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US 8,802,673 B2Granted
Heterocyclic amine derivatives
AssigneeHoffmann-La Roche Inc.
InventorsGuido Galley, Roger David Norcross, Philippe Pflieger
Life of this patent
Estimating the term…
Abstract
The present invention relates to compounds of formula I wherein A, B, X, Y, Ar, R1, R2, R′, m and n are as defined herein and to pharmaceutical active acid addition salts thereof, which have a good affinity to the trace amine associated receptors TAAR1, so that they can be used for the treatment of depression, anxiety disorders and bipolar disorder.
Claims30
A compound of formula I
- wherein
- R1 is hydrogen, lower alkyl, halogen, lower alkyl substituted by halogen, lower alkoxy,
- lower alkoxy substituted by halogen, cyano, nitro, C3-6-cycloalkyl, —CH2—C3-6-cycloalkyl,
- —O—CH2—C3-6-cycloalkyl, —O—(CH2)2—O-lower alkyl, S(O)2CH3, SF5, —C(O)NH-lower alkyl, phenyl, —O-pyrimidinyl, optionally substituted by lower alkoxy substituted by halogen, or is benzyl, oxetanyl or furanyl;
- m is 1 or 2;
- Ar is aryl or heteroaryl, selected from the group consisting of naphthyl, pyrimidinyl, benzothiazolyl, quinolinyl, quinazolinyl, benzo[d][1.3]dioxolyl, 5,6,7,8-tetrahydro-quinazolinyl, pyrazolyl, pyrazinyl, pyridazinyl, and 1,3,4-oxadiazolyl;
- Y is a bond, —CH2—, —CH2CH2—, —CH(CF3)— or —CH(CH3)—;
- R2 is hydrogen or lower alkyl;
- A is CR or N;
- and R is hydrogen, cyano, halogen or lower alkyl;
- R′ is hydrogen or halogen;
- with the proviso that when R′ is halogen, A is CH;
- B is CH or N;
- n is o, 1 or 2;
- and
- X is a bond, —CH2— or —O—;
- or a pharmaceutical active acid addition salt thereof.
14 more elements
A pharmaceutical composition comprising a therapeutically effective amount of a compound of formula I
- wherein
- R1 is hydrogen, lower alkyl, halogen, lower alkyl substituted by halogen, lower alkoxy, lower alkoxy substituted by halogen, cyano, nitro, C3-6-cycloalkyl, —CH2—C3-6-cycloalkyl, —O—CH2—C3-6-cycloalkyl, —O—(CH2)2—O-lower alkyl, S(O)2CH3, SF5, —C(O)NH-lower alkyl, phenyl, —O-pyrimidinyl, optionally substituted by lower alkoxy substituted by halogen, or is benzyl, oxetanyl or furanyl;
- m is 1 or 2;
- Ar is aryl or heteroaryl, selected from the group consisting of naphthyl, pyrimidinyl, benzothiazolyl, quinolinyl, quinazolinyl, benzo[d][1.3]dioxolyl, 5,6,7,8-tetrahydro-quinazolinyl, pyrazolyl, pyrazinyl, pyridazinyl, and 1,3,4-oxadiazolyl;
- Y is a bond, —CH2—, —CH2CH2—, —CH(CF3)— or —CH(CH3)—;
- R2 is hydrogen or lower alkyl;
- A is CR or N;
- and R is hydrogen, cyano, halogen or lower alkyl;
- R′ is hydrogen or halogen;
- with the proviso that when R1 is halogen, A is CH;
- B is CH or N;
- n is o, 1 or 2;
- and
- X is a bond, —CH2— or —O—;
- or a pharmaceutical active acid addition salt thereof
- and a pharmaceutically acceptable carrier.
13 more elements
Dependencies are inferred from the claim text.