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US 2002/0002200 A1Published application
Novel diphenylethylene compounds
OwnerBishwagit Nag, Debendranath Dey +2inventors
InventorsBishwagit Nag, Debendranath Dey, Satyanarayana Medicherla, Partha Neogi
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Abstract
Novel dephenylethylene compounds that are administered orally to decrease circulating concentrations of glucose are provided. The effect on insulin resistant rats is also shown. The effects on lipid and leptin concentrations are also shown. The compounds are orally effective anti-diabetic agents that may normalize glucose and lipid metabolism in subjects with diabetes.
Claims23
A compound of the formula I:
- 9
- wherein the bond represented by the dotted line may be an optional double bond, and the geometry across the bond may be E or Z;
- A=—COOR, —CONR′R″, —CN, —COR7 wherein R, R′, R″ and R7 are defined below;
- X=H, OH, or C1-C10 linear or branched alkyl or alkenyl groups, optionally substituted with COOR, carbonyl, or halo;
- R=H or C1-C20 linear or branched alkyl or aryl or aralkyl, or a pharmaceutically acceptable counter-ion;
- R1, R2, R3, R4, R5, R6 and R7 are independently H;
- C1-C20 linear or branched alkyl or alkenyl groups optionally substituted;
- COOR where R is as defined previously;
- NR′R″ or CONR′R″, where R′ and R″ may be independently H or C1-C20 linear or branched alkyl or aryl;
- OH;
- C1-C20 alkoxy;
- C1-C20 acylamino;
- C1-C20 acyloxy;
- C1-C20 alkanoyl;
- C1-C20 alkoxycarbonyl;
- halo;
- NO2;
- SO2R′″;
- CZ3, where each Z is independently a halo atom, H, alkyl, chloro or fluoro-substituted alkyl;
- or SR′″, where R′″ may be H or linear or branched C1-C20 alkyl;
- or R2 and R3 together, or R5 and R6 together may be joined to form methylenedioxy or ethylenedioxy groups;
- with the proviso that when X, R3, R5 and R6 are H;
- R4 is p-hydroxy;
- R1 and R2 together are 3,5-dimethoxy;
- then the dotted line is not a double bond in the E-configuration.
22 more elements
A compound of the formula II:
- 10
- wherein the bond represented by the dotted line may be an optional double bond, the geometry across the bond may be E or Z, and the naphthyl group may be linked at an α or β position;
- A=—COOR;
- —CONR′R″, —CN, —COR7 wherein R, R′, R″ and R7 are defined below;
- X=H, OH, or C1-C10 linear or branched alkyl or alkenyl groups, optionally substituted with COOR, carbonyl, or halo;
- R=H or C1-C20 linear or branched alkyl or aryl or aralkyl, or a pharmaceutically acceptable counter-ion;
- R1, R2, R3, R4, R5, R6, and R7 are independently H;
- C1-C20 linear or branched alkyl or alkenyl groups optionally substituted;
- COOR where R is defined previously;
- R;
- NR′R″ or CONR′R″, where R′ and R″ may be independently H or C1-C20 linear or branched alkyl or aryl;
- OH;
- C1-C20 alkoxy;
- C1-C20 acylamino;
- C1-C20 acyloxy;
- C1-C20 alkanoyl;
- C1-C20 alkoxycarbonyl;
- halo;
- NO2;
- SO2R′″;
- CZ3;
- where each Z is independently a halo atom, H, alkyl, chloro or fluoro-substituted alkyl;
- or SR′″, where R′″ may be H or linear or branched C1-C20 alkyl or R2 and R3 together, or R5 and R6 together may be joined to form metheylenedioxy or ethylenedioxy groups.
20 more elements
Dependencies are inferred from the claim text.