indole-2-carboxylic acid; 3-((E)-2-cyclohexylvinyl)-1-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 1-(3-(1-naphthyloxy)propyl)-3-(3-(piperidin-1-ylcarbonyl)phenyl)-1H-indole-2-carboxylic acid; 3-(4-fluoro-3-(morpholin-4-ylcarbonyl)phenyl)-1-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 3-(3-(((2-methoxyethyl)amino)carbonyl)phenyl)-1-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 3-(3-((dimethylamino)sulfonyl)phenyl)-1-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 3-(3-(morpholin-4-ylmethyl)phenyl)-1-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 1-(3-(1-naphthyloxy)propyl)-3-((3-(trifluoromethoxy)phenyl)amino)-1H-indole-2-carboxylic acid; 3-anilino-4-(2-methylphenyl)-1-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 1-(2-methylbenzyl)-3-(3-(1-naphthyloxy)propyl)-1H-indo 1H-2-carboxylic acid; 1-(2-(dimethylamino)ethyl)-3-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 1-(3-methylbenzyl)-3-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 1-(4-methylbenzyl)-3-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 1-(1,1′-biphenyl-2-ylmethyl)-3-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 1-(1,1′-biphenyl-3-ylmethyl)-3-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 1-(1,1′-biphenyl-4-ylmethyl)-3-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 1-(2,4-dimethylbenzyl)-3-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 1-(4-carboxybenzyl)-3-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 1-((2S)-2-methyl-3-(1-naphthyloxy)propyl)-4-(2-methylphenyl)-1H-indole-2-carboxylic acid; 1-((2R)-2-methyl-3-(1-naphthyloxy)propyl)-4-(2-methylphenyl)-1H-indole-2-carboxylic acid; 3-(3-(1-naphthyloxy)propyl)-1-(pyridin-4-ylmethyl)-1H-indole-2-carboxylic acid; 3-(3-(1-naphthyloxy)propyl)-1-(pyridin-2-ylmethyl)-1H-indole-2-carboxylic acid; 1-(4-methoxybenzyl)-3-(2-(1-naphthyloxy)ethoxy)-1H-indole-2-carboxylic acid; 1-(4-methoxybenzyl)-3-(3-(1-naphthyloxy)prop-1-ynyl)-1H-indole-2-carboxylic acid; 4-(2-methylphenyl)-1-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 4-(2,6-dimethylphenyl)-1-(3-(1-naphthyloxy)propyl)-1 indole-2-carboxylic acid; 1-(3-(1-naphthyloxy)propyl)-4-(2-oxocyclohexyl)-1H-indole-2-carboxylic acid; 4-(2-methylphenyl)-3-(morpholin-4-ylmethyl)-1-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 4-(2-methylphenyl)-1-(3-(1-naphthyloxy)propyl)-3-(pyrrolidin-1-ylmethyl)-1H-indole-2-carboxylic acid; 3-((dimethylamino)methyl)-4-(2-methylphenyl)-1-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 3-(((cyclohexylmethyl)amino)methyl)-4-(2-methylphenyl)-1-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 4-(2-morpholin-4-ylcyclohexyl)-1-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 4-(2-methylphenyl)-3-((4-methylpiperazin-1-yl)methyl)-1-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 4-(2-methylphenyl)-1-(3-(1-naphthyloxy)propyl)-3-(piperidin-1-ylmethyl)-1H-indole-2-carboxylic acid; 4-(2-methylphenyl)-3-((4-methylpiperidin-1-yl)methyl)-1-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 3-((benzyl(methyl)amino)methyl)-4-(2-methylphenyl)-1-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 4-(2-methylphenyl)-3-((methyl(pyridin-2-ylmethyl)amino)methyl)-1-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 4-(2-methylphenyl)-3-((methyl(pyridin-3-ylmethyl)amino)methyl)-1-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 4-(2-methylphenyl)-3-((methyl(pyridin-4-ylmethyl)amino)methyl)-1-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 4-(2-(4-fluorophenyl)cyclohex-1-en-1-yl)-1-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 4-(2-methyl-6-nitrophenyl)-1-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 4-(2-chloro-6-methylphenyl)-1-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 1-(3-(1-naphthyloxy)propyl)-4-(2-(4-nitrophenyl)cyclohex-1-en-1-yl)-1H-indole-2-carboxylic acid; 4-(2-(3-methoxyphenyl)cyclohex-1-en-1-yl)-1-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 4-(5-fluoro-2-methyl-3-((methylsulfonyl)methyl)phenyl)-1-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 4-(2-methylphenyl)-1-(3-(1-naphthyloxy)propyl)-3-phenyl-1H-indole-2-carboxylic acid; 3-bromo-4-(2-methylphenyl)-1-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 4-(2-methylphenyl)-3-((4-methylphenyl)amino)-1-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 3-(4-hydroxyphenyl)-4-(2-methylphenyl)-1-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 3-(3-hydroxyphenyl)-4-(2-methylphenyl)-1-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 3-cyano-4-(2-methylphenyl)-1-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 3-bromo-5-fluoro-1-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 5-(benzyloxy)-1-(3-(1-naphthyloxy)propyl)-3-(2-(trifluoromethyl)phenyl)-1H-indole-2-carboxylic acid; 5-fluoro-3-(2-methylphenyl)-1-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 5-fluoro-1-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 5-fluoro-1-(3-(1-naphthyloxy)propyl)-3-(2-(trifluoromethyl)phenyl)-1H-indole-2-carboxylic acid; 5-fluoro-3-(2-isopropylphenyl)-1-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 4-(2-methylphenyl)-1-(3-(1-naphthyloxy)propyl)-3-((3-(trifluoromethoxy)phenyl)amino)-1H-indole-2-carboxylic acid; 5-(benzyloxy)-1-(3-(1-naphthyloxy)propyl)-3-((3-(trifluoromethoxy)phenyl)amino)-1 H-indole-2-carboxylic acid; 5-(benzyloxy)-1-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 5-(benzyloxy)-3-(2-isopropylphenyl)-1-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 3-(2-(tert-butoxymethyl)phenyl)-5-fluoro-1-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 5-fluoro-1-(3-(1-naphthyloxy)propyl)-3-(2-((3-(trifluoromethyl)phenoxy)methyl)phenyl)-1H-indole-2-carboxylic acid; 5-chloro-3-(2-isopropylphenyl)-1-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 5-chloro-3-(2-methylphenyl)-1-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 5-hydroxy-3-(2-isopropylphenyl)-1-(3-(5,6,7,8-tetrahydronaphthalen-1-yloxy)propyl)-1H-indole-2-carboxylic acid; 5-hydroxy-3-(2-isopropylphenyl)-1-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 3-(2-isopropylphenyl)-5-(4-morpholin-4-ylbutoxy)-1-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 3-(2-isopropylphenyl)-1-(3-(1-naphthyloxy)propyl)-5-phenyl-1H-indole-2-carboxylic acid; 3-(2,6-dimethylphenyl)-5-fluoro-1-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 3-(2-isopropylphenyl)-1-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 1-(3-(1-naphthyloxy)propyl)-5-((1E)-pent-1-enyl)-1H-indole-2-carboxylic acid; 3-(2,6-dimethylphenyl)-1-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 3-(2-chlorophenyl)-5-fluoro-1-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 3-((1E)-5-(dimethylamino)pent-1-enyl)-5-fluoro-1-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 3-((1E)-6-((2-carboxybenzoyl)amino)hex-1-enyl)-5-fluoro-1-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 3-((1E)-6-aminohex-1-enyl)-5-fluoro-1-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 3-(6-aminohexyl)-5-fluoro-1-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 3-(5-(dimethylamino)pentyl)-5-fluoro-1-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 6-chloro-1-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxyli c acid; 3-(2-((1E)-5-(dimethylamino)pent-1-enyl)phenyl)-5-fluoro-1-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; 3-(2-(dimethylamino)phenyl)-5-fluoro-1-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid; and 1-(3-(1-naphthyloxy)propyl)-1H-indole-2-carboxylic acid. |
| Claim: |
6. A composition comprising an excipient and a therapeutically effective amount of the compound according to claim 1. |
| Claim: |
7. A composition comprising an excipient and a therapeutically effective amount of the compound according to claim 2. |
| Claim: |
8. A composition comprising an excipient and a therapeutically effective amount of the compound according to claim 3. |
| Claim: |
9. A composition comprising an excipient and a therapeutically effective amount of the compound according to claim 4. |
| Claim: |
10. A composition comprising an excipient and a therapeutically effective amount of the compound according to claim 5. |
| Current U.S. Class: |
5142/352 |
| Current International Class: |
61; 07; 61; 07; 61; 61; 07; 61; 07; 07; 61; 07; 61 |
| رقم الانضمام: |
edspap.20110263599 |
| قاعدة البيانات: |
USPTO Patent Applications |