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US 6,555,519 B2Granted
O-glucosylated benzamide SGLT2 inhibitors and method
AssigneeBristol-Myers Squibb Company
InventorWilliam N. Washburn
Life of this patent
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Abstract
SGLT2 inhibiting compounds are provided having the formula wherein n is 0, 1 or 2; A is or heteroaryl which may contain 1 to 4 heteroatoms in the ring which may be selected from N, O, S, SO, and/or SO2, bearing substituents R3 and R4; and R1 to R4 are as defined herein. A method is also provided for treating diabetes and related diseases employing an SGLT2 inhibiting amount of the above compound alone or in combination with one, two or more other antidiabetic agents and/or one, two or more hypolipidemic agents.
Claims24
A compound having the structure
- wherein
- n is 0, 1 or 2;
- A is
- or heteroaryl which may contain 1 to 4 heteroatoms in the ring which may be selected from N, O, S, SO, and/or SO2, bearing substituents R3 and R4;
- R1 is selected from hydrogen, OR5, lower alkyl, aryl, arylalkyl, NHCOR5, NR6R6a, or halogen;
- R2 is selected from hydrogen, OH, OR5a, or lower alkyl;
- R3 and R4 are the same or different and are independently selected from hydrogen, OH, OR5b, OAryl, OCH2Aryl, lower alkyl, cycloalkyl, aryl, arylalkyl, CF3, —SCF3, —OCHF2, —OCF3, halogen, —CN, —CO2R5c, —CO2H, —CONR5bR5c, —NR5dR5e, —SO2NH2, —NHCOR5d, —NHSO2R5e, —NHSO2Aryl, —SR5f, —SOR5g, —SO2R5h, —SO2Aryl, —OCH2CO2R5i, —OCH2CO2H, —OCH2CONR6fR6g, —OCH2CH2NR6hR6i, or a five, six or seven membered heterocycle which may contain 1 to 4 heteroatoms in the ring which are N, O, S, SO, and/or SO2, or R3 and R4 together with the carbons to which they are attached form an annelated five, six or seven membered carbocycle or heterocycle which may contain 1 to 4 heteroatoms in the ring which are N, O, S, SO, and/or SO2;
- R5, R5a, R5b, R5c, R5d, R5e, R5f, R5g, R5h, and R5i are independently lower alkyl;
- R6, R6a, R6b, R6c, R6d, R6e, R6f, R6g, R6h, and R6i are the same or different and are independently selected from hydrogen, alkyl, aryl, arylalkyl or cycloalkyl;
- and a pharmaceutically acceptable salt thereof, all stereoisomers thereof, and all prodrug esters thereof, with the proviso that
- where A is
- and n=1, when R2 is alkoxy, R1 cannot be alkoxy.
9 more elements
Dependencies are inferred from the claim text.