OPHTHALMIC COMPOSITIONS WITH AN AMPHOTERIC SURFACTANT AND HYALURONIC ACID

• US 20090196846A1
• Filed: 09/03/2008
• 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: Venkatesh, Srini, Xia, Erning, Burke, Susan E., Barniak, Vicki
• Granted Patent: US 8,119,112 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: A61P 27/02 Ophthalmic agents
• CPC Class Codes: A61P 27/04 Artificial tears; Irrigation solutions
• 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 3/227 with nitrogen-containing groups
• CPC Class Codes: C11D 3/26 containing nitrogen C11D3/162, C11D3/164, C11D3/166, C11D3/168 take precedence
• CPC Class Codes: C11D 3/48 : Medical, disinfecting agents, disinfecting, antibacterial, germicidal or antimicrobial compositions

Abstract

Ophthalmic compositions that comprise 0.1 ppm to 10 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 0.15 wt. % of hyaluronic acid; and 0.01 wt. % to 1.0 wt. % of an amphoteric surfactant of general formula I

• • wherein R¹ is R or —(CH₂)_n—NHC(O)R, wherein R is a C₈-C₁₆alkyl optionally substituted with hydroxyl and n is 2, 3 or 4; R² and R³ are each independently selected from methyl, ethyl, propyl or iso-propyl; and R⁴ is a C₂-C₈alkylene optionally substituted with hydroxyl. 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 10 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 0.15 wt. % of hyaluronic acid; and

0.01 wt. % to 1.0 wt. % of an amphoteric surfactant of general formula I

wherein R¹ is R or —

(CH₂)_n—

NHC(O)R, wherein R is a C₈-C₁₆alkyl optionally substituted with hydroxyl and n is 2, 3 or 4;

R² and R³ are each independently selected from methyl, ethyl, propyl or iso-propyl; and

R⁴ is a C₂-C₈alkylene optionally substituted with hydroxyl.

2. The composition of claim 1 wherein the hyaluronic acid is present from 0.005 wt. % to 0.02 wt. %, and the cationic, antimicrobial component is poly(hexamethylene biguanide, which is present from 0.5 ppm to 2.0 ppm.

3. The composition of claim 1 wherein R¹ is R;

R² and R³ are each methyl; and

R⁴ is a C₂-C₄alkylene.

4. The composition of claim 2 further 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 3 ppm.

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

6. The composition of claim 4 further comprising citrate, citric acid or a mixture thereof.

7. The composition of claim 4 further comprising propylene glycol, hydroxypropyl guar or myristamidopropyl dimethylamine.

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

9. The ophthalmic composition of claim 3 wherein R¹ is a straight, saturated C₁₀alkyl.

13. 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.

15. The method of claim 13 further comprising inserting the cleaned and disinfected contact lens into the eye without rinsing the lens after soaking.

10. 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

wherein R¹ is a C₈-C₁₆alkyl optionally substituted with at least one hydroxyl;

R² and R³ are each methyl; and

R⁴ is a C₂-C₄alkylene optionally substituted with one hydroxyl.

a boric acid/borate buffer;

a nonionic surfactant selected from poloxamer, poloxamine or any combination thereof; and

sodium chloride, potassium chloride or any combination thereof.

11. The ophthalmic composition of claim 10 wherein the nonionic surfactant is poloxamine with an HLB value from 13 to 28.

12. The ophthalmic composition of claim 10 wherein R¹ is a straight, saturated C₁₀alkyl

14. A method of cleaning and disinfecting a contact lens, the method comprising soaking the contact lens in the ophthalmic composition of claim 10 for at least two hours.

16. The method of claim 14 further comprising inserting the cleaned and disinfected contact lens into the eye without rinsing the lens after soaking.