JPH022852B2 - - Google Patents
Info
- Publication number
- JPH022852B2 JPH022852B2 JP55128764A JP12876480A JPH022852B2 JP H022852 B2 JPH022852 B2 JP H022852B2 JP 55128764 A JP55128764 A JP 55128764A JP 12876480 A JP12876480 A JP 12876480A JP H022852 B2 JPH022852 B2 JP H022852B2
- Authority
- JP
- Japan
- Prior art keywords
- alcohol
- hair
- cinnamic
- cinnamic acid
- ester
- 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.)
- Expired - Lifetime
Links
- 210000004209 hair Anatomy 0.000 claims description 23
- WBYWAXJHAXSJNI-VOTSOKGWSA-M .beta-Phenylacrylic acid Natural products [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 claims description 14
- 235000013985 cinnamic acid Nutrition 0.000 claims description 14
- 229930016911 cinnamic acid Natural products 0.000 claims description 14
- WBYWAXJHAXSJNI-UHFFFAOYSA-N methyl p-hydroxycinnamate Natural products OC(=O)C=CC1=CC=CC=C1 WBYWAXJHAXSJNI-UHFFFAOYSA-N 0.000 claims description 14
- OOCCDEMITAIZTP-QPJJXVBHSA-N (E)-cinnamyl alcohol Chemical compound OC\C=C\C1=CC=CC=C1 OOCCDEMITAIZTP-QPJJXVBHSA-N 0.000 claims description 11
- WBYWAXJHAXSJNI-SREVYHEPSA-N Cinnamic acid Chemical compound OC(=O)\C=C/C1=CC=CC=C1 WBYWAXJHAXSJNI-SREVYHEPSA-N 0.000 claims description 9
- OOCCDEMITAIZTP-UHFFFAOYSA-N allylic benzylic alcohol Natural products OCC=CC1=CC=CC=C1 OOCCDEMITAIZTP-UHFFFAOYSA-N 0.000 claims description 9
- 150000001851 cinnamic acid derivatives Chemical class 0.000 claims description 3
- 230000001256 tonic effect Effects 0.000 claims description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 20
- 235000019441 ethanol Nutrition 0.000 description 16
- -1 cinnamic alcohol ester Chemical class 0.000 description 14
- 241000723347 Cinnamomum Species 0.000 description 8
- 235000017803 cinnamon Nutrition 0.000 description 8
- 230000003779 hair growth Effects 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 241000699670 Mus sp. Species 0.000 description 4
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
- 239000003995 emulsifying agent Substances 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 239000008213 purified water Substances 0.000 description 4
- 238000010998 test method Methods 0.000 description 4
- NOOLISFMXDJSKH-UTLUCORTSA-N (+)-Neomenthol Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@@H]1O NOOLISFMXDJSKH-UTLUCORTSA-N 0.000 description 3
- NOOLISFMXDJSKH-UHFFFAOYSA-N DL-menthol Natural products CC(C)C1CCC(C)CC1O NOOLISFMXDJSKH-UHFFFAOYSA-N 0.000 description 3
- 229940076810 beta sitosterol Drugs 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 229940041616 menthol Drugs 0.000 description 3
- 235000019271 petrolatum Nutrition 0.000 description 3
- 230000001737 promoting effect Effects 0.000 description 3
- 229950005143 sitosterol Drugs 0.000 description 3
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 2
- GVJHHUAWPYXKBD-UHFFFAOYSA-N (±)-α-Tocopherol Chemical compound OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 description 2
- 235000013871 bee wax Nutrition 0.000 description 2
- 239000012166 beeswax Substances 0.000 description 2
- LGJMUZUPVCAVPU-UHFFFAOYSA-N beta-Sitostanol Natural products C1CC2CC(O)CCC2(C)C2C1C1CCC(C(C)CCC(CC)C(C)C)C1(C)CC2 LGJMUZUPVCAVPU-UHFFFAOYSA-N 0.000 description 2
- NJKOMDUNNDKEAI-UHFFFAOYSA-N beta-sitosterol Natural products CCC(CCC(C)C1CCC2(C)C3CC=C4CC(O)CCC4C3CCC12C)C(C)C NJKOMDUNNDKEAI-UHFFFAOYSA-N 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 239000012153 distilled water Substances 0.000 description 2
- 230000032050 esterification Effects 0.000 description 2
- 238000005886 esterification reaction Methods 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 235000019808 microcrystalline wax Nutrition 0.000 description 2
- 239000004200 microcrystalline wax Substances 0.000 description 2
- 239000012188 paraffin wax Substances 0.000 description 2
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 2
- KSEBMYQBYZTDHS-HWKANZROSA-M (E)-Ferulic acid Natural products COC1=CC(\C=C\C([O-])=O)=CC=C1O KSEBMYQBYZTDHS-HWKANZROSA-M 0.000 description 1
- WOGITNXCNOTRLK-VOTSOKGWSA-N (e)-3-phenylprop-2-enoyl chloride Chemical compound ClC(=O)\C=C\C1=CC=CC=C1 WOGITNXCNOTRLK-VOTSOKGWSA-N 0.000 description 1
- VOXZDWNPVJITMN-ZBRFXRBCSA-N 17β-estradiol Chemical compound OC1=CC=C2[C@H]3CC[C@](C)([C@H](CC4)O)[C@@H]4[C@@H]3CCC2=C1 VOXZDWNPVJITMN-ZBRFXRBCSA-N 0.000 description 1
- NDJAJHASMBGZTL-UHFFFAOYSA-N 3-phenylprop-2-enyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC=CC1=CC=CC=C1 NDJAJHASMBGZTL-UHFFFAOYSA-N 0.000 description 1
- 201000004384 Alopecia Diseases 0.000 description 1
- 201000004624 Dermatitis Diseases 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 239000004264 Petrolatum Substances 0.000 description 1
- 206010040880 Skin irritation Diseases 0.000 description 1
- 229930003427 Vitamin E Natural products 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 239000001361 adipic acid Substances 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 230000017531 blood circulation Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 229960005309 estradiol Drugs 0.000 description 1
- 229930182833 estradiol Natural products 0.000 description 1
- 239000000284 extract Substances 0.000 description 1
- KSEBMYQBYZTDHS-HWKANZROSA-N ferulic acid Chemical compound COC1=CC(\C=C\C(O)=O)=CC=C1O KSEBMYQBYZTDHS-HWKANZROSA-N 0.000 description 1
- 235000001785 ferulic acid Nutrition 0.000 description 1
- 229940114124 ferulic acid Drugs 0.000 description 1
- KSEBMYQBYZTDHS-UHFFFAOYSA-N ferulic acid Natural products COC1=CC(C=CC(O)=O)=CC=C1O KSEBMYQBYZTDHS-UHFFFAOYSA-N 0.000 description 1
- WIGCFUFOHFEKBI-UHFFFAOYSA-N gamma-tocopherol Natural products CC(C)CCCC(C)CCCC(C)CCCC1CCC2C(C)C(O)C(C)C(C)C2O1 WIGCFUFOHFEKBI-UHFFFAOYSA-N 0.000 description 1
- 208000024963 hair loss Diseases 0.000 description 1
- 230000003676 hair loss Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- WNLRTRBMVRJNCN-UHFFFAOYSA-N hexanedioic acid Natural products OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 1
- 230000007794 irritation Effects 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000004060 metabolic process Effects 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 150000002763 monocarboxylic acids Chemical class 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- 239000002674 ointment Substances 0.000 description 1
- 235000019809 paraffin wax Nutrition 0.000 description 1
- 229940066842 petrolatum Drugs 0.000 description 1
- 230000037380 skin damage Effects 0.000 description 1
- 230000036556 skin irritation Effects 0.000 description 1
- 231100000475 skin irritation Toxicity 0.000 description 1
- 150000003431 steroids Chemical group 0.000 description 1
- 230000004936 stimulating effect Effects 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- QURCVMIEKCOAJU-UHFFFAOYSA-N trans-isoferulic acid Natural products COC1=CC=C(C=CC(O)=O)C=C1O QURCVMIEKCOAJU-UHFFFAOYSA-N 0.000 description 1
- 150000003648 triterpenes Chemical group 0.000 description 1
- 229940099259 vaseline Drugs 0.000 description 1
- 235000019165 vitamin E Nutrition 0.000 description 1
- 229940046009 vitamin E Drugs 0.000 description 1
- 239000011709 vitamin E Substances 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
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/37—Esters of carboxylic acids
-
- 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
- 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)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Emergency Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Dermatology (AREA)
- Cosmetics (AREA)
Description
本発明は新規な発毛促進養毛料に関するもので
あり、皮膚刺激のない安全なものである。
従来、発毛促進養毛料には各種の化合物、生薬
等の抽出エキス等が適用されているが、顕著な効
果を示すものは殆んどなく、またある程度効果を
有するものは皮膚炎を起す程刺激が強く連続使用
が困難である等の欠点があつたが、本発明者は
種々実験研究の結果、このような欠点のない本発
明を得たのである。
本発明は構造式
によつて示される桂皮アルコール。
但し、R1はアルキル基
によつて示される桂皮アルコールエステル化物例
えばステアリン酸シンナミルエステルの如き桂皮
アルコールのモノカルボン酸エステル、アジピン
酸(モノ・ジ)シンナミルエステルの如き桂皮ア
ルコールのジカルボン酸エステル。
で示される桂皮酸。
但し、R2はトリテルペン残基、ステロイド残
基その他アルコール類
によつて示される桂皮酸エステル化物例えば桂皮
酸−β−シトステロールエステルの如き桂皮酸の
環状アルコールエステル、桂皮酸コレステロール
エステルの如き桂皮酸の脂肪族アルコール。の少
なくとも一種を含有するものである。
本発明に係る発毛促進養毛料に有効成分として
含有している桂皮アルコール、桂皮アルコールエ
ステル化物、桂皮酸、桂皮酸エステル化物の一種
あるいは二種以上の含有量は0.1〜5.0重量%好ま
しくは0.5〜2.0重量%であり、桂皮アルコールエ
ステル化物としては例えばモノカルボン酸および
ジカルボン酸クロライドを用いてピリジンを触媒
として桂皮アルコールを加えてエステル化を完成
して得られるものであり、また桂皮酸エステル化
物として例えば桂皮酸クロライドを用いてピリジ
ンを触媒とし、環状アルコールおよび脂肪族アル
コールを加えてエステル化を完成して得られるも
のである。
本発明に適用される桂皮アルコール、桂皮アル
コールエステル化物、桂皮酸、桂皮酸エステル化
物の一種または二種以上含有する発毛促進養毛料
は下記の表−1に示すマウスの毛成長を測定する
方法即ち試験法1、また表−2に示すマウスの毛
成長の密度を測定する方法即ち試験法2のいずれ
かにおいても他の発毛促進養毛効果物質と比較し
て顕著な効果が示されている。これは桂皮アルコ
ール、桂皮アルコールエステル化物、桂皮酸、桂
皮酸エステル化物の一種または二種以上の混合物
が毛根を刺激し、毛根の血行をより盛んにし、代
謝をより良好にした結果である。
試験法1の簡単な説明
第7週令のddy系のマウスを用いて、1群を10
匹とし、2群作り、これらの背部に2.0cm×2.0cm
の広さに抜毛した2箇所の部位を作り、一方に検
体を0.5〜2.0gを塗布し、他方にエタノールを塗
布する。塗布して後13日目、18日目に成長した毛
を夫々の部位より抜き取り、毛の長さを測定す
る。(測定毛数は10本である。)
試験法2の簡単な説明
第7週令のddy系のマウスを用いて、1群を10
匹とし、3群作り、これらの背部の2.0cm×2.0cm
の広さに抜毛した部位に検体を0.2〜5.0gを塗布
して後7日目、9日目、13日目に該部位の毛成長
の密度を色差計を用いて白色増加度としてとらえ
コントロールと比較する。
The present invention relates to a novel hair growth promoting hair nourishment, which is safe and does not cause skin irritation. Conventionally, various compounds and extracts of crude drugs have been used to promote hair growth, but few of them have shown significant effects, and those that have some effect have been found to be effective enough to cause dermatitis. Although there were drawbacks such as strong irritation and difficulty in continuous use, the inventors of the present invention obtained the present invention without such drawbacks as a result of various experimental studies. The present invention is based on the structural formula Cinnamon alcohol denoted by. However, R 1 is a cinnamic alcohol ester represented by an alkyl group, such as a monocarboxylic acid ester of cinnamic alcohol such as cinnamyl stearate, or a dicarboxylic acid ester of cinnamic alcohol such as (mono-di)cinnamyl adipic acid ester. . Cinnamic acid indicated by. However, R 2 is a triterpene residue, a steroid residue, or a cinnamic acid ester represented by an alcohol, such as a cyclic alcohol ester of cinnamic acid such as cinnamic acid-β-sitosterol ester, or a cinnamic acid ester such as cinnamic acid cholesterol ester. aliphatic alcohol. It contains at least one of the following. The content of one or more of cinnamic alcohol, cinnamic alcohol esters, cinnamic acid, and cinnamic acid esters contained as active ingredients in the hair growth promoting hair nourishment according to the present invention is 0.1 to 5.0% by weight, preferably 0.5%. ~2.0% by weight, and examples of cinnamic alcohol esters include those obtained by completing esterification by using monocarboxylic acid and dicarboxylic acid chloride with pyridine as a catalyst and adding cinnamic alcohol; For example, it is obtained by completing esterification using cinnamic acid chloride, using pyridine as a catalyst, and adding a cyclic alcohol and an aliphatic alcohol. The hair growth-promoting hair tonic containing one or more of cinnamic alcohol, cinnamic alcohol ester, cinnamic acid, and cinnamic acid ester, which is applied to the present invention, is used by the method of measuring hair growth in mice as shown in Table 1 below. That is, in either Test Method 1 or the method for measuring hair growth density in mice shown in Table 2, that is Test Method 2, remarkable effects were shown compared to other hair growth promoting and hair nourishing substances. There is. This is the result of cinnamic alcohol, cinnamic alcohol esters, cinnamic acid, and a mixture of two or more of cinnamic acid esters stimulating the hair roots, increasing blood circulation in the hair roots, and improving metabolism. Brief explanation of test method 1 Using 7-week-old DDY mice, one group was divided into 10
2.0cm x 2.0cm on the back of each group.
Create two areas with the size of the hair removed, and apply 0.5 to 2.0 g of the specimen to one area, and apply ethanol to the other area. On the 13th and 18th day after application, the hair that has grown is pulled out from each area and the length of the hair is measured. (The number of hairs measured was 10.) Brief explanation of test method 2 Using 7-week-old DDY mice, one group was divided into 10 hairs.
Make 3 groups of 2.0cm x 2.0cm on their backs.
Apply 0.2 to 5.0 g of the sample to the area where the hair has been removed, and on the 7th, 9th, and 13th day, measure the density of hair growth in the area using a colorimeter to control the whiteness increase. Compare with.
【表】【table】
【表】
表−1、2において適用される各資料の濃度ビ
タミンE:2%、メントール:2%、エストラジ
オール:2%、フエルラ酸:2%、桂皮アルコー
ル:2%、桂皮アルコールステアリン酸エステ
ル:2%、桂皮酸:2%、桂皮酸β−シトステロ
ールエステル:2%、エタノールの濃度:95%で
ある。
次に臨床試験例を示す。
試料として桂皮アルコールの2重量%エタノー
ル溶液を用いた。
後頭部に直径3cmの脱毛部位を有する女性の円
形脱毛症患者1例と頭頂部および側頭部に夫夫直
径2cmの脱毛部位を有する男性の円形脱毛症患者
1例とに1日3回(1回に3−5g)塗布した
所、女性は約3月後、脱毛部位に短い生ぶ毛を生
じ、6月後に黒色硬毛となつた。男性は3月後に
頭頂部の脱毛部位に短い生ぶ毛を生じ、6月後に
茶黒色硬毛となり、側頭部の脱毛部位には3月後
短い生ぶ毛を生じ、6月後短い白色軟毛となつ
た。6月間の連続塗布による皮膚障害は見られな
かつた。
次に処方例を示す。配合割合は重量部である。
例 1
ヘヤトニツク
桂皮アルコール 2.0
メントール 0.5
95%エタノール 60.0
精製水 37.8
製 法
95%エタノールに桂皮アルコール、メントール
を溶かしておき次に精製水を加えて製造する。
例 2
ヘアクリーム
桂皮アルコール(ステアリン酸エステル) 2.0
ワセリン 7.0
密ロウ 8.0
クリストロール 37.0
乳化剤 5.5
精製水 40.5
製 法
桂皮アルコール、ワセリン、密ロウ、クリスト
ール、乳化剤を混合して80℃で溶解し、次で80℃
の精製水を油相に徐々に加えクリーム状とする。
例 3
軟 膏
桂皮酸(β−シトステロールエステル) 2.0
IPM 10.0
セタノール 2.0
パラフインロウ 6.0
マイクロクリスタリンロウ 10.0
乳化剤 11.0
蒸溜水 59.0
製 法
桂皮酸、IPM、セタノール、パラフインロウ、
マイクロクリスタリンロウ、乳化剤を80℃に加熱
溶融して均一とし、これに別に加熱した蒸溜水を
加え、冷却固化する迄時々撹拌を続ける。[Table] Concentrations of each material applied in Tables 1 and 2: Vitamin E: 2%, Menthol: 2%, Estradiol: 2%, Ferulic acid: 2%, Cinnamon alcohol: 2%, Cinnamon alcohol stearate: 2%, cinnamic acid: 2%, cinnamic acid β-sitosterol ester: 2%, and ethanol concentration: 95%. Next, an example of a clinical trial is shown. A 2% by weight ethanol solution of cinnamon alcohol was used as a sample. Three times a day (1 After applying 3 to 5 g of hair at a time, women developed short hair growth at the hair loss site after about 3 months, and black terminal hair appeared after 6 months. In men, short hairs appear on the bald area on the top of the head after 3 months, turning into brown-black terminal hair after 6 months, and short hairs appear on the bald area on the side of the head after 3 months, and short white hairs appear on the side of the head after 3 months. It became soft hair. No skin damage was observed after continuous application for 6 months. A prescription example is shown next. The blending ratio is in parts by weight. Example 1 Cinnamon alcohol 2.0 Menthol 0.5 95% ethanol 60.0 Purified water 37.8 Manufacturing method Dissolve cinnamon alcohol and menthol in 95% ethanol, then add purified water to manufacture. Example 2 Hair cream Cinnamon alcohol (stearate ester) 2.0 Vaseline 7.0 Beeswax 8.0 Crystrol 37.0 Emulsifier 5.5 Purified water 40.5 Manufacturing method Cinnamon alcohol, petrolatum, beeswax, Crystol, and emulsifier are mixed and dissolved at 80℃, and then at 80℃
Gradually add purified water to the oil phase to make it creamy. Example 3 Ointment Cinnamic acid (β-sitosterol ester) 2.0 IPM 10.0 Setanol 2.0 Paraffin wax 6.0 Microcrystalline wax 10.0 Emulsifier 11.0 Distilled water 59.0 Manufacturing method Cinnamic acid, IPM, Setanol, Paraffin wax,
Microcrystalline wax and emulsifier are melted by heating to 80℃ to make them homogeneous, add separately heated distilled water, and continue stirring occasionally until cooled and solidified.
Claims (1)
物、桂皮酸、桂皮酸エステル化物より選択した少
なくとも一種を含有していることを特徴とする発
毛促進養毛料。1. A hair growth-promoting hair tonic containing at least one selected from cinnamic alcohol, cinnamic alcohol esters, cinnamic acid, and cinnamic acid esters.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP55128764A JPS5753401A (en) | 1980-09-17 | 1980-09-17 | Hair nourishing agent for promoting hair growth |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP55128764A JPS5753401A (en) | 1980-09-17 | 1980-09-17 | Hair nourishing agent for promoting hair growth |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5753401A JPS5753401A (en) | 1982-03-30 |
| JPH022852B2 true JPH022852B2 (en) | 1990-01-19 |
Family
ID=14992883
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP55128764A Granted JPS5753401A (en) | 1980-09-17 | 1980-09-17 | Hair nourishing agent for promoting hair growth |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5753401A (en) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6341413A (en) * | 1986-08-07 | 1988-02-22 | Nisshin Oil Mills Ltd:The | Hair tonic |
| JP2814085B2 (en) * | 1988-08-11 | 1998-10-22 | 株式会社資生堂 | Hair restoration |
| JP3544223B2 (en) * | 1994-03-15 | 2004-07-21 | 三和生薬株式会社 | New hair growth and hair growth promoter |
| DE19757508A1 (en) * | 1997-12-23 | 1999-06-24 | Henkel Kgaa | Compositions for enhancing hair shine |
| JP5547381B2 (en) * | 2008-05-14 | 2014-07-09 | 花王株式会社 | Hair restorer and NFAT signal inhibitor |
| JP5971833B2 (en) * | 2010-02-18 | 2016-08-17 | 日本メナード化粧品株式会社 | Testosterone-5α-reductase inhibitor |
-
1980
- 1980-09-17 JP JP55128764A patent/JPS5753401A/en active Granted
Non-Patent Citations (3)
| Title |
|---|
| PERFUME AND FLAVOR CHEMICALS 1=1969 * |
| PERFUMER AND FLAVORIST=1977 * |
| PERFUMER AND FLAVORIST=1978 * |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5753401A (en) | 1982-03-30 |
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