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

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 R 1 is R or —(CH 2 ) n -NHC(O)R, wherein R is a C 8 -C 30 alkyl optionally substituted with hydroxyl and n is 2, 3 or 4; R 2 and R 3 are each independently selected from the group consisting of hydrogen and C 1 -C 4 alkyl; R 4 is a C 2 -C 8 alkylene optionally substituted with hydroxyl; and Y is CO 2 − or SO 3 − . 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.

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   
       
         
           
           
               
               
           
         
         wherein R 1  is R or —(CH 2 ) n —NHC(O)R, wherein R is a C 8 -C 30 alkyl optionally substituted with hydroxyl and n is 2, 3 or 4; R 2  and R 3  are each independently selected from the group consisting of hydrogen and C 1 -C 4 alkyl; R 4  is a C 2 -C 8 alkylene optionally substituted with hydroxyl; and Y is CO 2   −  or SO 3   − . 
       
     
     
         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 R 1  is R; R 2  and R 3  are each independently selected from a C 1 -C 2 alkyl; R 4  is a C 2 -C 4 alkylene and Y is SO 3   − . 
     
     
         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   
       
         
           
           
               
               
           
         
         wherein R 1  is R or —(CH 2 ) n —NHC(O)R, wherein R is a C 8 -C 30 alkyl optionally substituted with hydroxyl and n is 2, 3 or 4; R 2  and R 3  are each independently selected from the group consisting of hydrogen and C 1 -C 4 alkyl; R 4  is a C 2 -C 8 alkylene optionally substituted with hydroxyl; and Y is CO 2   −  or SO 3   − , 
         wherein the cleaning and disinfecting solution 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. 
       
     
     
         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 R 1  is R; R 2  and R 3 are each independently selected from a C 1 -C 2 alkyl; R 4  is a C 2 -C 4 alkylene and Y is SO 3   − . 
     
     
         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.