OPHTHALMIC COMPOSITION WITH HYALURONIC ACID

• US 20080311070A1
• Filed: 06/02/2008
• Published: 12/18/2008
• Est. Priority Date: 06/13/2007
• Status: Abandoned Application

• Current Assignee: Bausch & Lomb Incorporated (Bausch Health Cos., Inc.)
• Original Assignee: Bausch & Lomb Incorporated (Bausch Health Cos., Inc.)
• Inventors: Heiler, David J., Venkatesh, Srini, Burke, Susan E.
• Application Number:
  US12/131,549
• Publication Number:
  US 20080311070A1
• Time in Patent Office: Days
• US Class Current: 424/78.04
• CPC Class Codes: A61L 12/142 Polymeric biguanides
• CPC Class Codes: A61P 27/02 Ophthalmic agents
• CPC Class Codes: C11D 1/90 Betaines
• CPC Class Codes: C11D 1/92 Sulfobetaines ; Sulfitobetaines
• CPC Class Codes: C11D 3/0078 Compositions for cleaning contact lenses, spectacles or lenses
• CPC Class Codes: C11D 3/222 Natural or synthetic polysaccharides, e.g. cellulose, starch, gum, alginic acid or cyclodextrin
• CPC Class Codes: C11D 3/227 with nitrogen-containing groups
• CPC Class Codes: C11D 3/3723 Polyamines or polyalkyleneimines
• CPC Class Codes: C11D 3/48 Medical, disinfecting agents, disinfecting, antibacterial, germicidal or antimicrobial compositions

Abstract

An ophthalmic composition comprising a polymeric biguanide composition having less than 18 mol % of terminal amine groups and 55 mol % or greater of terminal guanidine groups as measured by ¹³C NMR, and 0.005 w/v % to 0.04 w/v % hyaluronic acid. Alternatively, the ophthalmic composition comprises a polymeric biguanide composition comprising less than 18 mol % of terminal amine groups and 40 mol % or greater of terminal cyanoguanidino groups as measured by ¹³C NMR, and 0.005 w/v % to 0.04 w/v % hyaluronic acid. The compositions can be used for cleaning, disinfecting or packaging a contact lens.

Claims

1. An ophthalmic composition comprising:

a polymeric biguanide composition comprising less than 18 mol % of terminal amine groups, and 55 mol % or greater of terminal guanidine groups as measured by ¹³C NMR; and

0.005 w/v % to 0.04 w/v % hyaluronic acid.

2. The composition of claim 1 wherein the polymeric biguanide composition comprises less than 15 mol % of terminal amine groups, and 60 mol % or greater of terminal guanidine groups.

3. The composition of claim 2 wherein the polymeric biguanide composition comprises less than 10 mol % of terminal amine groups and 65 mol % or greater of terminal guanidine groups.

4. The composition of claim 1 wherein the weight ratio of hyaluronic acid to the polymeric biguanide composition in the composition is from 55:

1 to 90;

1.

5. The composition of claim 1 further comprising 0.01 wt. % to 0.8 wt. % of an amphoteric surfactant of general formula I

wherein R¹ is R or —

(CH₂)_n—

NHC(O)R, wherein R is a C₈-C₃₀alkyl optionally substituted with hydroxyl and n is 2, 3 or 4;

R² and R³ are each independently selected from the group consisting of hydrogen and C₁-C₄alkyl;

R⁴ is a C₂-C₈alkylene optionally substituted with hydroxyl; and

Y is CO₂⁻

or SO₃⁻

.

6. The composition of claim 1 further comprising 1 ppm to 3 ppm polyquaternium-1.

7. The composition of claim 1 wherein the hyaluronic acid is obtained via a fermentation mixture comprising Streptococcus equi.

8. The composition of claim 4 wherein the hyaluronic acid is present from 0.01 wt. % to 0.025 wt. %.

9. The use of the composition of claim 1 to clean, disinfect or package contact lenses, as a preservative in a pharmaceutical composition that includes a pharmaceutical agent, or as a preservative in a health care product.

16. A method of cleaning, disinfecting or packaging a contact lens comprising contacting said contact lens with the ophthalmic composition of claim 1.

10. An ophthalmic composition comprising:

a polymeric biguanide composition comprising less than 18 mol % of terminal amine groups and 40 mol % or greater of terminal cyanoguanidino groups as measured by ¹³C NMR; and

0.005 w/v % to 0.04 w/v % hyaluronic acid, wherein the weight ratio of hyaluronic acid to the polymeric biguanide composition in the composition is from 55;

1 to 90;

1; and

an amphoteric surfactant of general formula I

wherein R¹ is R or —

(CH₂)_n—

NHC(O)R, wherein R is a C₈-C₃₀alkyl optionally substituted with hydroxyl and n is 2, 3 or 4;

R₂ and R₃ are each independently selected from the group consisting of hydrogen and C₁-C₄alkyl;

R⁴ is a C₂-C₈alkylene optionally substituted with hydroxyl; and

Y is CO₂⁻

or SO₃⁻

.

11. The composition of claim 10 wherein the polymeric biguanide composition comprises less than 15 mol % of terminal amine groups and 50 mol % or greater of terminal cyanoguanidino groups.

12. The composition of claim 10 wherein the polymeric biguanide composition comprises from 10 mol % to 30 mol % of terminal guanidine groups.

13. The composition of claim 10 wherein the hyaluronic acid is obtained via a fermentation mixture comprising Streptococcus equi.

14. The composition of claim 10 wherein the hyaluronic acid is present from 0.01 wt. % to 0.025 wt. %.

15. The use of the composition of claim 10 to clean, disinfect or package contact lenses, as a preservative in a pharmaceutical composition that includes a pharmaceutical agent, or as a preservative in a health care product.

17. A method of cleaning, disinfecting or packaging a contact lens comprising contacting said contact lens with the ophthalmic composition of claim 10.