Phenyl oxo-acetic acids useful in the treatment of insulin...

Details Phenyl oxo-acetic acids useful in the treatment of insulin... Phenyl oxo-acetic acids useful in the treatment of insulin...

2005-01-18

2005-01-18

Robinson, Binta (Department: 1625)

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

Having -c-, wherein x is chalcogen, bonded directly to...

C514S365000, C514S374000, C546S280400, C546S284700, C549S059000, C549S060000

Reexamination Certificate

active

06844358

ABSTRACT:
This invention provides compounds of Formula I having the structurewherein:A is O, S, or N;B is —(CH2)m—, —CH(OH)—, or carbonyl;R1is hydrogen, halogen, alkyl of 1-6 carbon atoms, alkoxy of 1-6 carbon atoms, or trifluoromethyl;R2is alkyl of 1-18 carbon atoms, aryl of 6-10 carbon atoms, arylalkyl of 7-15 carbon atoms, Het-alkyl wherein the alkyl moiety is 1-6 carbon atoms;Het isR2ais alkylene of 1-3 carbon atoms;G is oxygen, sulfur, or nitrogen;R3, R4are each, independently, hydrogen, halogen, alkyl of 1-3 carbon atoms, aryl of 6-10 carbon atoms or a heterocyclic ring of 5 to 7 ring atom containing 1 to 3 heteroatoms selected from oxygen, nitrogen, sulfur;R5is hydrogen, alkyl of 1-6 carbon atoms, —CH(R7)R8, —C(CH2)nCO2R9, —C(CH3)2CO2R9, —CH(R7)(CH2)nCO2R9, or CH(R7)C6H4CO2R9;R6is hydrogen, halogen, alkyl of 1-6 carbon atoms, or —OR5;m=1-6;n=1-6;R7is hydrogen, alkyl of 1-6 carbon atoms, aryl of 6-10 carbon atoms, or arylalkyl of 7-15 carbon atoms;R8is —CO2R10, —CONHR10, tetrazole, or —PO3;R9and R10are each, independently, hydrogen, alkyl of 1-6 carbon atoms, aryl of 6-10 carbon atoms, or arylalkyl of 7-15 carbon atoms;or a pharmaceutically acceptable salt thereof, which are useful in treating metabolic disorders related to insulin resistance or hyperglycemia.

REFERENCES:
patent: 3342624 (1984-03-01), None
patent: WO 9111909 (1991-08-01), None
patent: WO 9422834 (1994-10-01), None
patent: WO 9422835 (1994-10-01), None
patent: WO 9609818 (1996-04-01), None
patent: WO 9721693 (1997-06-01), None
patent: 9725033 (1997-07-01), None
Ca 134:178462, “Preparation of [(pyrrolidinoalkoxy)phenyl]benzothiophenes and analogs as thrombin inhibitors”, Bastian et. al WO. 9725033.

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