Novel azasugar derivative and drug containing the same as the active ingredient

Abstract

A novel azasugar derivative, and a drug containing the same as an active ingredient are disclosed. The drug is useful for treatment of keratinocyte-proliferative diseases.

1 . A compound represented by the following formula:  
       
         
           
           
               
               
           
         
       
       wherein Ar represents a phenyl group which may have a substituent at the p-position, or a pharmaceutically acceptable salt thereof:  
     
     
         2 . A compound represented by the general formula (I):  
       
         
           
           
               
               
           
         
       
       wherein R 1  represents a hydrogen atom, a halogen atom, a hydroxyl group, an amino group, a C 1 -C 8  alkyl group, a phenyl group, a phenoxy group, a C 1 -C 8  alkoxy group (said C 1 -C 8  alkoxy group may be substituted with a C 1 -C 4  alkoxy group or a C 1 -C 4  alkylthio group), but-2-ynyloxy group or a heteroallyloxy group, or a pharmaceutically acceptable salt thereof.  
     
     
         3 . A drug comprising the compound or pharmaceutically acceptable salt thereof according to  claim 1  as an active ingredient.  
     
     
         4 . A drug comprising the compound or pharmaceutically acceptable salt thereof according to  claim 2  as an active ingredient.  
     
     
         5 . A keratinocyte-proliferation inhibitor comprising the compound or pharmaceutically acceptable salt thereof according to  claim 1  as an active ingredient.  
     
     
         6 . A keratinocyte-proliferation inhibitor comprising the compound or pharmaceutically acceptable salt thereof according to  claim 2  as an active ingredient.  
     
     
         7 . A compound represented by the following formula (IIA) or (IIB):  
       
         
           
           
               
               
           
         
       
       wherein Ar represents a phenyl group which may have a substituent at the p-position, CO—R 2  represents a hydroxamic acid equivalent, and OR 3  represents a hydroxyl group equivalent.  
     
     
         8 . A compound represented by the following formula (IIIA) or (IIIB):  
       
         
           
           
               
               
           
         
       
       wherein R 1  represents a hydrogen atom, a halogen atom, a hydroxyl group, an amino group, a C 1 -C 8  alkyl group, a phenyl group, a phenoxy group, a C 1 -C 8  alkoxy group (said C 1 -C 8  alkoxy group may be substituted with a C 1 -C 4  alkoxy group or a C 1 -C 4  alkylthio group), but-2-ynyloxy group or a heteroallyloxy group, R 4  represents a hydrogen atom, benzyl group or an acetyl group, and R 5  represents a benzyloxyamino group, a benzyloxy group, a methoxy group or an ethoxy group.