3-Substituted oxindole β3 agonists
View Patent ↗The present invention relates to a β3 adrenergic receptor agonist of Formula (I) or a pharmaceutical salt thereof; useful for treating Type II diabetes and/or obesity
1. A compound of formula I:
wherein:
m is 2;
n is 0 or 1;
each D is either carbon or nitrogen provided that at least one D must be nitrogen;
each D′ is either carbon or nitrogen provided that only one D′ may be nitrogen;
and further provided that the total number of D and D′ that are nitrogen must be two and only two;
R and R 3 are H;
R 1 and R 2 are both methyl;
or R 1 and R 2 combine with the carbon to which each are attached to form a butacyclic or pentacyclic ring;
R 4 and R 5 are independently H or methyl at each occurrence;
The 6,5 ring system is connected to the (CR 4 R 5 ) 2 moiety at the 3-position of the 6,5 ring system;
R 6 is independently at each occurrence methyl or methoxy;
R 7 is at the 6- or 7-position of the 6,5 ring system to which it is attached and is selected from H, O(CH 2 ) p R 13 , thienyl, phenyl, trifluoromethylphenyl or di-(trifluoromethyl) phenyl;
X is OCH 2 ;
p is 0 or 1;
R 13 is hydrogen, CO 2 R 16 , CONH 2 , phenyl, or pyridyl substituted once with —CONH 2 ;
R 16 is H or C 1 –C 6 alkyl: or a pharmaceutical salt thereof.
2. The compound of claim 1 of the formula:
or a pharmaceutical salt thereof.
3. The compound of claim 1 of the formula:
or a pharmaceutical salt thereof; provided that only one D can be nitrogen.
4. The compound of claim 1 of the formula:
or a pharmaceutical salt thereof.
5. The compound of claim 1 which is selected from:
or a pharmaceutical salt thereof.
6. The compound of claim 1 which is the hydrochloride or trifluoroacetate salt.