Calcium channel agonists
Embodiments of calcium channel agonists, as well as methods of making and using the calcium channel agonists, are disclosed. The disclosed calcium channel agonists and corresponding salt forms have a structure according to general formula I: wherein each bond depicted as “ ” is a single bond or a double bond as needed to satisfy valence requirements; Z 1 , Z 2 , Z 3 , Z 4 , and Z 5 independently are nitrogen or carbon; R 1 and R 3 are alkyl; R 2 is alkyl, aryl, heteroaryl, arylalkyl, or heteroarylalkyl; and R 4 is alkyl or hydroxyalkyl.
1. A compound having a structure according to formula I or a pharmaceutically acceptable salt thereof:
wherein each bond depicted as “------” is a single bond or a double bond as needed to satisfy valence requirements;
Z 1 , Z 2 , Z 3 , Z 4 , and Z 5 independently are nitrogen or carbon;
R 1 and R 3 are alkyl;
R 2 is substituted or unsubstituted thiophenyl methyl; and
R 4 is alkyl or hydroxyalkyl.
2. The compound of claim 1 , wherein two of Z 1 , Z 2 , Z 3 , Z 4 , and Z 5 are nitrogen.
3. The compound of claim 1 , wherein Z 1 and Z 3 are nitrogen, and Z 2 , Z 4 , and Z 5 are carbon.
4. The compound of claim 1 , wherein R 3 is ethyl.
5. The compound of claim 1 , wherein R 4 is —CH 2 OH.
6. The compound of claim 1 , wherein R 1 is n-alkyl.
7. The compound of claim 1 , wherein R 1 is C 1 -C 3 alkyl.
8. The compound of claim 7 where R 1 is n-propyl.
9. The compound of claim 1 , wherein the structure is:
10. A pharmaceutical composition comprising:
at least one compound according to claim 1 , or a pharmaceutically acceptable salt thereof; and
at least one pharmaceutically acceptable additive.
11. The compound of claim 1 , wherein Z 3 and Z 4 are nitrogen, and Z 1 , Z 2 and Z 5 are carbon.
12. The compound of claim 1 , wherein R 2 is:
13. The compound of claim 2 , wherein R 2 is:
14. The compound of claim 3 , wherein R 2 is:
15. The compound of claim 1 , wherein R 1 is substituted alkyl.
16. The compound of claim 3 , wherein R 1 is substituted alkyl.
17. The compound of claim 14 , wherein R 1 is substituted alkyl.
18. The compound of claim 1 , wherein R 1 is cyclic alkyl.
19. The compound of claim 14 , wherein R 1 is cyclic alkyl.
20. The compound of claim 11 , wherein R 1 is substituted alkyl.
21. The compound of claim 1 , wherein Z 1 , Z 2 and Z 3 are nitrogen, and Z 4 and Z 5 are carbon.
22. The compound of claim 21 , wherein R 1 is substituted alkyl.