Imidazole derivatives useful for controlling microbial growth
Disclosure is provided for 1,4,5-substituted amino imidazole compounds useful to control microbial growth, compositions including these compounds, devices including these compounds, and methods of using the same.
1. A compound of Formula (I)(a)(i):
wherein:
R 2 is —(CH 2 ) a R 5 , wherein a is 0, and R 5 is:
wherein one of D 1 , D 2 , D 3 , D 4 or D 5 is alkyl or alkenyl, and the others are H;
R 3 is —(CH 2 ) b R 6 , wherein b is 0, and R 6 is phenyl; and
R 4 is C 1 -C 5 alkyl,
or a pharmaceutically acceptable salt thereof.
2. The compound of claim 1 , wherein one of D 1 , D 2 , D 3 , D 4 or D 5 is C 1 -C 15 alkyl, and the others are H.
3. The compound of claim 1 , wherein one of D 1 , D 2 , D 3 , D 4 or D 5 is a C 1 , C 3 , C 5 , C 7 , C 9 or C 11 alkyl, and the others are H.
4. The compound of claim 1 , wherein said compound is:
or a pharmaceutically acceptable salt thereof.
5. The compound of claim 1 , wherein said compound is:
or a pharmaceutically acceptable salt thereof.
6. The compound of claim 1 , wherein said compound is:
or a pharmaceutically acceptable salt thereof.
7. A composition comprising a carrier and an effective amount of the compound of claim 1 .
8. The composition of claim 7 , wherein said composition is an ointment, cream, lotion, paste, gel, foam, spray, aerosol, or oil.
9. A composition comprising the compound of claim 1 covalently coupled to a substrate.
10. A bacterial growth inhibiting coating composition, comprising:
(a) a film-forming resin;
(b) a solvent that disperses said resin;
(c) an effective amount of the compound of claim 1 , wherein said effective amount of said compound inhibits the growth of bacteria thereon; and
(d) optionally, at least one pigment.
11. A substrate coated with the coating composition of claim 10 .
12. A method of reducing microbial growth on a substrate comprising the step of contacting the compound of claim 1 to said substrate in an amount effective to reduce said microbial growth.
13. The method of claim 12 , wherein said microbial growth is Gram-positive bacterial growth.
14. The method of claim 12 , wherein said bacterial growth is Staphylococcus aureus.
15. The method of claim 12 , wherein bacterial growth is methicillin-resistant Staphylococcus aureus (MRSA).
16. A method for treating a bacterial infection in a subject in need thereof, comprising administering to said subject the compound of claim 1 in an amount effective to reduce a bacterial component of said infection.
17. The method of claim 16 , wherein said bacterial component is Gram-positive bacteria.
18. The method of claim 16 , wherein said bacterial component is Staphylococcus aureus.
19. The method of claim 16 , wherein bacterial component is methicillin-resistant Staphylococcus aureus (MRSA).
20. The method of claim 16 , wherein a biocide is administered to said subject in combination with said compound of claim 1 .
21. The method of claim 20 , wherein the compound of claim 1 is administered to said subject in an amount effective to enhance the effects of the biocide.
22. A medical device comprising:
(a) a medical device substrate; and
(b) an effective amount of the compound of claim 1 , either coating the substrate, or incorporated into the substrate, wherein said effective amount of said compound inhibits the growth of bacteria thereon.
23. A compound of Formula (I)(a)(i):
wherein:
R 2 is —(CH 2 ) a R 5 , wherein a is 0 and R 5 is
wherein D 3 is C 3 alkyl, C 5 alkyl or C 7 alkyl, and D 1 , D 2 , D 4 and D 5 are each H;
R 3 is phenyl; and
R 4 is C 1 -C 3 alkyl,
or a pharmaceutically acceptable salt thereof.