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US 9,790,216 B2Granted
3-substituted cyclopentylamine derivatives
AssigneeMerck Patent GmbH
InventorsChristos Tsaklakidis, Wolfgang Staehle, Birgitta Leuthner
Life of this patent
Estimating the term…
Abstract
Compounds of the formula I in which R, W, R1, R4, X1, X2, X3, X4 and q have the meanings indicated in claim 1, are inhibitors of fatty acid synthase, and can be employed, inter alia, for the treatment of diseases such as cancer, cardiovascular diseases, central nervous system injury and different forms of inflammation.
Claims11
Compounds of the formula I
- in which
- R denotes Het, or —C≡C-Het,
- W denotes furanyl, thiophenyl, pyrrolyl, pyrazolyl, oxazolyl, thiazolyl, triazolyl, oxadiazolyl or thiadiazolyl, each of which is unsubstituted or mono- or disubstituted by R2,
- Rl denotes A, [C(R3)2]nAr1 or [C(R3)2]nCyc,
- R2 denotes A, [C(R3)2]nAr1, Cyc or═O
- R4 denotes H, F, Cl, Br, OH, CN, NO2, A′, OA′, SA′, SO2Me, COA′, CONH2, CONHA′ or CONA′2,
- X1, X2, X3, X4 each, independently of one another, denote CH or N,
- A denotes unbranched or branched alkyl with 1-10 C-atoms, wherein two adjacent carbon atoms may form a double bond and/or one or two non-adjacent CH- and/or CH2-groups may be replaced by N-, O- and/or S-atoms and wherein 1-7 H-atoms may be replaced by R5,
- Cyc denotes cycloalkyl with 3-7 C-atoms, which is unsubstituted or monosubstituted by OH, Hal or A,
- A′ denotes unbranched or branched alkyl with 1-6 C-atoms, wherein 1-5 H-atoms may be replaced by F,
- R5 denotes F, Cl or OH,
- Ar denotes phenyl, which is unsubstituted or mono-, di-, tri-, tetra- or pentasubstituted by Hal, A, O[C(R3)2]nHet1, Ar1, [C(R3)2]p OR3, [C(R3)2]pN(R3)2, NO2, CN, [C(R3)2]pCOOR3, CON(R3)2, [C(R3)2]pN(R3)2, N(R3)2COA, NR3SO2A, [C(R3)2]pSO2N(R3)2, S(O)nA, O[C(R3)2]mN(R3)2, NHCOOA, NHCON(R3) 2 and/or COA,
- Ar1 denotes phenyl or naphthyl, which is unsubstituted or mono-, di-, tri-, tetra- or pentasubstituted by Hal, A, [C(R3)2]p OR3, [C(R3)2]pN(R3)2, NO2, CN, [C(R3)2]pCOOR3, [C(R3)2]pN(R3)2, N(R3)2COA, NR3SO2A, [C(R3)2]SO2N(R3) 2, S(O)nA, O [C(R3)2]mN(R3)2, NHCOOA, NHCON(R3)2 and/or COA,
- R3 denotes H or unbranched or branched alkyl with 1-6 C-atoms,
- Het denotes a mono- or bicyclic saturated, unsaturated or aromatic heterocycle having 1 to 4 N, O and/or S atoms, which is unsubstituted or mono-, di-, tri-, tetra- or pentasubstituted by Hal, A, [C(R3)2]nOA′, [C(R3)2]nN(R3)2, SR3, NO2, CN, COOR3, CON(R3)2, COHet1, NR3COA, NR3SO2A, SO2N(R3)2, S(O)nA, O [C(R3)2],mN(R3)2, NHCOOA, NHCON(R3)2, CHO, COA, ═S, ═NH, ═NA and/or ═O (carbonyl oxygen),
- Hal denotes F, Cl, Br or I,
- m denotes 1, 2 or 3,
- n denotes 0, 1 or 2,
- p denotes 0, 1, 2, 3 or 4,
- q 0, 1, 2 or 3,
- with the proviso that only one or two of X1, X2, X3, X4 denote N, and pharmaceutically acceptable salts, tautomers and stereoisomers thereof, including mixtures thereof in all ratios.
18 more elements
Dependencies are inferred from the claim text.