JP2714413B2 - 皮膚浸透が増強された医薬組成物 - Google Patents
皮膚浸透が増強された医薬組成物Info
- Publication number
- JP2714413B2 JP2714413B2 JP63501529A JP50152988A JP2714413B2 JP 2714413 B2 JP2714413 B2 JP 2714413B2 JP 63501529 A JP63501529 A JP 63501529A JP 50152988 A JP50152988 A JP 50152988A JP 2714413 B2 JP2714413 B2 JP 2714413B2
- Authority
- JP
- Japan
- Prior art keywords
- lecithin
- pharmaceutical composition
- skin penetration
- enhanced skin
- active ingredient
- 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
- 239000008194 pharmaceutical composition Substances 0.000 title claims description 6
- 230000035515 penetration Effects 0.000 title description 5
- IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 claims description 15
- 235000010445 lecithin Nutrition 0.000 claims description 15
- 239000000787 lecithin Substances 0.000 claims description 15
- 229940067606 lecithin Drugs 0.000 claims description 15
- 239000004480 active ingredient Substances 0.000 claims description 6
- 239000000203 mixture Substances 0.000 claims description 5
- 239000000546 pharmaceutical excipient Substances 0.000 claims description 3
- MKXZASYAUGDDCJ-SZMVWBNQSA-N LSM-2525 Chemical compound C1CCC[C@H]2[C@@]3([H])N(C)CC[C@]21C1=CC(OC)=CC=C1C3 MKXZASYAUGDDCJ-SZMVWBNQSA-N 0.000 claims description 2
- UQCNKQCJZOAFTQ-ISWURRPUSA-N Oxymorphone Chemical compound O([C@H]1C(CC[C@]23O)=O)C4=C5[C@@]12CCN(C)[C@@H]3CC5=CC=C4O UQCNKQCJZOAFTQ-ISWURRPUSA-N 0.000 claims description 2
- 229960001985 dextromethorphan Drugs 0.000 claims description 2
- 229960000520 diphenhydramine Drugs 0.000 claims description 2
- 229960005118 oxymorphone Drugs 0.000 claims description 2
- FKNXQNWAXFXVNW-BLLLJJGKSA-N procaterol Chemical compound N1C(=O)C=CC2=C1C(O)=CC=C2[C@@H](O)[C@@H](NC(C)C)CC FKNXQNWAXFXVNW-BLLLJJGKSA-N 0.000 claims description 2
- 229960002288 procaterol Drugs 0.000 claims description 2
- ZZVUWRFHKOJYTH-UHFFFAOYSA-N diphenhydramine Chemical group C=1C=CC=CC=1C(OCCN(C)C)C1=CC=CC=C1 ZZVUWRFHKOJYTH-UHFFFAOYSA-N 0.000 claims 1
- 239000003814 drug Substances 0.000 description 8
- 229940079593 drug Drugs 0.000 description 8
- 239000012528 membrane Substances 0.000 description 3
- PZNPLUBHRSSFHT-RRHRGVEJSA-N 1-hexadecanoyl-2-octadecanoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCCCC(=O)O[C@@H](COP([O-])(=O)OCC[N+](C)(C)C)COC(=O)CCCCCCCCCCCCCCC PZNPLUBHRSSFHT-RRHRGVEJSA-N 0.000 description 2
- 229940124630 bronchodilator Drugs 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 239000003380 propellant Substances 0.000 description 2
- 239000008347 soybean phospholipid Substances 0.000 description 2
- UWHCKJMYHZGTIT-UHFFFAOYSA-N tetraethylene glycol Chemical compound OCCOCCOCCOCCO UWHCKJMYHZGTIT-UHFFFAOYSA-N 0.000 description 2
- URAYPUMNDPQOKB-UHFFFAOYSA-N triacetin Chemical compound CC(=O)OCC(OC(C)=O)COC(C)=O URAYPUMNDPQOKB-UHFFFAOYSA-N 0.000 description 2
- JLPULHDHAOZNQI-ZTIMHPMXSA-N 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC JLPULHDHAOZNQI-ZTIMHPMXSA-N 0.000 description 1
- SPCKHVPPRJWQRZ-UHFFFAOYSA-N 2-benzhydryloxy-n,n-dimethylethanamine;2-hydroxypropane-1,2,3-tricarboxylic acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O.C=1C=CC=CC=1C(OCCN(C)C)C1=CC=CC=C1 SPCKHVPPRJWQRZ-UHFFFAOYSA-N 0.000 description 1
- FVCSARBUZVPSQF-UHFFFAOYSA-N 5-(2,4-dioxooxolan-3-yl)-7-methyl-3a,4,5,7a-tetrahydro-2-benzofuran-1,3-dione Chemical compound C1C(C(OC2=O)=O)C2C(C)=CC1C1C(=O)COC1=O FVCSARBUZVPSQF-UHFFFAOYSA-N 0.000 description 1
- 240000002791 Brassica napus Species 0.000 description 1
- 235000004977 Brassica sinapistrum Nutrition 0.000 description 1
- 235000010469 Glycine max Nutrition 0.000 description 1
- 244000068988 Glycine max Species 0.000 description 1
- 244000062730 Melissa officinalis Species 0.000 description 1
- 235000010654 Melissa officinalis Nutrition 0.000 description 1
- 241000699670 Mus sp. Species 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- 239000012190 activator Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 229940035676 analgesics Drugs 0.000 description 1
- 230000000954 anitussive effect Effects 0.000 description 1
- 239000000730 antalgic agent Substances 0.000 description 1
- 229940125715 antihistaminic agent Drugs 0.000 description 1
- 239000000739 antihistaminic agent Substances 0.000 description 1
- 229940030600 antihypertensive agent Drugs 0.000 description 1
- 239000002220 antihypertensive agent Substances 0.000 description 1
- 239000003434 antitussive agent Substances 0.000 description 1
- 229940124584 antitussives Drugs 0.000 description 1
- 239000000168 bronchodilator agent Substances 0.000 description 1
- 210000003467 cheek Anatomy 0.000 description 1
- 230000001149 cognitive effect Effects 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 235000013345 egg yolk Nutrition 0.000 description 1
- 210000002969 egg yolk Anatomy 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- 239000003925 fat Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 235000013773 glyceryl triacetate Nutrition 0.000 description 1
- 239000001087 glyceryl triacetate Substances 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 210000000936 intestine Anatomy 0.000 description 1
- 239000000865 liniment Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 210000001331 nose Anatomy 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 239000002674 ointment Substances 0.000 description 1
- 239000000825 pharmaceutical preparation Substances 0.000 description 1
- 229940127557 pharmaceutical product Drugs 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 210000000664 rectum Anatomy 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 229940083466 soybean lecithin Drugs 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 229960002622 triacetin Drugs 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/24—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing atoms other than carbon, hydrogen, oxygen, halogen, nitrogen or sulfur, e.g. cyclomethicone or phospholipids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/0014—Skin, i.e. galenical aspects of topical compositions
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/08—Bronchodilators
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/14—Antitussive agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/04—Centrally acting analgesics, e.g. opioids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Epidemiology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Organic Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Molecular Biology (AREA)
- Biophysics (AREA)
- Pulmonology (AREA)
- Dermatology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Biomedical Technology (AREA)
- Pain & Pain Management (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicinal Preparation (AREA)
- Medicines Containing Plant Substances (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Description
【発明の詳細な説明】 発明の背景 商業上用いられるレシチンは油種子(例えば大豆およ
びナタネ種子)からおよび卵黄から主に得られる脂肪中
に存在する一群の物質に与えられた名称である。商業上
のレシチンは食品および医薬製品、例えばクリーム、バ
ルム剤、または軟膏に使用される天然の乳化剤である。
びナタネ種子)からおよび卵黄から主に得られる脂肪中
に存在する一群の物質に与えられた名称である。商業上
のレシチンは食品および医薬製品、例えばクリーム、バ
ルム剤、または軟膏に使用される天然の乳化剤である。
レシチンはまた噴射剤における分散物または懸濁物中
にもその使用が記載されている。例えば、気管支拡張剤
はレシチンを含有する噴射剤中にて吸入手段により投与
されうる。
にもその使用が記載されている。例えば、気管支拡張剤
はレシチンを含有する噴射剤中にて吸入手段により投与
されうる。
今、レシチンが皮膚を通しておよびその他の生物学的
膜例えば腸、頬、直腸、および鼻からの薬物の浸透を高
める事が見出された。それゆえ本発明の目的は医薬組成
物中にレシチンを使用することによる経皮的または経粘
膜的な薬物の投与法にある。
膜例えば腸、頬、直腸、および鼻からの薬物の浸透を高
める事が見出された。それゆえ本発明の目的は医薬組成
物中にレシチンを使用することによる経皮的または経粘
膜的な薬物の投与法にある。
発明の要約 従って、本発明は活性成分および有効量のレシチンを
含有する医薬組成物を薬物を必要とする宿主の皮膚また
は膜に投与することからなる皮膚およびその他の生物学
的膜を通した薬物の浸透を高める方法に関する。
含有する医薬組成物を薬物を必要とする宿主の皮膚また
は膜に投与することからなる皮膚およびその他の生物学
的膜を通した薬物の浸透を高める方法に関する。
本発明のもう一つの観点は活性成分および有効量のレ
シチンを含有する、経皮的または経粘膜的な投与に適合
する医薬組成物にある。
シチンを含有する、経皮的または経粘膜的な投与に適合
する医薬組成物にある。
好ましい態様の記載 経皮用医薬組成物は経口投与の不確実さおよび注射に
よる投与の不便さを回避する手段として用いられてい
る。
よる投与の不便さを回避する手段として用いられてい
る。
本発明のための活性成分は任意の治療上活性な薬物の
有効量である。
有効量である。
好ましい薬物は種々の治療上の用途に適用できるもの
であり、例えば抗高血圧剤、鎮痛剤、鎮咳剤、抗ヒスタ
ミン剤、気管支拡張剤、認識活性化剤、その他である。
それゆえ、レシチン組成物はプロカテロール(procater
ol)、デキストロメトルフアン(dextromethorphan)、
オキシモルフオン(oxymorphone)、ジフエンヒドラミ
ン、その他のような薬物中に使用できることが予想され
る。
であり、例えば抗高血圧剤、鎮痛剤、鎮咳剤、抗ヒスタ
ミン剤、気管支拡張剤、認識活性化剤、その他である。
それゆえ、レシチン組成物はプロカテロール(procater
ol)、デキストロメトルフアン(dextromethorphan)、
オキシモルフオン(oxymorphone)、ジフエンヒドラミ
ン、その他のような薬物中に使用できることが予想され
る。
本発明で用いられるレシチンは市販のレシチンまたは
大豆レシチン、例えばエピクロン(EpikuronTM)135Fお
よびキヤプシチン(CapcithinTM)50−RのようなLucas
Meyer,Inc.社の市販の大豆レシチンである。経皮的調
製物に使用されるレシチンの量は必要な活性成分の量お
よび他の付形剤の使用に如何に応じて変動できる。浸透
増強に有効であることが判明したレシチンの有用な範囲
は組成物の約2〜約40重量%である。好ましくは約5〜
約10%である。
大豆レシチン、例えばエピクロン(EpikuronTM)135Fお
よびキヤプシチン(CapcithinTM)50−RのようなLucas
Meyer,Inc.社の市販の大豆レシチンである。経皮的調
製物に使用されるレシチンの量は必要な活性成分の量お
よび他の付形剤の使用に如何に応じて変動できる。浸透
増強に有効であることが判明したレシチンの有用な範囲
は組成物の約2〜約40重量%である。好ましくは約5〜
約10%である。
本発明の組成物は製剤上受容されうる付形剤をも含有
しうる。それらには例えばテトラグリコール(TG)、ア
ルコール類、グリコール類、脂肪酸類、トリアセチン、
シリコン液、等がある。
しうる。それらには例えばテトラグリコール(TG)、ア
ルコール類、グリコール類、脂肪酸類、トリアセチン、
シリコン液、等がある。
表の形態をした以下の実施例により本発明を説明す
る。それにより市販の大豆レシチンの使用がマウスの皮
膚を通した種々の薬物の浸透を高めることが判る。
る。それにより市販の大豆レシチンの使用がマウスの皮
膚を通した種々の薬物の浸透を高めることが判る。
フロントページの続き (72)発明者 マージヤー,マジド アメリカ合衆国ニユージヤージー州 07857.ネツトコング.コクラスドライ ブ82 (56)参考文献 特開 昭62−123132(JP,A)
Claims (3)
- 【請求項1】治療上有効な量の活性成分、有効量の市販
レシチンおよび1種もしくはそれ以上の製剤上受容され
うる付形剤を含有する、経皮的または経粘膜的な投与に
適合する医薬組成物。 - 【請求項2】市販レシチンの量が2〜40%であることか
らなる請求項1記載の組成物。 - 【請求項3】活性成分がジフェンヒドラミン、デキスト
ロメトルファン、オキシモルフォンまたはプロカテロー
ルである請求項1記載の組成物。
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US07/037,671 US4783450A (en) | 1987-04-13 | 1987-04-13 | Use of commercial lecithin as skin penetration enhancer |
US37,671 | 1987-04-13 |
Publications (2)
Publication Number | Publication Date |
---|---|
JPH02502994A JPH02502994A (ja) | 1990-09-20 |
JP2714413B2 true JP2714413B2 (ja) | 1998-02-16 |
Family
ID=21895652
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP63501529A Expired - Lifetime JP2714413B2 (ja) | 1987-04-13 | 1988-03-18 | 皮膚浸透が増強された医薬組成物 |
Country Status (5)
Country | Link |
---|---|
US (1) | US4783450A (ja) |
EP (1) | EP0382716B2 (ja) |
JP (1) | JP2714413B2 (ja) |
DE (1) | DE3887156T3 (ja) |
WO (1) | WO1988007871A1 (ja) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2009110205A1 (ja) | 2008-03-04 | 2009-09-11 | ナガセケムテックス株式会社 | ヒアルロン酸増量剤 |
Families Citing this family (91)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4981681A (en) * | 1988-08-26 | 1991-01-01 | Vittorio Tosti | Lotion mixture and method of treating psoriasis |
US4973468A (en) * | 1989-03-22 | 1990-11-27 | Cygnus Research Corporation | Skin permeation enhancer compositions |
US5053227A (en) * | 1989-03-22 | 1991-10-01 | Cygnus Therapeutic Systems | Skin permeation enhancer compositions, and methods and transdermal systems associated therewith |
US5059426A (en) * | 1989-03-22 | 1991-10-22 | Cygnus Therapeutic Systems | Skin permeation enhancer compositions, and methods and transdermal systems associated therewith |
US5498607A (en) * | 1990-07-30 | 1996-03-12 | University Of Miami | Treatment for hypercholesterolemia |
WO1993011767A1 (en) * | 1991-12-18 | 1993-06-24 | Warner-Lambert Company | Transdermal delivery of (e)-1,2,5,6-tetrahydro-1-methyl-3-pyridine-carboxaldehyde-o-methyloxine hcl and related compounds in the treatment of cognitive disorders and for analgesia |
US5229130A (en) * | 1991-12-20 | 1993-07-20 | Cygnus Therapeutics Systems | Vegetable oil-based skin permeation enhancer compositions, and associated methods and systems |
ATE137959T1 (de) * | 1992-02-12 | 1996-06-15 | Janssen Cilag S P A | Liposomale piroxycam formulierung |
EP0625898B1 (en) * | 1992-02-12 | 1996-05-15 | JANSSEN-CILAG S.p.A. | Liposomal piroxicam formulations |
EP0625899B1 (en) * | 1992-02-12 | 1996-05-29 | JANSSEN-CILAG S.p.A. | Liposomal itraconazole formulations |
TW224048B (ja) * | 1992-03-30 | 1994-05-21 | Hoechst Roussel Pharma | |
US5900250A (en) * | 1992-05-13 | 1999-05-04 | Alza Corporation | Monoglyceride/lactate ester permeation enhancer for oxybutnin |
CA2165802A1 (en) * | 1993-09-29 | 1995-04-06 | Eun Soo Lee | Monoglyceride/lactate ester permeation enhancer for oxybutynin |
US20020048596A1 (en) * | 1994-12-30 | 2002-04-25 | Gregor Cevc | Preparation for the transport of an active substance across barriers |
US5945409A (en) * | 1995-03-10 | 1999-08-31 | Wilson T. Crandall | Topical moisturizing composition and method |
US5639740A (en) * | 1995-03-10 | 1997-06-17 | Crandall; Wilson Trafton | Topical moisturizing composition and method |
WO1997002041A1 (en) | 1995-07-03 | 1997-01-23 | Crandall Wilson T | Transdermal and oral treatment of androgenic alopecia |
SE9601528D0 (sv) * | 1996-04-23 | 1996-04-23 | Pharmacia Ab | Transdermally administered dextromethorphan as antitissue agent |
US5837289A (en) * | 1996-07-23 | 1998-11-17 | Grasela; John C. | Transdermal delivery of medications using a combination of penetration enhancers |
US5709878A (en) * | 1996-08-02 | 1998-01-20 | Rosenbaum; Jerry | Transdermal delivery of dehydroepiandrosterone |
US5980898A (en) | 1996-11-14 | 1999-11-09 | The United States Of America As Represented By The U.S. Army Medical Research & Material Command | Adjuvant for transcutaneous immunization |
US6797276B1 (en) | 1996-11-14 | 2004-09-28 | The United States Of America As Represented By The Secretary Of The Army | Use of penetration enhancers and barrier disruption agents to enhance the transcutaneous immune response |
US20060002949A1 (en) | 1996-11-14 | 2006-01-05 | Army Govt. Of The Usa, As Rep. By Secretary Of The Office Of The Command Judge Advocate, Hq Usamrmc. | Transcutaneous immunization without heterologous adjuvant |
US5885597A (en) * | 1997-10-01 | 1999-03-23 | Medical Research Industries,Inc. | Topical composition for the relief of pain |
GB2331924A (en) * | 1997-12-08 | 1999-06-09 | Phares Pharm Res Nv | Lipid compositions and their use |
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FR2478485A1 (fr) * | 1980-03-24 | 1981-09-25 | Oreal | Compositions cosmetiques ou pharmaceutiques sous forme d'emulsions stables du type huile-dans-l'eau |
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JPS62123132A (ja) * | 1985-11-21 | 1987-06-04 | Michio Nakanishi | 気管支喘息治療用組成物 |
-
1987
- 1987-04-13 US US07/037,671 patent/US4783450A/en not_active Expired - Fee Related
-
1988
- 1988-03-18 WO PCT/US1988/000886 patent/WO1988007871A1/en active IP Right Grant
- 1988-03-18 DE DE3887156T patent/DE3887156T3/de not_active Expired - Fee Related
- 1988-03-18 EP EP88903109A patent/EP0382716B2/en not_active Expired - Lifetime
- 1988-03-18 JP JP63501529A patent/JP2714413B2/ja not_active Expired - Lifetime
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
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WO2009110205A1 (ja) | 2008-03-04 | 2009-09-11 | ナガセケムテックス株式会社 | ヒアルロン酸増量剤 |
Also Published As
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---|---|
EP0382716A1 (en) | 1990-08-22 |
EP0382716B2 (en) | 1998-01-28 |
JPH02502994A (ja) | 1990-09-20 |
EP0382716B1 (en) | 1994-01-12 |
WO1988007871A1 (en) | 1988-10-20 |
US4783450A (en) | 1988-11-08 |
DE3887156T2 (de) | 1994-04-28 |
DE3887156D1 (de) | 1994-02-24 |
DE3887156T3 (de) | 1998-04-16 |
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