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US 6,645,995 B2Granted
Therapeutically active and selective heterocyclic compounds that are inhibitors of the enzyme DPP-IV
AssigneeNovo Nordisk A/S
InventorsAnders Kanstrup, Jane Marie Lundbeck, Lise Brown Christiansen
Life of this patent
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Abstract
Described are compounds of formula I wherein at least one of the bonds in the five-membered ring is a double bond; B is any alpha or beta amino acid connected to the ring with an amide or peptide bond; or a salt thereof with a pharmaceutically acceptable acid or base. Pharmaceutical compositions containing these compounds are also described. These compounds are useful for treating type II diabetes.
Claims12
A compound of formula IV
- wherein
- at least one of the bonds in the five-membered ring is a double bond;
- R2 is H;
- C1-C10 alkyl optionally substituted with one or more R4 independently;
- C2-C10 alkenyl optionally substituted with one or more R4 independently;
- C2-C10-alkynyl optionally substituted with one or more R4 independently;
- C3-C10-cycloalkyl optionally substituted with one or more R4 independently;
- C5-C10 cycloalkenyl optionally substituted with one or more R4 independently;
- aryl optionally substituted with one or more R5 independently;
- R3 is H;
- C1-C10 alkyl optionally substituted with one or more R4 independently;
- C2-C10 alkenyl optionally substituted with one or more R4 independently;
- C2-C10-alkynyl optionally substituted with one or more R4 independently;
- C3-C10 cycloalkyl optionally substituted with one or more R4 independently;
- C5-C10 cycloalkenyl optionally substituted with one or more R4 independently;
- aryl optionally substituted with one or more R5 independently and optionally fused to a C3-C10 cycloalkane;
- R2 is optionally connected to R3 or R7 by a saturated or unsaturated bridge containing 1-3 carbon atoms, nitrogen atoms, thus forming a ring, said ring is optionally fused to an aryl optionally substituted by one or more R5 independently;
- R4 is cycloalkyl;
- aryl optionally substituted with one or more R5 independently;
- R5 is halogen, C1-C10 alkyl, C1-C10 alkoxy, benzyl;
- R6 is C1-C10 alkyl, C2-C10 alkenyl, C2-C10-alkynyl, C3-C10-cycloalkyl, C5-C10 cycloalkenyl where any one of said alkyl, alkenyl, alkynyl, cycloalkyl, or cykloalkenyl is optionally substituted with aryl optionally substituted with one or more R5 independently or heteroaryl optionally substituted with one or more R5 independently;
- benzyl, phenethyl;
- aryl optionally substituted with one or more R5 independently;
- or heteroaryl optionally substituted with one or more R5 independently;
- R7 is H;
- C1-C10 alkyl optionally substituted with one or more R4 independently;
- C2-C10 alkenyl optionally substituted with one or more R4 independently;
- C2-C10-alkynyl optionally substituted with one or more R4 independently;
- C3-C10-cycloalkyl optionally substituted with one or more R4 independently;
- C5-C10 cycloalkenyl optionally substituted with one or more R4 independently;
- aryl optionally substituted with one or more R5 independently, halogen, C1-C10 alkoxy, C1-C10 alkylthio, C1-C10 alkylamino, C1-C10 dialkylamino, hydroxymethyl, nitro, trifluoromethyl, trifluoromethoxy, trifluoromethylthio, N-hydroxyimino, cyano;
- carboxy;
- acetamido;
- hydroxy;
- sulfamoyl, carbamoyl;
- with the proviso that the groups R2, R3, and R7 cannot all be H
- or a salt thereof with a pharmaceutically acceptable acid or base.
34 more elements
Dependencies are inferred from the claim text.