Granted Patent
B2
US 12,264,170 · App. 18/642,608 · Granted Apr 1, 2025
Antimicrobial organosilanes
Inventors:
Gary Allred (Wake Forest, NC); Lanny Liebeskind (Atlanta, GA); William R. Cast (Fort Wayne, IN); Carl Hilliard (Henderson, NV)
Assignee:
TOPIKOS SCIENTIFIC, INC.
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Abstract
Organosilicon quaternary ammonium compounds, their formulations, including powdered and solid formulations, and methods of use to treat infections in humans and animals.
Claims (33)
1. A quaternary ammonium compound of Formula:
or pharmaceutically acceptable salt thereof,
wherein
a is 3 or 4;
R 1 is C 6 -C 22 alkyl;
R 2 , R 3 , and R 4 are
X 3 is OH or CH 2 OR 7 ;
R 10 , R 11 , and R 12 are independently selected from the group consisting of hydrogen, CH 2 OR 7 , C 1 -C 8 alkyl, and C 1 -C 8 hydroxyalkyl;
R 13 is selected from the group consisting of CH 2 OR 7 , C 1 -C 8 alkyl, and C 1 -C 8 hydroxyalkyl;
R 7 is independently at each occurrence selected from the group consisting of hydrogen and C 1 -C 8 alkyl;
each R 16 is C 1 -C 4 alkyl;
R 17 is hydrogen or C 1 -C 8 hydroxyalkyl;
X − is a methane sulfonate anion.
2. The quaternary ammonium compound of claim 1 , wherein X 3 is OH.
3. The quaternary ammonium compound of claim 2 , wherein R 1 is octadecyl and each R 16 is CH 3 .
4. The quaternary ammonium compound of claim 3 , wherein R 10 and R 11 are H.
5. The quaternary ammonium compound of claim 4 , wherein R 12 is H.
6. The quaternary ammonium compound of claim 5 , wherein R 13 is C 1 -C 8 alkyl.
7. The quaternary ammonium compound of claim 5 , wherein R 13 is CH 3 .
8. The quaternary ammonium compound of claim 7 , wherein a is 4.
9. The quaternary ammonium compound of claim 1 , wherein R 13 is C 1 -C 8 alkyl.
10. The quaternary ammonium compound of claim 9 , wherein R 12 is H.
11. The quaternary ammonium compound of claim 10 , wherein R 10 and R 11 are H.
12. The quaternary ammonium compound of claim 11 , wherein R 1 is octadecyl and each R 16 is CH 3 .
13. The quaternary ammonium compound of claim 12 , wherein R 13 is CH 3 .
14. The quaternary ammonium compound of claim 11 , wherein X 3 is OH.
15. The quaternary ammonium compound of claim 1 of formula:
wherein X − is a methane sulfonate anion.
16. An antimicrobial composition comprising a quaternary ammonium compound of claim 1 and a pharmaceutically acceptable carrier.
17. The antimicrobial composition according to claim 16 , wherein the pharmaceutically acceptable carrier is selected from the group consisting of alcohol, aqueous solution, and glycerin solution.
18. The antimicrobial composition according to claim 16 , wherein the pharmaceutically acceptable carrier is an aqueous solution.
19. The antimicrobial composition of claim 16 , wherein the composition is suitable for topical delivery.
20. An antimicrobial composition comprising a quaternary ammonium compound of claim 3 and a pharmaceutically acceptable carrier.
Assignments (4)
CHANGE OF NAME
Recorded Sep 10, 2024
From: TOPIKOS PHARMACEUTICALS, INC.
To: TOPIKOS SCIENTIFIC, INC.
Reel/Frame 068922/0737 →
ASSIGNMENT OF ASSIGNOR'S INTEREST
Recorded May 6, 2024
From: LIEBESKIND, LANNY; CAST, WILLIAM R.; HILLIARD, CARL
To: TOPIKOS SCIENTIFIC, INC.
Reel/Frame 067326/0019 →
ASSIGNMENT OF ASSIGNOR'S INTEREST
Recorded May 6, 2024
From: ALLRED, GARY
To: SYNTHONIX, INC.
Reel/Frame 067326/0046 →
ASSIGNMENT OF ASSIGNOR'S INTEREST
Recorded May 6, 2024
From: SYNTHONIX, INC.
To: TOPIKOS SCIENTIFIC, INC.
Reel/Frame 067326/0051 →
Continuity (6)
Continuation
PCTUS2020056392
· Oct 19, 2020
Provisional Application
63014535
· Apr 23, 2020
Provisional Application
62923372
· Oct 18, 2019
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