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US 2008/0188487 A1Published application
5-amido-(1h-indol-2-yl)-piperazin-1-yl-methanone derivatives
AssigneeHoffmann-La Roche Inc.
InventorsMatthias Nettekoven, Jean-Marc Plancher, Hans Richter, Olivier Roche, Sven Taylor
Life of this patent
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Abstract
The present invention relates to compounds of formula I wherein A, G and R1 to R3 are as defined in the description and claims, and pharmaceutically acceptable salts thereof. The compounds are useful for the treatment and/or prevention of diseases which are associated with the modulation of H3 receptors.
Claims22
A compound of formula I:
- or a pharmaceutically acceptable salt thereof, wherein:
- A is C(O) or S(O)2;
- R1 is selected from the group consisting of:
- (1) lower alkyl,
- (2) lower alkoxy,
- (3) cycloalkyl,
- (4) lower cycloalkylalkyl,
- (5) lower halogenalkyl,
- (6) phenyl unsubstituted or substituted with one to three substituents independently selected from the group consisting of lower alkyl, lower alkoxy, halogen, lower halogenalkyl and cyano, and
- (7) —NR4R5, wherein R4 and R5 independently from each other are selected from the group consisting of lower alkyl, cycloalkyl, lower cycloalkylalkyl, lower halogenalkyl and lower phenylalkyl, or alternatively, R4 and R5 together with the nitrogen atom to which they are attached form a 5- or 6-membered heterocyclic ring optionally containing a further heteroatom of nitrogen, oxygen or sulfur;
- R2 is selected from the group consisting of:
- (1) hydrogen,
- (2) lower alkyl,
- (3) cycloalkyl,
- (4) lower cycloalkylalkyl,
- (5) lower hydroxyalkyl,
- (6) lower alkoxyalkyl,
- (7) lower halogenalkyl,
- (8) lower cyanoalkyl,
- (9) lower alkylsulfonyl,
- (10) lower alkanoyl,
- (11) phenylsulfonyl wherein the phenyl ring may be unsubstituted or substituted with one to three substituents independently selected from the group consisting of lower alkyl, halogen, lower alkoxy, lower halogenalkoxy and lower hydroxyalkyl,
- (12) phenyl unsubstituted or substituted with one to three substituents independently selected from the group consisting of lower alkyl, halogen, cyano, morpholinyl, lower alkoxy, lower alkoxycarbonyl, lower halogenalkyl, lower halogenalkoxy, lower hydroxyalkyl, lower alkylsulfonyl and lower alkylsulfonylamino,
- (13) benzodioxolyl,
- (14) lower phenylalkyl, wherein the phenyl ring may be unsubstituted or substituted with one to three substituents independently selected from the group consisting of lower alkyl, halogen, cyano, morpholinyl, lower alkoxy, lower alkoxycarbonyl, lower halogenalkyl, lower halogenalkoxy, lower hydroxyalkyl, lower alkylsulfonyl and lower alkylsulfonylamino, and
- (15) heteroaryl unsubstituted or substituted with one or two substituents independently selected from the group consisting of lower alkyl, lower alkoxy, cyano, morpholinyl and halogen;
- R3 is hydrogen, halogen or methyl;
- G is either G1 or G2:
- wherein:
- R6 is lower alkyl, cycloalkyl, lower cycloalkylalkyl or a heterocyclic ring containing oxygen, and R7 is hydrogen;
- or alternatively R6 and R7 together are —(CH2)m—, wherein m is 3 or 4, and are bonded to each other to form a ring together with the carbon or nitrogen atom to which they are attached;
- n is 1 or 2;
- p is 1 or 2;
- R8 is hydrogen or lower heterocyclylalkyl;
- R9 and R10 independently from each other are hydrogen or —NR11R12;
- and
- R11 and R12 independently from each other are lower alkyl or together with the nitrogen atom to which they are attached form a 5- or 6-membered saturated heterocyclic ring optionally containing a further heteroatom of nitrogen, oxygen or sulfur.
34 more elements
Dependencies are inferred from the claim text.