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WO2003030844A1 - Preparations de stimulation de la croissance des cheveux a action prolongee - Google Patents

Preparations de stimulation de la croissance des cheveux a action prolongee Download PDF

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Publication number
WO2003030844A1
WO2003030844A1 PCT/JP2002/010290 JP0210290W WO03030844A1 WO 2003030844 A1 WO2003030844 A1 WO 2003030844A1 JP 0210290 W JP0210290 W JP 0210290W WO 03030844 A1 WO03030844 A1 WO 03030844A1
Authority
WO
WIPO (PCT)
Prior art keywords
minoxidil
preparation
long
hair growth
hair
Prior art date
Application number
PCT/JP2002/010290
Other languages
English (en)
Japanese (ja)
Inventor
Koji Imamura
Rumi Ochiai
Takako Horie
Susumu Morioka
Shinya Saito
Original Assignee
Taisho 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 Taisho Pharmaceutical Co., Ltd. filed Critical Taisho Pharmaceutical Co., Ltd.
Priority to JP2003533878A priority Critical patent/JP4604489B2/ja
Publication of WO2003030844A1 publication Critical patent/WO2003030844A1/fr

Links

Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/494—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
    • A61K8/4953—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom containing pyrimidine ring derivatives, e.g. minoxidil
    • 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
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
    • A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
    • A61K31/506—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim not condensed and containing further heterocyclic rings
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34—Alcohols
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/86—Polyethers
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00—Drugs for dermatological disorders
    • A61P17/14—Drugs for dermatological disorders for baldness or alopecia
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q7/00—Preparations for affecting hair growth

Definitions

  • the present invention relates to a long-lasting hair growth preparation containing minoxidil as an active ingredient.
  • Conventional technology a long-lasting hair growth preparation containing minoxidil as an active ingredient.
  • Minoxidil has the chemical name 6_ (1-piperidinyl) -2,4-pyrimidindiamine-3-oxide, and its application as a hair restorer is described in US Patent No. 4,139,619. There are many reports on hair growth and hair growth.
  • JP-A-10-265343, JP-A-200-348314, and the like also disclose a long-acting minoxidil preparation that can obtain a sufficient hair-growth effect by application once a day. There have been reports, but better ones were being sought.
  • An object of the present invention is to provide a long-acting minoxidil preparation which can obtain an excellent hair-growth effect by application once a day, and which is excellent in feeling upon use. Disclosure of the invention
  • the present inventors have studied the conditions for maintaining the penetration of minoxidil into the scalp and the feeling of use from the formulation applied to the scalp from the viewpoint of the composition of the minoxidil formulation. It was found that when used as a solvent, sustained permeability could be maintained.
  • the present invention comprises (A) 1 to 5 W / V% of the entire preparation, minoxidil (B) polyethylene glycol, and (C) one or two selected from 1,3-butylene glycol and glycerin. It is a long-lasting hair growth preparation characterized by the following.
  • the amount of minoxidil to be compounded in the present invention is 1 to 5 W / V% of the whole preparation (in the case of an aerosol, in the undiluted solution) (hereinafter “W / V%” may be simply indicated as “%”). And preferably 3 to 5%. If the amount is too small, the hair growth effect is insufficient, and if the amount is too large, minoxidil crystals may precipitate.
  • polyethylene glycol in combination with at least one selected from 1,3-butylene glycol and glycerin.
  • the total compounding amount of those polyhydric alcohols is preferably 5 to 20% of the whole preparation, more preferably 9 to 20%, and still more preferably 9 to 15%. If the amount is too small, it is difficult to obtain a sustained effect, and if the amount is too large, the feeling of use is lowered.
  • the blending amount of the other polyhydric alcohol with respect to 1 part by mass of polyethylene glycol is preferably 0.1 to 10 parts by mass, more preferably 0.5 to 5 parts by mass, and most preferably 1 to 4 parts by mass. .
  • the mixing amount of 1,3-butylene glycol and glycerin is preferably 0.1 to 5 parts by mass, more preferably 0.25 to 5 parts by mass, and more preferably 0.2 to 5 parts by mass with respect to 1 part by mass of polyethylene glycol. 5 to 2.5 parts by weight are most preferred.
  • polyethylene glycol, 1,3-butylene glycol and glycerin can be simultaneously added.
  • the content of serine is preferably 4 to 5% of the whole preparation. Within this range, the solubility of minoxidil is high and the feeling of use is excellent, such as reduced stickiness.
  • the polyethylene glycol used in the present invention preferably has a degree of polymerization of 300 to 4,000, more preferably 300 to 1,000, and particularly preferably polyethylene dalicol having a degree of polymerization of 400. If the degree of polymerization is less than 300, it is difficult to maintain the quality of polyethylene dalicol, and if the degree of polymerization is large, the feeling of use will be poor, and the nature of the preparation will make it difficult to manufacture the preparation.
  • the glycerin used in the present invention is a concentrated glycerin having a content of about 98%, and when a normally used glycerin having a content of about 85% is used, the amount to be blended is determined in consideration of the water content. There is a need.
  • the blending amount of menthyl lactate blended for improving the feeling of use is preferably 0.1 to 5% of the whole preparation. If the amount is less than 0.1%, the feeling of penetration imparted at the time of application is insufficient, and even if the amount is more than 5%, no more feeling of penetration can be expected.
  • ethanol As a solvent for the long-lasting hair growth agent of the present invention, ethanol, water or a mixture thereof is preferable.
  • the amount of ethanol is preferably in the range of about 40 to 82%, and the amount of water is preferably in the range of 5 to 30%.
  • the long-lasting hair growth preparation of the present invention preferably has a pH of 5.5 to 9.5 from the viewpoint of the stability of the main drug component minoxidil, the feeling of use, the feeling of irritation to the skin during use, the permeability of the drug, and the like.
  • the range of 5.5 to 6.5 is more preferred.
  • Normally used acids and bases can be used to adjust the pH, but citric acid and salts are preferred from the viewpoint of preparation and stability of the preparation. Acids, lactic acid, phosphoric acid, and salts thereof, and the like, more preferably, phosphoric acid and its salts, which have little effect on skin.
  • sustained hair growth preparation of the present invention other necessary active ingredients and auxiliary ingredients can be added in addition to the essential ingredients.
  • Pharmaceutical ingredients preferably added to and combined with the sustained-growth hair preparation of the present invention include menthol, vitamin E acetate, pantothenyleethyl ether, hinokitiol, pyridoxine hydrochloride, glycyrrhetinic acid, and diphenhydramine hydrochloride. Selected ingredients can be given. Of these optional ingredients, menthol and pantothenylacetyl are preferred from the viewpoint of a sustained effect.
  • the amount of these optional components to be added is not particularly limited, and can be determined empirically in consideration of the stability of use, the stability of minoxidil, the composition of the solvent system, and the like.
  • a particularly preferred optional ingredient, pantotenyl ester is formulated in an amount of about 0.5 to 1.0% in the final composition to improve the refreshing sensation during application and improve the usability of the whole preparation. It is preferable to do it.
  • various active ingredients and auxiliary ingredients used in general external preparations such as excipients, vasodilators (carpronium chloride, benzyl nicotinate, Sempuli extract, Panax ginseng extract, Pepper tincture, etc.), antihistamines (isotipendyl hydrochloride, etc.), anti-inflammatory agents (guaiazulene, etc.), keratolytic agents (urea, salicylic acid, etc.), fungicides (chlorhexyl dalconate) , Isopropylmethylphenol, quaternary ammonium salt, pyroctone olamine, etc.), moisturizers (sodium hyaluronate, chondroitin sulfate, etc.), various animals and plants (yew, potampi, kanzo, otogiriso, tsutsuj
  • a surfactant which is a component often added to an external preparation, usually affects the skin absorption of minoxidil and may reduce the feeling of use. It is preferable not to substantially add a surfactant.
  • the essential component of the long-acting hair growth preparation of the present invention and, if necessary, other ingredients are blended, and a suitable external use such as a lotion, aerosol, tonic, cream, ointment, gel or the like is carried out in a usual manner. It can be used as a formulation.
  • Test example 1 blood concentration measurement test
  • Wistar rat male (8 weeks old) hair was removed from the abdomen, fixed in a dorsal position under ether anesthesia, and prepared using 14C-minoxidil for a fixed area (2 x 3 cm) of the abdomen 30 L of each of the lotions of Examples 1 to 3 and Comparative Example 1 were applied.
  • Blood is collected from the jugular vein at predetermined times (0.5, 1, 2, 4, 6, 8, 10, 24 hours) with 4 animals per group, and the concentration of minoxidil in the blood is measured by liquid scintillation. The blood minoxidil concentration was measured by measuring with a counter.
  • Minoxidil lg, menthyl lactate lg, macrogol 400 g, glycerin 5 g and ethanol 70 g were mixed and dissolved by stirring, and purified water was added to make a total volume of 10 O mL to prepare a lotion. .
  • a score was given on the feeling of penetration of the drug from the formulation, in a form in which the respondents were asked whether they had a pleasant stimulus.
  • Example 5 30 ml of the lotion agent prepared in Example 4 was filled in an aerosol can, and 70 ml of dimethyl ether was further added to obtain an aerosol agent.
  • the lotion of Example 5 can be similarly used as an aerosol.
  • a liquid preparation was obtained by the usual method using the formulation shown in Table 10.
  • the abdomen of a Wistar rat male (8 weeks old) was dehaired, fixed in a dorsal position under ether anesthesia, and a fixed area of the abdomen (2 x 3 cm) was treated with 14C-minoxidil.
  • Each 30 L of the test lotion prepared according to the formulation shown in 1 was applied.
  • Blood is collected from the jugular vein at predetermined times (0.5, 1, 2, 4, 6, 8, 10, 24 hours) with 4 animals per group, and amino acids in the blood are collected.
  • the blood minoxidil concentration was measured by measuring the xyl concentration in a liquid scintillation counter. The results are shown in Table 12 and FIG.
  • Fig. 1 is a graph showing the change in blood minoxidil concentration in the rat.
  • the vertical axis shows the concentration (ng eq./mL), and the horizontal axis shows the elapsed time.
  • Fig. 2 is a graph showing the results of a usability test with and without the inclusion of menthyl lactate.
  • the vertical axis shows the evaluation results of the usability, and the horizontal axis shows the elapsed time after application.
  • Fig. 3 is a diagram showing the results of a usability test with and without the inclusion of menthyl lactate.
  • the vertical axis shows the evaluation results of the usability and the horizontal axis shows the elapsed time after application.
  • Fig. 4 is a graph showing the change in blood minoxidil concentration in the rat.
  • the vertical axis shows the concentration (ng eq./mL), and the horizontal axis shows the elapsed time.
  • Fig. 5 is a graph showing the change in blood minoxidil concentration in the rat.
  • the vertical axis shows the concentration (ng eq./mL), and the horizontal axis shows the elapsed time.
  • Fig. 6 is a graph showing the change in blood minoxidil concentration in the rat.
  • the vertical axis shows the concentration (ng eq./mL), and the horizontal axis shows the elapsed time.

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Epidemiology (AREA)
  • Birds (AREA)
  • Dermatology (AREA)
  • Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Emergency Medicine (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)
  • Cosmetics (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Medicinal Preparation (AREA)

Abstract

L'invention concerne des préparations de minoxidil à action prolongée qui, appliquées une fois par jour, possèdent d'excellents effets de stimulation de la croissance des cheveux, sont agréables au toucher et se caractérisent en ce qu'elles contiennent : (A) de 0,1 à 5 % en volume de minoxidil sur la base de la préparation complète ; (B) du polyéthylène glycol ; et (C) du 1,3-butylène glycol et/ou du glycérol. Ces préparations de minoxidil sont agréables au toucher et leur application est facilitée.
PCT/JP2002/010290 2001-10-04 2002-10-02 Preparations de stimulation de la croissance des cheveux a action prolongee WO2003030844A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP2003533878A JP4604489B2 (ja) 2001-10-04 2002-10-02 持続性育毛製剤

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
JP2001-308711 2001-10-04
JP2001308711 2001-10-04
JP2002-73699 2002-03-18
JP2002073699 2002-03-18

Publications (1)

Publication Number Publication Date
WO2003030844A1 true WO2003030844A1 (fr) 2003-04-17

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ID=26623706

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Application Number Title Priority Date Filing Date
PCT/JP2002/010290 WO2003030844A1 (fr) 2001-10-04 2002-10-02 Preparations de stimulation de la croissance des cheveux a action prolongee

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JP (1) JP4604489B2 (fr)
WO (1) WO2003030844A1 (fr)

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2006176446A (ja) * 2004-12-22 2006-07-06 Lion Corp 頭皮頭髪用組成物
JP2009519936A (ja) * 2005-12-16 2009-05-21 マレック，シェーン 局所投与用担体組成物およびそれを含む治療用配合物
JP2014214098A (ja) * 2013-04-24 2014-11-17 ロート製薬株式会社 ミノキシジル含有外用組成物
JP2017226692A (ja) * 2017-09-05 2017-12-28 ロート製薬株式会社 ミノキシジル含有外用組成物
JP2018048104A (ja) * 2016-01-22 2018-03-29 大正製薬株式会社 外用組成物
JP2018199739A (ja) * 2018-10-02 2018-12-20 ロート製薬株式会社 ミノキシジル含有外用組成物
JP2020189883A (ja) * 2020-08-24 2020-11-26 ロート製薬株式会社 ミノキシジル含有外用組成物

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS63301811A (ja) * 1987-01-28 1988-12-08 Taisho Pharmaceut Co Ltd ミノキシジル配合軟膏剤
JPS6468309A (en) * 1987-09-09 1989-03-14 Shiseido Co Ltd Trichogenous and hair-tonic agent
JPS6468308A (en) * 1987-09-09 1989-03-14 Shiseido Co Ltd Trichogenous and hair-tonic agent
JPH1112136A (ja) * 1997-06-27 1999-01-19 Taisho Pharmaceut Co Ltd ミノキシジル配合エアゾール剤
JP2000198719A (ja) * 1998-10-29 2000-07-18 Taisho Pharmaceut Co Ltd 発毛剤
JP2000239139A (ja) * 1999-02-16 2000-09-05 Shiseido Co Ltd 皮膚化粧料

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1998007404A1 (fr) * 1996-08-23 1998-02-26 Kao Corporation Composition aqueuse de soins de la peau contenant une poudre insoluble dans l'eau
JPH10279439A (ja) * 1997-03-31 1998-10-20 Kureha Chem Ind Co Ltd 発毛育毛剤
JPH10279438A (ja) * 1997-03-31 1998-10-20 Kureha Chem Ind Co Ltd 発毛育毛組成物
JP3192626B2 (ja) * 1997-12-19 2001-07-30 高砂香料工業株式会社 養毛剤
JP2000219619A (ja) * 1999-02-01 2000-08-08 Shiseido Co Ltd 化粧料

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS63301811A (ja) * 1987-01-28 1988-12-08 Taisho Pharmaceut Co Ltd ミノキシジル配合軟膏剤
JPS6468309A (en) * 1987-09-09 1989-03-14 Shiseido Co Ltd Trichogenous and hair-tonic agent
JPS6468308A (en) * 1987-09-09 1989-03-14 Shiseido Co Ltd Trichogenous and hair-tonic agent
JPH1112136A (ja) * 1997-06-27 1999-01-19 Taisho Pharmaceut Co Ltd ミノキシジル配合エアゾール剤
JP2000198719A (ja) * 1998-10-29 2000-07-18 Taisho Pharmaceut Co Ltd 発毛剤
JP2000239139A (ja) * 1999-02-16 2000-09-05 Shiseido Co Ltd 皮膚化粧料

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2006176446A (ja) * 2004-12-22 2006-07-06 Lion Corp 頭皮頭髪用組成物
JP2009519936A (ja) * 2005-12-16 2009-05-21 マレック，シェーン 局所投与用担体組成物およびそれを含む治療用配合物
JP2014214098A (ja) * 2013-04-24 2014-11-17 ロート製薬株式会社 ミノキシジル含有外用組成物
JP2018048104A (ja) * 2016-01-22 2018-03-29 大正製薬株式会社 外用組成物
JP2018162319A (ja) * 2016-01-22 2018-10-18 大正製薬株式会社 外用組成物
JP7070192B2 (ja) 2016-01-22 2022-05-18 大正製薬株式会社 外用組成物
JP2017226692A (ja) * 2017-09-05 2017-12-28 ロート製薬株式会社 ミノキシジル含有外用組成物
JP2018199739A (ja) * 2018-10-02 2018-12-20 ロート製薬株式会社 ミノキシジル含有外用組成物
JP2020189883A (ja) * 2020-08-24 2020-11-26 ロート製薬株式会社 ミノキシジル含有外用組成物

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JPWO2003030844A1 (ja) 2005-01-20
JP4604489B2 (ja) 2011-01-05

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