Deuterated O-sulfated beta-lactam hydroxamic acids and deuterated N-sulfated beta-lactams
Provided herein are deuterated O-sulfated beta-lactam hydroxamic acids and deuterated N-sulfated beta-lactams, pharmaceutical compositions thereof and methods of treating infectious disease with deuterated compounds or pharmaceutical compositions thereof.
1. A compound of structural Formula (III):
or a pharmaceutically acceptable salt, hydrate, or solvate thereof, wherein:
each of X and Y is independently selected from —CH 3 and —CD 3 ;
at least one of X and Y is —CD 3 ; and
the level of deuterium enrichment at each position denoted D is at least 50%.
2. The compound of claim 1 , having the structure:
3. The compound of claim 1 , having the structure:
4. The compound of claim 1 , having the structure:
5. A pharmaceutical composition comprising the compound of claim 1 , or a pharmaceutically acceptable salt, hydrate, or solvate thereof, and a pharmaceutically acceptable excipient.
6. The compound of claim 1 , wherein the level of deuterium enrichment at each position denoted D is at least 70%.
7. A pharmaceutical composition comprising the compound of claim 6 , or a pharmaceutically acceptable salt, hydrate, or solvate thereof, and a pharmaceutically acceptable excipient.
8. The compound of claim 1 , wherein the level of deuterium enrichment at each position denoted D is at least 80%.
9. A pharmaceutical composition comprising the compound of claim 8 , or a pharmaceutically acceptable salt, hydrate, or solvate thereof, and a pharmaceutically acceptable excipient.
10. The compound of claim 1 , wherein the level of deuterium enrichment at each position denoted D is at least 90%.
11. A pharmaceutical composition comprising the compound of claim 10 , or a pharmaceutically acceptable salt, hydrate, or solvate thereof, and a pharmaceutically acceptable excipient.
12. The compound of claim 1 , wherein the level of deuterium enrichment at each position denoted D is at least 98%.
13. A pharmaceutical composition comprising the compound of claim 12 , or a pharmaceutically acceptable salt, hydrate, or solvate thereof, and a pharmaceutically acceptable excipient.
14. A compound having the structure:
or a pharmaceutically acceptable salt, hydrate, or solvate thereof, wherein the level of deuterium enrichment at each position denoted D is at least 90%.
15. A pharmaceutical composition comprising the compound of claim 14 , or a pharmaceutically acceptable salt, hydrate, or solvate thereof, and a pharmaceutically acceptable excipient.
16. A compound having the structure:
or a pharmaceutically acceptable salt, hydrate, or solvate thereof, wherein the level of deuterium enrichment at each position denoted D is at least 98%.
17. A pharmaceutical composition comprising the compound of claim 16 , or a pharmaceutically acceptable salt, hydrate, or solvate thereof, and a pharmaceutically acceptable excipient.
18. A pharmaceutical composition comprising the compound of claim 3 , or a pharmaceutically acceptable salt, hydrate, or solvate thereof, and a pharmaceutically acceptable excipient.
19. A pharmaceutical composition comprising the compound of claim 4 , or a pharmaceutically acceptable salt, hydrate, or solvate thereof, and a pharmaceutically acceptable excipient.