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US 9,751,861 B2Granted
N1-(3,3,3-trifluoro-2-hydroxo-2-methylpropionyl)-piperidine derivatives as inhibitors of pyruvate dehydrogenase kinase
AssigneeMerck Patent GmbH
InventorHans-Peter Buchstaller
Life of this patent
Estimating the term…
Abstract
Compounds of the formula (I) in which R, R1 and R3 have the meanings indicated in claim 1, are inhibitors of pyruvate dehydrogenase kinase (PDHK), and can be employed, inter alia, for the treatment of diseases such as cancer.
Claims13
A compound,
- wherein the compound is a compound of formula I or a pharmaceutically acceptable salt, tautomer or stereoisomer thereof,
- wherein formula (I) is
- wherein
- R denotes pyrazol-diyl, imidazol-diyl, isoxazol-diyl or triazol-diyl, each of which is unsubstituted or monosubstituted by R2,
- R1 denotes (CH2)nAr, (CH2)nHet, A or Cyc,
- R2 denotes A′, methoxy, hydroxy methyl, COOA′, CN, COOH, CONH2 or OH,
- R3 denotes H, A′, COOA′ or CN,
- Ar denotes phenyl, which is unsubstituted or mono-, di-, tri-, tetra- or pentasubstituted by Hal, A, CN, OA, [C(R5)2]pOH, [C(R5)2]pN(R5)2, NO2, [C(R5)2]pCOOR5, NR5COA, NR5SO2A, [C(R5)2]pSO2N(R5)2, S(O)nA, O[C(R5)2]mN(R5)2, NR5COOA, NR5CON(R5)2 and/or COA,
- 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- or disubstituted by Hal, A, CN, OA, [C(R5)2]pOH, [C(R5)2]pN(R5)2, NO2, [C(R5)2]pCOOR5, NR5COA, NR5SO2A, [C(R5)2]pSO2N(R5)2, S(O)nA, O[C(R5)2]mN(R5)2, NR5COOA, NR5CON(R5)2 and/or COA,
- Cyc denotes cyclic alkyl with 3, 4, 5, 6 or 7 C-atoms, which is unsubstituted or monosubstituted by OH,
- A denotes unbranched or branched alkyl with 1-10 C-atoms, wherein one or two non-adjacent CH— and/or CH2-groups are optionally replaced by N—, O— and/or S-atoms and/or wherein 1-7 H-atoms are optionally replaced by R4,
- R4 denotes F, Cl or OH,
- R5 denotes H or A′,
- A′ denotes unbranched or branched alkyl with 1-6 C-atoms, wherein 1-5H-atoms are optionally replaced by F,
- Hal denotes F, Cl, Br or I,
- m denotes 1, 2, 3 or 4,
- n denotes 0, 1 or 2, and
- p denotes 0, 1, 2, 3 or 4.
15 more elements
Dependencies are inferred from the claim text.