JPS60126218A - トリテルペン化合物又はその塩を有効成分とするテストステロン−５α−リダクタ−ゼ阻害剤 - Google Patents
トリテルペン化合物又はその塩を有効成分とするテストステロン−５α−リダクタ−ゼ阻害剤Info
- Publication number
- JPS60126218A JPS60126218A JP23272383A JP23272383A JPS60126218A JP S60126218 A JPS60126218 A JP S60126218A JP 23272383 A JP23272383 A JP 23272383A JP 23272383 A JP23272383 A JP 23272383A JP S60126218 A JPS60126218 A JP S60126218A
- Authority
- JP
- Japan
- Prior art keywords
- active ingredient
- salt
- ene
- oic acid
- testosterone
- 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
- 239000004480 active ingredient Substances 0.000 title claims abstract description 27
- 150000003839 salts Chemical class 0.000 title claims abstract description 23
- -1 triterpene compound Chemical class 0.000 title claims abstract description 19
- 108010029908 3-oxo-5-alpha-steroid 4-dehydrogenase Proteins 0.000 title abstract description 16
- 102000001779 3-oxo-5-alpha-steroid 4-dehydrogenase Human genes 0.000 title abstract description 16
- 229940113178 5 Alpha reductase inhibitor Drugs 0.000 title abstract 2
- 239000002677 5-alpha reductase inhibitor Substances 0.000 title abstract 2
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 26
- 201000004384 Alopecia Diseases 0.000 claims abstract description 7
- 231100000360 alopecia Toxicity 0.000 claims abstract description 5
- 239000002253 acid Substances 0.000 claims abstract 11
- 206010004446 Benign prostatic hyperplasia Diseases 0.000 claims abstract 3
- 208000004403 Prostatic Hyperplasia Diseases 0.000 claims abstract 3
- 201000004240 prostatic hypertrophy Diseases 0.000 claims abstract 3
- MUMGGOZAMZWBJJ-DYKIIFRCSA-N Testostosterone Chemical compound O=C1CC[C@]2(C)[C@H]3CC[C@](C)([C@H](CC4)O)[C@@H]4[C@@H]3CCC2=C1 MUMGGOZAMZWBJJ-DYKIIFRCSA-N 0.000 claims description 14
- 230000002401 inhibitory effect Effects 0.000 claims description 7
- 229960003604 testosterone Drugs 0.000 claims description 7
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 5
- 108010066551 Cholestenone 5 alpha-Reductase Proteins 0.000 claims description 3
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 3
- 230000000694 effects Effects 0.000 abstract description 11
- 229940088597 hormone Drugs 0.000 abstract description 10
- 239000005556 hormone Substances 0.000 abstract description 10
- 150000001875 compounds Chemical class 0.000 abstract description 6
- 210000002307 prostate Anatomy 0.000 abstract description 6
- 210000001519 tissue Anatomy 0.000 abstract description 5
- 210000001732 sebaceous gland Anatomy 0.000 abstract description 3
- 210000002149 gonad Anatomy 0.000 abstract description 2
- 208000002874 Acne Vulgaris Diseases 0.000 abstract 2
- 206010000496 acne Diseases 0.000 abstract 2
- 239000003112 inhibitor Substances 0.000 abstract 2
- CBOIHMRHGLHBPB-UHFFFAOYSA-N hydroxymethyl Chemical compound O[CH2] CBOIHMRHGLHBPB-UHFFFAOYSA-N 0.000 abstract 1
- 239000000243 solution Substances 0.000 description 11
- 229930014626 natural product Natural products 0.000 description 7
- NVKAWKQGWWIWPM-ABEVXSGRSA-N 17-β-hydroxy-5-α-Androstan-3-one Chemical compound C1C(=O)CC[C@]2(C)[C@H]3CC[C@](C)([C@H](CC4)O)[C@@H]4[C@@H]3CC[C@H]21 NVKAWKQGWWIWPM-ABEVXSGRSA-N 0.000 description 6
- 102000004190 Enzymes Human genes 0.000 description 6
- 108090000790 Enzymes Proteins 0.000 description 6
- LXCFILQKKLGQFO-UHFFFAOYSA-N methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 239000000051 antiandrogen Substances 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 241000700159 Rattus Species 0.000 description 3
- 239000013543 active substance Substances 0.000 description 3
- 239000003814 drug Substances 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 235000010270 methyl p-hydroxybenzoate Nutrition 0.000 description 3
- 239000004292 methyl p-hydroxybenzoate Substances 0.000 description 3
- 229960002216 methylparaben Drugs 0.000 description 3
- 239000002674 ointment Substances 0.000 description 3
- 239000002244 precipitate Substances 0.000 description 3
- 239000008213 purified water Substances 0.000 description 3
- 239000006228 supernatant Substances 0.000 description 3
- 238000004809 thin layer chromatography Methods 0.000 description 3
- 125000002173 5α-dihydrotestosterone group Chemical group 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 229960003473 androstanolone Drugs 0.000 description 2
- 239000007853 buffer solution Substances 0.000 description 2
- 229940079593 drug Drugs 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- KWIUHFFTVRNATP-UHFFFAOYSA-N glycine betaine Chemical compound C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 2
- 239000008187 granular material Substances 0.000 description 2
- 208000024963 hair loss Diseases 0.000 description 2
- 230000003676 hair loss Effects 0.000 description 2
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 2
- 230000003054 hormonal effect Effects 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 description 2
- 230000000865 phosphorylative effect Effects 0.000 description 2
- QELSKZZBTMNZEB-UHFFFAOYSA-N propylparaben Chemical compound CCCOC(=O)C1=CC=C(O)C=C1 QELSKZZBTMNZEB-UHFFFAOYSA-N 0.000 description 2
- 102000004169 proteins and genes Human genes 0.000 description 2
- 108090000623 proteins and genes Proteins 0.000 description 2
- 210000002374 sebum Anatomy 0.000 description 2
- 230000028327 secretion Effects 0.000 description 2
- 239000013049 sediment Substances 0.000 description 2
- 239000002453 shampoo Substances 0.000 description 2
- 238000000527 sonication Methods 0.000 description 2
- FFJCNSLCJOQHKM-CLFAGFIQSA-N (z)-1-[(z)-octadec-9-enoxy]octadec-9-ene Chemical compound CCCCCCCC\C=C/CCCCCCCCOCCCCCCCC\C=C/CCCCCCCC FFJCNSLCJOQHKM-CLFAGFIQSA-N 0.000 description 1
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 1
- XPALGXXLALUMLE-UHFFFAOYSA-N 2-(dimethylamino)tetradecanoic acid Chemical compound CCCCCCCCCCCCC(N(C)C)C(O)=O XPALGXXLALUMLE-UHFFFAOYSA-N 0.000 description 1
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- 102100033040 Carbonic anhydrase 12 Human genes 0.000 description 1
- 241000282693 Cercopithecidae Species 0.000 description 1
- 241000283153 Cetacea Species 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 102000020897 Formins Human genes 0.000 description 1
- 108091022623 Formins Proteins 0.000 description 1
- 235000015854 Heliotropium curassavicum Nutrition 0.000 description 1
- 244000301682 Heliotropium curassavicum Species 0.000 description 1
- 101000867855 Homo sapiens Carbonic anhydrase 12 Proteins 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 102000004316 Oxidoreductases Human genes 0.000 description 1
- 108090000854 Oxidoreductases Proteins 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 101800001646 Protein n Proteins 0.000 description 1
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- 239000004809 Teflon Substances 0.000 description 1
- 229920006362 Teflon® Polymers 0.000 description 1
- XJLXINKUBYWONI-DQQFMEOOSA-N [[(2r,3r,4r,5r)-5-(6-aminopurin-9-yl)-3-hydroxy-4-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(2s,3r,4s,5s)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphate Chemical compound NC(=O)C1=CC=C[N+]([C@@H]2[C@H]([C@@H](O)[C@H](COP([O-])(=O)OP(O)(=O)OC[C@@H]3[C@H]([C@@H](OP(O)(O)=O)[C@@H](O3)N3C4=NC=NC(N)=C4N=C3)O)O2)O)=C1 XJLXINKUBYWONI-DQQFMEOOSA-N 0.000 description 1
- 210000000577 adipose tissue Anatomy 0.000 description 1
- 239000003098 androgen Substances 0.000 description 1
- 230000002280 anti-androgenic effect Effects 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 239000005667 attractant Substances 0.000 description 1
- 229960003237 betaine 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
- 239000001110 calcium chloride Substances 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- 235000011148 calcium chloride Nutrition 0.000 description 1
- 239000002775 capsule Substances 0.000 description 1
- 239000004359 castor oil Substances 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 229960000541 cetyl alcohol Drugs 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- JZKFHQMONDVVNF-UHFFFAOYSA-N dodecyl sulfate;tris(2-hydroxyethyl)azanium Chemical compound OCCN(CCO)CCO.CCCCCCCCCCCCOS(O)(=O)=O JZKFHQMONDVVNF-UHFFFAOYSA-N 0.000 description 1
- 239000002552 dosage form Substances 0.000 description 1
- 235000019441 ethanol Nutrition 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 229940124600 folk medicine Drugs 0.000 description 1
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 229940057995 liquid paraffin Drugs 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 230000001404 mediated effect Effects 0.000 description 1
- 210000004379 membrane Anatomy 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 229930027945 nicotinamide-adenine dinucleotide Natural products 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
- 229940124595 oriental medicine Drugs 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- UXCDUFKZSUBXGM-UHFFFAOYSA-N phosphoric tribromide Chemical compound BrP(Br)(Br)=O UXCDUFKZSUBXGM-UHFFFAOYSA-N 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 235000010232 propyl p-hydroxybenzoate Nutrition 0.000 description 1
- 239000004405 propyl p-hydroxybenzoate Substances 0.000 description 1
- 229960003415 propylparaben Drugs 0.000 description 1
- ZNCXUFVDFVBRDO-UHFFFAOYSA-N pyridine;sulfuric acid Chemical class [H+].[O-]S([O-])(=O)=O.C1=CC=[NH+]C=C1 ZNCXUFVDFVBRDO-UHFFFAOYSA-N 0.000 description 1
- 230000002285 radioactive effect Effects 0.000 description 1
- 230000000284 resting effect Effects 0.000 description 1
- 238000007790 scraping Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 238000010898 silica gel chromatography Methods 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- 239000012064 sodium phosphate buffer Substances 0.000 description 1
- ZFDPAZDODACYOG-UHFFFAOYSA-M sodium;[(1,5-dimethyl-3-oxo-2-phenylpyrazol-4-yl)amino]methanesulfonate Chemical compound [Na+].CN1C(C)=C(NCS([O-])(=O)=O)C(=O)N1C1=CC=CC=C1 ZFDPAZDODACYOG-UHFFFAOYSA-M 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 150000003431 steroids Chemical class 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 230000001180 sulfating effect Effects 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 239000003826 tablet Substances 0.000 description 1
- 238000009210 therapy by ultrasound Methods 0.000 description 1
- 238000002604 ultrasonography Methods 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
Landscapes
- Steroid Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP23272383A JPS60126218A (ja) | 1983-12-12 | 1983-12-12 | トリテルペン化合物又はその塩を有効成分とするテストステロン−５α−リダクタ−ゼ阻害剤 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP23272383A JPS60126218A (ja) | 1983-12-12 | 1983-12-12 | トリテルペン化合物又はその塩を有効成分とするテストステロン−５α−リダクタ−ゼ阻害剤 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS60126218A true JPS60126218A (ja) | 1985-07-05 |
| JPH0316926B2 JPH0316926B2 (enrdf_load_stackoverflow) | 1991-03-06 |
Family
ID=16943772
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP23272383A Granted JPS60126218A (ja) | 1983-12-12 | 1983-12-12 | トリテルペン化合物又はその塩を有効成分とするテストステロン−５α−リダクタ−ゼ阻害剤 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS60126218A (enrdf_load_stackoverflow) |
Cited By (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS61197516A (ja) * | 1985-02-27 | 1986-09-01 | Tsumura Juntendo Inc | 抗高テストステロン血症剤 |
| JPS6236330A (ja) * | 1985-08-12 | 1987-02-17 | Oyo Seikagaku Kenkyusho:Kk | センブリ抽出エキス及びその製法 |
| US4987150A (en) * | 1987-06-26 | 1991-01-22 | Kabushiki Kaisha Vitamin Kenkyusho | Agent for inhibiting binding of 5-dihydro-testosterone with androgen receptor as well as process for obtaining same |
| FR2709952A1 (fr) * | 1993-09-15 | 1995-03-24 | Betourne Michel | Utilisation d'un sel d'amMonium de l'acide 18 B glycirrhitique pour son action biostimulante sur la pousse du cheveu. |
| US5571817A (en) * | 1984-02-27 | 1996-11-05 | Merck & Co., Inc. | Methods of treating androgenic alopecia with finasteride [17β-N-mono-substituted-carbamoyl-4-aza-5-α-androst-1-en-ones] |
| WO2000003749A3 (en) * | 1998-07-17 | 2000-04-20 | Procter & Gamble | Method for regulating hair growth |
| WO2000003748A3 (en) * | 1998-07-17 | 2000-06-15 | Procter & Gamble | Compositions which contain triterpenes for regulating hair growth |
| US6482857B1 (en) | 1998-07-17 | 2002-11-19 | The University Of Texas Southwestern Medical Center | Compositions which contain triterpenes for regulating hair growth |
| KR100368297B1 (ko) * | 2000-05-31 | 2003-01-24 | 이승기 | 양성 전립선 비대증 치료용 메나퀴논 7 |
| JP2006131513A (ja) * | 2004-11-02 | 2006-05-25 | Maruzen Pharmaceut Co Ltd | 抗老化剤、エストロゲン様作用剤、抗男性ホルモン剤、育毛剤、テストステロン５α−レダクターゼ阻害剤、皮膚化粧料及び頭髪化粧料 |
| EP1889850A4 (en) * | 2005-06-10 | 2011-08-03 | Pola Chem Ind Inc | NEW TRITERPENIC ACID DERIVATIVE AND PREPARATION THEREOF FOR EXTREME APPLICATION TO THE SKIN |
| JP2023521275A (ja) * | 2020-02-05 | 2023-05-24 | エルジー ハウスホールド アンド ヘルスケア リミテッド | 脱毛防止及び発毛促進用組成物 |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS56139416A (en) * | 1980-04-01 | 1981-10-30 | Minofuaagen Seiyaku Honpo:Goushi | Antiulcer, anti-inflammatory and antiallergic agent, containing olean-12-ene-3beta, 3o-diol as main constituent, and having no side effect of glycylrrhetinic acid |
-
1983
- 1983-12-12 JP JP23272383A patent/JPS60126218A/ja active Granted
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS56139416A (en) * | 1980-04-01 | 1981-10-30 | Minofuaagen Seiyaku Honpo:Goushi | Antiulcer, anti-inflammatory and antiallergic agent, containing olean-12-ene-3beta, 3o-diol as main constituent, and having no side effect of glycylrrhetinic acid |
Cited By (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5571817A (en) * | 1984-02-27 | 1996-11-05 | Merck & Co., Inc. | Methods of treating androgenic alopecia with finasteride [17β-N-mono-substituted-carbamoyl-4-aza-5-α-androst-1-en-ones] |
| JPS61197516A (ja) * | 1985-02-27 | 1986-09-01 | Tsumura Juntendo Inc | 抗高テストステロン血症剤 |
| JPS6236330A (ja) * | 1985-08-12 | 1987-02-17 | Oyo Seikagaku Kenkyusho:Kk | センブリ抽出エキス及びその製法 |
| US4987150A (en) * | 1987-06-26 | 1991-01-22 | Kabushiki Kaisha Vitamin Kenkyusho | Agent for inhibiting binding of 5-dihydro-testosterone with androgen receptor as well as process for obtaining same |
| FR2709952A1 (fr) * | 1993-09-15 | 1995-03-24 | Betourne Michel | Utilisation d'un sel d'amMonium de l'acide 18 B glycirrhitique pour son action biostimulante sur la pousse du cheveu. |
| WO2000003748A3 (en) * | 1998-07-17 | 2000-06-15 | Procter & Gamble | Compositions which contain triterpenes for regulating hair growth |
| WO2000003749A3 (en) * | 1998-07-17 | 2000-04-20 | Procter & Gamble | Method for regulating hair growth |
| US6124362A (en) * | 1998-07-17 | 2000-09-26 | The Procter & Gamble Company | Method for regulating hair growth |
| US6451777B1 (en) | 1998-07-17 | 2002-09-17 | The University Of Texas Southwestern Medical Center | Method for regulating hair growth |
| US6482857B1 (en) | 1998-07-17 | 2002-11-19 | The University Of Texas Southwestern Medical Center | Compositions which contain triterpenes for regulating hair growth |
| KR100368297B1 (ko) * | 2000-05-31 | 2003-01-24 | 이승기 | 양성 전립선 비대증 치료용 메나퀴논 7 |
| JP2006131513A (ja) * | 2004-11-02 | 2006-05-25 | Maruzen Pharmaceut Co Ltd | 抗老化剤、エストロゲン様作用剤、抗男性ホルモン剤、育毛剤、テストステロン５α−レダクターゼ阻害剤、皮膚化粧料及び頭髪化粧料 |
| EP1889850A4 (en) * | 2005-06-10 | 2011-08-03 | Pola Chem Ind Inc | NEW TRITERPENIC ACID DERIVATIVE AND PREPARATION THEREOF FOR EXTREME APPLICATION TO THE SKIN |
| JP2023521275A (ja) * | 2020-02-05 | 2023-05-24 | エルジー ハウスホールド アンド ヘルスケア リミテッド | 脱毛防止及び発毛促進用組成物 |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0316926B2 (enrdf_load_stackoverflow) | 1991-03-06 |
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