Ophthalmic Compositions with an Amphoteric Surfactant, Hyaluronic Acid and Polyquaternium-1

• US 20120283333A1
• Filed: 07/20/2012
• Published: 11/08/2012
• Est. Priority Date: 01/31/2008
• Status: Abandoned Application

• Current Assignee: Bausch & Lomb Incorporated (Bausch Health Cos., Inc.)
• Original Assignee: Bausch & Lomb Incorporated (Bausch Health Cos., Inc.)
• Inventors: Xia, Erning, Burke, Susan E., Venkatesh, Srini, Barniak, Vicki L.
• Application Number:
  US13/553,919
• Publication Number:
  US 20120283333A1
• Time in Patent Office: Days
• US Class Current: 514/635
• 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 0.5 ppm to 15 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 0.05 wt. % hyaluronic acid; citrate, citric acid or a mixture thereof; and 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⁻. 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:

0.5 ppm to 15 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 0.05 wt. % hyaluronic acid;

citrate, citric acid or a mixture thereof; and

0.01 wt. % to 0.8 wt. % of an amphoteric surfactant of general formula I

2. The composition of claim 1 wherein the α

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

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

3. The composition of claim 2 further comprising 0.2 ppm to 1.3 ppm of the poly(hexamethylene biguanide).

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

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

7. The composition of claim 1 in accordance with the Stand-Alone Procedure for Disinfecting Products based on the Disinfection Efficacy Testing for Products dated May 1, 1997 of the U.S. Food and Drug Administration, Division of Ophthalmic Devices passes primary criteria over a minimum recommended disinfection period in that that the number of bacteria recovered per mL must be reduced by a mean value of not less than 3.0 logs, and the number of mold and yeast recovered per ml must be reduced by a mean value of not less than 1.0 log within the disinfection period.

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

0.5 ppm to 15 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 0.05 wt. % hyaluronic acid;

citrate, citric acid or a mixture thereof; and

0.01 wt. % to 0.8 wt. % of an amphoteric surfactant of general formula I

9. The composition of claim 8 wherein the α

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

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

10. The composition of claim 9 further comprising 0.2 ppm to 1.3 ppm of the poly(hexamethylene biguanide).

11. The composition of claim 8 wherein R¹ is R;

R² and R³are each independently selected from a C₁-C₂alkyl;

R⁴ is a C₂-C₄alkylene and Y is SO₃⁻

.

12. A method of cleaning and disinfecting a contact lens, the method comprising soaking the contact lens in the ophthalmic composition of claim 8 for at least two hours.