WO2004028502A1 - Composition nettoyante contenant un agent antifongique et un agent antibacterien - Google Patents

Composition nettoyante contenant un agent antifongique et un agent antibacterien Download PDF

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Publication number
WO2004028502A1
WO2004028502A1 PCT/JP2003/012325 JP0312325W WO2004028502A1 WO 2004028502 A1 WO2004028502 A1 WO 2004028502A1 JP 0312325 W JP0312325 W JP 0312325W WO 2004028502 A1 WO2004028502 A1 WO 2004028502A1
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WIPO (PCT)
Prior art keywords
agent
antibacterial
bacteria
antifungal
stone
Prior art date
Application number
PCT/JP2003/012325
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English (en)
Japanese (ja)
Inventor
Shigenobu Kitsugi
Noriyuki Komatsu
Original Assignee
Mochida Pharmaceutical 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 Mochida Pharmaceutical Co., Ltd. filed Critical Mochida Pharmaceutical Co., Ltd.
Priority to KR1020057003311A priority Critical patent/KR101045867B1/ko
Priority to AU2003266643A priority patent/AU2003266643A1/en
Priority to JP2004539553A priority patent/JPWO2004028502A1/ja
Publication of WO2004028502A1 publication Critical patent/WO2004028502A1/fr

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Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/501,3-Diazoles; Hydrogenated 1,3-diazoles
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/075Ethers or acetals
    • A61K31/085Ethers or acetals having an ether linkage to aromatic ring nuclear carbon
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/16Amides, e.g. hydroxamic acids
    • A61K31/165Amides, e.g. hydroxamic acids having aromatic rings, e.g. colchicine, atenolol, progabide
    • A61K31/167Amides, e.g. hydroxamic acids having aromatic rings, e.g. colchicine, atenolol, progabide having the nitrogen of a carboxamide group directly attached to the aromatic ring, e.g. lidocaine, paracetamol
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/41Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
    • A61K31/41641,3-Diazoles
    • A61K31/4174Arylalkylimidazoles, e.g. oxymetazolin, naphazoline, miconazole
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K45/00Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
    • A61K45/06Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04Antibacterial agents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/10Antimycotics
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • A61Q19/10Washing or bathing preparations

Definitions

  • the present invention relates to a cleaning composition for pharmaceuticals, quasi-drugs or cosmetics, which has a broad antibacterial and antifungal spectrum and is excellent in efficacy and safety.
  • the most common method of daily hand washing is with stones and running water, which is the physical removal of dirt, organic matter and transient microorganisms (bacteria, fungi, viruses, etc.) from the hands. .
  • the bactericidal effect of bacteria that have been artificially attached to hands depends on the time of hand washing, and the amount of bacteria is 1/10 in 15 seconds of hand washing. It has been reported that 1Z100 in 30 seconds and 11000 in more than 1 minute. In other words, by washing with ordinary stone stones and running water for 1 minute or more, the attached bacteria can be sufficiently removed.
  • antibacterial agent-containing stones for increasing the disinfection efficiency during washing are commercially available. Used by workers in food production and medical facilities, where bacterial infection is particularly important, to prevent food poisoning, disinfect and disinfect bacteria from the environment that adhere to soil or pets, etc. In addition, cleaning with antibacterial agent-containing stones in ordinary households is becoming commonplace.
  • an antibacterial agent-containing stone an antibacterial agent-containing stone containing triclosan, triclocarban and an antibacterial agent such as Z or isopropylmethylphenol is commercially available.
  • compositions containing an antifungal agent for preventing dandruff are known.
  • an anti-dandruff agent containing miconazole or its nitrate which has a strong antifungal effect against fungi and ora / e (Japanese Patent Application Laid-Open No. 8-3042).
  • the inhibitor used herein is, for example, shampoo for preventing dandruff caused by P. ovale, but the inhibitor does not contain the antibacterial agent as described above.
  • compositions containing one or more antibacterial and antifungal agents and phospholipids that inhibit the biosynthesis of fungi and mold ergosterol (Table 2) Report).
  • azole which is an antifungal agent is exemplified as an antibacterial and antifungal agent, and a compound known as an antibacterial agent is not exemplified.
  • the bacteria in this document substantially means fungi and do not include antibacterial agents.
  • Some actives along with certain surfactants, disclose foaming cleansing creams for greasy or acne-prone skin that include antiseborrheic actives and Z or antimicrobial agents.
  • Japanese Patent Application Laid-Open No. 2002-14045 736 discloses foaming cleansing creams for greasy or acne-prone skin that include antiseborrheic actives and Z or antimicrobial agents.
  • Japanese Patent Application Laid-Open No. 2002-14045 736 disclose foaming cleansing creams for greasy or acne-prone skin that include antiseborrheic actives and Z or antimicrobial agents.
  • a fungicide composition having a skin-protecting effect containing a complex of a fungicide and a water-swellable viscosity mineral has also been proposed (Japanese Patent Application Laid-Open No. 10-265408).
  • fungicides Antibacterial agents such as triclosan and isopropylmethylphenol, azolic antifungal agents and the like are described.
  • the document states that when a fungicide is used in a complex with the above viscous mineral, the antibacterial activity is persistent, and that one or more fungicides are arbitrarily selected.
  • the examples exemplified for each application show the sustained effect when one kind of drug corresponding to each application is formed into a complex with the above-mentioned viscous mineral.
  • fungi attached to the hands can enter the body orally, causing fungal infections in various organs.
  • Fungi are also considered as one of the causes (allergens) of allergic diseases, and C. albicans is regarded as important in relation to atopic dermatitis as an allergic skin disease. .
  • the present inventors have recognized the need for a cleaning composition having a broad antibacterial and antifungal spectrum.
  • the inventor of the present invention in the process of variously examining a cleaning composition containing an antifungal agent and an antibacterial agent, found that among the antifungal agents, this was used as a normal antibacterial stone. It was found that there is a problem that even if it is blended as it is, its solubility, effect, stability, and the like vary greatly, and it is difficult to obtain a stable cleaning composition.
  • antifungals, antibacterials, and cleaning ingredients have a skin irritating effect, and their effects (antifungal, antibacterial, cleaning, It is also necessary to balance the balance between antibacterial agents and residual effects of antifungal agents) and safety (less skin irritation). Disclosure of the invention
  • the present invention solves these problems and provides a cleaning composition containing an antifungal agent and an antibacterial agent, particularly a cleaning composition that can be used for pharmaceuticals, quasi-drugs, or cosmetics. It has a wide spectrum of antibacterial and antifungal properties, is stable and has excellent usability, has excellent detergency, has little skin irritation, and has the effect of preventing itching and deodorizing of the scalp and body.
  • An object of the present invention is to provide a cleaning composition capable of preventing infectious diseases caused by shampoo.
  • the present inventors have conducted intensive studies on a cleaning composition containing an antifungal agent and an antibacterial agent, and found that a cleaning composition containing an azole-based antifungal agent and an antibacterial agent has a strong and broad It has an antibacterial and antifungal spectrum, the product itself is stable, it has excellent usability, it has excellent detergency, it does not cause skin irritation or other adverse events, and it can prevent itching and deodorant effects on the scalp and body.
  • the present inventors have found that at least one of the above-mentioned problems can be solved, such as an effect of preventing infectious diseases caused by indigenous bacteria and passing bacteria, and thus completed the present invention.
  • a cleaning composition for a pharmaceutical, a quasi-drug, or a cosmetic which contains an azole antifungal agent and an antibacterial agent.
  • the antifungal agent is preferably miconazole and / or a salt thereof.
  • the antibacterial agent is preferably at least one selected from triclosan, triclocarban and isopropylmethylphenol.
  • a cleaning composition in which the antifungal agent is miconazole nitrate and the antibacterial agent is Tricsan is a preferred embodiment of the present invention.
  • the content of the antifungal agent is 0.1 to 2.0 wt%, and the content of the antibacterial agent is 0.01 to 1.5 wt%. It is.
  • the cleaning composition of the present invention may contain a mild surfactant as a cleaning component.
  • the washing and cleaning composition of the present invention is provided, for example, in the form of stone.
  • FIG. 1 is a graph showing the results of a bacterial test in Example 5, showing the cleaning effect of the stone of the present invention in comparison with a control stone.
  • FIG. 2 is a graph showing the results of a fungal test in Example 5, showing the cleaning effect of the stone of the present invention in comparison with a control stone.
  • the present invention is an antifungal 'antibacterial cleaning composition for pharmaceuticals, quasi-drugs or cosmetics, having a broad antifungal and antibacterial spectrum.
  • the cleaning composition of the present invention contains an antifungal agent and an antibacterial agent as essential components, and is characterized by containing an azole antifungal agent as the antifungal agent.
  • Examples of the azolic antifungal agent in the present invention include miconazole, clotrimazole, econazole, choconazole, oxiconazole, fluconazole, itraconazole, ketoconazole, croconazole, neticonconazole, and isoconazole.
  • Examples of the salt include nitrate and hydrochloride, and preferably nitrate. In the present invention, two or more of these may be included in the cleaning composition.
  • miconazole clotrimazole, econazole, choconazole, oxyconazole, sulconazole, bifonazole and their salts are preferred, and miconazole nitrate is more preferred. It is.
  • the above-mentioned miconazole and miconazole nitrate mean a compound having a structure represented by the following (I) and ( ⁇ ).
  • the above azole antifungal agent is available as a commercial product.
  • the antibacterial agent used in the present invention is not particularly limited as long as it has a growth inhibitory effect on bacteria, but a diphenyl ether compound, a carbanilide compound or a phenol compound is preferable, and specifically, triclosan, triclocarban And isopropylmethylphenol. Among them, Trik mouth sun is preferred.
  • antibacterial agents are available as commercial products.
  • a particularly preferred embodiment of the present invention is the combination, wherein the antifungal agent is miconazole nitrate and the antibacterial agent is Tricsan.
  • the amount of the antifungal agent and the antibacterial agent in the composition is not particularly limited, but is usually
  • the compounding amount of the antifungal agent is 0.1 to 2.0%, and the compounding amount of the antibacterial agent is 0.0 :! ⁇ 1.5 wt%.
  • the amount is preferably 0.1 to 1.0 wt%, and when the antibacterial agent is triclosan, the amount is 0.05 to 0.5 wt%. 1.0% is preferred.
  • the cleaning component to be added to the cleaning composition is not particularly limited as long as the cleaning component does not impair the efficacy of the antifungal agent and the antibacterial agent, and may include an anionic surfactant.
  • anionic surfactants such as alkyl sulfate sodium salt, amphoteric surfactants such as alkyl dimethyl ammonium betaine, and nonionic surfactants such as polyoxyethylene alkyl ether Surfactants and the like can be used in appropriate combination.
  • These surfactants are preferably low irritants, and examples of low irritant anionic surfactants include monoalkyl phosphates, acyl glutamates, acyl methyl taurates, cocoyl isethionates, Lauroyl-methyl
  • Examples of the low-irritating amphoteric surfactant include betaine-type amphoteric surfactants such as 2-alkyl-1-N-carboxymethyl_N-hydroxy. And ethyl imidazolidine betaine.
  • a combination of a mildly anionic surfactant and a mildly amphoteric surfactant is preferred.
  • the cleaning composition of the present invention further includes components used in ordinary cleaning compositions, for example, humectants such as propylene glycol and glycerin, conditioning components such as cationic polymers, coloring agents such as pigments and pigments, Viscosity modifiers such as methylcellulose and polyethylene glycol, pH regulators such as citric acid and potassium oxide, salts such as sodium chloride, plant extracts, preservatives, vitamins, fragrances, ultraviolet absorbers, antioxidants , Water and the like can be appropriately added.
  • humectants such as propylene glycol and glycerin
  • conditioning components such as cationic polymers
  • coloring agents such as pigments and pigments
  • Viscosity modifiers such as methylcellulose and polyethylene glycol
  • pH regulators such as citric acid and potassium oxide
  • salts such as sodium chloride
  • plant extracts such as preservatives
  • vitamins, fragrances, ultraviolet absorbers, antioxidants , Water and the like can be appropriately added.
  • cleaning composition refers to a composition in which a cleaning component is blended, and after use, is washed away with running water or the like.
  • the form is not particularly limited, stone (solid stone, liquid stone, foamed stone, body soap, hand soap, etc.), cleansing foam, shampoo (hair shampoo, dry shampoo, etc.) And the like. Of these, stones are preferred, and liquid stones and body soaps are particularly preferred. Examples of the cleaning composition of the present invention are shown below, but the present invention is not limited thereto.
  • test drug was dissolved in DMSO, and miconazole was adjusted to 102,400 Mg / mL (titer) and triclosan was adjusted to 409,600 ⁇ g / mL (titer).
  • the miconazole solution prepared at 102, 400 / mL (titer) was further prepared in a two-fold dilution series using DMS0 to prepare 102, 400 to 50 wgZmL (titer).
  • Triclosan drug solution adjusted to 409, 600 M g / mL (titer) was further prepared in a 2-fold dilution series using DMSO, and adjusted to 409, 600 to 6.00 g / mL (titer). .
  • the inoculum was inoculated into each well at 5 / L, and the amount of bacteria in the drug-free medium used as a target was measured to determine the amount of inoculated bacteria.
  • the minimum drug concentration in the tube where growth of the bacteria was not visually observed was defined as MIC.
  • C. albicans was cultured on Sabouraud dextrose agar medium (BBL) at 35 ° C. for 24 to 48 hours, and then adjusted to McFarland ⁇ .5 with sterile physiological saline. It was diluted 1000-fold with RPMI 1640 medium containing 0.165 mol / L MOPS to obtain a test bacterial solution (1 to 5 ⁇ 10 3 cells / mL).
  • T. rubrum was modified 2% on a modified 1Z10 Sabouraud glucose agar slant. Then, after culturing for 1 to 2 weeks, sterile physiological saline solution containing 0.1% Tween 80 was added, conidia were collected, and the conidia were filtered with sterile gauze. The conidia suspension was further diluted with sterile physiological saline containing 0.1% Tween 80, and the number of bacteria was adjusted to 10 6 cellsZmL using a hemocytometer to obtain a test bacterial solution.
  • the drug to be measured was dissolved in DMSO and adjusted to 12,800 Mg / mL (titer) for each of miconazole and triclosan.
  • the miconazole and triclosan drug solutions prepared at 12,800 / xg / mL (titer) were further prepared in 2-fold dilution series using DMSO to obtain 12,800-60 g / mL (titer). It was adjusted.
  • the minimum drug concentration in the tube where growth of the bacteria was not visually observed was defined as MIC.
  • evaluation MIC value (g / mL)
  • Example 2 The liquid stone prepared in Example 2 was a clear, slightly yellow liquid immediately after preparation, and no insolubles were observed. In addition, this liquid stone was stored in a plastic container for 6 months at a temperature of 40 ° C and a relative humidity of 75%. As a result, the residual ratio of miconazole nitrate and triclosan was 95% or more in each case. Quantified by the usual method used), and no precipitation, coloring, etc. were observed. (Example 4) Use of liquid stone (1)
  • the liquid stone prepared in Example 2 was hand-washed and used for the whole body according to a conventional method. Uncomfortable feeling during and after washing, tingling of skin, and bulkiness of skin are observed. It had excellent usability.
  • stamp-stamp medium commercially available SCDLP agar medium; containing soybean casein hydrolyzate, lecithin and polysorbate 80
  • Example 2 Liquid stone prepared in Example 2 diluted to 7% and placed in a foam ejection container (invention stone) and liquid stone prepared by removing miconazole nitrate from the composition of Example 2 (control stone) ), The subject's right and left palms were washed with one hand for a certain period of time.
  • Washing was carried out by each person in charge of the present invention stones and the control stones, washing the hands of all subjects randomly under the blinds, left and right randomly (2 pushes for 5 seconds). .
  • Washing was carried out by the person in charge of the stone of the present invention and the control stone by washing the feet of all subjects randomly under the blind, left and right with a fixed method (2 pushes for 5 seconds). .
  • Inoculated bacterial solution was inoculated into each well in an amount of 5 L, and the amount of bacteria in the drug-free medium used as a control was measured to determine the amount of inoculated bacteria.
  • the minimum drug concentration in the tube where growth of the bacteria was not visually observed was defined as MIC.
  • C. albicans was cultured on Sabouraud dextrose agar medium (88) at 35 ° (:, 48 hours), and then prepared with sterile physiological saline to McFarland No. 0.5. It was diluted 1000-fold with RPMI 1640 medium containing mol / L MOPS to obtain a test bacterial solution (1 to 5 ⁇ 10 3 cells ZmL).
  • T. rubrwn was cultured on a modified 1/10 sub-oral glucose agar slant medium for 271 weeks and then added with 0.1% Tween n80 in sterile physiological saline to collect conidia and filtered through sterile gauze. .
  • the conidia suspension was further diluted with RPMI 1640 medium containing 0.165 mol / L MOPS, and the number of bacteria was adjusted to 10 6 cells / mL using a hemocytometer to obtain a test bacterial solution.
  • the measurement medium prepared in (3) was dispensed in 100 L portions. As a control, 100 L of drug-free medium was dispensed. (5) Inoculate 100 L of the bacterial solution prepared in (1), C. albicans at 35 ° C for 48 hours, and T. rubrim at 21. And cultured for 1 week.
  • Triclosan 0.30 g Miconazole nitrate 0.75 g N-coconut oil fatty acid acyl-L-potassium monoglutamate 5.00 g
  • Triclocarban 0.50 g Miconazole nitrate 0.75 g
  • the cleaning composition of the present invention for a novel drug, quasi-drug, or cosmetic, which contains an antifungal agent and an antibacterial agent.
  • cleaning compositions containing an azole antifungal agent and an antibacterial agent as antifungal agents have a strong and broad antibacterial and antifungal spectrum, are stable in the product itself, and have excellent usability. Excellent detergency, no adverse effects such as skin irritation, prevention of scalp and body itch and deodorization effects, prevention of infectious diseases caused by resident bacteria and passing bacteria It has at least one excellent property.

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Oncology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Communicable Diseases (AREA)
  • Organic Chemistry (AREA)
  • Dentistry (AREA)
  • Zoology (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Engineering & Computer Science (AREA)
  • Pain & Pain Management (AREA)
  • Wood Science & Technology (AREA)
  • Agronomy & Crop Science (AREA)
  • Environmental Sciences (AREA)
  • Birds (AREA)
  • Dermatology (AREA)
  • Cosmetics (AREA)
  • Detergent Compositions (AREA)
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  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

L'invention concerne une composition nettoyante pour médicaments, quasi-médicaments ou cosmétiques, présentant un ample spectre antibactérien et antifongique, ainsi qu'une efficacité et une sécurité excellentes. L'invention concerne notamment une composition nettoyante pour médicaments, quasi-médicaments ou cosmétiques, contenant un agent antifongique de type azole et un agent antibactérien. L'agent antifongique de type azole tel que décrit ci-dessus est, de préférence, du nitrate de miconazole.
PCT/JP2003/012325 2002-09-27 2003-09-26 Composition nettoyante contenant un agent antifongique et un agent antibacterien WO2004028502A1 (fr)

Priority Applications (3)

Application Number Priority Date Filing Date Title
KR1020057003311A KR101045867B1 (ko) 2002-09-27 2003-09-26 항진균제 및 항세균제 배합 세정용 조성물
AU2003266643A AU2003266643A1 (en) 2002-09-27 2003-09-26 Cleansing composition containing antifungal agent and antibacterial agent
JP2004539553A JPWO2004028502A1 (ja) 2002-09-27 2003-09-26 抗真菌剤および抗細菌剤配合洗浄用組成物

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2002/283651 2002-09-27
JP2002283651 2002-09-27

Publications (1)

Publication Number Publication Date
WO2004028502A1 true WO2004028502A1 (fr) 2004-04-08

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PCT/JP2003/012325 WO2004028502A1 (fr) 2002-09-27 2003-09-26 Composition nettoyante contenant un agent antifongique et un agent antibacterien

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JP (1) JPWO2004028502A1 (fr)
KR (1) KR101045867B1 (fr)
CN (1) CN100370965C (fr)
AU (1) AU2003266643A1 (fr)
WO (1) WO2004028502A1 (fr)

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2008540581A (ja) * 2005-05-16 2008-11-20 ノヴァファーム リサーチ (オーストラリア) ピーティーワイ リミテッド 外科手術に向けた患者の準備に使用するための方法および組成物
JP2010275198A (ja) * 2009-05-26 2010-12-09 Mochida Pharmaceut Co Ltd 洗浄用組成物
WO2012177986A2 (fr) 2011-06-22 2012-12-27 Vyome Biosciences Promédicaments antifongiques et antibactériens à base d'un conjugué
WO2014195872A1 (fr) 2013-06-04 2014-12-11 Vyome Biosciences Pvt. Ltd. Particules enrobées et compositions les comprenant
JP2015168615A (ja) * 2014-03-04 2015-09-28 持田製薬株式会社 洗浄用組成物
WO2018199303A1 (fr) * 2017-04-28 2018-11-01 持田製薬株式会社 Préparation de feuille contenant du miconazole et/ou du nitrate de miconazole
JP2019081763A (ja) * 2018-12-27 2019-05-30 持田製薬株式会社 洗浄用組成物

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Publication number Priority date Publication date Assignee Title
CN102226135A (zh) * 2011-05-12 2011-10-26 荆立民 杀菌去污除臭洗鞋液及其制备方法
KR102089397B1 (ko) 2018-03-02 2020-03-16 충북대학교 산학협력단 미코나졸을 유효성분으로 포함하는 퇴행성 중추신경계 질환의 예방 또는 치료용 약학 조성물
KR102089411B1 (ko) 2020-02-27 2020-03-16 충북대학교 산학협력단 미코나졸을 유효성분으로 포함하는 퇴행성 중추신경계 질환의 예방 또는 치료용 약학 조성물

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KR20050059141A (ko) 2005-06-17
AU2003266643A1 (en) 2004-04-19

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