IP Library Granted Patent US 12,134,628
Granted Patent B2
US 12,134,628 · App. 17/723,168 · Granted Nov 5, 2024

Antimicrobial organosilanes

Inventors: Gary Allred (Wake Forest, NC); Lanny Liebeskind (Atlanta, GA); William R. Cast (Fort Wayne, IN); Carl Hilliard (San Diego, CA)
C07F7/1896
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Quick Facts
Patent No.
US 12,134,628
App. No.
17/723,168
Granted
Nov 5, 2024
Kind
B2
Abstract

Organosilicon quaternary ammonium compounds, their formulations, including powdered and solid formulations, and methods of use to treat infections in humans and animals.

Claims (32)

1. A quaternary ammonium compound of Formula:

wherein

a is 1, 2, 3, 4, 5, 6, 7, or 8;

R 1 is independently at each occurrence selected from the group consisting of C 6 -C 22 alkyl and C 6 -C 22 alkanoyl;

R 14 , R 15 , R 34 , and R 35 are

R 16 is independently at each occurrence selected from the group consisting of C 1 -C 4 alkyl and C 1 -C 4 haloalkyl;

each R 21 is independently selected from the group consisting of C 1 -C 22 alkyl and C 2 -C 22 alkanoyl; each of which R 21 is optionally substituted with 1, 2, or 3, substituents independently selected from the group consisting of C 1 -C 6 alkyl and halogen; and

X − is an anion.

2. The quaternary ammonium compound of claim 1 , wherein X − is selected from the group consisting of chloride, fluoride, iodide, bromide, hydroxide, chlorite, chlorate, hydroxide, formate, acetate, lactate, benzoate, methane sulfonate, and salicylate anion.

3. The quaternary ammonium compound of claim 1 , wherein a is 2, 3, or 4.

4. The quaternary ammonium compound of claim 3 , wherein R 1 is C 6 -C 18 alkyl.

5. The quaternary ammonium compound of claim 1 , wherein the compound is

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

9. An antimicrobial composition comprising a quaternary ammonium compound of claim 1 and a carrier.

10. The antimicrobial composition of claim 9 , wherein the carrier is an alcohol, aqueous or glycerin solution.

11. The antimicrobial composition of claim 10 , wherein the composition is suitable for surface disinfection.

12. The antimicrobial composition of claim 9 , wherein the quaternary ammonium compound is

13. The antimicrobial composition of claim 9 , wherein the quaternary ammonium compound is

14. The quaternary ammonium compound of claim 1 of formula

wherein X − is selected from the group consisting of chloride, fluoride, iodide, bromide, hydroxide, chlorite, chlorate, hydroxide, formate, acetate, lactate, benzoate, methane sulfonate, and salicylate anion.

15. The quaternary ammonium compound of claim 14 , wherein a is 2, 3, or 4.

16. The quaternary ammonium compound of claim 15 , wherein one of R 21 substituents is C 6 -C 18 alkyl.

17. The quaternary ammonium compound of claim 1 , wherein the compound is

wherein X − is methane sulfonate.

18. The quaternary ammonium compound of claim 1 , wherein the compound is

wherein X − is methane sulfonate.

19. The antimicrobial composition of claim 9 , wherein the quaternary ammonium compound is

wherein X − is methane sulfonate.

20. The antimicrobial composition of claim 9 , wherein the quaternary ammonium compound is

wherein X − is methane sulfonate.

Assignments (4)
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 →
CHANGE OF NAME Recorded Mar 28, 2023
From: TOPIKOS PHARMACEUTICALS, INC.
To: TOPIKOS SCIENTIFIC, INC.
Reel/Frame 063185/0928 →
Continuity (4)
Continuation PCTUS2020056392 · Oct 19, 2020
Provisional Application 63014535 · Apr 23, 2020
Provisional Application 62923372 · Oct 18, 2019
Related Publication 20230079298A1 · Mar 16, 2023