WO2004011993A1 - Preparation d'une enzyme liquide pour des lentilles de contact - Google Patents

Preparation d'une enzyme liquide pour des lentilles de contact Download PDF

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Publication number
WO2004011993A1
WO2004011993A1 PCT/JP2003/009426 JP0309426W WO2004011993A1 WO 2004011993 A1 WO2004011993 A1 WO 2004011993A1 JP 0309426 W JP0309426 W JP 0309426W WO 2004011993 A1 WO2004011993 A1 WO 2004011993A1
Authority
WO
WIPO (PCT)
Prior art keywords
contact lenses
water
enzyme
liquid
liquid enzyme
Prior art date
Application number
PCT/JP2003/009426
Other languages
English (en)
Japanese (ja)
Inventor
Kazuaki Yamamoto
Yusuke Nagai
Masaki Imayasu
Original Assignee
Menicon Co., Ltd.
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Menicon Co., Ltd. filed Critical Menicon Co., Ltd.
Priority to JP2004524142A priority Critical patent/JP4402593B2/ja
Priority to AU2003255159A priority patent/AU2003255159A1/en
Publication of WO2004011993A1 publication Critical patent/WO2004011993A1/fr

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Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61LMETHODS 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
    • A61L12/00Methods or apparatus for disinfecting or sterilising contact lenses; Accessories therefor
    • A61L12/08Methods or apparatus for disinfecting or sterilising contact lenses; Accessories therefor using chemical substances
    • A61L12/082Methods or apparatus for disinfecting or sterilising contact lenses; Accessories therefor using chemical substances in combination with specific enzymes
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/0005Other compounding ingredients characterised by their effect
    • C11D3/0078Compositions for cleaning contact lenses, spectacles or lenses
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/38Products with no well-defined composition, e.g. natural products
    • C11D3/386Preparations containing enzymes, e.g. protease or amylase
    • C11D3/38618Protease or amylase in liquid compositions only

Definitions

  • the present invention relates to a liquid enzyme preparation for contact lenses. More specifically, the present invention relates to a liquid enzyme agent which is added to a treatment solution such as a cleaning preservative solution for contact lenses, a disinfectant and a cleaning preservative disinfectant and is brought into contact with the contact lens to remove stains on the contact lens.
  • a treatment solution such as a cleaning preservative solution for contact lenses, a disinfectant and a cleaning preservative disinfectant
  • An object of the present invention is to provide a liquid enzyme agent for a contact lens that does not adversely affect a lens or eye tissue in view of the related art.
  • the present invention relates to a liquid enzyme preparation for contact lenses, comprising a water-soluble organic polymer solid having an average molecular weight of 800 to 1000, a viscosity modifier and an enzyme.
  • the water-soluble high molecular organic solid is preferably a polyalkylene glycol.
  • the water-soluble high-molecular organic solid is preferably polyethylene glycol or polyethylene glycol monomethyl ether.
  • the viscosity modifier is preferably a water-soluble low molecular organic liquid.
  • the liquid enzyme agent for contact lenses preferably contains 5 to 45 wZw% of a water-soluble organic polymer solid.
  • the liquid enzyme preparation for a contact lens preferably contains 15 to 45 w / w% of a viscosity modifier.
  • BEST MODE FOR CARRYING OUT THE INVENTION The liquid enzyme preparation for a contact lens of the present invention contains, as essential components, a water-soluble organic polymer solid having an average molecular weight of 800 to 100000, a viscosity modifier and an enzyme.
  • the enzymes contained in the liquid enzyme agent for contact lenses of the present invention include those that degrade proteins that are the main components of stains in contact lenses and those that degrade other stain components. Specific examples include, but are not limited to, proteolytic enzymes, lipolytic enzymes, and Z or glycolytic enzymes.
  • the water-soluble polymer organic solid used in the present invention means a fluid solid (for example, serine) or a solid, and a water-soluble synthetic polymer organic solid having no micelle-forming ability. Therefore, natural products such as proteins, cellulose, and polysaccharides are not included in the water-soluble high molecular weight organic solids herein.
  • the water-soluble organic polymer solid used in the present invention is not particularly limited as long as it has a mean molecular weight of 800 to 100,000, preferably 1,000 to 20,000. If the average molecular weight is less than 800, the characteristic water retention effect tends not to be exhibited, and if it exceeds 100000, the viscosity when the water-soluble high molecular weight organic solid is dissolved tends to be too high. It is thought that the water-soluble high molecular organic solid contributes to the stabilization of the enzyme by suppressing the hydrolysis reaction of the proteolytic enzyme due to the water retention effect of the polymer chain.
  • water-soluble high molecular weight organic solid in the liquid enzyme agent for contact lenses of the present invention those having extremely high solubility in water (for example, those which dissolve in water at 20 ° C at least 15 w / w%) are preferable. And the viscosity of the solution is high (for example, 1 OPa ⁇ S) even when it is dissolved in multiple parts by weight. Are more preferred. Further, a water-soluble high molecular weight organic solid having a liquid pH in the neutral region after dissolution is also preferable.
  • the water-soluble high molecular organic solid includes, for example, a methyl group bonded to one of the terminal hydroxyl groups of polyethylene glycol, polypropylene glycol, and polyethylene dalicol.
  • Polyalkylene glycols such as polyethylene glycol monomethyl ether, polyvinyl caprolactams such as polyvinylpyrrolidone and poly N-vinylcaprolactam, polyethers such as crown ether, polyacrylamide hydrochloride, polydimethylacrylamide and polyje Use of polyacrylamides such as tylacrylamide, hydroxyl-containing (meth) acrylates such as polyhydroxyethyl methacrylate, or polyols such as polyvinyl alcohol. Can Ru.
  • polyalkylene glycols are preferred from the viewpoints of economy, solubility in water, viscosity of liquid enzyme, safety, and color, among which polyethylene glycol and polyethylene glycol monomethyl ether are preferred. Is more preferred. Among them, those having an average molecular weight of 1000 or more are most preferable.
  • the compounding amount of the water-soluble high molecular weight organic solid in the liquid enzyme preparation for a contact lens of the present invention is preferably 5 to 45 wZw%, more preferably 5 to 20 w / w%. If the amount of the water-soluble high-molecular organic solid is less than 5 wZw%, there is a tendency that the stability of the enzyme, the effect of reducing the osmotic pressure, and the effect of preventing the deformation of the lens are not sufficiently obtained. If it exceeds 45 wZw%, organic solids tend to precipitate when saturation solubility is reached due to temperature changes or the like, and viscosity tends to be too high.
  • the viscosity modifier used in the present invention when used in combination with a water-soluble organic polymer solid, is a more enzymatic agent than when the stability of the enzyme is achieved using only the water-soluble organic polymer solid Can reduce the viscosity.
  • the viscosity modifier when added to the liquid enzyme agent for contact lenses, it has a function of facilitating dripping of the liquid enzyme agent and facilitating mixing of the liquid enzyme agent after dropping with the washing preservation solution.
  • the viscosity of the enzyme agent can be kept low, but the osmotic pressure of the processing solution mixed with the washing preservation solution becomes hypertonic, which may affect the lens or cause misuse.
  • liquid enzyme preparation of the present invention it is important to use a water-soluble organic polymer solid and a viscosity modifier together.
  • a viscosity modifier include, for example, a water-soluble low-molecular-weight organic liquid.
  • the low-molecular organic liquid means an organic liquid that is fluid at normal temperature and normal pressure.
  • glycerin, propylene glycol, low-molecular polypropylene glycol, ethylene glycol, diethylene glycol, etc. can be used as the low-molecular organic liquid.
  • glycerin and propylene glycol are preferred from the viewpoints of enzyme stability, effects on lenses, economy, and performance as a food additive.
  • the amount of the viscosity modifier is less than 15 wZw%, it may not be possible to keep the viscosity of the enzyme agent low. If it is more than 45 w / w%, the osmotic pressure after the treatment may be increased. The lens may be deformed.
  • the liquid enzyme agent for contact lenses of the present invention may contain calcium. Calcium contributes to the stabilization of proteolytic enzymes.
  • the content of calcium in the liquid enzyme preparation for contact lenses of the present invention is preferably 0.05 to 0.05 wZw%, more preferably 0.03 wZw%. More preferred. If it is less than 0.05 wZw%, a sufficient enzyme stability effect tends not to be obtained, and if it is more than 0.05 w / w%, the enzyme tends to be unstable.
  • the liquid enzyme agent for contact lenses of the present invention may contain known auxiliaries such as preservatives, bactericides, pH adjusters (buffers), and / or surfactants.
  • the enzyme can be stably present in the liquid enzyme preparation for contact lenses of the present invention or the final preparation of the enzyme preparation, as long as the enzyme preparation of the present invention is not adversely affected on the subject, human body and environment.
  • the amount of each additive is not limited to the following examples, and can be appropriately set by those skilled in the art.
  • preservatives examples include mercury preservatives such as phenylmercuric nitrate, phenylmercuric acetate and thimerosal, surfactant preservatives such as benzalkonium chloride and pyridinium bromide, chlorhexidine, polyhexamethylene biguanide and Alcohol preservatives such as chlorobutanol, methyl paraben, propyl paraben, dimethyl monodimethylhydantoin, imidazolium perrea, boric acid, boric acid compounds or borax can be used. Among them, one or more substances selected from boric acid, boric acid compounds and borax are preferable, and the amount of addition is 0.00000 to 3.0. It is preferably 0 w / w%.
  • an organic nitrogen-based bactericide is preferable because of its high bactericidal effect at a low concentration, and among these, a biguanide compound or a derivative thereof (a polymer or salt) is more preferable because of its high safety.
  • Polyhexamethylene biguanide (PHMB) is extremely preferred because it has no absorption or absorption.
  • organic nitrogen-based fungicides include, for example, (1) quaternary ammonium compounds or benzalkonium chloride, a polymer thereof, (2) biguanide compounds or their polymers or their salts, such as chlorhexidine dalconate and polyhexamethylene biguanide; and (3) the polymers of the above (1) and (2). It is possible.
  • the amount of the organic nitrogen-based fungicide to be added is about 0.00000001 to 10 w / w%, preferably about 0.00001 to: LwZw%.
  • pH adjusting agent examples include boric acid and its sodium salt, phosphoric acid and its sodium salt, citric acid and its sodium salt, lactic acid and its sodium salt, lactic acid and its amino acid such as glutamine, and its sodium salt It is possible to use, for example, rhium salt or malic acid and its sodium salt.
  • the amount of the pH adjuster added is preferably 0.001 to 3.0 wZw%.
  • any surfactant such as an anionic surfactant, a nonionic surfactant, or a surfactant composed of an anionic surfactant and a nonionic surfactant can be used. Good.
  • anionic surfactants include sodium alkyl sulfate, sodium alkylbenzenesulfonate, sodium alkyl methyl taurine, sodium alkyl sarcosine sodium, one-year-old sodium refine sulfonate, and polyoxyethylene alkyl.
  • Sodium ether phosphate, sodium polyoxyethylene alkyl monodelsulfate, sodium polyoxyethylene alkylphenyl sulfate, sodium di (polyoxyethylene alkyl) phosphate, and the like can be used.
  • the amount of the anionic surfactant added is, for example, 0.01 w / v% or more, preferably 0.02 w / v% or more, and 10 wZv% or less, preferably 5 w / v% or less.
  • Nonionic surfactants include, for example, polyethylene glycol adducts of higher alkylamines and polyethylene glycols of higher fatty acid amides Adducts, polyglycerol esters of higher fatty acids, polyethylene glycol esters of higher fatty acids, polyalkylene glycols of higher fatty acids, polyethylene glycol copolymers, polyhydric alcohol esters of polyethylene glycol of higher fatty acids, higher Polyethylene glycol ethers of alcohols, polyglycerin ethers of higher alcohols, polyethylene glycol ethers of alkylphenols, formaldehyde condensates of polyethylene glycol ethers of alkylene phenols, polypropylene glycol-polyethylene dalicol copolymers, phosphate esters, Use castor oil, hydrogenated castor oil, polyethylene glycol sorbitan alkyl ester, adduct of sterol with polyethylene glycol, etc.
  • Rukoto can.
  • the addition amount of the nonionic surfactant is, for example, not less than 0.01 w / v%, preferably not less than 0.02 w / v%, not more than 10 wZ v%, preferably not more than 5 w / v%. / v% or less.
  • the contents of the anionic surfactant and the nonionic surfactant are within the above ranges, respectively, and the total amount is 0. 0 to 20 w / v%, preferably 0.05 to 10 wZ v%.
  • a dye may be added to the liquid enzyme agent for contact lenses of the present invention.
  • the liquid enzyme agent for contact lenses of the present invention is used after preparing a diluting solution by dropping it into a multi-purpose solution for contact lenses.
  • the multi-purpose solution means a solution that can store, clean, disinfect, and rinse contact lenses in one solution, including a contact lens cleaning preservation solution and a bactericide and a preservative germicide.
  • a contact lens cleaning preservation solution for example, Ines (Distributor: Menicon Inc.)
  • liquid enzyme agent for contact lenses of the present invention will be described in more detail with reference to Examples, but the present invention is not limited to only these Examples.
  • a liquid enzyme preparation for contact lenses of the present invention (Examples 1 to 12), a conventional enzyme preparation comprising only a water-soluble low-molecular organic liquid and a protease (Comparative Examples 1 to 11), a water-soluble low-molecular organic liquid
  • An enzyme preparation comprising a water-soluble high molecular weight organic solid outside the predetermined content of the present invention and a proteolytic enzyme (Comparative Examples 12 and 13) and an enzyme preparation comprising only a water-soluble high molecular weight organic solid and a proteolytic enzyme (Comparative Examples) Examples 14 to 16) were prepared with the compositions described in Tables 1 and 2.
  • * 1 to * 4 used a titration method
  • * 5 used a raw material whose average molecular weight was determined by a viscosity method.
  • Test Example 1 Measurement of residual activity of evening proteinase
  • the residual activity of the protease in each of the enzyme preparations of Examples 1 to 12 and Comparative Examples 1 to 7 and 14 to 16 was measured one week and two weeks after the preparation of the enzyme preparation. However, the enzyme preparations of Examples 11 and 12 were measured one week and one month after the preparation of the enzyme preparation. The measurement was performed as follows.
  • the residual activity (%) was calculated by the following equation.
  • Residual activity value (%) [(AA 0 ) / A Day . ] X 100
  • Tables 3 and 4 show the residual activity value of the enzyme in each enzyme preparation.
  • Test example 2 (Osmotic pressure measurement test in multi-purpose solution)
  • the contact lens enzymatic agents of Examples 1 to 9, 11 and 12, and Comparative Examples 1 to 7 and 14 to 16 were respectively added to a multipurpose solution, and the osmotic pressure of the solution was measured.
  • Ines manufactured by Menicon Co., Ltd.
  • 2 L of Ines was added to each of the enzyme preparations in an amount of 80 L (2 drops).
  • HOSM-1 TOA Electronics Ltd.
  • Tables 5 and 6 show the osmotic pressure of each solution.
  • Test example 3 DIA change measurement test of contact lens
  • the degree of swelling of the lens when continuously immersed in each of the enzyme agents for a certain period was measured. The measurement was performed as follows.
  • a treatment solution was prepared by mixing 2 L of Ines with 80 L of enzyme (equivalent to 2 drops). Next, a contact lens was immersed in each treatment solution.
  • the enzyme preparations of Example 3 and Comparative Example 1 were 1 day and 3 days after the immersion, and the enzyme preparations of Examples 11 and 12 and Comparative Examples 3, 4 and 5 were 1 day after the immersion. Four days later, and for the enzyme preparations of Examples 1, 2, 4, 5, 6, 7, 8 and 9, and Comparative Examples 2, 6, 7, 14, 15 and 16, 1 day and 5 days after immersion
  • the diameter (DIA) of the contact lens was measured. In the test, a frequently interchangeable lens Accuview-1 (manufactured by Johnson & Johnson, water content 58%) was used, and the treatment solution was changed once daily. In DIA measurement, the diameter (A) is measured using the marking on the contact lens as an index, and then the diameter (B) perpendicular to the diameter (A) is measured. Average of diameter (A) and diameter (B) was taken as the DIA measurement value.
  • Tables 7 and 8 show the results of comparing the measured DIA values of the processed lens with those before the processing. Table 7
  • Test example 4 viscosity comparison test of liquid enzyme preparation for contact lens
  • each symbol is: ⁇ : Preferred as a liquid enzyme agent for contact lenses, ⁇ : Degree of use as a liquid enzyme agent for contact lenses, X : Not suitable as liquid enzyme preparation for contact lenses.
  • the change in size before and after lens immersion is 0.05 mm or less
  • ⁇ Change in size before and after lens immersion is greater than 0.05 mm and 0.10 or less
  • ⁇ Osmotic pressure is greater than 45 OmOsmZkg and 50 OmOsmZkg or less
  • X Osmotic pressure is 500 m ⁇ greater than sm / kg
  • At least one item is a ⁇ and the remaining items are ⁇ .
  • Such enzyme agents are preferred as liquid enzyme agents for contact lenses.
  • the corresponding enzyme preparation is not suitable as a liquid enzyme preparation for contact lenses.
  • Test Example 5 Preservation efficacy test
  • test bacteria Five types of bacterial suspensions of Pseudomonas aeruginosa IFO 13275, Staphylococcus aureus IFO 13276, Escherichia coli IFO 3972, Candida albicans IFO 1594, and Aspergillus niger ATCC 16404 were prepared as test bacteria. As test samples, the enzyme preparations of Examples 11 and 12 and Comparative Examples 8 to 13 were used. 100 L of the bacterial suspension was inoculated to 10 mL of the test sample dispensed into the tube and mixed. Each test sample inoculated with the bacteria was placed in 22 incubators overnight and cultured.
  • a saline solution inoculated with the bacteria was serially diluted 10-fold with physiological saline, and Aspergillus niger was spread on the medium (bacteria: SCD LP, fungi: SDLP). Others were pruned.
  • S CD LP medium at 32 ⁇ 2 for 6 days, 30? The medium was cultured at 22 ⁇ 2 ° C for 5 days (3 per group).
  • 0.5 mL was collected from the test sample inoculated with the bacteria, serially diluted 10-fold with physiological saline to determine the number of viable bacteria, and placed in a medium (bacterial: SCDLP, fungus: SDLP).
  • Examples 11 and 12 show that the log reduction is 4 or more for all bacteria and 1 or more for all fungi, It was confirmed that it was excellent.
  • Comparative Examples 8 to 13 none of Examples 11 and 12 obtained a log reduction of 4 or more for all bacteria and 1 or more for all fungi.
  • the largest difference in the composition between the Example and Comparative Example in Test Example 5 is the amount of PEG # 100, and it is possible that the amount of PEG # 100 may have contributed to the storage efficiency of the formulation. The finding was very high. Industrial applicability
  • the water-soluble high molecular organic solid contained in the liquid enzyme agent for contact lenses of the present invention is not taken up by the contact lens and does not have any adverse effect such as swelling of the lens. Therefore, the liquid enzyme agent for contact lenses of the present invention does not impair the lens function.
  • the liquid enzyme preparation for contact lenses of the present invention can prevent an increase in the osmotic pressure of the treatment liquid when the enzyme preparation is dropped, and can suppress adverse effects on the lens and eye irritation during misuse.
  • the liquid enzyme preparation for contact lenses of the present invention has the same enzyme activity stabilizing action as the conventional liquid enzyme preparation for contact lenses (water-soluble low-molecular organic liquid + proteolytic enzyme).
  • the liquid enzyme agent for contact lenses of the present invention has a very excellent effect.

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • General Chemical & Material Sciences (AREA)
  • Epidemiology (AREA)
  • Animal Behavior & Ethology (AREA)
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Abstract

La présente invention se rapporte à la préparation d'une enzyme liquide destinée à des lentilles de contact qui contient une matière solide organique soluble dans l'eau à poids moléculaire élevé présentant un poids moléculaire moyen compris entre 800 et 100000, un agent régulateur de viscosité et une enzyme. A l'aide de cette préparation d'enzyme liquide, il est possible de réduire le gonflement ou la déformation des lentilles de contact souples, qui se produit lorsqu'on traite les lentilles avec une préparation d'enzyme liquide existante (comprenant un liquide organique soluble dans l'eau à bas poids moléculaire et une protéase) et de diminuer l'irritation des tissus oculaires due à la mauvaise utilisation d'une préparation enzymatique.
PCT/JP2003/009426 2002-07-29 2003-07-25 Preparation d'une enzyme liquide pour des lentilles de contact WO2004011993A1 (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
JP2004524142A JP4402593B2 (ja) 2002-07-29 2003-07-25 コンタクトレンズ用液体酵素剤
AU2003255159A AU2003255159A1 (en) 2002-07-29 2003-07-25 Liquid enzyme preparation for contact lenses

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2002219934 2002-07-29
JP2002-219934 2002-07-29

Publications (1)

Publication Number Publication Date
WO2004011993A1 true WO2004011993A1 (fr) 2004-02-05

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PCT/JP2003/009426 WO2004011993A1 (fr) 2002-07-29 2003-07-25 Preparation d'une enzyme liquide pour des lentilles de contact

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JP (1) JP4402593B2 (fr)
AU (1) AU2003255159A1 (fr)
WO (1) WO2004011993A1 (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2009256214A (ja) * 2008-04-11 2009-11-05 Senka Pharmacy:Kk ポリエチレングリコールの誘導体およびその中間体の製造方法

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0829744A (ja) * 1994-07-20 1996-02-02 Seiko Epson Corp コンタクトレンズの洗浄組成物、コンタクトレンズの保存溶液組成物、コンタクトレンズの洗浄方法およびコンタクトレンズの消毒方法
WO1996040854A1 (fr) * 1995-06-07 1996-12-19 Alcon Laboratories, Inc. Compositions enzymatiques liquides stables et procedes d'utilisation dans des systemes de nettoyage et de desinfection de lentilles de contact

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0829744A (ja) * 1994-07-20 1996-02-02 Seiko Epson Corp コンタクトレンズの洗浄組成物、コンタクトレンズの保存溶液組成物、コンタクトレンズの洗浄方法およびコンタクトレンズの消毒方法
WO1996040854A1 (fr) * 1995-06-07 1996-12-19 Alcon Laboratories, Inc. Compositions enzymatiques liquides stables et procedes d'utilisation dans des systemes de nettoyage et de desinfection de lentilles de contact

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2009256214A (ja) * 2008-04-11 2009-11-05 Senka Pharmacy:Kk ポリエチレングリコールの誘導体およびその中間体の製造方法

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Publication number Publication date
JPWO2004011993A1 (ja) 2005-11-24
JP4402593B2 (ja) 2010-01-20
AU2003255159A1 (en) 2004-02-16

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