IP Library Granted Patent US 9,421,297
Granted Patent B2
US 9,421,297 · App. 14/243,203 · Granted Aug 23, 2016

Sterilized compositions of cyanoacrylate monomers and naphthoquinone 2,3-oxides

Inventors: Sheng Zhang (Hickory, NC); Rafael Ruiz, Sr. (Hudson, NC); Shannon Phelps (Lenoir, NC)
Assignee: Adhezion Biomedical, LLC
A61L24/0015A61L24/0021A61L24/02A61L24/06A61L2300/428
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Quick Facts
Patent No.
US 9,421,297
App. No.
14/243,203
Granted
Aug 23, 2016
Kind
B2
Abstract

Sterilized wound healing compositions comprise stabilized cyanoacrylate monomers homogenously mixed together with a naphthoquinone 2,3-oxide, including vitamin K oxides. The compositions are sterilized by irradiation, and the sterilized compositions are shelf stable such that their viscosity does not substantially increase following at least two years of shelf storage. The compositions may be used for closure of open wounds, and the compositions enhance the rate of wound healing relative to wounds not closed with the compositions.

Claims (16)

1. A sterilized cyanoacrylate composition, comprising monomeric 2-octyl cyanoacrylate, about 5,000 ppm to about 16,000 ppm of butylated hydroxyl anisole, about 20 ppm to about 150 ppm of sulfur dioxide, about 1% by weight of Vitamin K1 oxide, and optionally about 10 ppm to about 6000 ppm of 18-crown-6 crown ether, wherein the composition is sterilized by irradiation, and the composition does not cure upon irradiation and for at least two years of shelf storage thereafter.

2. The sterilized cyanoacrylate composition of claim 1 , wherein the composition comprises about 7,000 ppm to about 16,000 ppm of butylated hydroxyl anisole.

3. The sterilized cyanoacrylate composition of claim 1 , wherein the composition further comprises a plasticizing agent.

4. The sterilized cyanoacrylate composition of claim 1 , wherein the composition further comprises a thickening agent.

5. The sterilized cyanoacrylate composition of claim 1 , wherein the irradiation comprises electron-beam, gamma, x-ray, or microwave irradiation.

6. A kit, comprising the composition of claim 1 , a container, and instructions for using the composition in a method for closing a wound on a subject or instructions for using the composition in a method for securing a catheter inserted into the skin of a subject, wherein the container optionally comprises an applicator.

7. The kit of claim 6 , wherein the container comprises an ampoule containing the composition.

8. The sterilized cyanoacrylate composition of claim 1 , wherein the irradiation comprises gamma irradiation.

9. A sterilized cyanoacrylate composition, comprising monomeric 2-octyl cyanoacrylate, about 5,000 ppm to about 16,000 ppm of butylated hydroxyl anisole, about 20 ppm to about 150 ppm of sulfur dioxide, about 0.5% by weight of Vitamin K1 oxide, and optionally about 10 ppm to about 6000 ppm of 18-crown-6 crown ether, wherein the composition is sterilized by irradiation, and the composition does not cure upon irradiation and for at least two years of shelf storage thereafter.

10. The sterilized cyanoacrylate composition of claim 9 , wherein the composition comprises about 7,000 ppm to about 16,000 ppm of butylated hydroxyl anisole.

11. The sterilized cyanoacrylate composition of claim 9 , wherein the composition further comprises a plasticizing agent.

12. The sterilized cyanoacrylate composition of claim 9 , wherein the composition further comprises a thickening agent.

13. The sterilized cyanoacrylate composition of claim 9 , wherein the irradiation comprises electron-beam, gamma, x-ray, or microwave irradiation.

14. The sterilized cyanoacrylate composition of claim 9 , wherein the irradiation comprises gamma irradiation.

15. A kit, comprising the composition of claim 9 , a container, and instructions for using the composition in a method for closing a wound on a subject or instructions for using the composition in a method for securing a catheter inserted into the skin of a subject, wherein the container optionally comprises an applicator.

16. The kit of claim 15 , wherein the container comprises an ampoule containing the composition.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 22, 2014
From: ZHANG, SHENG; RUIZ, RAFAEL, SR.; PHELPS, SHANNON
To: ADHEZION BIOMEDICAL, LLC
Reel/Frame 032727/0445 →
Continuity (1)
Related Publication 20150283290A1 · Oct 8, 2015