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US 8,802,866 B2Granted
Pyridinylimidazolone derivatives for the inhibition of PI3 kinases
AssigneeMerck Patent GmbH
InventorsUlrich Emde, Hans Peter Buchstaller, Markus Klein, Christina Esdar, Joerg Bomke
Life of this patent
Estimating the term…
Abstract
Compounds of the formula (I), in which X1, X2, L, Y, R2, R3, R4, R5, R6, R7, R8, R9, R10 have the meanings indicated in claim 1, are PI3K inhibitors and can be employed, inter alia, for the treatment of autoimmune diseases, inflammation, cardiovascular diseases, neurodegenerative diseases and tumors.
Claims14
A compound of the formula I
- in which
- X1 denotes CR1 or N,
- X2 denotes CR1 or N,
- where X1 or X2 denotes N
- and the other X1 or X2 denotes CR1,
- Y denotes Het or Ar,
- L denotes [C(Ra)2]m,
- R1 denotes H, A, Hal, OH, OA, NH2, NHA or NA2,
- R2 denotes H, A, Hal, OH, OA, NH2, NHA or NA2,
- R3 denotes H, A, Hal, OH, OA, NH2, NHA or NA2,
- R4 denotes H, A′, OH or OA′,
- R5 denotes H or A′,
- R6 denotes H, A″, CN, Hal, Het, Het1 or Ar,
- R7 denotes H or A′″,
- R8 denotes H, A″, Het1, CN, Hal, NHHet1, NA′Het1, Ar or Het,
- R9 denotes H, A″, CN, Hal, Het, Het1 or Ar,
- R10 denotes H, A″, CN, Hal, Het, Het1 or Ar,
- A denotes unbranched or branched alkyl having 1-10 C atoms, in which 1-7 H atoms are optionally replaced by F and/or Cl, or cyclic alkyl having 3-7 C atoms,
- A′ denotes unbranched or branched alkyl having 1-6 C atoms, in which 1-5 H atoms are optionally replaced by F and/or Cl,
- A″ denotes unbranched or branched alkyl having 1-10 C atoms, in which 1-7 H atoms are optionally replaced by OH, CN, NH2, CONH2, COOH, COOA, NHCOA, —C≡H, F, Cl and/or Br, and/or in which one or two non-adjacent CH and/or CH2 groups are optionally replaced by O, NH, NA′, S, SO, SO2 and/or CH═CH groups,
- A′″ denotes unbranched or branched alkyl having 1-10 C atoms, in which 1-7 H atoms are optionally replaced by F and/or Cl, and/or in which one or two non-adjacent CH and/or CH2 groups are optionally replaced by O, NH and/or NA′,
- Ra denotes H or A′,
- Het denotes a mono- or bicyclic unsaturated or aromatic heterocycle having 1 to 4 N, O and/or S atoms, which is unsubstituted or mono-, di- or trisubstituted by A, (CH2)nNH2, (CH2)nNHA, (CH2)nNA2, NHCOA, (CH2)nCONH2, (CH2)nCONHA, (CH2)nCONA2, CN, ═O, Hal, (CH2)nOH, (CH2)nOA, COOH, COOA, O(CH2)nOH, O(CH2)nOA, O(CH2)nNH2, NH(CH2)nNH2, SO2A and/or SO2NH2,
- Ar denotes phenyl, naphthyl or biphenyl, each of which is unsubstituted or mono-, di- or trisubstituted by CN, (CH2)nCONH2, (CH2)nCONHA, (CH2)nCONA2, (CH2)nOH, (CH2)nOA, (CH2)nNH2, (CH2)nNHA, (CH2)nNA2, NHCOOA, NHCOA, Hal, COOH, COOA, A, NHSO2A, SO2NH2, SO2NHA, SO2NA2 and/or SO2A,
- Het1 denotes a monocyclic saturated heterocycle having 1 to 4 N, O and/or S atoms, which is unsubstituted or mono-, disubstituted by A, NH2, pyridylmethyl and/or ═O,
- Hal denotes F, Cl, Br or I,
- m denotes 0 or 1,
- n denotes 0, 1, 2, 3 or 4,
- or a pharmaceutically usable salt, tautomer or stereoisomer thereof, including mixtures thereof in all ratios.
26 more elements
Dependencies are inferred from the claim text.