Azapeptide derivatives

Abstract

This invention relates to novel compounds that are azapeptides, and pharmaceutically acceptable salts thereof. More specifically, the invention relates to novel azapeptide compounds that are derivatives of the HIV protease inhibitor atazanavir sulfate. This invention also provides pyrogen-free compositions comprising one or more compounds of the invention and a carrier, and the use of the disclosed compounds and compositions in methods of treating diseases and conditions that are treated by administering HIV protease inhibitors. The invention also relates to the use of one or more of the disclosed compounds as reagents in analytical studies involving atazanavir.

1 .- 20 . (canceled) 
     
     
         21 . A compound of the formula 
       
         
           
           
               
               
           
         
         wherein R 1b  is —CD 3 ; 
       
       R 3  is selected from —C(CD 3 ) 3  and —C(CH 3 ) 3 ; and 
       Y 1a  and Y 1b  are the same and are selected from H and D. 
     
     
         22 . A compound of claim  1 , wherein the compound is 
       
         
           
           
               
               
           
         
       
     
     
         23 . A compound selected from the following: 
       
         
           
           
               
               
           
         
         wherein:
 R 1b  is —CD 3 ; 
 R 3  is selected from —C(CD 3 ) 3  and —C(CH 3 ) 3 ; and 
 Y 1a  and Y 1b  are the same and are selected from H and D. 
 
       
     
     
         24 . The compound of claim  3 , wherein the compound is 
       
         
           
           
               
               
           
         
       
     
     
         25 . The compound of claim  3 , wherein the compound is 
       
         
           
           
               
               
           
         
       
     
     
         26 . A compound selected from the following: 
       
         
           
           
               
               
           
         
         wherein; 
         R 1a  is selected from —CD 3  and —CH 3 . 
       
     
     
         27 . A compound of the formula 
       
         
           
           
               
               
           
         
       
       or a pharmaceutically acceptable salt thereof, wherein any atom not designated as deuterium is present at its natural isotopic abundance.