OPTHALMIC COMPOSITIONS WITH AN AMPHOTERIC SURFACTANT AND AN ANIONIC BIOPOLYMER

• US 20090196845A1
• Filed: 01/31/2008
• Published: 08/06/2009
• Est. Priority Date: 01/31/2008
• Status: Active Grant

• Current Assignee: Bausch & Lomb Incorporated (Bausch Health Cos., Inc.)
• Original Assignee: Bausch & Lomb Incorporated (Bausch Health Cos., Inc.)
• Inventors: Xia, Erning, Burke, Susan E., Tyle, Praveen, Barniak, Vicki, Venkastesh, Srini
• Granted Patent: US 9,096,819 B2
• Time in Patent Office: Days
• US Class Current: 424/78.04
• CPC Class Codes: A01N 2300/00 Combinations or mixtures of active ingredients covered by classes A01N27/00 - A01N65/48 with other active or formulation relevant ingredients, e.g. specific carrier materials or surfactants, covered by classes A01N25/00 - A01N65/48
• CPC Class Codes: A01N 25/30 characterised by the surfactants
• CPC Class Codes: A01N 33/12 Quaternary ammonium compounds
• CPC Class Codes: A01N 47/44 Guanidine; Derivatives thereof
• CPC Class Codes: A61K 2300/00 Mixtures or combinations of active ingredients, wherein at least one active ingredient is fully defined in groups A61K31/00 - A61K41/00
• CPC Class Codes: A61K 31/155 Amidines (), e.g. guanidine (H2N—C(=NH)—NH2), isourea (N=C(OH)—NH2), isothiourea (—N=C(SH)—NH2)
• CPC Class Codes: A61K 31/728 Hyaluronic acid
• CPC Class Codes: A61K 45/06 Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
• CPC Class Codes: A61K 9/0048 Eye, e.g. artificial tears
• CPC Class Codes: A61L 12/14 Organic compounds not covered by groups A61L12/10 or A61L12/12
• CPC Class Codes: A61L 12/141 Biguanides, e.g. chlorhexidine
• CPC Class Codes: A61L 12/142 Polymeric biguanides
• CPC Class Codes: A61L 12/143 Quaternary ammonium compounds
• CPC Class Codes: C11D 1/88 Ampholytes; Electroneutral compounds C11D1/002, C11D1/004, C11D1/008 take precedence
• 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 3/26 containing nitrogen C11D3/162, C11D3/164, C11D3/166, C11D3/168 take precedence
• CPC Class Codes: C11D 3/37 Polymers polymeric surface-active agents C11D1/008; polysaccharides C11D3/222
• CPC Class Codes: C11D 3/48 Medical, disinfecting agents, disinfecting, antibacterial, germicidal or antimicrobial compositions

Abstract

Ophthalmic compositions that comprise 0.1 ppm to 50 ppm of a cationic antimicrobial component selected from the group consisting of biguanides, polymeric biguanides, quaternium ammonium compounds and any one mixture thereof; 0.005 wt. % to 2 wt. % of an anionic biopolymer; and 0.01 wt. % to 2 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 C₁-C₄alkyl; R⁴ is a C₂-C₈alkylene optionally substituted with hydroxyl; and Y is CO₂⁻ or SO₃. The invention is also direct to the use of the ophthalmic compositions to clean and disinfect contact lenses, and in particular, soft, silicone hydrogel contact lenses.

Claims

1. An ophthalmic composition comprising:

0.1 ppm to 50 ppm of a cationic antimicrobial component selected from the group consisting of biguanides, polymeric biguanides, quaternium ammonium compounds and any one mixture thereof;

0.005 wt. % to 2 wt. % of an anionic biopolymer; and

0.01 wt. % to 2 wt. % of an amphoteric surfactant of general formula I

2. The composition of claim 1 wherein the anioinic biopolymer is hyaluronic acid, which is present from 0.002 wt. % to 0.04 wt. %, and the cationic, antimicrobial component is poly(hexamethylene biguanide).

3. The composition of claim 2 comprising 0.5 ppm to 2.0 ppm of the poly(hexamethylene biguanide), and 0.01 wt. % to 1 wt. % of the amphoteric surfactant of general formula I.

4. The composition of claim 2 wherein R¹ is R;

R² and R³ are each independently selected from a C₁-C₂alkyl;

R⁴ is a C₂-C₄alkylene and Y is SO₃⁻

.

5. The composition of claim 1 wherein R¹ is —

(CH₂)_n—

NHC(O)R and n is 3 or 4;

R² and R³ are each independently selected from a C₁-C₂alkyl;

R⁴ is a C₂-C₄alkylene and Y is CO₂⁻

.

6. The composition of claim 2 comprising α

-[4-tris(2-hydroxyethyl)-ammonium chloride-2-butenyl]poly[1-dimethyl ammonium chloride-2-butenyl]-ω

-tris(2-hydroxyethyl) ammonium chloride, which is present from 0.5 ppm to 5 ppm.

7. The composition of claim 1 further comprising dexpanthenol, sorbitol, glycolic acid, 2-amino-2-methyl-1,3-propanediol or any mixture thereof.

8. The composition of claim 7 further comprising citrate, citric acid or a mixture thereof.

9. The composition of claim 1 further comprising propylene glycol, hydroxypropyl guar or myristamidopropyl dimethylamine.

10. The composition of claim 1 further comprising 0.01 wt. % to 0.05 wt. % ethylenediaminetetraacetic acid or a corresponding salt thereof.

11. The composition of claim 1 further comprising hydroxypropylmethyl cellulose.

18. A method of cleaning and disinfecting a contact lens, the method comprising soaking the contact lens in the ophthalmic composition of claim 1 for at least two hours.

20. The method of claim 18 further comprising inserting the cleaned and disinfected contact lens into the eye without rinsing the lens after soaking.

22. The method of claim 18 further comprising rinsing the cleaned and disinfected contact lens with the composition of claim 1 prior to inserting the lens into the eye.

12. An ophthalmic composition comprising:

0.5 ppm to 1.8 ppm of poly(hexamethylene biguanide);

0.5 ppm to 2 ppm α

-[4-tris(2-hydroxyethyl)-ammonium chloride-2-butenyl]poly[1-dimethyl ammonium chloride-2-butenyl]-ω

-tris(2-hydroxyethyl) ammonium chloride;

0.002 wt. % to 0.03 wt. % hyaluronic acid; and

0.01 wt. % to 0.8 wt. % of a sulfobetaine of general formula II

13. The composition of claim 12 further comprising citrate, citric acid or a mixture thereof.

14. The composition of claim 12 further comprising propylene glycol, hydroxypropyl guar or myristamidopropyl dimethylamine.

15. The composition of claim 12 further comprising dexpanthenol, sorbitol, glycolic acid, 2-amino-2-methyl-1,3-propanediol, hydroxypropylmethyl cellulose or any one mixture thereof.

19. A method of cleaning and disinfecting a contact lens, the method comprising soaking the contact lens in the ophthalmic composition of claim 12 for at least two hours.

21. The method of claim 19 further comprising inserting the cleaned and disinfected contact lens into the eye without rinsing the lens after soaking.

16. An aqueous contact lens cleaning and disinfecting solution composition comprising:

0.8 ppm to 1.6 ppm of poly(hexamethylene biguanide);

0.5 ppm to 2 ppm α

-[4-tris(2-hydroxyethyl)-ammonium chloride-2-butenyl]poly[1-dimethyl ammonium chloride-2-butenyl]-ω

-tris(2-hydroxyethyl)ammonium chloride;

0.005 wt. % to 0.015 wt. % hyaluronic acid;

0.01 wt. % to 0.6 wt. % of a sulfobetaine of general formula I

17. The ophthalmic composition of claim 16 wherein the nonionic surfactant is poloxamine with an HLB value from 13 to 28.