5-Hydroxy indazole derivatives for treating glaucoma

Abstract

3-(2-aminoethyl)-1H-indazol-5-ols useful for treating elevated intraocular pressure and glaucoma are disclosed.

1 - 5 . (canceled)  
   
   
       6 . A compound of the formula:  
     
       
         
         
             
             
         
       
     
     wherein G is chosen from hydrogen, halogen, or C 1-4 alkyl; 
 R is C(═O)W, or P(═O)(OX)(OY);  
 R 1  and R 2  are hydrogen;  
 R 3 , R 4  and the carbon atom to which they are attached can form a cyclopropyl ring, or furthermore, R 2  and R 3  together can be (CH 2 ) m  to form a saturated heterocycle;  
 when R 2  and R 3  are part of a heterocycle, R 1 ,R 4 , independently, can be hydrogen or C 1-4 alkyl;  
 R 5  can be hydrogen or C 1-4 alkyl;  
 W is C 1-6 alkyl, NR 6 R 7 , N(R 6 )CH 2 (CH 2 ) n C(═O)N(R 7 )(R 8 ), OC 1-6 alkyl, C 1-6 alkyl (which can be substituted with halogen, hydroxyl, CO 2 C 1-4 alkyl, CON(C 1-4 alkyl) 2 , C(═NH)NH 2 , HC(═NH)NH 2 , NH 2 ), C 2-4 alkenyl (substituted by phenyl, unsubstituted or substituted with one or more of C 1-4 alkyl, C 1-4 alkoxy or halogen);  
 R 6 , R 7 , R 8  are independently chosen from hydrogen or C 1-4 alkyl;  
 X and Y are independently chosen from hydrogen, C 1-10  alkyl or X and Y can together form a lower alkyl chain of (CH 2 ) m ;  
 m is 2-4; and  
 n is 1 or 2.  
 
   
   
       7 - 8 . (canceled)  
   
   
       9 . The compound of  claim 6  wherein the compound is selected from the group consisting of: 
 2-methyl-propionic acid 3-(2-aminopropyl)-1H-indazol-5-yl ester;    2,2-dimethyl-propionic acid 3-(2-aminopropyl)-1H-indazol-5-yl ester;    cyclopropanecarboxylic acid 3-(2-aminopropyl)-1H-indazol-5-yl ester; and    N,N-diethyl-succinamic acid 3-(2-aminopropyl)-1H-indazol-5-yl ester.