CA1158548A - Contact lens disinfecting and preserving solution (polymeric) - Google Patents
Contact lens disinfecting and preserving solution (polymeric)Info
- Publication number
- CA1158548A CA1158548A CA000389946A CA389946A CA1158548A CA 1158548 A CA1158548 A CA 1158548A CA 000389946 A CA000389946 A CA 000389946A CA 389946 A CA389946 A CA 389946A CA 1158548 A CA1158548 A CA 1158548A
- Authority
- CA
- Canada
- Prior art keywords
- weight percent
- composition
- lenses
- amount
- solution
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
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Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N33/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds
- A01N33/02—Amines; Quaternary ammonium compounds
- A01N33/12—Quaternary ammonium compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L12/00—Methods or apparatus for disinfecting or sterilising contact lenses; Accessories therefor
- A61L12/08—Methods or apparatus for disinfecting or sterilising contact lenses; Accessories therefor using chemical substances
- A61L12/14—Organic compounds not covered by groups A61L12/10 or A61L12/12
- A61L12/143—Quaternary ammonium compounds
- A61L12/145—Polymeric quaternary ammonium compounds
Abstract
ABSTRACT
A disinfecting and/or preserving solution for contact lenses is disclosed The disinfecting solu-tion is an aqueous solution containing 0.00001 to 0.1 weight percent of a dimethyldiallylammonium chloride homopolymer having a molecular weight from about 10,000 to about 1,000,000, optionally together with up to ? 5 weight percent of ethylenediaminetetraacetic acid or other enhancers and optional buffers and the like.
A disinfecting and/or preserving solution for contact lenses is disclosed The disinfecting solu-tion is an aqueous solution containing 0.00001 to 0.1 weight percent of a dimethyldiallylammonium chloride homopolymer having a molecular weight from about 10,000 to about 1,000,000, optionally together with up to ? 5 weight percent of ethylenediaminetetraacetic acid or other enhancers and optional buffers and the like.
Description
1:15~ 8 CONTACT LENS DISINFECTING AND
PRESERVING SOLUTION (POLYMERIC?
BACKGROUND
1. Field of the Invention . . . :
This invention relates to the use of dimethyl-diallylammonium chloride homopolymers as the active 10 antimicrobial agent in disinfecting and/or preserving solutiohs for contact lenses.
PRESERVING SOLUTION (POLYMERIC?
BACKGROUND
1. Field of the Invention . . . :
This invention relates to the use of dimethyl-diallylammonium chloride homopolymers as the active 10 antimicrobial agent in disinfecting and/or preserving solutiohs for contact lenses.
2. Description of the Prior Art . _ This invention relates to disinfecting and preserv-ing contact lenses, particularly soft contact lenses.
When the term "soft contact lenses" is used herein, it is generally referrring to those contact lenses which readily flex under small amounts of force and 20 return to their original shape when released from that force. Typically, soft contact lenses are formu-lated from poly(hydroxyethyl methacrylate) which has been, in the preferred formulations, crosslinked with ethylene glycol dimethacrylate. For convenience, this 25 polymer is generally known as PHEMA. Soft contact lenses are also made from silicone polymers typically crosslinked with dimethyl polysiloxane. As is known in the art, conventional hard lenses, which cover only the cornea of the eye, usually consist of poly 30 (methylmethacrylate) crosslinked with ethylene glycol dimethacrylate.
Hard contact lenses do not absorb appreciable amounts of water as do some soft contact lenses and 35 thus the use of harsher disinfecting and cleaning .~ , . ' ., '. '~
: ' ' ' . ~ ~ . ' .: .
' . : :-: . .
. ':
;''' ~ : ' , 11585 ~8 agents does not create a problem in the hard contact lenses cleaning area. However, many hard lens dis- ;
infecting and preserving solutions contain benzalkonium chloride or chlorobutanol which may render the treated lenses hydrophobic, may not be stable in solution or lack compatibility with certain types of hard lenses, e.g., high silicone content. As is generally known, the users of soft contact lenses are warned against using solutions made for hard contact lenses since the materials in the solutions, as mentioned, may be absorbed or even concentrated by the soft contact lenses and may seriously damage the soft contact lenses or the eye of the user.
U.S. 3,288,770, G.B. Butler, discloses water soluble quaternary ammonium polymers including solid polymers of dimethyldiallylammonium chloride. These polymers are mentioned at column 10 as having utility as spinning aids for textile materials, antistatic agents for textile materials, bacteriostatic and fungistatic agents, wet strength improvement ayents for papers and other textile aids, as accelerators for curing rubber and as curing agents for epoxy resins and as stabilization and regulation agents for particle size in suspension polymerization and surface active agents. Thereafter considerable discussion is given to the use of these polymers as flocculating agents.
U.S. 3,539,684, M.F. Hoover, discloses bactericidal effects of various homopolymers and copolymers of fatty quaternary diallylammonium compounds. The use of dimethyldiallylammonium chloride as a comonomer does not reduce the effectiveness of the polymerized fatty quaternary monomer. There is no suggestion or teaching that polymeric dimethyldiallylammonium chloride has 5 ~8 bacterial activity or synergistic effect. The fatty quaternary polymers and copolymers are stated to be use-ful in treating circulating water systems and swimming pools and other bodies of stagnant water to inhibit algae and bacteria.
U.K. patent application 2,027,040A discloses the use of water soluble terpolymers of diallylamine quaternary salts as sterilizing agents for contact lenses. The application teaches that each of the three types of monomers must be present in order to obtain an effec-tive eye care solution. The N-substituents for each class of monomers are respectively (a) low-low, e.g., dimethyl, (B) low-medium, e.g., methyloctyl and (C~
low-higher, e.g., methyllauryl or methylcetyl, in molecular size; B:C being usually 5:1 to 0.333:1 (preferably 2:1 to 1:1) in weight ratio, and species less than 10,000 or preferably 20,000 m.w. usually being removed, have surprisingly effective sterilizing activity, e.g., against Candida while (a) not accumu-lating in soft contact lenses, whereby they can be u~ed as an overnight, non-irritant, aqueous, sterilant solution at concentrations below 0.1 weight percent, e.g., 0.05 or less and (b) not penetrating skin or like membranes whereby aqueous fo~mulations can be used as topical disinfectants without systemic side effects.
SUMMARY OF THE INVENTION
In accordance with this invention, there is pro-vided an aqueous solution for preserving and/or disin-fecting contact lense~ having as the active antimicrobial agent dimethyldiallylammonium chloride homopolymer having a molecular weight from aboutl0,000 to 1,000,000 present ~ llS85 ~8 in an amount from about 0.00001 to about 0.1 weight percent of said composition. Typically the solution will be an isotonic solution and optionally contains enhancing or conditioning agents.
S
DESCRIPTION OF THE PREFERRED EMBODIMENTS
Applicants have discovered that contact lenses can be effectively disinfected and preserved with dilute aqueous solutions of dimethyldiallylammonium chloride homopolymer (hereafter, for convenience, referred to as DMDAAC). More particularly it was found that advantageous results are obtained when the DMDAAC is present in an amount from 0.00001 to 0.1 weight percent.
Preferably the DMDAAC, when used without an enhancer, which is hereinafter described, the concentration is from about 0.0004 to about 0.02 weight percent. When in combination with an enhancer, the DMDAAC antimicro-bial agent of this invention can be present in an amount from about 0.00001 to about 0.1 weight percent and more preferably from 0.0001 to 0.02.
DMDAAC is listed in the CTFA Cosmetic Ingredient Directory, the Cosmetic, Toiletry and Fragrance Association, Washington, DC (2nd Edition) under the heading Quater-nium-40. Another name shown for DMDAAC is Merquat-100, a trademark of Merck & Co., Inc. who offer the polymer for hair and skin applications. In the same directory Quaternium-41 is disclosed as the polymeric quaternary ammonium salt of acrylamide and dimethyldiallylammonium chloride monome~. Quaternium-41, while closely re-lated to DMDAAC, was not found to be effective in the present invention. Quaternium-41 is also suggested ~or skin care products.
i -. ' ' . . ~ ' .. . . . ..
..
.:
8 ~ ~ 8 The antimicrobial effect of DM~AAC can be enhanced or increased by the use of an enhancer. An enhancer can be present in an amount from zero to about 0.5 weight percent and preferably from about 0.0001 to about 0.1 weight percent. Suitable enhancers are selected from the group which includes thimerosal, sorbic acid, phenylmercuric salts (e.g., nitrate, borate, acetate or chloride ), ethylenediaminetetraacetic acid (EDTA) and its salts and mixtures of the foregoing enhancers.
A particularly preferred enhancer is EDTA used in an amount from 0.01 to about 0.2 weight percent.
A typical composition of the present invention may contain, in addition to the active ingredients described earlier, buffers, cleaners, stabilizers and isotonic - agents which aid in making the ophthalmic composition more comfortable to the user. These additional mater-ials must be non-toxic and must not distort the lens.
Suitable buffers include sodium or potassium citrate, citric acid, boric acid, sodium bicarbonate and various mixed phosphate buffers including combinations of Na2HPO4, NaH2PO4 and KH2PO4. Generally, buffers may be used in amounts ranging from about 0.05 to 2.5 and preferably 0.1 to 1.5~ (w/v).
.
Non-ionic surfactants suitable for use as cleaners include neutral polyoxyethylene fatty acid (available under the trade~*~e Myrj 523, polysorbate 80 (trade~
Tween 80j and polyethyleneglycol ether of lauryl alcohol ~trade~ rij 35). These cleaners can be added in amounts ranging from 0.01 to 15 weight percent and pre-ferably about one weight percent.
The treating solution for contact lenses is typically .
.,:
.
`` ll.~S ~13 maintained at an osmotic pressure similar to that of physiological saline, i.e., substantially isotonic, or equivalent to 0.9~ saline, or with suitable agents alone or in combination to render the solution substantially isotonic. Hypotonic solution, e.g., tap water, may cause the lens to adhere tightly to the cornea while hyper-tonic solutions (excess saline) may result in stinging, lacrimation and a red eye.
The method of use of the solution comprises having the wearer of the contact lenses remove the lenses from the eyes. Then the lenses are rubbed with preserved cleaning solution, rinsed with preserved saline solution and placed in a suitable container with a sufficient amount of the composition of the instant invention to cover the lenses. The lenses are allowed to soak pre-ferably for a period of from about 4 hours to about 12 hours at room temperature. The lenses are then removed from the solution, washed with saline solution and then replaced on the eyes.
The following examples are illustrative only and should not be construed as limiting the invention. All parts and percentages leferred to herein are on a weight per volume basis. The saline solution used in the examples is an isotonic, buffered saline solution unless otherwise specified.
EXAMPLE I - Preserved Saline Solution Saline solutions containing the indicated amounts of DMDAAC (Merquat-100 brand) and enhancer are prepared.
The homopolymer has an average molecular weight of 105-106. Each solution is exposed to approximately 1,000,000 microorganisms per ml of the indicated organism.
~, The solution is considered effective if the concentration of Pseudomonas aeruginosa or Staphylococcus aureus is _ reduced to less than 0.1% of the initial concentration within 14 days and Apergillus niger is maintained at its original level. In this example the enhancer used is disodium EDTA. The solutions are evaluated as indicated in Table I below.
TABLE I
SOLUTION
A B
Amount DMDAAC 0.0004 0.002 Amount Enhancer 0.1 0.1 Exposure Results(l) S. aureus ++ ++
P. aeruginosa ++ ++
A niger ++ ++
(l)++ = Effective + = Marginal NE = Not effective EXAMPLE II - Preserved Cleaner A surfactant cleaner for lens cleaning containing 0.1% of a neutral polyoxyethylene fatty acid non-ionic surfactant (sold under the trademark Myrj 52 by Atlas Powder Co.) is used in this comparison. To the cleaner , i8 added the indicated amount of DMDAAC. No enhancer is added to the cleaner. The effectiveness against P.
aeruginosa is determined as in Example I. The solution i8 considered effective against Candida albicans if its concentration remains at or below the initial con-centration of 1,000,000 microorganisms per ml for 14 days. The cleaner is effective.
~ lS8~ ~8 EXAMPLE III - Disinfecting Solution An isotonic disinfecting solution for soft contact lenses is prepared in which the antimicrobial agent is DMDAAC. The solution also contains an enhancing agent when so indicated. The solution is exposed to approxi-mately 1,000,000 microorganisms per ml for six hours.
The solution is considered effective if there is at least a 99.9% reduction of the viable microorganism.
The solutions are prepared and evaluated as indicated in Table II below.
EXAMPLE IV - Disinfectin~ Regimen Two isotonic solutions, one containing 0.02 weight percent DMDAAC a..d the other containing 0.01 weight percent DMDAAC and 0.002 weight percent thimerosal are evaluated in a disinfecting regimen for soft contact lenses. Both solutions are found to be effective since the regimen completely removes from the lenses or kills the six pathogenic challenge organisms recommended by the U.S. Food and Drug Administration.
The foregoing examples and methods have been described 25 in the foregoing specification for the purpose of illustra- ;
tion and not limitation. Many other modifications and ramifications will naturally suggest themselves to those skilled in the art based on this disclosure. These are intended to be comprehended as within the scope of this invention.
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When the term "soft contact lenses" is used herein, it is generally referrring to those contact lenses which readily flex under small amounts of force and 20 return to their original shape when released from that force. Typically, soft contact lenses are formu-lated from poly(hydroxyethyl methacrylate) which has been, in the preferred formulations, crosslinked with ethylene glycol dimethacrylate. For convenience, this 25 polymer is generally known as PHEMA. Soft contact lenses are also made from silicone polymers typically crosslinked with dimethyl polysiloxane. As is known in the art, conventional hard lenses, which cover only the cornea of the eye, usually consist of poly 30 (methylmethacrylate) crosslinked with ethylene glycol dimethacrylate.
Hard contact lenses do not absorb appreciable amounts of water as do some soft contact lenses and 35 thus the use of harsher disinfecting and cleaning .~ , . ' ., '. '~
: ' ' ' . ~ ~ . ' .: .
' . : :-: . .
. ':
;''' ~ : ' , 11585 ~8 agents does not create a problem in the hard contact lenses cleaning area. However, many hard lens dis- ;
infecting and preserving solutions contain benzalkonium chloride or chlorobutanol which may render the treated lenses hydrophobic, may not be stable in solution or lack compatibility with certain types of hard lenses, e.g., high silicone content. As is generally known, the users of soft contact lenses are warned against using solutions made for hard contact lenses since the materials in the solutions, as mentioned, may be absorbed or even concentrated by the soft contact lenses and may seriously damage the soft contact lenses or the eye of the user.
U.S. 3,288,770, G.B. Butler, discloses water soluble quaternary ammonium polymers including solid polymers of dimethyldiallylammonium chloride. These polymers are mentioned at column 10 as having utility as spinning aids for textile materials, antistatic agents for textile materials, bacteriostatic and fungistatic agents, wet strength improvement ayents for papers and other textile aids, as accelerators for curing rubber and as curing agents for epoxy resins and as stabilization and regulation agents for particle size in suspension polymerization and surface active agents. Thereafter considerable discussion is given to the use of these polymers as flocculating agents.
U.S. 3,539,684, M.F. Hoover, discloses bactericidal effects of various homopolymers and copolymers of fatty quaternary diallylammonium compounds. The use of dimethyldiallylammonium chloride as a comonomer does not reduce the effectiveness of the polymerized fatty quaternary monomer. There is no suggestion or teaching that polymeric dimethyldiallylammonium chloride has 5 ~8 bacterial activity or synergistic effect. The fatty quaternary polymers and copolymers are stated to be use-ful in treating circulating water systems and swimming pools and other bodies of stagnant water to inhibit algae and bacteria.
U.K. patent application 2,027,040A discloses the use of water soluble terpolymers of diallylamine quaternary salts as sterilizing agents for contact lenses. The application teaches that each of the three types of monomers must be present in order to obtain an effec-tive eye care solution. The N-substituents for each class of monomers are respectively (a) low-low, e.g., dimethyl, (B) low-medium, e.g., methyloctyl and (C~
low-higher, e.g., methyllauryl or methylcetyl, in molecular size; B:C being usually 5:1 to 0.333:1 (preferably 2:1 to 1:1) in weight ratio, and species less than 10,000 or preferably 20,000 m.w. usually being removed, have surprisingly effective sterilizing activity, e.g., against Candida while (a) not accumu-lating in soft contact lenses, whereby they can be u~ed as an overnight, non-irritant, aqueous, sterilant solution at concentrations below 0.1 weight percent, e.g., 0.05 or less and (b) not penetrating skin or like membranes whereby aqueous fo~mulations can be used as topical disinfectants without systemic side effects.
SUMMARY OF THE INVENTION
In accordance with this invention, there is pro-vided an aqueous solution for preserving and/or disin-fecting contact lense~ having as the active antimicrobial agent dimethyldiallylammonium chloride homopolymer having a molecular weight from aboutl0,000 to 1,000,000 present ~ llS85 ~8 in an amount from about 0.00001 to about 0.1 weight percent of said composition. Typically the solution will be an isotonic solution and optionally contains enhancing or conditioning agents.
S
DESCRIPTION OF THE PREFERRED EMBODIMENTS
Applicants have discovered that contact lenses can be effectively disinfected and preserved with dilute aqueous solutions of dimethyldiallylammonium chloride homopolymer (hereafter, for convenience, referred to as DMDAAC). More particularly it was found that advantageous results are obtained when the DMDAAC is present in an amount from 0.00001 to 0.1 weight percent.
Preferably the DMDAAC, when used without an enhancer, which is hereinafter described, the concentration is from about 0.0004 to about 0.02 weight percent. When in combination with an enhancer, the DMDAAC antimicro-bial agent of this invention can be present in an amount from about 0.00001 to about 0.1 weight percent and more preferably from 0.0001 to 0.02.
DMDAAC is listed in the CTFA Cosmetic Ingredient Directory, the Cosmetic, Toiletry and Fragrance Association, Washington, DC (2nd Edition) under the heading Quater-nium-40. Another name shown for DMDAAC is Merquat-100, a trademark of Merck & Co., Inc. who offer the polymer for hair and skin applications. In the same directory Quaternium-41 is disclosed as the polymeric quaternary ammonium salt of acrylamide and dimethyldiallylammonium chloride monome~. Quaternium-41, while closely re-lated to DMDAAC, was not found to be effective in the present invention. Quaternium-41 is also suggested ~or skin care products.
i -. ' ' . . ~ ' .. . . . ..
..
.:
8 ~ ~ 8 The antimicrobial effect of DM~AAC can be enhanced or increased by the use of an enhancer. An enhancer can be present in an amount from zero to about 0.5 weight percent and preferably from about 0.0001 to about 0.1 weight percent. Suitable enhancers are selected from the group which includes thimerosal, sorbic acid, phenylmercuric salts (e.g., nitrate, borate, acetate or chloride ), ethylenediaminetetraacetic acid (EDTA) and its salts and mixtures of the foregoing enhancers.
A particularly preferred enhancer is EDTA used in an amount from 0.01 to about 0.2 weight percent.
A typical composition of the present invention may contain, in addition to the active ingredients described earlier, buffers, cleaners, stabilizers and isotonic - agents which aid in making the ophthalmic composition more comfortable to the user. These additional mater-ials must be non-toxic and must not distort the lens.
Suitable buffers include sodium or potassium citrate, citric acid, boric acid, sodium bicarbonate and various mixed phosphate buffers including combinations of Na2HPO4, NaH2PO4 and KH2PO4. Generally, buffers may be used in amounts ranging from about 0.05 to 2.5 and preferably 0.1 to 1.5~ (w/v).
.
Non-ionic surfactants suitable for use as cleaners include neutral polyoxyethylene fatty acid (available under the trade~*~e Myrj 523, polysorbate 80 (trade~
Tween 80j and polyethyleneglycol ether of lauryl alcohol ~trade~ rij 35). These cleaners can be added in amounts ranging from 0.01 to 15 weight percent and pre-ferably about one weight percent.
The treating solution for contact lenses is typically .
.,:
.
`` ll.~S ~13 maintained at an osmotic pressure similar to that of physiological saline, i.e., substantially isotonic, or equivalent to 0.9~ saline, or with suitable agents alone or in combination to render the solution substantially isotonic. Hypotonic solution, e.g., tap water, may cause the lens to adhere tightly to the cornea while hyper-tonic solutions (excess saline) may result in stinging, lacrimation and a red eye.
The method of use of the solution comprises having the wearer of the contact lenses remove the lenses from the eyes. Then the lenses are rubbed with preserved cleaning solution, rinsed with preserved saline solution and placed in a suitable container with a sufficient amount of the composition of the instant invention to cover the lenses. The lenses are allowed to soak pre-ferably for a period of from about 4 hours to about 12 hours at room temperature. The lenses are then removed from the solution, washed with saline solution and then replaced on the eyes.
The following examples are illustrative only and should not be construed as limiting the invention. All parts and percentages leferred to herein are on a weight per volume basis. The saline solution used in the examples is an isotonic, buffered saline solution unless otherwise specified.
EXAMPLE I - Preserved Saline Solution Saline solutions containing the indicated amounts of DMDAAC (Merquat-100 brand) and enhancer are prepared.
The homopolymer has an average molecular weight of 105-106. Each solution is exposed to approximately 1,000,000 microorganisms per ml of the indicated organism.
~, The solution is considered effective if the concentration of Pseudomonas aeruginosa or Staphylococcus aureus is _ reduced to less than 0.1% of the initial concentration within 14 days and Apergillus niger is maintained at its original level. In this example the enhancer used is disodium EDTA. The solutions are evaluated as indicated in Table I below.
TABLE I
SOLUTION
A B
Amount DMDAAC 0.0004 0.002 Amount Enhancer 0.1 0.1 Exposure Results(l) S. aureus ++ ++
P. aeruginosa ++ ++
A niger ++ ++
(l)++ = Effective + = Marginal NE = Not effective EXAMPLE II - Preserved Cleaner A surfactant cleaner for lens cleaning containing 0.1% of a neutral polyoxyethylene fatty acid non-ionic surfactant (sold under the trademark Myrj 52 by Atlas Powder Co.) is used in this comparison. To the cleaner , i8 added the indicated amount of DMDAAC. No enhancer is added to the cleaner. The effectiveness against P.
aeruginosa is determined as in Example I. The solution i8 considered effective against Candida albicans if its concentration remains at or below the initial con-centration of 1,000,000 microorganisms per ml for 14 days. The cleaner is effective.
~ lS8~ ~8 EXAMPLE III - Disinfecting Solution An isotonic disinfecting solution for soft contact lenses is prepared in which the antimicrobial agent is DMDAAC. The solution also contains an enhancing agent when so indicated. The solution is exposed to approxi-mately 1,000,000 microorganisms per ml for six hours.
The solution is considered effective if there is at least a 99.9% reduction of the viable microorganism.
The solutions are prepared and evaluated as indicated in Table II below.
EXAMPLE IV - Disinfectin~ Regimen Two isotonic solutions, one containing 0.02 weight percent DMDAAC a..d the other containing 0.01 weight percent DMDAAC and 0.002 weight percent thimerosal are evaluated in a disinfecting regimen for soft contact lenses. Both solutions are found to be effective since the regimen completely removes from the lenses or kills the six pathogenic challenge organisms recommended by the U.S. Food and Drug Administration.
The foregoing examples and methods have been described 25 in the foregoing specification for the purpose of illustra- ;
tion and not limitation. Many other modifications and ramifications will naturally suggest themselves to those skilled in the art based on this disclosure. These are intended to be comprehended as within the scope of this invention.
`
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.
.
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'-' I a) ~1 ~ ~ ~
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W
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_, .
.
C~; ~ 3 @ ~ H ~ ~ H ~i H O
a I ao ao ~o~: ao~: aP: ~:
w ~ ~ ~ O a ~ W ~I rl C.) ~ N ~ ~ ~J N ~ H rl S~ O :
O O O O O O O
o o o o O O O ~ ~
z; 11 11 1!
E~ a ~: o :~ ~ m u a w ~ ~ ~c w E~ tn , ; .
- . . .
," ~. ..
, . . ~. ~.. .
.~
- . , .
.
Claims (11)
1. An aqueous solution for preserving and/or disinfecting contact lenses having as the active anti-microbial agent dimethyldiallylammonium chloride homopolymer, having a molecular weight from about 10,000 to 1,000,000, present in an amount from about 0.00001 to about 0.1 weight percent of said composition.
2. The composition of Claim 1 wherein the amount of homopolymer is from about 0.0004 to about 0.02 weight percent.
3. The composition of Claim 1 wherein the homo-polymer in the amount of from about 0.00001 to about 0.1 weight percent is combined with from zero to about 0.5 weight percent of an enhancing agent.
4. The composition of Claim 3 wherein the enhancing agent is selected from the group consisting of thimerosal, sorbic acid, phenylmercuric salts, ethylenediamine-tetraacetic acid and its salts and mixtures thereof.
5. The composition of Claim 4 wherein the enhancer is thimerosal.
6. The composition of Claim 4 wherein the enhancing agent is the disodium salt of ethylenediaminetetraacetic acid.
7. The composition of Claim 3 wherein the homo-polymer is present in an amount from about 0.0001 to about 0.02 weight percent and the enhancer is present in an amount from about 0.0001 to about 0.1 weight per-cent.
8. A method of disinfecting contact lenses comprising contacting the lenses for a sufficient time to disinfect the lenses with the aqueous solution of Claim 1.
9. A method of inhibiting microorganism growth in a solution for use with contact lenses comprising treating the lenses with the aqueous solution of Claim 1.
10. The method of Claim 9 wherein the contact lens is a soft contact lens.
11. The method of Claim 8 wherein the contact lens is a soft contact lens.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US210,960 | 1980-11-28 | ||
| US06/210,960 US4361548A (en) | 1980-11-28 | 1980-11-28 | Contact lens disinfecting and preserving solution (polymeric) |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1158548A true CA1158548A (en) | 1983-12-13 |
Family
ID=22785039
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000389946A Expired CA1158548A (en) | 1980-11-28 | 1981-11-12 | Contact lens disinfecting and preserving solution (polymeric) |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US4361548A (en) |
| EP (1) | EP0053451B1 (en) |
| AU (1) | AU552862B2 (en) |
| CA (1) | CA1158548A (en) |
| DE (1) | DE3169295D1 (en) |
| ES (1) | ES8301638A1 (en) |
Families Citing this family (27)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4758595A (en) * | 1984-12-11 | 1988-07-19 | Bausch & Lomb Incorporated | Disinfecting and preserving systems and methods of use |
| CA1259542A (en) * | 1984-09-28 | 1989-09-19 | Francis X. Smith | Disinfecting and preserving solutions for contact lenses and methods of use |
| CA2009118C (en) * | 1989-02-21 | 1996-02-27 | Mary F. Mowrey-Mckee | Method and composition for cleaning and disinfecting contact lenses |
| CA2041871C (en) * | 1990-05-09 | 2000-07-11 | Ruth A. Rosenthal | Contact lens cleaning and disinfecting with combinations of polymeric quaternary ammonium compounds and enzymes |
| EP0528035B1 (en) * | 1990-11-29 | 1997-07-23 | Iatron Laboratories, Inc. | Use of a polyelectrolyte complex antibacterial agent and antibacterial material |
| US6096138A (en) * | 1997-04-30 | 2000-08-01 | Bausch & Lomb Incorporated | Method for inhibiting the deposition of protein on contact lens |
| US5965088A (en) * | 1997-10-23 | 1999-10-12 | Lever; Andrea M. | Method for providing rapid disinfection of contact lenses |
| EP1214883B1 (en) * | 1999-09-20 | 2003-11-26 | Menicon Co., Ltd. | Liquid preparation for contact lenses |
| US7678836B2 (en) * | 1999-11-04 | 2010-03-16 | Fxs Ventures, Llc | Method for rendering a contact lens wettable |
| US8557868B2 (en) * | 2000-11-04 | 2013-10-15 | Fxs Ventures, Llc | Ophthalmic and contact lens solutions using low molecular weight amines |
| US20060148665A1 (en) * | 2000-11-08 | 2006-07-06 | Bioconcept Laboratories | Ophthalmic and contact lens solutions containing forms of vitamin b |
| US9492582B2 (en) * | 2000-11-08 | 2016-11-15 | Fxs Ventures, Llc | Ophthalmic and contact lens solutions containing simple saccharides as preservative enhancers |
| ATE406167T1 (en) * | 2000-11-08 | 2008-09-15 | Fxs Ventures Llc | IMPROVED OPHTHALMOLOGY AND CONTACT LENS SOLUTIONS CONTAINING A PEROXIDE SOURCE AND A CATIONIC POLYMERIC PRESERVATIVE |
| ES2330617T3 (en) * | 2000-11-08 | 2009-12-14 | Fxs Ventures, Llc | SOLUTIONS FOR CONTACT LENSES AND IMPROVED OPTIONAL LENSES CONTAINING SIMPLY REMOVED AS PRESERVANT POTENTIATORS. |
| US9308264B2 (en) | 2000-11-08 | 2016-04-12 | Fxs Ventures, Llc | Ophthalmic contact lens solutions containing forms of vitamin B |
| US20070104744A1 (en) * | 2000-11-08 | 2007-05-10 | Fxs Ventures, Llc | Ophthalmic and contact lens solutions containing forms of vitamin b |
| US6624203B1 (en) | 2001-11-08 | 2003-09-23 | Francis X. Smith | Nucleic acid bases used in ophthalmic solutions |
| US6617291B1 (en) | 2001-11-08 | 2003-09-09 | Francis X. Smith | Ophthalmic and contact lens solutions |
| US7402318B2 (en) * | 2001-11-14 | 2008-07-22 | Novartis Ag | Medical devices having antimicrobial coatings thereon |
| US7939501B2 (en) * | 2003-04-15 | 2011-05-10 | Smith Francis X | Ophthalmic and contact lens solutions containing peptides as preservative |
| US20050118129A1 (en) * | 2003-12-01 | 2005-06-02 | Erning Xia | Gentle and enhanced preservative systems |
| US20050118058A1 (en) * | 2003-12-01 | 2005-06-02 | Erning Xia | Gentle preservative compositions for self-preserving solutions |
| US20050119221A1 (en) * | 2003-12-01 | 2005-06-02 | Erning Xia | Use of a cationic polysaccharide to enhance biocidal efficacies |
| US20050119141A1 (en) * | 2003-12-01 | 2005-06-02 | Irene Quenville | Stability enhancement of solutions containing antimicrobial agents |
| US20050266095A1 (en) * | 2004-06-01 | 2005-12-01 | Erning Xia | Gentle preservative compositions |
| US8470208B2 (en) | 2006-01-24 | 2013-06-25 | E I Du Pont De Nemours And Company | Organometallic complexes |
| TWI454289B (en) * | 2008-04-03 | 2014-10-01 | Alcon Res Ltd | Use of cis-diol-containing polymer to inhibit the uptake of cationic biocides into hydrogel biomaterials |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA870556A (en) | 1971-05-11 | Z. Krezanoski Joseph | Cleaning and germicidal storage solutions | |
| US3288770A (en) * | 1962-12-14 | 1966-11-29 | Peninsular Chem Res Inc | Water soluble quaternary ammonium polymers |
| US3639576A (en) * | 1968-06-19 | 1972-02-01 | Barnes Hind Pharm Inc | Resterilizing contact lens solution |
| US3539684A (en) * | 1968-11-21 | 1970-11-10 | Calgon C0Rp | Bactericidal polymers |
| GB1461909A (en) * | 1973-08-21 | 1977-01-19 | Ici Ltd | Biocidal compositions |
| US4029817A (en) * | 1973-09-24 | 1977-06-14 | Allergan Pharmaceuticals | Soft contact lens preserving solutions |
| US4013576A (en) * | 1973-11-21 | 1977-03-22 | Wesley-Jessen Inc. | Contact lens treating composition |
| US4046706A (en) * | 1976-04-06 | 1977-09-06 | Flow Pharmaceuticals, Inc. | Contact lens cleaning composition |
| US4127423A (en) * | 1977-09-13 | 1978-11-28 | Burton, Parsons And Company, Inc. | Contact lens cleaning solution |
| GB2027040B (en) | 1978-04-26 | 1982-09-29 | Smith & Nephew Pharma | Polymers of diallylamine quarternary salts sterilizing agents |
| JPS5513778A (en) | 1978-04-26 | 1980-01-30 | Smith & Nephew Pharma | Water soluble polymer*sterilization*and disinfectant colution |
-
1980
- 1980-11-28 US US06/210,960 patent/US4361548A/en not_active Expired - Lifetime
-
1981
- 1981-11-12 CA CA000389946A patent/CA1158548A/en not_active Expired
- 1981-11-16 AU AU77513/81A patent/AU552862B2/en not_active Expired - Fee Related
- 1981-11-18 DE DE8181305450T patent/DE3169295D1/en not_active Expired
- 1981-11-18 EP EP81305450A patent/EP0053451B1/en not_active Expired
- 1981-11-20 ES ES507321A patent/ES8301638A1/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| AU552862B2 (en) | 1986-06-26 |
| ES507321A0 (en) | 1983-01-01 |
| DE3169295D1 (en) | 1985-04-18 |
| EP0053451A3 (en) | 1982-09-08 |
| ES8301638A1 (en) | 1983-01-01 |
| AU7751381A (en) | 1982-06-03 |
| EP0053451A2 (en) | 1982-06-09 |
| EP0053451B1 (en) | 1985-03-13 |
| US4361548A (en) | 1982-11-30 |
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