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US 6,610,721 B2Granted
Imidazo heterocyclic compounds
AssigneeNovo Nordisk A/S
InventorsKnud Erik Andersen, Florencio Zaragoza Dorwald
Life of this patent
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Abstract
A novel class of imidazo heterocyclic compounds, pharmaceutical compositions comprising them and use thereof in the treatment and/or prevention of diseases and disorders related to the histamine H3 receptor. More particularly, the compounds are useful for the treatment and/or prevention of diseases and disorders in which an interaction with the histamine H3 receptor is beneficial.
Claims29
A compound of formula (I):
- wherein
- R1 is hydrogen or a functional group that can be converted to hydrogen in vivo,
- R2 is hydrogen, C1-6-alkyl, C1-6-alkoxy, C1-6-alkylthio, halogen, cyano, trifluoromethyl, hydroxy, thiol or —NR5R6, wherein R5 and R6 independently are hydrogen or C1-6-alkyl,
- R3 and R4 independently are hydrogen or C1-6-alkyl, which is unsubstituted or substituted with aryl, which are unsubstituted or substituted with one or more substituents selected from nitro, —NR7R8, —S(═O)2NR7R8, —C(═O)NR7R8, hydroxy, halogen, cyano, trifluoromethyl, —OCF3, —OCHF2, —OCH2CHF2, C1-6-alkyl, C2-6-alkenyl, C2-6-alkynyl, C1-6-alkoxy, C1-6-alkylthio, C1-6-alkylsulfonyl, —C(═O)OR7, C1-6-alkyl-carbonyl, —C(═NOR7)C1-6-alkyl, C3-10-cycloalkyl, C3-10-cycloalkylcarbonyl, —C(═NOR7)C3-10-cycloalkyl, aryl-C1-6-alkyl, arylamino, aroyl, arylsulfonyl, —C(═NOR7)aryl, arylthio, and aryloxy, wherein R7 and R8 independently are hydrogen or C1-6-alkyl,
- m is 0,
- n is 1, 2, 3 or 4,
- X is a valence bond,
- p is 0, 1, 2 or 3,
- Y is —O—,
- q is 0, 1, 2 or 3,
- V is
- aryl or C3-10-cycloalkyl,
- which are unsubstituted or substituted with one or more substituents selected from nitro, —NR10R11, —S(═O)2NR10R11, —C(═O)NR10R11, hydroxy, halogen, cyano, trifluoromethyl, —OCF3, —OCHF2, —OCH2CHF2, C1-6-alkyl, C2-6-alkenyl, C2-6-alkynyl, C1-6-alkoxy, C1-6-alkylthio, C1-6-alkylsulfonyl, —C(═O)OR10, C1-6-alkylcarbonyl, —C(═NOR10)C1-6-alkyl, oxo, C3-10-cycloalkyl, C3-10-cycloalkylcarbonyl, —C(═NOR10)C3-10-cycloalkyl, arylamino, aroyl, arylsulfonyl, —C(═NOR10)aryl, and arylthio, wherein R10 and R11 independently are hydrogen or C1-6-alkyl,
- aryl-C1-6-alkyl, aryl or aryloxy, which are unsubstituted or substituted with one or more substituents selected from
- nitro, hydroxy, C1-6-alkyl, C1-6-alkoxy, cyano, trifluoromethyl, —OCF3, halogen C1-6-alkyl, C2-6-alkenyl or C2-6-alkynyl,
- which are unsubstituted or substituted with one or more substituents selected from C3-10-cycloalkyl, and aryl, which are unsubstituted or substituted with one or more substituents selected from
- nitro, —NR12R13, —S(═O)2NR12R13, —C(═O)NR12R13, hydroxy, halogen, cyano, trifluoromethyl, —OCF3, —OCHF2, —OCH2CHF2, C1-6-alkyl, C2-6-alkenyl, C2-6-alkynyl, C1-6-alkoxy, C1-6-alkylthio, C1-6-alkylsulfonyl, —C(═O)OR12, C1-6-alkylcarbonyl, —C(═NOR12)C1-6-alkyl, C3-10-cycloalkyl, C3-10-cycloalkylcarbonyl, —C(═NOR12)C3-10-cycloalkyl, aryl-C1-6-alkyl, arylamino, aroyl, arylsulfonyl, —C(═NOR12)aryl, arylthio, and aryloxy, wherein R12 and R13 independently are hydrogen or C1-6-alkyl,
- or any stereoisomer or tautomeric form thereof or a mixture thereof or a pharmaceutically acceptable salt thereof.
15 more elements
Dependencies are inferred from the claim text.