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US 8,426,587 B2Granted
Haloallylamine inhibitors of SSAO/VAP-1 and uses therefor
AssigneePharmaxis Ltd.
InventorsIan A. McDonald, Craig Ivan Turner, Mandar Deodhar, Jonathan Stuart Foot
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Abstract
The present invention is related to the preparation and pharmaceutical use of novel haloallylamine derivatives as SSAO/VAP-1 inhibitors having the structure of Formula I, as defined in the specification: (I). The invention also relates to methods of using invention compounds, or pharmaceutically acceptable salt or derivatives thereof, for the treatment of a variety of indications, e.g., inflammatory diseases.
Claims11
A compound of formula I:
- or stereoisomers, enantiomers, diastereoisomers, or pharmaceutically acceptable salts thereof;
- wherein:
- R1 is hydrogen or lower alkyl;
- R2 is hydrogen, substituted or unsubstituted lower alkyl;
- R3 and R4 are independently fluorine or —CH2—O—R5—R6;
- provided, however, that one of R3 and R4 is fluorine, but both R3 and R4 are not fluorine at the same time;
- R5 is substituted or unsubstituted aryl;
- and
- R6 is hydrogen or R6 is selected from the group consisting of:
- wherein:
- each of R7 and R8 are independently hydrogen, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, substituted or unsubstituted heterocyclyl, substituted or unsubstituted alkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted cycloalkenyl, substituted or unsubstituted alkynyl, substituted or unsubstituted alkylaryl, or substituted or unsubstituted alkylheteroaryl;
- or
- R7 and R8 may cooperate to form a substituted or unsubstituted cycloalkyl, cycloalkenyl, heterocycloalkyl, or heterocycloalkenyl ring system;
- R9 is hydrogen, amido, carboximido, lower alkylamido, cycloalkylamido, lower alkylcarboximido, or cycloalkylcarboximido;
- each of R10 and R11 are independently hydrogen, substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl, or substituted or unsubstituted alkynyl;
- and
- R12 is selected from substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted alkynyl, substituted or unsubstituted alkylaryl, substituted or unsubstituted alkylheteroaryl, amido, carboximido, lower alkylamido, cycloalkylamido, lower alkylcarboximido, or cycloalkylcarboximido.
14 more elements
Dependencies are inferred from the claim text.