Preparation of phosphatase inhibitors
AssigneeArray BioPharma Inc.
InventorsLaurence E. Burgess, John J. Gaudino, Robert D. Groneberg, Mark H. Norman, Martha E. Rodriguez, Xicheng Sun, Eli M. Wallace
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Abstract
Disclosed are compounds of the Formula I and pharmaceutically acceptable salts and prodrugs thereof, wherein A, B; R1, R2, R3, R4 and R5 are as defined in the specification. Such compounds are tyrosine phosphatase inhibitors and useful in the treatment or prevention of Type II Diabetes Mellitus. Also encompassed by the invention are formulations comprising the noted compounds, processes for preparing such compounds, a method for treating or preventing Type II Diabetes Mellitus.
Claims16
A compound of the formula
- and pharmaceutically acceptable salts and prodrugs thereof,
- wherein
- R1 is selected from hydrogen, hydroxy, halogen, amino, monoalkylamino, trifluoromethyl, aminomethyl, cyano, nitro, and —COOR6;
- R2 is selected from hydrogen, hydroxy, halogen, lower alkyl, lower alkoxy, alkoxyalkyl, hydroxyalkyl, lower alkenyl, amino, mono- or dialkylamino, cyano, nitro, trifluromethyl, —CON(R6)2, and —COOR6;
- R3, R4, R5 are independently selected from hydrogen, hydroxy, halogen, lower alkyl, lower alkenyl, cycloalkyl, cyano, —CON(R6)2, —COOR6, and
- aryl optionally substituted with one, two or three groups independently selected from halogen, lower alkyl, hydroxy, amino, mono- or dialkylamino, trifluoromethyl, —C(O)R8, —COOR8, —C(O)NHR8, and —OR8;
- A is selected from —S(O)2R7 or —(CH2)nS(O)qR7;
- B is selected from hydrogen, lower alkyl, lower alkenyl, lower alkynyl, —(CH2)nS((O)qR7, —(CH2)pC(O)R7, —(CH2)pC(O)NHR7, —(CH2)pCO2R7, (CH2)nOR7, and
- aryl, arylalkyl, arylalkenyl and arylalkynyl, where the ring portion of each is optionally substituted with one, two or three groups independently selected from halogen, lower alkyl, hydroxy, amino, mono- or dialkylamino, trifluoromethyl, —C(O)R8, —COOR8, —C(O)NHR8, and —OR8;
- n is 2-4;
- p is 1-2;
- q is 0-2;
- R6 is selected from hydrogen, lower alkyl, and lower alkenyl;
- R7 is selected from lower alkyl, or
- aryl and arylalkyl, where the ring portion of each is optionally substituted with one, two or three groups independently selected from halogen, lower alkyl, hydroxy, amino, mono- or dialkylamino, trifluoromethyl, —C(O)R8, —COOR8, —C(O)NHR8, and —OR8;
- and
- R8 is independently selected from hydrogen, and
- lower alkyl and aryl optionally substituted with one, two or three groups independently selected from lower alkyl, halogen, lower alkoxy, hydroxy, amino, mono- or dialkylamino, and trifluoromethyl.
Dependencies are inferred from the claim text.