Compositions, methods and kits for treating a contact lens

Patent metadata

Field	Value
Publication number	US-11529309-B2
Application number	US-201716096603-A
Country	US
Kind code	B2
Filing date	Apr 28, 2017
Priority date	Apr 29, 2016
Publication date	Dec 20, 2022
Grant date	Dec 20, 2022

Abstract

Provided herein are fluorinated compounds having chemical structures: (I) where n is 0 or greater, or (II) where m and n are 0 or greater, or an amino acid, a soluble polymer, an oligo(ethylene glycol), a poly(ethylene glycol), or a carbohydrate each fluorinated with perfluorocarbons having the chemical structure (III) where n is 0 or greater. These fluorinated compounds are utilized in contact lenses to impart lipid-resistant, protein-resistant and biofouling-resistant properties, thus reducing discomfort and infection caused by contact lens wear without changing its transmission characteristics. Also provided is an ophthalmic drug delivery system comprising at least one of the compounds described above embedded in the contact lens and a kit to incorporate the ophthalmic into a contact lens. Methods for incorporating these compounds onto a contact lens without affecting transparency and for use in treating an ophthalmologic-associated condition are provided.

First claim

What is claimed is:

1. A method for modifying a contact lens to attach drugs to the contact lens, comprising the steps of:
drying the contact lens, wherein the contact lens comprises fluorinated molecules, and wherein the contact lens has at least a 3.7% atomic concentration of fluorinated molecules on surfaces of the contact lens;
incubating the contact lens with at least one fluorinated compound which is the drug for attachment in a medium, wherein the at least one fluorinated compound attaches to the fluorinated molecules in the contact lens through a fluorous interaction to produce a modified contact lens, and wherein the at least one fluorinated compound is
a fluorinated ophthalmic drug compound having the chemical structure:

wherein n is 0 or greater and m is 0 or greater;
and
rinsing the modified contact lens, wherein at least 68 nmol of the at least one fluorinated compound remain attached to the fluorinated molecules in the modified contact lens following rinsing.

2. The method of claim 1 , wherein the medium is a buffer or an organic solvent.

3. The method of claim 2 , wherein said buffer is phosphate buffered saline.

4. The method of claim 1 , wherein the organic solvent is tetrahydrofuran, ethanol or isopropanol.

5. The method of claim 1 , wherein the step of incubating the contact lens is performed for about 4 hours to about 24 hours.

6. The method of claim 1 , wherein the step of incubating the contact lens is performed at about room temperature.

7. The method of claim 1 , wherein said method prevents polymer chain rearrangement of the contact lens.

8. The method of claim 1 , wherein said method maintains transparency of the contact lens.

9. The method of claim 1 , wherein said contact lens is resistant to microbial agents.

Assignees

• Univ Houston System

Inventors

• Qin Guoting
• Cai Chengzhi

Classifications

• C07C271/12

  to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals · CPC title

• C07D215/56

  with oxygen atoms in position 4 · CPC title

• C07C271/14 Primary

  to carbon atoms of hydrocarbon radicals substituted by halogen atoms or by nitro or nitroso groups · CPC title

• A61K31/496

  Non-condensed piperazines containing further heterocyclic rings, e.g. rifampin, thiothixene or sparfloxacin · CPC title

• A61L12/10

  Halogens or compounds thereof · CPC title