Back to results
US 11,306,066 B2Granted
4H-pyran compounds as insulin-regulated aminopeptidase (IRAP) inhibitors
AssigneeMonash University
InventorsSiew Yeen Chai, Philip Thompson, Simon Mountford, Michael W. Parker
Life of this patent
Estimating the term…
Abstract
The present disclosure relates generally, but not exclusively, to compounds and their use in therapy, to compositions and agents comprising said compounds, to methods of treatment using said compounds, and their use in the manufacture of medicaments. The disclosure further relates to inhibitors of IRAP and their use in the treatment or prevention of Alzheimer's disease and the treatment and prevention of memory and cognitive disorders.
Claims25
A compound of Formula (I),
- wherein
- A is selected from phenyl, pyridinyl, pyrazinyl, pyrimidinyl and pyridazinyl, which is substituted by at least one of CO2H or a carboxylic acid isostere,
- wherein the carboxylic isostere is selected from —SO3H, —SO2NH2, —SO2NHR, —PO2H2, —PO2HR, —SH, —NHCOH, —CONH2, —CONHR, —CONH(O)H, —CONH(O)R, —CONHNHSO2H, —CONHNHSO2R, —COHNSO2—H, —COHNSO2R and —CONH—CN, where R is selected from alkyl, phenyl and benzyl;
- and carbocyclic and heterocyclic groups selected from:
- and wherein said phenyl, pyridinyl, pyrazinyl, pyrimidinyl and pyridazinyl may be further optionally substituted by one or more substituents;
- RA and RB are independently selected from hydrogen, alkyl and acyl, and wherein at least one of RA and RB is hydrogen;
- R1 is selected from CN and CO2RC;
- R2 is selected from CO2RC and acyl;
- R3 is selected from alkyl, alkenyl, alkynyl, aryl, arylalkyl, heteroaryl, heteroarylalkyl, carbocyclyl, carbocyclylalkyl, each of which maybe optionally substituted;
- RC is selected from alkyl, alkenyl, alkynyl, aryl, arylalkyl, heteroaryl, heteroarylalkyl, carbocyclyl, carbocyclylalkyl, each of which may be optionally substituted,
- or a pharmaceutically acceptable salt or solvate thereof.
8 more elements
A composition comprising a compound of Formula (I),
- wherein
- A is selected from phenyl, pyridinyl, pyrazinyl, pyrimidinyl and pyridazinyl, which is substituted by at least one of CO2H or a carboxylic acid isostere, wherein the carboxylic isostere is selected from —SO3H, —SO2NH2, —SO2NHR, —PO2H2, —PO2HR, —SH, —NHCOH, —CONH2, —CONHR, —CONH(O)H, —CONH(O)R, —CONHNHSO2H, —CONHNHSO2R, —COHNSO2—H, —COHNSO2R and —CONH—CN, where R is selected from alkyl, phenyl and benzyl;
- and carbocyclic and heterocyclic groups selected from:
- and wherein said phenyl, pyridinyl, pyrazinyl, pyrimidinyl and pyridazinyl may be further optionally substituted by one or more substituents;
- RA and RB are independently selected from hydrogen, alkyl and acyl, and wherein at least one of RA and RB is hydrogen;
- R1 is selected from CN and CO2RC;
- R2 is selected from CO2RC and acyl;
- R3 is selected from alkyl, alkenyl, alkynyl, aryl, arylalkyl, heteroaryl, heteroarylalkyl, carbocyclyl, carbocyclylalkyl, each of which maybe optionally substituted;
- RC is selected from alkyl, alkenyl, alkynyl, aryl, arylalkyl, heteroaryl, heteroarylalkyl, carbocyclyl, carbocyclylalkyl, each of which may be optionally substituted,
- or a pharmaceutically acceptable salt or solvate thereof, and a pharmaceutically acceptable additive.
7 more elements
Dependencies are inferred from the claim text.