Novel derivatives of amino acids for treatment of obesity and related disorders
AssigneeBexel Pharmaceuticals, Inc.
InventorsPartha Neogi, Debendranath Dey, Abjiheet Nag, Bindu Pandey, Preeti Balse, Bishwajit Nag
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Abstract
Novel amino acid derivatives are provided that are useful for management of disorders such as obesity and immunological diseases. The derivatives are also useful in lowering blood glucose levels in hyperglycemic disorders and for treating related disorders such as body weight gain, elevated free fatty acid, cholesterol and triglyceride levels and other disorder exacerbated by obesity.
Claims35
A compound of the formula (I):
- its derivatives, stereoisomers, pharmaceutically acceptable salts and pharmaceutical compositions, wherein,
- ______ represents a bond or no bond;
- A is selected from the group consisting of substituted and unsubstituted 5 to 18-membered aryl and heterocyclyl;
- B represents a ring system selected from the group consisting of substituted and unsubstituted 5 to 18-membered aryl, 5 to 6 membered saturated and unsaturated heterocyclyl having 1-4 hetero atoms selected from N, O or S;
- R1 represents —OR11 or NR11R12;
- R2 and R3 may be same or different and independently represent H, COR13, substituted or unsubstituted groups selected from alkyl, alkenyl, aryl, heteroaryl, alkylsulfonyl, alkylsulfinyl, arylsulfonyl, arylsulfinyl, alkylthio, arylthio or heterocyclyl;
- R4 represents hydrogen, substituted or unsubstituted groups selected from the group consisting of alkyl, aryl, heteroaryl, heterocyclyl and araalkyl;
- R5 represents H, halogen, nitro, cyano, formyl, amino, substituted or unsubstituted groups selected from the group consisting of alkyl, alkenyl, haloalkyl, alkoxy, aryl, heteroaryl, heterocyclyl, monoalkylamino, dialkylamino, alkanoyl and carboxylic acids and its derivatives;
- R7, R8, and R9 may be same or different and represent hydrogen, nitro, nitrile, hydroxy, formyl, azido, halo, or substituted or unsubstituted groups selected from the group consisting of alkyl, alkoxy, acyl, cycloalkyl, haloalkyl, amino, hydrazine, monoalkylamino, dialkylamino, acylamino, alkylsulfonyl, alkylsulfinyl, arylsulfonyl, arylsulfinyl, alkylthio, arylthio, alkoxycarbonyl, aryloxycarbonyl, alkoxyalkyl, sulfamoyl and carboxylic acid and its derivatives;
- R10 represents hydrogen, substituted or unsubstituted groups selected from the group consisting of alkyl, alkenyl, aryl, aralkyl, heteroaryl and a counter ion;
- R11 and R12 may be same or different and independently represent H, substituted or unsubstituted groups selected from the group consisting of alkyl, alkenyl and aryl or R11 and R12 together with nitrogen may represent substituted or unsubstituted mono or bicyclic saturated or unsaturated ring system which may contain one or more heteroatoms selected from O, S or N;
- R13 represents H, substituted or unsubstituted groups selected from the group consisting of alkyl, aryl, alkenyloxy, aryloxy, alkoxy and aralkoxy;
- Z represents O, S or NR14, R14 represents hydrogen or alkyl;
- when Z represents O or S, R6 represents hydrogen or substituted or unsubstituted groups selected from the group consisting of alkyl, alkenyl, aryl, aralkyl, cycloalkyl, heteroaryl, heteroaralkyl and heterocyclyl;
- when Z represents NR14, R6 represents H, hydroxy, protected hydroxyl group, alkyloxy, aryloxy, amino, substituted or unsubstituted groups selected from the group consisting of alkyl, haloalkyl, alkenyl, monoalkylamino, dialkylamino, aryl, aralkyl, cycloalkyl, heteroaryl, heteroaralkyl and heterocyclyl;
- R14 represents hydrogen or alkyl;
- Y represents O, S or NR14;
- m is an integer from 0 to 8;
- n is an integer from 0 to 4;
- X represents a bond, O, S, SO or SO2.
A method for inhibiting the activity of orexin comprising administering to a patient an effective amount of a compound of formula (I) to said patient.
Dependencies are inferred from the claim text.