IP Library › Granted Patent US 12,397,518
Granted Patent B2
US 12,397,518 · App. 17/729,008 · Granted Aug 26, 2025

WS12-releasing contact lens

Inventors: Erwin C. Si (Alameda, CA); Victoria Rogers (Pleasanton, CA); Nancy J. Keir (Pleasanton, CA); Subam Basuthkar Sundar Rao (San Ramon, CA); Arthur Bradley (Bloomington, IN)
Assignee: COOPERVISION INTERNATIONAL LIMITED
B29D11/00076B29D11/00096C08J3/075G02B1/043G02C7/049
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Quick Facts
Patent No.
US 12,397,518
App. No.
17/729,008
Granted
Aug 26, 2025
Kind
B2
Abstract

A WS12-releasing contact lens is described as well as method of manufacturing the same. The WS12-releasing contact lens comprises a polymeric lens body and WS12 releasably adhered to the polymeric lens body, and releases from 0.05 μg to 0.5 μg WS12 after 1 hour in a release media or when worn by a human subject. The WS12-releasing contact lens can be comfortably worn by a symptomatic contact lens wearer and can increase the duration of comfortable lens wearing time and/or reduce lens awareness events and/or reduce contact lens dryness in a symptomatic contact lens wearer.

Claims (32)

1. An unworn sterile hydrogel contact lens immersed in a packaging solution and sealed in a package, said contact lens comprising:

(a) a polymeric lens body; and

(b) an amount of N-(4-Methoxyphenyl)-5-methyl-2-(1-methylethyl)cyclohexanecarboxamide releasably adhered to the polymeric lens body.

2. The contact lens of claim 1 having an in vitro release profile of 0.05 μg to 0.5 μg N-(4-Methoxyphenyl)-5-methyl-2-(1-methylethyl)cyclohexanecarboxamide after 1 hour in a release media consisting of 25 vol. % EtOH in PBS.

3. The contact lens of claim 1 , wherein the polymeric lens body is a reaction product of a polymerizable composition comprising at least one siloxane monomer and at least one hydrophilic monomer or at least one hydrophilic polymer or both at least one hydrophilic monomer and at least one hydrophilic polymer.

4. The contact lens of claim 1 , wherein the amount of N-(4-Methoxyphenyl)-5-methyl-2-(1-methylethyl)cyclohexanecarboxamide releasably adhered to the polymeric lens body is from about 0.25 μg to 10.0 μg.

5. The contact lens of claim 1 , wherein the amount of N-(4-Methoxyphenyl)-5-methyl-2-(1-methylethyl)cyclohexanecarboxamide releasably adhered to the polymeric lens body is from about 0.50 μg to 5.0 μg.

6. The contact lens of claim 1 , wherein the contact lens sustains release of N-(4-Methoxyphenyl)-5-methyl-2-(1-methylethyl)cyclohexanecarboxamide for at least 6 hours in the release media.

7. The contact lens of claim 1 , wherein the release profile comprises release of 0.05 μg to 0.5 μg N-(4-Methoxyphenyl)-5-methyl-2-(1-methylethyl)cyclohexanecarboxamide per hour for up to 6 hours.

8. The contact lens of claim 1 , wherein the release profile comprises release of 0.1 μg to 0.3 μg N-(4-Methoxyphenyl)-5-methyl-2-(1-methylethyl)cyclohexanecarboxamide per hour for up to 6 hours.

9. The contact lens of claim 1 , wherein the package is autoclaved.

10. The contact lens of claim 1 , wherein the package comprises:

(a) a base member having a cavity that retains the packaging solution; and

(b) a cover that forms a liquid-tight seal with the base member.

11. A contact lens immersed in a packaging solution and sealed in a package, said contact lens is unworn sterile silicone hydrogel contact lens and comprising:

(a) a polymeric lens body; and

(b) an amount of N-(4-Methoxyphenyl)-5-methyl-2-(1-methylethyl)cyclohexanecarboxamide releasably adhered to the polymeric lens body, wherein the contact lens releases from 0.05 μg to 0.50 μg N-(4-Methoxyphenyl)-5-methyl-2-(1-methylethyl)cyclohexanecarboxamide after one hour of wear by a human subject.

12. The contact lens of claim 11 that releases from 0.10 μg to 1.5 μg N-(4-Methoxyphenyl)-5-methyl-2-(1-methylethyl)cyclohexanecarboxamide after three hours of wear by a human subject.

13. The contact lens of claim 11 that releases from 0.25 μg to 2.0 μg N-(4-Methoxyphenyl)-5-methyl-2-(1-methylethyl)cyclohexanecarboxamide after six hours of wear by a human subject.

14. A method for correcting vision of a symptomatic contact lens wearer, said method comprising utilizing the contact lens of claim 1 with the symptomatic contact lens wearer.

15. The method according to claim 14 , wherein said method reduces symptoms of dryness in the contact lens wearer.

16. The method of claim 14 , wherein said method increases comfortable lens wearing time by the symptomatic contact lens wearer.

17. The method according to claim 14 , wherein said method increases tear meniscus height of the symptomatic contact lens wearer.

18. The method according to claim 14 , wherein said method lowers CLDEQ-8 scores in the lens wearer.

19. A method of manufacturing the contact lens of claim 1 , said method comprising:

(a) polymerizing a polymerizable composition in a contact lens mold to obtain the polymeric lens body;

(b) removing the polymeric lens body from said contact lens mold;

(c) extracting the polymeric lens body in an organic solvent comprising from about 5 ppm to about 50 ppm N-(4-Methoxyphenyl)-5-methyl-2-(1-methylethyl)cyclohexanecarboxamide;

(d) hydrating the polymeric lens body in a hydration liquid to obtain a hydrogel contact lens;

(e) sealing said hydrogel contact lens with packaging solution in a package; and

(f) autoclaving said package.

20. A kit comprising at least two N-(4-Methoxyphenyl)-5-methyl-2-(1-methylethyl)cyclohexanecarboxamide releasing contact lenses, wherein a first contact lens comprises a first polymeric lens body and a first amount of N-(4-Methoxyphenyl)-5-methyl-2-(1-methylethyl)cyclohexanecarboxamide releasably adhered to the first polymeric lens body, and a second contact lens comprising a second polymeric lens body and a second amount of N-(4-Methoxyphenyl)-5-methyl-2-(1-methylethyl)cyclohexanecarboxamide releasably adhered to the second polymeric lens body, wherein the second amount is greater than the first amount, and wherein the first polymeric lens body and the second polymeric lens body comprise the same material.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 14, 2022
From: SI, ERWIN C.; ROGERS, VICTORIA; KEIR, NANCY J.; BASUTHKAR SUNDAR RAO, SUBAM; BRADLEY, ARTHUR
To: COOPERVISION, INC.
Reel/Frame 061092/0284 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 14, 2022
From: COOPERVISION, INC.
To: COOPERVISION INTERNATIONAL LIMITED
Reel/Frame 061092/0346 →
Continuity (2)
Provisional Application 63181268 · Apr 29, 2021
Related Publication 20220350163A1 · Nov 3, 2022
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