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US 2010/0063115 A1Published application
5-(1,3,4-oxadiazol-2-yl)-1h-indazole and 5-(1,3,4-thiadiazol-2-yl)-1h-indazole derivatives as sgk inhibitors for the treatment of diabetes
OwnerMarkus Klein, Norbert Beierinventors
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Abstract
Novel aminoindazolylurea derivatives of the formula (I), in which L, X, Y, R3, R4 and R5 have the meanings indicated in Claim 1, are SGK inhibitors and can be used for the treatment of SGK-induced diseases and complaints, such as diabetes, obesity, metabolic syndrome (dyslipidaemia), systemic and pulmonary hypertonia, cardiovascular diseases and kidney diseases, generally in fibroses and inflammatory processes of any type.
Claims33
Compounds of the formula I
- in which
- L denotes R1, R2 or —(X)mR3,
- X denotes CR7R8, CR7R8CR9R10, CR7R8C(OR9)R10, NR7, O, NR6CR7R8, CR7R8NR9, OCR7R8, OCR7R8CR9R10, CR7R8O, CR7R8CR9R10O, NR6CR7R8CR9R10, CR7R8SO2, NR7CONR8, NR7CONR8CR9R10, COCR7R8, CONR7, CONR7CR8R9, NR7CR8R9CONR10, NR7CO or NR7COCR8R9,
- Y denotes H, A, Ar or Het,
- R1 denotes CR9═CR9R10 or CR12═CR13R14,
- R2 denotes C≡CR12 or C≡C-Het,
- R3, R4, R5 each, independently of one another, denote H, A, Hal, OH, OA, —[C(R7)2]nAr, —[C(R7)2]nHet, OAr, OHet, S H, SA, SAr, S Het, NH2, NHA, NAA′, NHAr, N(Ar)2, NHHet, N(Het)2, NAAr, NAHet, SOA, SOAr, SOHet, SO2A, SO2Ar, SO2Het, NO2, CN, COOH, COOA, CONH2, CONHA, CONA2, NHCOA, NACOA, NHCONH2, NHCONHA, NHCONA2, NHSO2A, NASO2A, CHO, COA, COAr, COHet, SO3H, SO2NH2, SO2NHAr, SO2N(Ar)2, SO2NHHet or SO2N(Het)2,
- R6, R7, R8,
- R9, R10 each, independently of one another, denote H or A,
- R11 denotes alkyl having 1-6 C atoms, in which 1-5 H atoms may be replaced by F,
- R12, R13,
- R14 each, independently of one another, denote H or Ar,
- A, A′ each, independently of one another, denote alkyl having 1-10 C atoms which is unsubstituted or mono-, di- or trisubstituted by R3, ═S, ═NR7 and/or ═O (carbonyl oxygen) and in which one, two or three CH2 groups may be replaced by O, S, SO, SO2, NH, NR11 and/or by —CH═CH-groups and/or, in addition, 1-7 H atoms may be replaced by F and/or Cl,
- or cyclic alkyl having 3-7 C atoms,
- Ar denotes phenyl, naphthyl or biphenyl, each of which is unsubstituted or mono-, di-, tri-or tetrasubstituted by A, Hal, OH, OA, Ar′, OAr′, Het, OHet, S H, SA, SAr′, S Het, NH2, NHA, NAA′, NHAr′, N(Ar′)2, NHHet, N(Het)2, NAAr′, NAHet, SOA, SOAr′, SOHet, SO2A, SO2Ar′, SO2Het, NO2, CN, COOH, COOA, CONH2, CONHA, CONA2, NHCOA, NACOA, NHCONH2, NHCONHA, NHCONA2, NHSO2A, NASO2A, CHO, COA, COAr′, COHet, 503H, SO2NH2, SO2NHAr′, SO2N(Ar′)2, SO2NHHet and/or SO2N(Het)2,
- Het denotes a mono- or bicyclic saturated, unsaturated or aromatic heterocycle having 1 to 4 N, O and/or S atoms, which may be mono-, di- or trisubstituted by A, Hal, OH, OA, Ar, OAr, Het′, OHet′, SH, SA, SAr′, SHet′, NH2, NHA, NAA′, NHAr′, N(Ar′)2, NHHet′, N(Het′)2, NAAr′, NAHet′, SOA, SOAr′, SOHet′, SO2A, SO2Ar′, SO2Het′, NO2, CN, COOH, COOA, CONH2, CONHA, CONA2, NHCOA, NACOA, NHCONH2, NHCONHA, NHCONA2, NHSO2A, NASO2A, CHO, COA, COAr′, COHet′, SO3H, SO2NH2, SO2NHAr′, SO2N(Ar′)2, SO2NHHet′ or SO2N(Het′)2, ═S, ═NR7 and/or ═O (carbonyl oxygen),
- Ar′ denotes phenyl which is unsubstituted or mono-, di-, tri- or tetrasubstituted by A, Hal, OH, OA, O-phenyl, SH, SA, NH2, NHA, NAA′, NH-phenyl, SOA, SO-phenyl, SO2A, SO2-phenyl, NO2, CN, COOH, COOA, CONH2, CONHA, CONA2, NHCOA, NACOA, NHCONH2, NHCONHA, NHCONA2, NHSO2A, NASO2A, CHO, COA, CO-phenyl, SO3H, SO2NH2, SO2NH-phenyl and/or SO2N(phenyl)2,
- Het′ denotes a mono- or bicyclic saturated, unsaturated or aromatic heterocycle having 1 to 4 N, O and/or S atoms, which may be mono-, di- or trisubstituted by A, Hal, OH, OA, NH2, NHA, NAA′, SOA, SOAr′, SO2A, SO2Ar′, NO2, CN, COOH, COOA, CONH2, CONHA, CONA2, NHCOA, NACOA, NHCONH2, NHCONHA, NHCONA2, NHSO2A, NASO2A, CHO, COA, COAr′, SO3H, SO2NH2, SO2NHAr′, SO2N(Ar′)2, ═S, ═NR7 and/or ═O (carbonyl oxygen),
- Hal denotes F, Cl, Br or I,
- m denotes 0, 1, 2 or 3,
- n denotes 0, 1 or 2,
- and pharmaceutically usable derivatives, salts, solvates and stereoisomers thereof, including mixtures thereof in all ratios.
19 more elements
Compounds selected from the group
- No.
- Structural formula and/or name
- “A72”
- “A72a”
- “A77”
- and pharmaceutically usable derivatives, salts, solvates and stereoisomers thereof, including mixtures thereof in all ratios.
3 more elements
Dependencies are inferred from the claim text.