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US 2019/0055239 A1Published application
Glycosidase inhibitors
AssigneeAsceneuron SA
InventorsAnna QUATTROPANI, Santosh S. KULKARNI, Awadut Gajendra GIRI
Life of this patent
Estimating the term…
Abstract
Compounds of formula (I) wherein A, R, W, Q, n and m have the meaning according to the claims can be employed, inter alia, for the treatment of tauopathies and Alzheimer's disease.
Claims15
A compound of formula (I)
- wherein
- R is straight chain or branched alkyl having 1 to 6 carbon atoms, wherein 1 to 5 hydrogen atoms may be replaced by Hal or OH;
- W is CH or N;
- A denotes one of the following groups:
- X is N or CR′″;
- X1, X2 is N or CR′″;
- X3 is N or CR′″″;
- X4 is N or CR9;
- R9 denotes Hal, NR3R4, CHR3R4, OR3, CN, straight chain or branched alkyl having 1 to 12 carbon atoms, wherein 1 to 3 CH2-groups may be replaced by a group selected from O, NR3, S, SO, SO2, S(O)(NH), CO, COO, OCO, CONR3, NR3CO and wherein 1 to 5 hydrogen atoms may be replaced by Hal, NR3R4 or NO2;
- Y is O, S, SO or SO2;
- R′, R″ denote each independently H, Hal or straight chain or branched alkyl having 1 to 12 carbon atoms;
- R′″, R″″ independently denote H, Hal, NR3R4, CHR3R4, OR3, CN, straight chain or branched alkyl having 1 to 12 carbon atoms, wherein 1 to 3 CH2-groups may be replaced by a group selected from O, NR3, S, SO, SO2, S(O)(NH), CO, COO, OCO, CONR3, NR3CO and wherein 1 to 5 hydrogen atoms may be replaced by Hal, NR3R4 or NO2;
- R′″″ denotes H, Hal, NR3R4, CHR3R4, CN, straight chain or branched alkyl having 1 to 12 carbon atoms, wherein 1 to 3 CH2-groups may be replaced by a group selected from O, NR3, S, SO, SO2, S(O)(NH), CO, COO, OCO, CONR3, NR3CO and wherein 1 to 5 hydrogen atoms may be replaced by Hal, NR3R4 or NO2;
- R3, R4 denote each independently H or a straight chain or branched alkyl group having 1 to 12 carbon atoms;
- Q denotes one of the following groups:
- Z1 is S, O, NR3;
- Z2, Z3 independently denote CR5, CR6 or N;
- Z2′ is CR5′ or N;
- Z4 is N, CH, CON, COCH;
- Z5 is S, O, NR8, SO2, CHR5;
- Z5′ is S, O, NR8, SO2;
- Z6 is CH2, CO;
- s denotes 0 or 1;
- T is N, CH or CR7;
- R3′ denotes H or a straight chain or branched alkyl group having 1 to 12 carbon atoms, wherein 1 to 3 CH2-groups may be replaced by a group selected from SO2, CO, O and wherein 1 to 5 hydrogen atoms may be replaced by Hal;
- R3″ denotes a straight chain or branched alkyl group having 1 to 12 carbon atoms, wherein 1 to 3 CH2-groups are replaced by a group selected from SO2, CO, O and wherein 1 to 5 hydrogen atoms may be replaced by Hal;
- R5, R5′, R6, R7 independently denote H, Hal, NR3R4, NO2, straight chain or branched alkyl having 1 to 12 carbon atoms, wherein 1 to 3 CH2-groups may be replaced by a group selected from O, NR3, S, SO, SO2, S(O)(NH), CO, COO, OCO, CONR3, NR3CO and wherein 1 to 5 hydrogen atoms may be replaced by Hal, NR3R4, NO2, OR3, Het, Ar, Cyc, or denote Ar, Het or Cyc;
- R8 denotes H, methyl or straight chain or branched alkyl having 2 to 12 carbon atoms, wherein 1 to 3 CH2-groups may be replaced by a group selected from O, NR3, S, SO, SO2, S(O)(NH), CO, COO, OCO, CONR3, NR3CO and wherein 1 to 5 hydrogen atoms may be replaced by Hal, NR3R4 or NO2;
- Hal denotes F, Cl, Br or I;
- Het denotes a saturated, unsaturated or aromatic ring, being monocyclic or bicyclic or fused-bicyclic and having 3- to 8-members and containing 1 to 4 heteroatoms selected from N, O and S, which may be substituted by 1 to 3 substituents selected from R5, Hal and OR3;
- Ar denotes a 6-membered carbocyclic aromatic ring or a fused or non fused bicylic aromatic ring system, which is optionally substituted by 1 to 3 substituents independently selected from R5, OR3 and Hal;
- Cyc denotes a saturated or an unsaturated carbocyclic ring having from 3 to 8 carbon atoms which is optionally substituted by 1 to 3 substituents independently selected from R5 or Hal or OH;
- m and n denote independently from one another 0, 1, 2 or 3
- and pharmaceutically usable derivatives, solvates, salts, tautomers, enantiomers, racemates and stereoisomers thereof, including mixtures thereof in all ratios and compounds of formula I, wherein one or more H atoms are replaced by D (deuterium).
31 more elements
Dependencies are inferred from the claim text.