# US 10,245,324 B2 · Ophthalmic composition

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- Number: US 10,245,324 B2
- Document ID: US10245324B2
- Status: Granted
- Kind: B2
- Application number: 14/922,504
- Filed: 2015-10-26
- Published: 2017-04-27
- Granted: 2019-04-02
- Earliest claimed: 2014-10-31
- Assignees: Johnson & Johnson Consumer Inc.
- Applicants: Johnson & Johnson Consumer Inc.
- Inventors: Mingqi Bai; Kenneth T. Holeva
- Web page: https://patentgrep.com/patent/US10245324B2

## CPC

- A61K 47/12: Carboxylic acids; Salts or anhydrides thereof
- A61K 9/0048: {Eye, e.g. artificial tears}
- A61K 9/08: Solutions {(composition of solutions A61K47/00)}
- A61K 31/715: Polysaccharides, i.e. having more than five saccharide radicals attached to each other by glycosidic linkages; Derivatives thereof, e.g. ethers, esters
- A61K 31/717: Celluloses
- A61K 31/728: Hyaluronic acid
- A61K 31/77: of oxiranes
- A61K 31/78: of acrylic acid or derivatives thereof
- A61K 31/785: Polymers containing nitrogen
- A61K 47/32: Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds, e.g. carbomers {, poly(meth)acrylates, or polyvinyl pyrrolidone}
- A61K 47/34: Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyesters, polyamino acids, polysiloxanes, polyphosphazines, copolymers of polyalkylene glycol or poloxamers (A61K47/10 takes precedence)
- A61K 47/36: Polysaccharides; Derivatives thereof, e.g. gums, starch, alginate, dextrin, hyaluronic acid, chitosan, inulin, agar or pectin
- A61P 27/02: Ophthalmic agents
- A61P 27/04: Artificial tears; Irrigation solutions
- A61K: PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES (devices or methods specially adapted for bringing pharmaceutical products into particular physical or administering forms A61J3/00; chemical aspects of, or use of materials for deodorisation of air, for disinfection or sterilisation, or for bandages, dressings, absorbent pads or surgical articles A61L; soap compositions C11D)
- A61P: SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS

## Abstract

The present invention relates to ophthalmic compositions for treatment of conditions in the eye. More specifically, the present invention relates to ophthalmic compositions comprising a polyquaternium compound and an anionic polymer. Methods for reducing and/or preventing the incompatibility of polyquaternium compounds with anionic polymers are also disclosed.

## Claims

### Claim 1

An eye care composition comprising:
a. from about 10 ppm to about 1000 ppm of a polyquaternium compound having a weight average molecular weight of from about 150 to about 15,000 Daltons;
b. from about 0.001% to about 0.5% of an anionic polymer having a weight average molecular weight of from about 250 to about 4,000,000 Daltons; and
c. an effective amount of an organic acid, salts thereof or mixtures thereof, to achieve complete association of the organic acid with the polyquaternium compound such that the organic acid binds with the polyquaternium compound at at least a 1:1 molar ratio;
wherein the composition is substantially free of cationic oligomer compounds and precipitation inhibiting compounds and wherein the composition is in the form of an eye-drop solution, an eye wash solution, or a solution, spray or mist for lubricating or rewetting a contact lens.

### Claim 2 (depends on 1)

The composition of claim 1 wherein the polyquaternium compound has weight average molecular weight of from about 200 to about 13,500 Daltons.

### Claim 3 (depends on 2)

The composition of claim 2 wherein the polyquaternium compound is selected from the group consisting of polyquatemium-1, polyquaternium-10, polyquaternium-42 or mixtures thereof.

### Claim 4 (depends on 3)

The composition of claim 3 wherein the polyquaternium compound is polyquaternium-42.

### Claim 5 (depends on 1)

The compositions of claim 1 wherein the anionic polymer has a weight average molecular weight of from about from about 100,000 to about 3,000,000 Daltons.

### Claim 6 (depends on 5)

The composition of claim 5 wherein the anionic polymer is selected from the group consisting of alginates; carageenans; carbomers, high molecular weight, non-linear polyacrylic acid cross-linked with polyalkenyl polyethers; sodium carboxymethylcellulose; internally cross-linked sodium carboxymethylcelluloses; gellan gum; hyaluronic acid; pectin; xanthan gum; alkylvinyl ether/maleic anhydride copolymer; and mixtures of thereof.

### Claim 7 (depends on 6)

The composition of claim 6 wherein the anionic polymer is selected from the group consisting of hyaluronic acid, gellan gum, alkylvinyl ether/maleic anhydride copolymer and mixtures thereof.

### Claim 8 (depends on 7)

The composition of claim 7 wherein the anionic polymer is hyaluronic acid.

### Claim 9 (depends on 7)

The composition of claim 7 wherein the anionic polymer is gellan gum.

### Claim 10 (depends on 7)

The composition of claim 7 wherein the anionic polymer is an alkyl vinyl ether/maleic anhydride copolymer.

### Claim 11 (depends on 10)

The composition of claim 10 wherein the anionic polymer is a free acid of alkyl vinyl ether/maleic anhydride copolymer.

### Claim 12 (depends on 1)

The composition of claim 1 wherein the organic acid is selected from the group consisting of carboxylic acids, dicarboxylic acids, tricarboxylic acids and mixtures thereof.

### Claim 13 (depends on 12)

The composition of claim 12 wherein the organic acid is a carboxylic acid.

### Claim 14 (depends on 13)

The composition of claim 13 wherein the carboxylic acid is selected from the group consisting of formic acid, acetic acid, propionic acid, salts thereof, and mixtures thereof.

### Claim 15 (depends on 12)

The composition of claim 12 wherein the organic acid is a dicarboxylic acid.

### Claim 16 (depends on 15)

The composition of claim 15 wherein the dicarboxylic acid is selected from the group consisting of glutaric acid, maleic acid, tartaric acid, salts thereof, and mixtures thereof.

### Claim 17 (depends on 16)

The composition of claim 16 wherein the dicarboxylic acid is tartaric acid.

### Claim 18 (depends on 12)

The composition of claim 12 wherein the organic acid is a tricarboxylic acid.

### Claim 19 (depends on 18)

The composition of claim 18 wherein the tricarboxylic acid is selected from the group consisting of citric acid, isocitric acid, aconitic acid, trimesic acid, propane-1,2,3-tricarboxylic acid and mixtures thereof.

### Claim 20 (depends on 19)

The composition of claim 19 wherein the tricarboxylic acid is citric acid.

### Claim 21

A method of reducing the precipitation of a polyquaternium compound and an anionic polymer in an eye composition comprising such compounds, comprising the steps of:
i) providing from about 0.001% to about 0.5% of an anionic polymer having a weight average molecular weight of from about 250 to about 4,000,000 Daltons;
ii) adding an effective amount of an organic acid, salts thereof or mixtures thereof, to achieve complete association of the organic acid with the polyquaternium compound such that the organic acid binds with the polyquaternium compound at at least a 1:1 molar ratio; and
iii) adding from about 10 ppm to about 1000 ppm of a polyquaternium compound having a weight average molecular weight of from about 150 to about 15,000 Daltons;
wherein the composition is substantially free of cationic oligomer compounds and precipitation inhibiting compounds and wherein the composition is in the form of an eye-drop solution, an eye wash solution, or a solution, spray or mist for lubricating or rewetting a contact lens.
