Substituted Imidazole Derivatives, Compositions, and Methods of Use as PTPase Inhibitors

Abstract

The present invention provides imidazole derivatives of Formula (I-IV), methods of their preparation, pharmaceutical compositions comprising the compounds of Formula (I-IV), and their use in treating human or animal disorders. The compounds of the invention inhibit protein tyrosine phosphatase 1B and thus can be useful for the management, treatment, control, or the adjunct treatment of diseases mediated by PTPase activity. Such diseases include Type I diabetes and Type II diabetes.

1 . 5-(3-{4-(2,4-Dichloro-phenyl)-2-[3′-(3,3-dimethyl-butoxy)-biphenyl-4-ylmethyl]-imidazol-1-yl}-phenyl)-1,2,5-thiadiazolidine-3-one-1,1-dioxide or a pharmaceutically acceptable salt thereof. 
     
     
         2 . The compound of  claim 1 , wherein the pharmaceutically acceptable salt is a sodium salt or a potassium salt. 
     
     
         3 . 5-(3-{4-(2,4-Dichloro-phenyl)-2-[3′-(3,3-dimethyl-butoxy)-biphenyl-4-ylmethyl]-imidazol-1-yl}-phenyl)-1,2,5-thiadiazolidine-3-one-1,1-dioxide. 
     
     
         4 . A pharmaceutical composition comprising the compound of  claim 1 , and a pharmaceutically acceptable carrier, diluents, excipient, or a mixture thereof. 
     
     
         5 . A pharmaceutical composition comprising the pharmaceutically acceptable salt of  claim 1 , and a pharmaceutically acceptable carrier, diluents, excipient, or a mixture thereof. 
     
     
         6 . 5-{3-[2-(4′-Cyclohexylmethoxy-biphenyl-4-ylmethyl)-4-(2,4-dichloro-phenyl)-imidazol-1-yl]-phenyl}-1,2,5-thiadiazolidine-3-one-1,1-dioxide or a pharmaceutically acceptable salt thereof. 
     
     
         7 . The compound of  claim 6 , wherein the pharmaceutically acceptable salt is a sodium salt or a potassium salt. 
     
     
         8 . 5-{3-[2-(4′-Cyclohexylmethoxy-biphenyl-4-ylmethyl)-4-(2,4-dichloro-phenyl)-imidazol-1-yl]-phenyl}-1,2,5-thiadiazolidine-3-one-1,1-dioxide. 
     
     
         9 . A pharmaceutical composition comprising the compound of  claim 6 , and a pharmaceutically acceptable carrier, diluents, excipient, or a mixture thereof. 
     
     
         10 . A pharmaceutical composition comprising the pharmaceutically acceptable salt of  claim 6 , and a pharmaceutically acceptable carrier, diluents, excipient, or a mixture thereof.