JPS6388112A - Hair agent containing cycle adenosine derivative - Google Patents
Hair agent containing cycle adenosine derivativeInfo
- Publication number
- JPS6388112A JPS6388112A JP23216786A JP23216786A JPS6388112A JP S6388112 A JPS6388112 A JP S6388112A JP 23216786 A JP23216786 A JP 23216786A JP 23216786 A JP23216786 A JP 23216786A JP S6388112 A JPS6388112 A JP S6388112A
- Authority
- JP
- Japan
- Prior art keywords
- formula
- hair
- agent
- agent containing
- hair agent
- Prior art date
- Legal status (The legal status 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 status listed.)
- Granted
Links
- 210000004209 hair Anatomy 0.000 title abstract description 12
- 239000003795 chemical substances by application Substances 0.000 title abstract description 10
- 150000003835 adenosine derivatives Chemical class 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims abstract description 16
- 150000003839 salts Chemical class 0.000 claims abstract description 10
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- 125000002252 acyl group Chemical group 0.000 claims description 3
- 239000003676 hair preparation Substances 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract description 9
- 238000002360 preparation method Methods 0.000 abstract description 8
- -1 cyclic adenosine derivative Chemical class 0.000 abstract description 7
- PRAKJMSDJKAYCZ-UHFFFAOYSA-N squalane Chemical compound CC(C)CCCC(C)CCCC(C)CCCCC(C)CCCC(C)CCCC(C)C PRAKJMSDJKAYCZ-UHFFFAOYSA-N 0.000 abstract description 6
- 239000006071 cream Substances 0.000 abstract description 4
- 229940041616 menthol Drugs 0.000 abstract description 4
- JXTPJDDICSTXJX-UHFFFAOYSA-N n-Triacontane Natural products CCCCCCCCCCCCCCCCCCCCCCCCCCCCCC JXTPJDDICSTXJX-UHFFFAOYSA-N 0.000 abstract description 3
- 229940032094 squalane Drugs 0.000 abstract description 3
- NOOLISFMXDJSKH-UTLUCORTSA-N (+)-Neomenthol Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@@H]1O NOOLISFMXDJSKH-UTLUCORTSA-N 0.000 abstract description 2
- NOOLISFMXDJSKH-UHFFFAOYSA-N DL-menthol Natural products CC(C)C1CCC(C)CC1O NOOLISFMXDJSKH-UHFFFAOYSA-N 0.000 abstract description 2
- 239000003963 antioxidant agent Substances 0.000 abstract description 2
- 239000003925 fat Substances 0.000 abstract description 2
- 239000003921 oil Substances 0.000 abstract description 2
- 239000002674 ointment Substances 0.000 abstract description 2
- ODFCWXVQZAQDSO-CMKODMSKSA-N (2s,4as,10ar)-1,1,4a-trimethyl-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthrene-2,6-diol Chemical compound CC([C@@H]1CC2)(C)[C@@H](O)CC[C@]1(C)C1=C2C=C(C(C)C)C(O)=C1 ODFCWXVQZAQDSO-CMKODMSKSA-N 0.000 abstract 1
- BYTORXDZJWWIKR-UHFFFAOYSA-N Hinokiol Natural products CC(C)c1cc2CCC3C(C)(CO)C(O)CCC3(C)c2cc1O BYTORXDZJWWIKR-UHFFFAOYSA-N 0.000 abstract 1
- 229910019142 PO4 Inorganic materials 0.000 abstract 1
- 230000003078 antioxidant effect Effects 0.000 abstract 1
- 125000002091 cationic group Chemical group 0.000 abstract 1
- 239000000975 dye Substances 0.000 abstract 1
- 230000002070 germicidal effect Effects 0.000 abstract 1
- 230000003450 growing effect Effects 0.000 abstract 1
- 239000002304 perfume Substances 0.000 abstract 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 abstract 1
- 239000010452 phosphate Substances 0.000 abstract 1
- 239000000243 solution Substances 0.000 abstract 1
- 239000004094 surface-active agent Substances 0.000 abstract 1
- 229940124543 ultraviolet light absorber Drugs 0.000 abstract 1
- 239000006097 ultraviolet radiation absorber Substances 0.000 abstract 1
- 230000003779 hair growth Effects 0.000 description 10
- FUWUEFKEXZQKKA-UHFFFAOYSA-N beta-thujaplicin Chemical compound CC(C)C=1C=CC=C(O)C(=O)C=1 FUWUEFKEXZQKKA-UHFFFAOYSA-N 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical class OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- MRAMPOPITCOOIN-VIFPVBQESA-N (2r)-n-(3-ethoxypropyl)-2,4-dihydroxy-3,3-dimethylbutanamide Chemical compound CCOCCCNC(=O)[C@H](O)C(C)(C)CO MRAMPOPITCOOIN-VIFPVBQESA-N 0.000 description 2
- CIVCELMLGDGMKZ-UHFFFAOYSA-N 2,4-dichloro-6-methylpyridine-3-carboxylic acid Chemical compound CC1=CC(Cl)=C(C(O)=O)C(Cl)=N1 CIVCELMLGDGMKZ-UHFFFAOYSA-N 0.000 description 2
- 201000004384 Alopecia Diseases 0.000 description 2
- ZAKOWWREFLAJOT-CEFNRUSXSA-N D-alpha-tocopherylacetate Chemical compound CC(=O)OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C ZAKOWWREFLAJOT-CEFNRUSXSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- 241000699670 Mus sp. Species 0.000 description 2
- 230000007059 acute toxicity Effects 0.000 description 2
- 231100000403 acute toxicity Toxicity 0.000 description 2
- TUFYVOCKVJOUIR-UHFFFAOYSA-N alpha-Thujaplicin Natural products CC(C)C=1C=CC=CC(=O)C=1O TUFYVOCKVJOUIR-UHFFFAOYSA-N 0.000 description 2
- OGBUMNBNEWYMNJ-UHFFFAOYSA-N batilol Chemical compound CCCCCCCCCCCCCCCCCCOCC(O)CO OGBUMNBNEWYMNJ-UHFFFAOYSA-N 0.000 description 2
- 210000001217 buttock Anatomy 0.000 description 2
- XSIFPSYPOVKYCO-UHFFFAOYSA-N butyl benzoate Chemical compound CCCCOC(=O)C1=CC=CC=C1 XSIFPSYPOVKYCO-UHFFFAOYSA-N 0.000 description 2
- 229960000525 diphenhydramine hydrochloride Drugs 0.000 description 2
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 2
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 2
- 229960004889 salicylic acid Drugs 0.000 description 2
- 239000001488 sodium phosphate Substances 0.000 description 2
- 229910000162 sodium phosphate Inorganic materials 0.000 description 2
- 229940042585 tocopherol acetate Drugs 0.000 description 2
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 2
- 229930007845 β-thujaplicin Natural products 0.000 description 2
- KRBZRVBLIUDQNG-JBVYASIDSA-M Bucladesine sodium Chemical compound [Na+].C([C@H]1O2)OP([O-])(=O)O[C@H]1[C@@H](OC(=O)CCC)[C@@H]2N1C(N=CN=C2NC(=O)CCC)=C2N=C1 KRBZRVBLIUDQNG-JBVYASIDSA-M 0.000 description 1
- 208000019300 CLIPPERS Diseases 0.000 description 1
- 206010009192 Circulatory collapse Diseases 0.000 description 1
- IVOMOUWHDPKRLL-KQYNXXCUSA-N Cyclic adenosine monophosphate Chemical compound C([C@H]1O2)OP(O)(=O)O[C@H]1[C@@H](O)[C@@H]2N1C(N=CN=C2N)=C2N=C1 IVOMOUWHDPKRLL-KQYNXXCUSA-N 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 241000699666 Mus <mouse, genus> Species 0.000 description 1
- 241000700159 Rattus Species 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- IVOMOUWHDPKRLL-UHFFFAOYSA-N UNPD107823 Natural products O1C2COP(O)(=O)OC2C(O)C1N1C(N=CN=C2N)=C2N=C1 IVOMOUWHDPKRLL-UHFFFAOYSA-N 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 206010068168 androgenetic alopecia Diseases 0.000 description 1
- 238000004166 bioassay Methods 0.000 description 1
- 229960005263 bucladesine Drugs 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000004063 butyryl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- CNYFJCCVJNARLE-UHFFFAOYSA-L calcium;2-sulfanylacetic acid;2-sulfidoacetate Chemical compound [Ca+2].[O-]C(=O)CS.[O-]C(=O)CS CNYFJCCVJNARLE-UHFFFAOYSA-L 0.000 description 1
- 239000003093 cationic surfactant Substances 0.000 description 1
- 208000021930 chronic lymphocytic inflammation with pontine perivascular enhancement responsive to steroids Diseases 0.000 description 1
- 239000002826 coolant Substances 0.000 description 1
- 239000000645 desinfectant Substances 0.000 description 1
- 235000005911 diet Nutrition 0.000 description 1
- 230000037213 diet Effects 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 235000005523 excessive nutrition Nutrition 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 239000000118 hair dye Substances 0.000 description 1
- 230000003676 hair loss Effects 0.000 description 1
- 208000024963 hair loss Diseases 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 235000019198 oils Nutrition 0.000 description 1
- 239000004006 olive oil Substances 0.000 description 1
- 235000008390 olive oil Nutrition 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 125000001325 propanoyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000008213 purified water Substances 0.000 description 1
- 229940045920 sodium pyrrolidone carboxylate Drugs 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 230000035882 stress Effects 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 229940099259 vaseline Drugs 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
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
- A61K8/60—Sugars; Derivatives thereof
- A61K8/606—Nucleosides; Nucleotides; Nucleic acids
-
- 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
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Epidemiology (AREA)
- Birds (AREA)
- Molecular Biology (AREA)
- Chemical & Material Sciences (AREA)
- Dermatology (AREA)
- Cosmetics (AREA)
Abstract
Description
【発明の詳細な説明】
〈産業上の利用分野〉
本発明は一般式
（式中、Ｘは水素原子又はアルキル基を、Ｒ１及びＲ２
はそれぞれ独立に水素原子又はアシル基を意味する。）
で表わされる化合物又はその塩を含有する毛髪用剤更に
詳しくは発毛・育毛剤に関する。Detailed Description of the Invention <Industrial Application Field> The present invention relates to the general formula (wherein, X is a hydrogen atom or an alkyl group, R1 and R2
each independently represents a hydrogen atom or an acyl group. )
The present invention relates to a hair preparation containing the compound represented by the above formula or a salt thereof, and more particularly to a hair growth/growth agent.
〈従来の技術〉
最近、脱毛老人口は高齢化社会、多用化世相を反映して
のストレス、栄養Ａ多、食事の洋風化、染毛剤使用人口
増加などが原因して増大の一途にあることは周知の通り
であり、わが国の成人男子の３韓以上が男性型脱毛症と
いわれている。<Conventional technology> Recently, the number of elderly people experiencing hair loss has been increasing due to factors such as an aging society, stress reflecting the trend of heavy usage, excessive nutrition, westernized diet, and an increase in the number of people using hair dyes. This is well known, and it is said that 3 or more adult males in Japan suffer from male pattern baldness.
このようなことから、発毛・育毛剤は現在１００種近く
も市販されている。しかしながら、真に有効な発毛・育
毛剤は非常に少ない。For this reason, there are currently nearly 100 types of hair growth/growth agents on the market. However, there are very few truly effective hair growth/growth agents.
又、式（Ｉ）の化合物の代表化合物であるＮ６．２′−
〇−ジブチリルアデノシンー３’ 、５’ −環状リ
ン酸ナトリウム（−数名：ブクラデシンナトリウム）に
ついては急性循環不全用剤としての用途が知られている
が、毛髪用剤としての用途は知られていない。In addition, N6.2'- which is a representative compound of the compound of formula (I)
〇-Dibutyryladenosine-3',5'-cyclic sodium phosphate (-several names: bucladesine sodium) is known to be used as an agent for acute circulatory failure, but its use as a hair agent is unknown. unknown.
〈発明が解決しようとする問題点〉
本発明者らは上記問題点について解決子へく鋭意検討し
た結果、本発明を完成した。<Problems to be Solved by the Invention> The present inventors have completed the present invention as a result of intensive studies to find a solution to the above-mentioned problems.
〈発明の構成〉
本発明は、式（Ｉ）の化合物又はその塩を含有する発毛
・育毛剤に関する。<Configuration of the Invention> The present invention relates to a hair growth/growth agent containing a compound of formula (I) or a salt thereof.
式（１）においてアルキル基としては、メチル、エチル
、プロピル、イソプロピル、ｎ−ブチル、第三級ブチル
等があげられる。アシル基としてはアセチル、プロパノ
イル、ブタノイル、バルミトイル等があげられる。In formula (1), examples of the alkyl group include methyl, ethyl, propyl, isopropyl, n-butyl, and tertiary butyl. Examples of the acyl group include acetyl, propanoyl, butanoyl, and valmitoyl.
式（Ｉ）の化合物の塩としてはリン酸基のナトリウム塩
等のアルカリ金属塩、アルカリ土類金属塩等をあげるこ
とができる。Examples of the salt of the compound of formula (I) include alkali metal salts such as sodium salts of phosphoric acid groups, alkaline earth metal salts, and the like.
式（Ｉ）の化合物及びその塩は過当な添加剤、例えば、
ヒノキチオール、カチオン型界面活性剤等の殺菌剤、メ
ントール等の清涼剤、オリーブ油、スクワラン、高級ア
ルコール等の油脂、香料、酸化防止剤、紫外線吸収剤、
色素等と共に液剤、クリーム剤及び軟膏剤等の外用製剤
とすることができる。本外用製剤の場合、式（１）の化
合物又はその塩の濃度は通常０．５〜５亀であり、好ま
しくはｌ零付近である。Compounds of formula (I) and their salts may be used with suitable additives, e.g.
Disinfectants such as hinokitiol and cationic surfactants, cooling agents such as menthol, fats and oils such as olive oil, squalane, and higher alcohols, fragrances, antioxidants, ultraviolet absorbers,
It can be made into external preparations such as liquids, creams, and ointments together with pigments and the like. In the case of the present external preparation, the concentration of the compound of formula (1) or its salt is usually 0.5 to 5 μm, preferably around 0.0 μl.
式（Ｉ）の化合物又はその塩は前記製剤とした場合１日
数回患部に適量を塗布することにより発毛及び育毛効果
を肥めることができる。When the compound of formula (I) or a salt thereof is made into the above-mentioned preparation, it can enhance hair growth and hair growth effects by applying an appropriate amount to the affected area several times a day.
式（Ｉ）の化合物の毒性については、マウス、ラット等
の動物を用いて急性毒性（ＬＤＳ。）を検討した結果、
式（Ｉ）の化合物は安全性の高いものであることを確認
した。Regarding the toxicity of the compound of formula (I), as a result of examining acute toxicity (LDS) using animals such as mice and rats,
It was confirmed that the compound of formula (I) is highly safe.
〈発明の効果〉
式（Ｉ）の化合物及びその塩は優れた発毛及び育毛効果
を有するものである。従フて、式ＣＩ）の化合物又はそ
の塩を含有する製剤は、発毛・育毛斉ＩＪとして（され
ている。<Effects of the Invention> The compound of formula (I) and its salt have excellent hair growth and hair growth effects. Therefore, preparations containing the compound of formula CI or a salt thereof are referred to as IJ for hair growth and growth.
以下、本発明を実施例、試験例により説明するが、本発
明はこれらによって限定されるものではない。EXAMPLES The present invention will be explained below with reference to Examples and Test Examples, but the present invention is not limited thereto.
実施例１
パントテニルエチルエーテル０．５ｇ、酢酸トコフェロ
ール０．０１ｇ、サリチル酸０．２．ｇ 、 ＪＺ−メ
ントール０．３ｇ 、塩酸ジフェンヒドラミン０．１ｇ
。Example 1 0.5 g of pantothenyl ethyl ether, 0.01 g of tocopherol acetate, 0.2 g of salicylic acid. g, JZ-menthol 0.3g, diphenhydramine hydrochloride 0.1g
.
アデノシン−３’ 、５’−環状リン酸（以下ｃＡＭＰ
）１．０ｇを５０％エタノール１００ｍｆ１１．：溶
解させ液剤とした。Adenosine-3', 5'-cyclic phosphate (hereinafter referred to as cAMP)
) 1.0g to 50% ethanol 100mf11. : Dissolved to form a liquid preparation.
実施例２
ヒノキチオール０．０５ｇ、パントテニルエチルエーテ
ルＩｇ 、酢酸トコフェロールｏ、ｏｔｇ、サリチル酸
０．２ｇ 、 ｕ−メントール０．３ｇ 、塩酸ジフェ
ンヒドラミン０．１ｇ、 ｉ−ピロリドンカルボン酸ナ
トリウムｉ（ｔ １ｇ、 Ｎ６．２’−ａ−ジブチルア
デノシン−３′、５’ −１３状リン酸ナトリウム（以
下、ＤＢｃＡｈｌＰ）２．０ｇを８０％エタノールｌＩ
ｌｌＯｍ、ｃに溶解させ液剤とした。Example 2 Hinokitiol 0.05g, pantothenylethyl ether Ig, tocopherol acetate o, otg, salicylic acid 0.2g, u-menthol 0.3g, diphenhydramine hydrochloride 0.1g, i-sodium pyrrolidone carboxylate i (t 1g, N6 .2'-a-dibutyladenosine-3',5'-13-form sodium phosphate (hereinafter referred to as DBcAhlP) 2.0 g was dissolved in 80% ethanol lI.
It was dissolved in llOm,c to form a liquid preparation.
実施例３
スクワランｌｓｇ、グリセリン５ｇ１ プロピレングリ
コール５ｇ５ ステアリン酸３ｇ、ステアリルアルコー
ル３５ｇ、ワセリン２ｇ１ステアリルモノグリセリド２
ｇ、水酸化カリウム０．２ｇ、安息香酸ブチル０．０５
ｇ、 Ｎ６．２’−０−ジパルミトイルアデノシン−３
′。Example 3 Squalane lsg, glycerin 5g1 propylene glycol 5g5 stearic acid 3g, stearyl alcohol 35g, vaseline 2g1 stearyl monoglyceride 2
g, potassium hydroxide 0.2g, butyl benzoate 0.05
g, N6.2'-0-dipalmitoyladenosine-3
'.
５′−環状リン酸１．０ｇ及び精製水６３．２５Ｊを均
一に混ぜクリーム剤とした。1.0 g of 5'-cyclic phosphoric acid and 63.25 J of purified water were uniformly mixed to prepare a cream.
試験例１
〔供試薬剤〕
ＣＡ Ｍ Ｐ及びＤＢｃＡＭＰなどを８０＊エタノール
？８液に溶解させＬＱｍｇ八λのへ度とした。Test Example 1 [Test chemicals] CAMP and DBcAMP etc. were mixed with 80*ethanol? It was dissolved in 8 liquids to make a solution of LQmg 8λ.
体重２０ｇ前後のｄｄｙ系雄性マウスの後背部位（でん
部付近）を系別用バリカンで別宅したのち、除毛クリー
ム（ＥＢＡ ＣＲＥＡＭ ：東京田辺製蘂■製）を塗
布し、１０分後ぬるま湯に侵したガーゼで拭い、さらに
ぬるま湯にて十分に洗浄した。このようにして除毛した
部位に対して、左側でん部には対照として８０零エタノ
ールを、右側には検体を１日２回（午前９時、午後３時
） ０．１ｎｌずつ塗布した。）党与後５日目、１２日
目に抜毛して、５０本の毛の長さを測定した。マウスは
１０〜１１匹使用した。After removing the dorsal region (near the buttocks) of a ddy male mouse weighing around 20 g using strain-specific clippers, apply hair removal cream (EBA CREAM: manufactured by Tokyo Tanabe Seifu), and after 10 minutes soak in lukewarm water. It was wiped with stained gauze and thoroughly washed with lukewarm water. Regarding the hair-removed areas, 0.1 nl of 80% ethanol was applied as a control to the left side of the buttock, and 0.1 nl of the specimen was applied to the right side twice a day (9 a.m. and 3 p.m.). ) The hair was pulled out on the 5th and 12th day after treatment, and the length of 50 hairs was measured. Ten to eleven mice were used.
（毛長の測定法）
採取した毛をガラスプレート上に広げ、引伸機により８
倍に拡大して印画紙に焼付け、毛の長さを測定した。結
果を表１に示した。(Method for measuring hair length) Spread the collected hair on a glass plate and use an enlarger to
The hair was enlarged twice and printed on photographic paper, and the length of the hair was measured. The results are shown in Table 1.
第１表
中本中 ｐ＜ ０．０１
上表より明らかなようにｃ Ａ Ｍ Ｐ及びＤＢｃＡＭ
Ｐについて優れた育毛効果が確認された。Table 1 Nakamoto p< 0.01 As is clear from the above table, c A MP and DBc AM
It was confirmed that P had an excellent hair growth effect.
試験例２
Ｄ Ｂ Ｃ八Ｍ Ｐの静脈内投与による急性毒性（ＬＤ
５゜）を検討した。その結果を以下の表２に示す。Test Example 2 Acute toxicity (LD
5°) was considered. The results are shown in Table 2 below.
第２表
上表から明らかなように、ＤＢｃＡＭＰは安全性の高い
化合物であることが確認された。As is clear from the upper table of Table 2, DBcAMP was confirmed to be a highly safe compound.
Claims (1)
＿２はそれぞれ独立に水素原子又はアシル基を意味する
。）で表わされる化合物又はその塩を含有する毛髪用剤[Claims] General formula ▲ Numerical formula, chemical formula, table, etc. ▼ (In the formula, X is a hydrogen atom or an alkyl group, R_1 and R
Each of _2 independently represents a hydrogen atom or an acyl group. ) Hair preparation containing the compound represented by or its salt
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP61232167A JPH0745383B2 (en) | 1986-09-30 | 1986-09-30 | Hair formulation containing cyclic adenosine derivative |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP61232167A JPH0745383B2 (en) | 1986-09-30 | 1986-09-30 | Hair formulation containing cyclic adenosine derivative |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS6388112A true JPS6388112A (en) | 1988-04-19 |
| JPH0745383B2 JPH0745383B2 (en) | 1995-05-17 |
Family
ID=16935043
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP61232167A Expired - Lifetime JPH0745383B2 (en) | 1986-09-30 | 1986-09-30 | Hair formulation containing cyclic adenosine derivative |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH0745383B2 (en) |
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH02204406A (en) * | 1988-12-15 | 1990-08-14 | Mirubon:Kk | Hair tonic |
| EP0540854A2 (en) * | 1991-09-10 | 1993-05-12 | Sansho Seiyaku Co., Ltd. | Preparation for promoting hair growth |
| JPH072449U (en) * | 1993-06-18 | 1995-01-13 | 靖夫 頓田 | Packaging tape |
| WO1999020298A1 (en) * | 1997-10-20 | 1999-04-29 | Ontogeny, Inc. | Regulation of epithelial tissue by hedgehog-like polypeptides, and formulations and uses related thereto |
| US6767888B1 (en) | 1997-06-27 | 2004-07-27 | Curis, Inc. | Neuroprotective methods and reagents |
| US6884770B1 (en) | 1998-11-06 | 2005-04-26 | Curis, Inc. | Methods and compositions for treating or preventing peripheral neuropathies |
| KR100616342B1 (en) * | 1998-10-26 | 2006-08-29 | 가부시키가이샤 시세이도 | Hair tonic composition |
| US7138492B2 (en) | 1997-07-24 | 2006-11-21 | Curis, Inc. | Method of treating dopaminergic and GABA-nergic disorders |
| US7182939B2 (en) * | 1998-10-26 | 2007-02-27 | Shiseido Company, Ltd. | Hair tonic composition |
-
1986
- 1986-09-30 JP JP61232167A patent/JPH0745383B2/en not_active Expired - Lifetime
Non-Patent Citations (2)
| Title |
|---|
| CHEMICAL ABSTRACTS=1971 * |
| CHEMICAL ABSTRACTS=1973 * |
Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH02204406A (en) * | 1988-12-15 | 1990-08-14 | Mirubon:Kk | Hair tonic |
| EP0540854A2 (en) * | 1991-09-10 | 1993-05-12 | Sansho Seiyaku Co., Ltd. | Preparation for promoting hair growth |
| JPH072449U (en) * | 1993-06-18 | 1995-01-13 | 靖夫 頓田 | Packaging tape |
| US6767888B1 (en) | 1997-06-27 | 2004-07-27 | Curis, Inc. | Neuroprotective methods and reagents |
| US7138492B2 (en) | 1997-07-24 | 2006-11-21 | Curis, Inc. | Method of treating dopaminergic and GABA-nergic disorders |
| US7144997B2 (en) | 1997-07-24 | 2006-12-05 | Curis, Inc. | Vertebrate embryonic patterning-inducing proteins, compositions and uses related therto |
| WO1999020298A1 (en) * | 1997-10-20 | 1999-04-29 | Ontogeny, Inc. | Regulation of epithelial tissue by hedgehog-like polypeptides, and formulations and uses related thereto |
| US6639051B2 (en) | 1997-10-20 | 2003-10-28 | Curis, Inc. | Regulation of epithelial tissue by hedgehog-like polypeptides, and formulations and uses related thereto |
| KR100616342B1 (en) * | 1998-10-26 | 2006-08-29 | 가부시키가이샤 시세이도 | Hair tonic composition |
| US7182939B2 (en) * | 1998-10-26 | 2007-02-27 | Shiseido Company, Ltd. | Hair tonic composition |
| US6884770B1 (en) | 1998-11-06 | 2005-04-26 | Curis, Inc. | Methods and compositions for treating or preventing peripheral neuropathies |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0745383B2 (en) | 1995-05-17 |
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