ORGANOSILANES FOR THE TREATMENT OF INFECTIONS
Organosilicon quaternary ammonium compounds, their formulations, including lyophilized solid formulations, and methods of use to treat infections in humans and animals.
1 . A quaternary ammonium compound of Formula:
wherein the quaternary amine has a balancing pharmaceutically acceptable anion;
wherein
m is 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, or 17;
n is 0, 1, or 2;
o is 1 or 2;
Q is —CR 4 R 4 —;
R 1 is hydrogen or ethyl;
R 4 is independently at each occurrence selected from hydrogen, C 1-3 alkyl, C 2-4 alkenyl, C 2-4 alkynyl, halogen, and haloC 1-3 alkyl;
R 5 is hydrogen;
R 6 is independently at each occurrence selected from hydrogen, hydroxy, and C 1 -C 6 alkoxy; and
R 7 and R 8 are independently at each occurrence selected from C 1 -C 6 alkyl.
2 . The quaternary ammonium compound of claim 1 , wherein at least two R 4 substituents are hydrogen.
3 . The quaternary ammonium compound of claim 1 , wherein the balancing anion is selected from the group consisting of chloride, fluoride, iodide, bromide, hydroxide, chlorite, chlorate, formate, acetate, lactate, benzoate, and salicylate anion.
4 . The quaternary ammonium compound of claim 1 , wherein the compound is a zwitterion.
5 . The quaternary ammonium compound of claim 1 , wherein the compound is selected from the group consisting of:
6 . The quaternary ammonium compound of claim 1 , wherein the compound is:
7 . The quaternary ammonium compound of claim 1 , wherein the compound is:
8 . The quaternary ammonium compound of claim 1 , wherein the compound is a lyophilized powder.
9 . A pharmaceutical composition comprising a compound of claim 1 and a pharmaceutically acceptable excipient.
10 . The pharmaceutical composition of claim 9 , wherein the composition is suitable for topical delivery.
11 . The pharmaceutical composition of claim 10 , wherein the composition is in the form of a liquid, cream, gel, spray, foam, wipe, powder, paste, or solid.