WO1998025649A1 - Use of low molecular weight amino alcohols in ophthalmic compositions - Google Patents
Use of low molecular weight amino alcohols in ophthalmic compositions Download PDFInfo
- Publication number
- WO1998025649A1 WO1998025649A1 PCT/US1997/020826 US9720826W WO9825649A1 WO 1998025649 A1 WO1998025649 A1 WO 1998025649A1 US 9720826 W US9720826 W US 9720826W WO 9825649 A1 WO9825649 A1 WO 9825649A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- amino
- composition
- compositions
- borate
- methyl
- Prior art date
Links
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K33/00—Medicinal preparations containing inorganic active ingredients
- A61K33/22—Boron compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/13—Amines
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/13—Amines
- A61K31/135—Amines having aromatic rings, e.g. ketamine, nortriptyline
- A61K31/138—Aryloxyalkylamines, e.g. propranolol, tamoxifen, phenoxybenzamine
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/0048—Eye, e.g. artificial tears
-
- 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
- A61L12/147—Alcohols or derivatives thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/02—Ophthalmic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/02—Ophthalmic agents
- A61P27/04—Artificial tears; Irrigation solutions
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/02—Local antiseptics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/16—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing nitrogen, e.g. nitro-, nitroso-, azo-compounds, nitriles, cyanates
- A61K47/18—Amines; Amides; Ureas; Quaternary ammonium compounds; Amino acids; Oligopeptides having up to five amino acids
Definitions
- the present invention relates to the field of ophthalmology. More specifically, the
- invention relates to the use of low molecular weight amino alcohols in products for treating
- Ophthalmic compositions generally must include an anti-microbial agent to prevent
- compositions by bacteria, fungi and other microbes.
- the cornea may come into contact with the cornea either directly or indirectly.
- the cornea is particularly designed
- the anti-microbial agent concentration is sometimes difficult to achieve. More specifically, the anti-microbial agent concentration
- pseudomonas aeruginosa or other virulent microorganisms can lead to loss of visual function
- ophthalmic compositions or disinfecting contact lenses Such agents have included:
- BAC benzalkonium chloride
- thimerosal thimerosal
- chlorhexidine polymeric biguanides
- PHMB polyhexylmethyl biguanides
- polymeric quaternary ammonium agents such as
- polyquaternium-1 Other agents have included alkylamines, such as the amidoamines
- compositions for treating contact lenses and other types of ophthalmic compositions are provided.
- compositions are to include multi-functional components in the
- compositions In addition to performing their primary functions, such as cleaning or wetting
- contact lens surfaces e.g., surfactants
- buffering the compositions e.g., borate
- chelating e.g., sodium tartrate
- compositions For example, ethylenediammetetraacetic
- EDTA EDTA
- Borate buffer systems are used in various types of ophthalmic compositions.
- Multi-Purpose Solution (0.00005% polyhexamethylene biguanide) marketed by Bausch &
- EDTA is identified as the preferred chelating agent.
- the present invention is a
- the present invention is based on a new use of a specific group of low molecular
- molecular weight amino alcohols of the present invention produce a synergistic enhancement
- compositions contain anti-microbial agents
- ion sensitive anti-microbial agents such as polyquaternium-1
- the amino alcohols may be used in various types of ophthalmic compositions,
- compositions for treating contact lenses such as disinfectants, cleaners, comfort
- the low molecular weight amino alcohols are particularly useful in
- compositions for disinfecting, rinsing, storing and/or cleaning contact lenses are provided.
- alcohol/borate combination reduces the amount of anti-microbial agent required for preservative purposes, and in some instances, may totally eliminate the need for a conventional
- the present invention is particularly directed to the provision of improved compositions
- compositions for disinfecting contact lenses.
- the compositions have significantly enhanced anti-microbial activity
- polyquaternium-1 The enhancement is achieved by means of a combination of formulation
- disinfecting compositions also contain a relatively small amount of an alkylamine.
- compositions for disinfecting contact lenses be capable of achieving disinfection
- compositions without assistance from other compositions (e.g., cleaning compositions or preserved saline
- present invention enables contact lens disinfecting compositions to satisfy this standard.
- DMAMP dimethylamino-methyl-1-propanediol
- AEPD 2-amino-2-ethyl-l,3-propanediol
- AMPD 2-amino-2-methyl-l,3-propanediol
- AB 2-amino-l-butanol
- the amount of amino alcohol used will depend on the molecular weight of the amino acids
- ophthalmic compositions i.e., preservation of compositions or disinfection of
- contact lenses In general, one or more of the above-described amino alcohols will be utilized
- amino alcohols will generally be present in
- the low molecular weight amino alcohols described herein may be included in various combinations
- compositions include: ophthalmic pharmaceutical
- compositions such as topical compositions used in the treatment of glaucoma, infections,
- compositions for treating contact lenses such as cleaning products
- compositions such as ocular lubricating products, artificial tears, astringents, and
- compositions may be aqueous or non-aqueous, but will generally be aqueous.
- the low molecular weight amino alcohols described above the
- compositions of the present invention may contain one or more anti-microbial agents to
- compositions may contain the anti-microbial agent known as polyquaternium-1 or
- anti-microbial agents include:
- chlorhexidine alexidine, hexetidine, polyhexamethylene biguanide, benzalkonium chloride,
- compositions containing such anti-microbial agents enhances the overall anti ⁇
- compositions include a borate or borate-polyol buffer system.
- borate or borate/polyol buffer systems preferably used in combination with borate or borate/polyol buffer systems.
- borate shall refer to boric acid, salts of boric acid and other pharmaceutically
- borates or combinations thereof.
- the following borates are particularly preferred:
- boric acid sodium borate, potassium borate, calcium borate, magnesium borate, manganese
- borate and other such borate salts.
- polyol shall refer to any compound having at least two adjacent -OH groups which are not in
- the polyols can be linear or cyclic, substituted or unsubstituted, or mixtures thereof, so long as the resultant complex is water soluble and
- Such compounds include: sugars, sugar alcohols, and
- sugar acids and uronic acids are sugar acids and uronic acids.
- Preferred polyols are sugars, sugar alcohols and sugar acids,
- mannitol including, but not limited to: mannitol, glycerin, xylital and sorbitol.
- mannitol including, but not limited to: mannitol, glycerin, xylital and sorbitol.
- sorbitol including, but not limited to: mannitol, glycerin, xylital and sorbitol.
- polyols are mannitol and sorbitol; most preferred is sorbitol.
- borate-polyol is mannitol and sorbitol; most preferred is sorbitol.
- compositions of the present invention are incorporated in the present specification by reference.
- the compositions of the present invention are incorporated in the present specification by reference.
- inventions preferably contain one or more borates in an amount of from about 0.01 to about
- compositions of the present invention comprise one or more low molecular weight amino acids
- Alkylamines have been described in commonly owned United States Patent Nos.
- alkylamines are the amidoamines, as described in the above-referenced Dassanayake et al. patents. The most preferred amidoamine is
- M APD A myristamidopropyldimethy 1-amine
- alkylamine in the compositions of the present invention will vary, due to
- alkylamine The present inventors have found, however, that the amount of alkylamines,
- amidoamines useful in the compositions of the present invention is
- the alkylamines are employed without borates. Generally, the alkylamines will be present in
- compositions may also contain a wide variety of other ingredients, such as tonicity agents (e.g., tonicity agents (e.g., tonicity agents),
- surfactants e.g., alkyl ethoxylates and
- compositions will be formulated so as to be compatible with
- the eye and/or contact lenses to be treated with the compositions.
- the eye and/or contact lenses to be treated with the compositions.
- disinfecting and/or cleaning contact lenses will involve similar considerations, as well as considerations relating to the physical effect of the compositions on contact lens materials and
- alcohols consisted of 2-Amino-2-methyl-l-propanol (AMP), 2-dimethylamino-methyl-l-
- DMAMP propanediol
- AEPD 2-amino-2-ethyl- 1,3 -propanediol
- the formulations were evaluated by inoculating 20 ml of each solution with 0.1
- CFUs colony forming units
- the bacteria and yeast plates were incubated at 30° to 35°C for 2 to 3 days.
- the mold plates were incubated at 20° to 25°C for five days. Following the colony
- a borate/polyol buffer system i.e., boric acid and mannitol
- Formulation A a borate/polyol buffer system (i.e., boric acid and mannitol), but differ in that Formulation A
- Formulation B was adjusted to 7.4 with 6N NaOH, and the volume of the solution was adjusted to 100 ml with purified water. Both formulations had an osmolality of about 200 mOsm/kg.
- compositions of the two formulations are set forth below:
- Example 1 A similar microbial protocol to the Example 1 protocol was employed.
- Formulation A exhibited significantly greater antibacterial activity
- composition surpasses the anti-bacterial effect of EDTA alone (Formulation B).
- composition of the present invention (Formulation C) and a comparative composition
- the following is a preferred multi-purpose composition for the cleaning, disinfecting,
- Formulation F does not contain EDTA.
- composition is an example of a multi-purpose composition useful for
- RGP Rigid Gas Permeable
Abstract
Description
Claims
Priority Applications (14)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP97947519A EP0948357B1 (en) | 1996-12-13 | 1997-11-17 | Use of low molecular weight amino alcohols in ophthalmic compositions |
AU52578/98A AU718199B2 (en) | 1996-12-13 | 1997-11-17 | Use of low molecular weight amino alcohols in ophthalmic compositions |
US09/308,456 US6319464B1 (en) | 1996-12-13 | 1997-11-17 | Use of low molecular weight amino alcohols in ophthalmic compositions |
AT97947519T ATE218887T1 (en) | 1996-12-13 | 1997-11-17 | USE OF LOW MOLECULAR AMINO ALCOHOLS IN OPHTHALMOLOGICAL PREPARATIONS |
DK97947519T DK0948357T3 (en) | 1996-12-13 | 1997-11-17 | Use of low molecular weight amino alcohols in ophthalmic compositions |
CA002272308A CA2272308C (en) | 1996-12-13 | 1997-11-17 | Use of low molecular weight amino alcohols in ophthalmic compositions |
DE69713388T DE69713388T2 (en) | 1996-12-13 | 1997-11-17 | USE OF LOW MOLECULAR AMINO ALCOHOLS IN OPHTHALMOLOGICAL PREPARATIONS |
JP52667098A JP3724813B2 (en) | 1996-12-13 | 1997-11-17 | Use of low molecular weight amino alcohols in ophthalmic compositions |
NZ336031A NZ336031A (en) | 1996-12-13 | 1997-11-17 | Ophthalmic composition with an amino alcohol molecular weight from 60 to 200 and borate composition; method of enhancing anti-microbial activity with composition |
HK00100308A HK1022089A1 (en) | 1996-12-13 | 2000-01-18 | Use of low molecular weight amino alcohols in ophthalmic compositions |
US10/007,423 US6949218B2 (en) | 1996-12-13 | 2001-10-22 | Use of low molecular weight amino alcohols in ophthalmic compositions |
US11/168,788 US7045095B2 (en) | 1996-12-13 | 2005-06-28 | Use of low molecular weight amino alcohols in ophthalmic compositions |
US11/343,068 US8563011B2 (en) | 1996-12-13 | 2006-01-30 | Use of low molecular weight amino alcohols in ophthalmic compositions |
US14/030,388 US8865776B2 (en) | 1996-12-13 | 2013-09-18 | Use of low molecular weight amino alcohols in ophthalmic compositions |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US3307996P | 1996-12-13 | 1996-12-13 | |
US60/033,079 | 1996-12-13 |
Related Child Applications (3)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US09308456 A-371-Of-International | 1997-11-17 | ||
US09/308,456 A-371-Of-International US6319464B1 (en) | 1996-12-13 | 1997-11-17 | Use of low molecular weight amino alcohols in ophthalmic compositions |
US10/007,423 Continuation US6949218B2 (en) | 1996-12-13 | 2001-10-22 | Use of low molecular weight amino alcohols in ophthalmic compositions |
Publications (1)
Publication Number | Publication Date |
---|---|
WO1998025649A1 true WO1998025649A1 (en) | 1998-06-18 |
Family
ID=21868442
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/US1997/020826 WO1998025649A1 (en) | 1996-12-13 | 1997-11-17 | Use of low molecular weight amino alcohols in ophthalmic compositions |
Country Status (15)
Country | Link |
---|---|
US (5) | US6319464B1 (en) |
EP (1) | EP0948357B1 (en) |
JP (2) | JP3724813B2 (en) |
KR (1) | KR100366676B1 (en) |
CN (1) | CN1157227C (en) |
AT (2) | ATE326983T1 (en) |
AU (1) | AU718199B2 (en) |
CA (1) | CA2272308C (en) |
DE (2) | DE69713388T2 (en) |
DK (1) | DK0948357T3 (en) |
ES (2) | ES2178786T3 (en) |
HK (1) | HK1022089A1 (en) |
NZ (1) | NZ336031A (en) |
PT (2) | PT1190718E (en) |
WO (1) | WO1998025649A1 (en) |
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WO2002009780A1 (en) * | 2000-07-31 | 2002-02-07 | Alcon Universal Ltd. | Disinfecting contact lenses with a single solution |
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WO2004084626A2 (en) * | 2003-03-19 | 2004-10-07 | Bausch & Lomb Incorporated | Antimicrobial compositions containing ethanolamine buffer |
EP1656955A1 (en) * | 2003-08-20 | 2006-05-17 | Menicon Co., Ltd. | Liquid preparation for contact lens |
WO2006110482A2 (en) * | 2005-04-11 | 2006-10-19 | Advanced Medical Optics, Inc. | Borate-polyol mixtures as a buffering system |
WO2008036855A2 (en) * | 2006-09-21 | 2008-03-27 | Alcon Research, Ltd. | Self-preserved aqueous pharmaceutical compositions |
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DK1692092T3 (en) | 2003-12-09 | 2009-06-22 | Alcon Inc | Use of bis-amines to enhance the antimicrobial activity of aqueous compositions |
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WO2002009780A1 (en) * | 2000-07-31 | 2002-02-07 | Alcon Universal Ltd. | Disinfecting contact lenses with a single solution |
WO2002064642A1 (en) * | 2001-02-10 | 2002-08-22 | Creavis Gesellschaft Für Technologie Und Innovation Mbh | Method for producing microbicidal surfaces by immobilizing aminoalcohols |
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EP1656955A4 (en) * | 2003-08-20 | 2006-11-02 | Menicon Co Ltd | Liquid preparation for contact lens |
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WO2006110482A2 (en) * | 2005-04-11 | 2006-10-19 | Advanced Medical Optics, Inc. | Borate-polyol mixtures as a buffering system |
WO2006110482A3 (en) * | 2005-04-11 | 2007-03-15 | Advanced Medical Optics Inc | Borate-polyol mixtures as a buffering system |
WO2008036855A2 (en) * | 2006-09-21 | 2008-03-27 | Alcon Research, Ltd. | Self-preserved aqueous pharmaceutical compositions |
WO2008036855A3 (en) * | 2006-09-21 | 2008-07-03 | Alcon Res Ltd | Self-preserved aqueous pharmaceutical compositions |
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