WO2021039748A1 - Diquafosol ou sel correspondant et composition ophtalmique aqueuse contenant de la polyvinylpyrrolidone - Google Patents

Diquafosol ou sel correspondant et composition ophtalmique aqueuse contenant de la polyvinylpyrrolidone Download PDF

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Publication number
WO2021039748A1
WO2021039748A1 PCT/JP2020/031917 JP2020031917W WO2021039748A1 WO 2021039748 A1 WO2021039748 A1 WO 2021039748A1 JP 2020031917 W JP2020031917 W JP 2020031917W WO 2021039748 A1 WO2021039748 A1 WO 2021039748A1
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WO
WIPO (PCT)
Prior art keywords
aqueous ophthalmic
ophthalmic composition
diquafosol
polyvinylpyrrolidone
sodium
Prior art date
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PCT/JP2020/031917
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English (en)
Japanese (ja)
Inventor
健司 森島
博之 浅田
雄介 桃川
明日香 神村
健一 遠藤
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参天製薬株式会社
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Application filed by 参天製薬株式会社 filed Critical 参天製薬株式会社
Priority to CN202080059970.2A priority Critical patent/CN114286670B/zh
Priority to KR1020227009546A priority patent/KR102656181B1/ko
Priority to KR1020247011257A priority patent/KR20240049646A/ko
Priority to JP2021521065A priority patent/JP6966667B2/ja
Priority to CN202311818685.6A priority patent/CN117771172A/zh
Publication of WO2021039748A1 publication Critical patent/WO2021039748A1/fr

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    • 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
    • A61K9/08—Solutions
    • 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
    • A61K31/70—Carbohydrates; Sugars; Derivatives thereof
    • A61K31/7084—Compounds having two nucleosides or nucleotides, e.g. nicotinamide-adenine dinucleotide, flavine-adenine dinucleotide
    • 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
    • A61K47/02—Inorganic compounds
    • 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
    • A61K47/30—Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
    • A61K47/32—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds, e.g. carbomers, poly(meth)acrylates, or polyvinyl pyrrolidone
    • 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
    • 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

Definitions

  • the present invention relates to an aqueous ophthalmic composition containing diquafosol or a salt thereof, and polyvinylpyrrolidone.
  • (B-1) An ophthalmic pharmaceutical product in which 0.1 to 1 mL of an aqueous ophthalmic composition used for prevention or treatment of dry eye is filled in a unit dose type eye drop container, and the aqueous ophthalmic composition is It contains 3% (w / v) concentration of diquafosol sodium and polyvinylpyrrolidone having a K value of 90, and is characterized by being used so as to be instilled 1 to 2 drops at a time and 2 to 4 times a day. Ophthalmic pharmaceutical products.
  • the use of the substance is characterized in that 1 to 10 mL of the aqueous ophthalmic composition is filled in a PFMD container and used so as to be instilled 1 to 2 drops at a time and 2 to 4 times a day.
  • (C-7) Any of (C-1) to (C-6), wherein the aqueous ophthalmic composition is used by instilling 1 to 2 drops at a time, 3 times a day. Use of the aqueous ophthalmic composition according to 1.
  • this composition Since this composition has a high tear volume increasing effect, a stronger dry eye therapeutic effect is expected as compared with the case of instillation of existing Diquas (registered trademark) ophthalmic solution. Therefore, it is also expected that this composition exerts a dry eye therapeutic effect comparable to or higher than that of the existing Diquas (registered trademark) ophthalmic solution at a lower concentration.
  • the existing Diquas (registered trademark) ophthalmic solution needs to be instilled 6 times a day, and although there are some patients who do not obtain the expected effect due to poor eye drop adherence, polyvinylpyrrolidone having a certain K value.
  • the silver salt is stable and exhibits excellent preservative effect.
  • CMC-Na sodium carboxymethyl cellulose
  • HPMC hydroxypropylmethyl cellulose
  • CVP carboxyvinyl polymer
  • diquafosol ophthalmic solution means an aqueous ophthalmic solution containing diquafosol or a salt thereof.
  • the “salt of diquafosol” is not particularly limited as long as it is a pharmaceutically acceptable salt, and is a metal salt with lithium, sodium, potassium, calcium, magnesium, zinc, etc .; hydrochloric acid, hydrobromic acid, hydroiodide.
  • diquafosol or a salt thereof also includes a hydrate and an organic solvate of diquafosol (free form) or a salt thereof.
  • diquafosol or salt thereof is preferably a sodium salt of diquafosol, and a diquafosol tetrasodium salt represented by the following chemical structural formula (also simply referred to as "diquafosol sodium" in the present specification) is particularly preferable. preferable.
  • polyvinylpyrrolidone K17 polyvinylpyrrolidone K25, polyvinylpyrrolidone K30, polyvinylpyrrolidone K40, polyvinylpyrrolidone K50, polyvinylpyrrolidone K60, polyvinylpyrrolidone K70, polyvinylpyrrolidone K80, polyvinylpyrrolidone K85, polyvinylpyrrolidone K90, polyvinylpyrrolidone K120 and the like can be mentioned.
  • ⁇ rel is the relative viscosity of the polyvinylpyrrolidone aqueous solution with respect to water
  • c is the polyvinylpyrrolidone concentration (%) in the polyvinylpyrrolidone aqueous solution.
  • K90 is the above formula.
  • the viscosity characteristic value (K value) calculated by applying to (1) is in the range of 81 to 97.2.
  • one kind of polyvinylpyrrolidone may be used alone, or two or more kinds of polyvinylpyrrolidones having different K values may be used in any combination.
  • the concentration of polyvinylpyrrolidone is not particularly limited, but is, for example, 0.001% (w / v) or more, preferably 0.001 to 10% (w / v), more preferably 0. 0.01 to 10% (w / v), more preferably 0.05 to 10% (w / v), even more preferably 0.1 to 10% (w / v), and even more preferably 0.1 to 5 % (W / v), particularly preferably 1-5% (w / v).
  • composition can be further supplemented with pharmaceutically acceptable preservatives as needed.
  • pharmaceutically acceptable preservatives such as silver nitrate, benzalkonium chloride, benzalkonium bromide, benzethonium chloride, chlorhexidine gluconate, boric acid, borax, sorbic acid, potassium sorbate, methyl paraoxybenzoate, propyl paraoxybenzoate, Examples thereof include chlorobutanol, polydronium chloride, and polyhexanide hydrochloride.
  • a preferable preservative in the present invention is a silver salt.
  • silver salts include silver nitrate, silver sulfate, silver chloride, silver bromide, silver oxide, silver acetate, silver carbonate, silver citrate, silver lactate, silver phosphate, silver oxalate, silver thiosulfate, and protein silver.
  • silver nitrate is preferable.
  • the concentration of the silver salt is not particularly limited, and is not particularly limited as long as it is in the range of 0.00000001 to 1% (w / v), for example.
  • the lower limit values are, for example, 0.00000001% (w / v) or more, 0.000000001% (w / v) or more, 0.000001% (w / v) or more, 0.0000025%.
  • the upper limit is, for example, 1% (w / v) or less, 0.5% (w / v) or less, 0.1% (w / v) or less, 0.05% (w / v) or less.
  • 0.01% (w / v) or less, 0.005% (w / v) or less, or 0.001% (w / v) or less is preferable.
  • pharmaceutically acceptable additives can be further added to the composition, if necessary.
  • buffering agents such as sodium phosphate, sodium hydrogen phosphate, sodium hydrogen phosphate hydrate, sodium dihydrogen phosphate, sodium acetate, epsilon-aminocaproic acid; calcium chloride, sodium chloride, potassium chloride, concentrated glycerin, etc.
  • Isotonic agents such as sodium edetate, sodium edetate hydrate, citrate hydrate, sodium citrate hydrate; surfactants such as polysorbate; antioxidants such as ascorbic acid;
  • a thickening agent also referred to as a thickener
  • hydroxyethyl cellulose or hydroxypropyl methyl cellulose such as hydroxyethyl cellulose or hydroxypropyl methyl cellulose
  • a pH adjusting agent such as hydrochloric acid or sodium hydroxide can be selected and added as necessary.
  • the composition does not have to contain a cellulosic polymer which is a thickening agent such as hydroxyethyl cellulose and hydroxypropyl methyl cellulose.
  • the "ophthalmic composition” refers to a composition for use in the prevention and / or treatment of eye diseases and the like.
  • the dosage form include eye drops, eye ointments, injections, ointments (for example, which can be administered to the skin of the eyelids), and the like, and eye drops are preferable.
  • eye drops are synonymous with eye drops or eye drops, and eye drops for contact lenses are also included in the definition of eye drops.
  • the present composition may be a soluble eye drop or a suspension eye drop depending on the properties and contents of the active ingredient and the additive.
  • the composition can be stored in an airtight container, specifically, an eye drop container.
  • an eye drop container filled with the present composition
  • examples of the eye drop container filled with the present composition include a "multi-dose type eye drop container” and a "unit-dose type eye drop container”.
  • the "ophthalmic pharmaceutical product” refers to a product for ophthalmic pharmaceuticals in which the present composition is filled in an eye drop container.
  • examples of the "ophthalmic pharmaceutical product” include eye drop products.
  • the definition of each term in the “ophthalmic pharmaceutical product” of the present invention is the same as the definition of each term in the "composition”.
  • the "multi-dose type eye drop container” is an eye drop container provided with a container body and a cap that can be attached to the container body, and the cap can be freely opened and resealed.
  • the multi-dose type eye drop container usually contains a plurality of doses of eye drops for use for a certain period of time.
  • the composition may be contained in a PFMD (Preservative Free Multi Dose) container.
  • Dry eye symptoms include subjective symptoms such as dry eyes, discomfort, eye fatigue, dullness, photophobia, eye pain, and blurred vision (blurred vision), as well as other symptoms such as congestion and keratoconjunctival epithelial disorders. Findings are also included.
  • "prevention or treatment of dry eye” also includes improvement of the above-mentioned subjective symptoms and / or objective findings.
  • Eye drops B Sterilized purified water containing sodium hydrogen phosphate hydrate (0.2 g), sodium edetate hydrate (0.01 g), sodium chloride (0.45 g), silver nitrate (0.00004 g), and polyvinylpyrrolidone K90 (4 g). The pH was adjusted to 100 mL, and a pH regulator (q.s.) was added to adjust the pH to 7.5.
  • Eye drops X As the eye drop X, "Diquas (registered trademark) eye drop 3%" (manufactured by Santen Pharmaceutical Co., Ltd.), which is used as a therapeutic agent for dry eye, was used.
  • Ophthalmic solution X contains 30 mg of sodium diquafosol as an active ingredient in 1 mL of water, and contains potassium chloride, sodium chloride, chlorhexidine gluconate solution, sodium hydrogen phosphate hydrate, and sodium edetate hydrate as additives. , Contains a pH regulator.
  • Eye drops Y An ophthalmic solution of ophthalmic solution Y was prepared according to the formulation shown in Table 3. Specifically, sodium hydrogen phosphate hydrate (0.2 g), sodium edetate hydrate (0.01 g), sodium chloride (0.45 g), silver nitrate (0.00004 g), sodium diquafosol ( 3 g) was dissolved in sterilized purified water to make 100 mL, and a pH adjuster (q.s.) was added to make pH 7.5.
  • Table 3 sodium hydrogen phosphate hydrate (0.2 g), sodium edetate hydrate (0.01 g), sodium chloride (0.45 g), silver nitrate (0.00004 g), sodium diquafosol ( 3 g) was dissolved in sterilized purified water to make 100 mL, and a pH adjuster (q.s.) was added to make pH 7.5.
  • Eye drops C and D Each eye drop C and D was prepared in the same manner as the eye drop Y according to the formulation shown in Table 3.

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  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Epidemiology (AREA)
  • Inorganic Chemistry (AREA)
  • Ophthalmology & Optometry (AREA)
  • Molecular Biology (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Medicinal Preparation (AREA)

Abstract

La présente invention concerne le diquafosol ou un sel correspondant et une composition ophtalmique aqueuse contenant de la polyvinylpyrrolidone. La présente invention concerne en outre une composition ophtalmique aqueuse pour la prévention ou le traitement de l'œil sec, la composition contenant une concentration de 3 % (P/V) en diquafosol de sodium, de la polyvinylpyrrolidone présentant une valeur K de 90 et du nitrate d'argent et la composition étant caractérisée en ce qu'elle est utilisée de façon à être administrée par voie oculaire en une dose de 1 ou 2 gouttes 2 à 4 fois par jour. La présente invention concerne également une composition ophtalmique aqueuse pour la prévention ou le traitement de l'œil sec, la composition contenant une concentration de 3 % (P/V) en diquafosol de sodium, de la polyvinylpyrrolidone et du nitrate d'argent, la composition étant caractérisée en ce qu'elle est utilisée de façon à être administrée par voie oculaire en une dose d'une ou de deux gouttes, deux à quatre fois par jour, la viscosité étant de 3 à 30 mPa·s à 25°C.
PCT/JP2020/031917 2019-08-27 2020-08-25 Diquafosol ou sel correspondant et composition ophtalmique aqueuse contenant de la polyvinylpyrrolidone WO2021039748A1 (fr)

Priority Applications (5)

Application Number Priority Date Filing Date Title
CN202080059970.2A CN114286670B (zh) 2019-08-27 2020-08-25 含有地夸磷索或其盐、及聚乙烯吡咯烷酮的水性眼科用组合物
KR1020227009546A KR102656181B1 (ko) 2019-08-27 2020-08-25 디쿠아포솔 또는 그 염 및 폴리비닐피롤리돈을 함유하는 수성 안과용 조성물
KR1020247011257A KR20240049646A (ko) 2019-08-27 2020-08-25 디쿠아포솔 또는 그 염 및 폴리비닐피롤리돈을 함유하는 수성 안과용 조성물
JP2021521065A JP6966667B2 (ja) 2019-08-27 2020-08-25 ジクアホソルまたはその塩、およびポリビニルピロリドンを含有する水性眼科用組成物
CN202311818685.6A CN117771172A (zh) 2019-08-27 2020-08-25 含有地夸磷索或其盐、及聚乙烯吡咯烷酮的水性眼科用组合物

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JP2019154525 2019-08-27
JP2019-154525 2019-08-27

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WO2022210784A1 (fr) * 2021-03-30 2022-10-06 千寿製薬株式会社 Suspension contenant un dérivé d'acétamide d'hétérocyclidène
JP7245383B1 (ja) 2022-09-20 2023-03-23 参天製薬株式会社 ジクアホソルまたはその塩を含有する眼科用組成物のｐＨの低下を抑制する方法

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Publication number Priority date Publication date Assignee Title
WO2022210784A1 (fr) * 2021-03-30 2022-10-06 千寿製薬株式会社 Suspension contenant un dérivé d'acétamide d'hétérocyclidène
JP7175431B1 (ja) * 2021-03-30 2022-11-18 千寿製薬株式会社 ヘテロシクリデンアセトアミド誘導体含有懸濁液
JP2023011898A (ja) * 2021-03-30 2023-01-24 千寿製薬株式会社 ヘテロシクリデンアセトアミド誘導体含有懸濁液
JP7273235B2 (ja) 2021-03-30 2023-05-12 千寿製薬株式会社 ヘテロシクリデンアセトアミド誘導体含有懸濁液
CN114646705A (zh) * 2022-03-22 2022-06-21 武汉绿合医药科技有限公司 一种地夸磷索钠滴眼液有关物质含量检测方法
JP7245383B1 (ja) 2022-09-20 2023-03-23 参天製薬株式会社 ジクアホソルまたはその塩を含有する眼科用組成物のｐＨの低下を抑制する方法
JP2024044960A (ja) * 2022-09-20 2024-04-02 参天製薬株式会社 ジクアホソルまたはその塩を含有する眼科用組成物のｐＨの低下を抑制する方法

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KR20220052971A (ko) 2022-04-28
TW202122094A (zh) 2021-06-16
JP6966667B2 (ja) 2021-11-17
KR102656181B1 (ko) 2024-04-08
JP2022003099A (ja) 2022-01-11
CN114286670A (zh) 2022-04-05
CN117771172A (zh) 2024-03-29
CN114286670B (zh) 2024-01-16
JPWO2021039748A1 (ja) 2021-09-30
KR20240049646A (ko) 2024-04-16

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