NO311066B1 - Stabile, topiske retinoidpreparater og anvendelse derav - Google Patents

Stabile, topiske retinoidpreparater og anvendelse derav Download PDF

Info

Publication number: NO311066B1
Authority: NO; Norway
Prior art keywords: polyoxyethylene; weight; preparation; retinoid; ionic surfactant
Prior art date: 1993-07-01

Application number

NO19955193A

Other languages

English (en)

Norwegian (no)

Other versions

NO955193D0 (no

NO955193L (no

Inventor

Tom De Vringer

Antoon Van Harrewijn

Aart Muehlenbruch

Original Assignee

Yamanouchi Europ Bv

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.)

1993-07-01

Filing date

1995-12-20

Publication date

2001-10-08

Family has litigation

First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=8213946&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=NO311066(B1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.

1995-12-20 Application filed by Yamanouchi Europ Bv filed Critical Yamanouchi Europ Bv

1995-12-20 Publication of NO955193D0 publication Critical patent/NO955193D0/no

1996-02-08 Publication of NO955193L publication Critical patent/NO955193L/no

2001-10-08 Publication of NO311066B1 publication Critical patent/NO311066B1/no

Links

150000004492 retinoid derivatives Chemical class 0.000 title claims abstract description 21
230000000699 topical effect Effects 0.000 title claims abstract description 12
238000002360 preparation method Methods 0.000 title claims description 65
-1 polyoxyethylene Polymers 0.000 claims abstract description 39
229920003171 Poly (ethylene oxide) Polymers 0.000 claims abstract description 26
239000002736 nonionic surfactant Substances 0.000 claims abstract description 20
239000000203 mixture Substances 0.000 claims abstract description 14
GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims abstract description 11
235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 10
239000000194 fatty acid Substances 0.000 claims abstract description 10
229930195729 fatty acid Natural products 0.000 claims abstract description 10
229920001400 block copolymer Polymers 0.000 claims abstract description 9
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims abstract description 8
239000003381 stabilizer Substances 0.000 claims abstract description 4
239000008365 aqueous carrier Substances 0.000 claims description 13
239000003960 organic solvent Substances 0.000 claims description 10
150000001875 compounds Chemical class 0.000 claims description 8
CMCBDXRRFKYBDG-UHFFFAOYSA-N 1-dodecoxydodecane Chemical compound CCCCCCCCCCCCOCCCCCCCCCCCC CMCBDXRRFKYBDG-UHFFFAOYSA-N 0.000 claims description 5
229920001983 poloxamer Polymers 0.000 claims description 5
238000002425 crystallisation Methods 0.000 claims description 4
UWLPCYBIJSLGQO-UHFFFAOYSA-N dodecanoic acid;propane-1,2,3-triol Chemical compound OCC(O)CO.CCCCCCCCCCCC(O)=O UWLPCYBIJSLGQO-UHFFFAOYSA-N 0.000 claims description 4
PHYFQTYBJUILEZ-IUPFWZBJSA-N triolein Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC(OC(=O)CCCCCCC\C=C/CCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCC PHYFQTYBJUILEZ-IUPFWZBJSA-N 0.000 claims description 4
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical group C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 3
PHYFQTYBJUILEZ-UHFFFAOYSA-N Trioleoylglycerol Natural products CCCCCCCCC=CCCCCCCCC(=O)OCC(OC(=O)CCCCCCCC=CCCCCCCCC)COC(=O)CCCCCCCC=CCCCCCCCC PHYFQTYBJUILEZ-UHFFFAOYSA-N 0.000 claims description 3
239000003242 anti bacterial agent Substances 0.000 claims description 3
230000003115 biocidal effect Effects 0.000 claims description 3
230000008025 crystallization Effects 0.000 claims description 3
150000004665 fatty acids Chemical class 0.000 claims description 3
230000000087 stabilizing effect Effects 0.000 claims description 3
239000000126 substance Substances 0.000 claims description 3
229940117972 triolein Drugs 0.000 claims description 3
125000002947 alkylene group Chemical group 0.000 claims 1
125000004432 carbon atom Chemical group C* 0.000 claims 1
KDLRVYVGXIQJDK-AWPVFWJPSA-N clindamycin Chemical compound CN1C[C@H](CCC)C[C@H]1C(=O)N[C@H]([C@H](C)Cl)[C@@H]1[C@H](O)[C@H](O)[C@@H](O)[C@@H](SC)O1 KDLRVYVGXIQJDK-AWPVFWJPSA-N 0.000 claims 1
229960002227 clindamycin Drugs 0.000 claims 1
229920000642 polymer Polymers 0.000 claims 1
239000008135 aqueous vehicle Substances 0.000 abstract 1
229940117927 ethylene oxide Drugs 0.000 abstract 1
SHGAZHPCJJPHSC-YCNIQYBTSA-N all-trans-retinoic acid Chemical compound OC(=O)\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C SHGAZHPCJJPHSC-YCNIQYBTSA-N 0.000 description 16
229960001727 tretinoin Drugs 0.000 description 14
229930002330 retinoic acid Natural products 0.000 description 12
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 11
239000004480 active ingredient Substances 0.000 description 10
238000009472 formulation Methods 0.000 description 7
208000002874 Acne Vulgaris Diseases 0.000 description 6
WPMWEFXCIYCJSA-UHFFFAOYSA-N Tetraethylene glycol monododecyl ether Chemical compound CCCCCCCCCCCCOCCOCCOCCOCCO WPMWEFXCIYCJSA-UHFFFAOYSA-N 0.000 description 6
206010000496 acne Diseases 0.000 description 6
230000000694 effects Effects 0.000 description 6
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 5
229920002884 Laureth 4 Polymers 0.000 description 5
230000001476 alcoholic effect Effects 0.000 description 5
229940061515 laureth-4 Drugs 0.000 description 5
239000004698 Polyethylene Substances 0.000 description 4
239000002904 solvent Substances 0.000 description 4
239000004094 surface-active agent Substances 0.000 description 4
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
229920002125 Sokalan® Polymers 0.000 description 3
UFUVLHLTWXBHGZ-MGZQPHGTSA-N [(2r,3r,4s,5r,6r)-6-[(1s,2s)-2-chloro-1-[[(2s,4r)-1-methyl-4-propylpyrrolidine-2-carbonyl]amino]propyl]-4,5-dihydroxy-2-methylsulfanyloxan-3-yl] dihydrogen phosphate Chemical compound CN1C[C@H](CCC)C[C@H]1C(=O)N[C@H]([C@H](C)Cl)[C@@H]1[C@H](O)[C@H](O)[C@@H](OP(O)(O)=O)[C@@H](SC)O1 UFUVLHLTWXBHGZ-MGZQPHGTSA-N 0.000 description 3
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
229960002291 clindamycin phosphate Drugs 0.000 description 3
229940079593 drug Drugs 0.000 description 3
239000003814 drug Substances 0.000 description 3
230000003902 lesion Effects 0.000 description 3
239000000463 material Substances 0.000 description 3
239000001301 oxygen Substances 0.000 description 3
229910052760 oxygen Inorganic materials 0.000 description 3
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
YASYEJJMZJALEJ-UHFFFAOYSA-N Citric acid monohydrate Chemical compound O.OC(=O)CC(O)(C(O)=O)CC(O)=O YASYEJJMZJALEJ-UHFFFAOYSA-N 0.000 description 2
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
230000032683 aging Effects 0.000 description 2
229940088710 antibiotic agent Drugs 0.000 description 2
239000003963 antioxidant agent Substances 0.000 description 2
230000008901 benefit Effects 0.000 description 2
239000000872 buffer Substances 0.000 description 2
239000003795 chemical substances by application Substances 0.000 description 2
229960002303 citric acid monohydrate Drugs 0.000 description 2
238000000354 decomposition reaction Methods 0.000 description 2
238000001035 drying Methods 0.000 description 2
230000007717 exclusion Effects 0.000 description 2
239000003925 fat Substances 0.000 description 2
239000003349 gelling agent Substances 0.000 description 2
235000011187 glycerol Nutrition 0.000 description 2
239000002085 irritant Substances 0.000 description 2
238000000034 method Methods 0.000 description 2
230000003020 moisturizing effect Effects 0.000 description 2
239000003755 preservative agent Substances 0.000 description 2
102000004196 processed proteins & peptides Human genes 0.000 description 2
108090000765 processed proteins & peptides Proteins 0.000 description 2
150000003839 salts Chemical class 0.000 description 2
238000003756 stirring Methods 0.000 description 2
LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 2
229960000281 trometamol Drugs 0.000 description 2
206010006784 Burning sensation Diseases 0.000 description 1
NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 1
201000004624 Dermatitis Diseases 0.000 description 1
229920002683 Glycosaminoglycan Polymers 0.000 description 1
229920002153 Hydroxypropyl cellulose Polymers 0.000 description 1
206010061218 Inflammation Diseases 0.000 description 1
SHGAZHPCJJPHSC-NUEINMDLSA-N Isotretinoin Chemical compound OC(=O)C=C(C)/C=C/C=C(C)C=CC1=C(C)CCCC1(C)C SHGAZHPCJJPHSC-NUEINMDLSA-N 0.000 description 1
SHGAZHPCJJPHSC-UHFFFAOYSA-N Panrexin Chemical compound OC(=O)C=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C SHGAZHPCJJPHSC-UHFFFAOYSA-N 0.000 description 1
206010040880 Skin irritation Diseases 0.000 description 1
239000004902 Softening Agent Substances 0.000 description 1
239000002253 acid Substances 0.000 description 1
239000000654 additive Substances 0.000 description 1
230000002411 adverse Effects 0.000 description 1
125000003158 alcohol group Chemical group 0.000 description 1
150000004347 all-trans-retinol derivatives Chemical class 0.000 description 1
150000001408 amides Chemical class 0.000 description 1
150000001413 amino acids Chemical class 0.000 description 1
235000006708 antioxidants Nutrition 0.000 description 1
239000012736 aqueous medium Substances 0.000 description 1
239000001913 cellulose Substances 0.000 description 1
229920002678 cellulose Polymers 0.000 description 1
238000002144 chemical decomposition reaction Methods 0.000 description 1
238000006243 chemical reaction Methods 0.000 description 1
239000003246 corticosteroid Substances 0.000 description 1
229960001334 corticosteroids Drugs 0.000 description 1
239000002537 cosmetic Substances 0.000 description 1
239000006071 cream Substances 0.000 description 1
239000013078 crystal Substances 0.000 description 1
239000006185 dispersion Substances 0.000 description 1
238000004090 dissolution Methods 0.000 description 1
239000003974 emollient agent Substances 0.000 description 1
230000007613 environmental effect Effects 0.000 description 1
150000002148 esters Chemical class 0.000 description 1
HQMNCQVAMBCHCO-DJRRULDNSA-N etretinate Chemical compound CCOC(=O)\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)C=C(OC)C(C)=C1C HQMNCQVAMBCHCO-DJRRULDNSA-N 0.000 description 1
229960002199 etretinate Drugs 0.000 description 1
235000013861 fat-free Nutrition 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
239000001863 hydroxypropyl cellulose Substances 0.000 description 1
235000010977 hydroxypropyl cellulose Nutrition 0.000 description 1
230000004054 inflammatory process Effects 0.000 description 1
230000007794 irritation Effects 0.000 description 1
229960005280 isotretinoin Drugs 0.000 description 1
239000003410 keratolytic agent Substances 0.000 description 1
LXCFILQKKLGQFO-UHFFFAOYSA-N methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 description 1
230000000813 microbial effect Effects 0.000 description 1
238000007431 microscopic evaluation Methods 0.000 description 1
229910052757 nitrogen Inorganic materials 0.000 description 1
239000003921 oil Substances 0.000 description 1
235000019198 oils Nutrition 0.000 description 1
239000002674 ointment Substances 0.000 description 1
239000007800 oxidant agent Substances 0.000 description 1
230000003647 oxidation Effects 0.000 description 1
238000007254 oxidation reaction Methods 0.000 description 1
230000035515 penetration Effects 0.000 description 1
239000000546 pharmaceutical excipient Substances 0.000 description 1
229920000573 polyethylene Polymers 0.000 description 1
229920001184 polypeptide Polymers 0.000 description 1
230000002335 preservative effect Effects 0.000 description 1
102000004169 proteins and genes Human genes 0.000 description 1
108090000623 proteins and genes Proteins 0.000 description 1
230000035807 sensation Effects 0.000 description 1
239000003352 sequestering agent Substances 0.000 description 1
229920002545 silicone oil Polymers 0.000 description 1
230000006641 stabilisation Effects 0.000 description 1
238000011105 stabilization Methods 0.000 description 1
239000000725 suspension Substances 0.000 description 1
230000001225 therapeutic effect Effects 0.000 description 1
238000002560 therapeutic procedure Methods 0.000 description 1
235000015112 vegetable and seed oil Nutrition 0.000 description 1
239000008158 vegetable oil Substances 0.000 description 1
239000003981 vehicle Substances 0.000 description 1
229930003231 vitamin Natural products 0.000 description 1
239000011782 vitamin Substances 0.000 description 1
235000013343 vitamin Nutrition 0.000 description 1
229940088594 vitamin Drugs 0.000 description 1
150000003722 vitamin derivatives Chemical class 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
- A61K47/08—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing oxygen, e.g. ethers, acetals, ketones, quinones, aldehydes, peroxides
- A61K47/14—Esters of carboxylic acids, e.g. fatty acid monoglycerides, medium-chain triglycerides, parabens or PEG fatty acid esters
- 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
- A61K31/045—Hydroxy compounds, e.g. alcohols; Salts thereof, e.g. alcoholates
- A61K31/07—Retinol compounds, e.g. vitamin A
- 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
- A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
- A61K31/19—Carboxylic acids, e.g. valproic acid
- 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
- A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
- A61K31/19—Carboxylic acids, e.g. valproic acid
- A61K31/20—Carboxylic acids, e.g. valproic acid having a carboxyl group bound to a chain of seven or more carbon atoms, e.g. stearic, palmitic, arachidic acids
- A61K31/203—Retinoic acids ; Salts thereof
- 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
- A61K47/08—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing oxygen, e.g. ethers, acetals, ketones, quinones, aldehydes, peroxides
- A61K47/10—Alcohols; Phenols; Salts thereof, e.g. glycerol; Polyethylene glycols [PEG]; Poloxamers; PEG/POE alkyl ethers
- 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
- A61K8/39—Derivatives containing from 2 to 10 oxyalkylene groups
- 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
- A61K8/67—Vitamins
- A61K8/671—Vitamin A; Derivatives thereof, e.g. ester of vitamin A acid, ester of retinol, retinol, retinal
- 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
- 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
- A61K8/90—Block copolymers
- 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
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/08—Solutions
- 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
- 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
- A61P17/16—Emollients or protectives, e.g. against radiation
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/08—Anti-ageing preparations

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)
Epidemiology (AREA)
Chemical & Material Sciences (AREA)
Pharmacology & Pharmacy (AREA)
Medicinal Chemistry (AREA)
Birds (AREA)
General Chemical & Material Sciences (AREA)
Dermatology (AREA)
Engineering & Computer Science (AREA)
Chemical Kinetics & Catalysis (AREA)
Oil, Petroleum & Natural Gas (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Bioinformatics & Cheminformatics (AREA)
Emergency Medicine (AREA)
Organic Chemistry (AREA)
Toxicology (AREA)
Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Medicinal Preparation (AREA)
Cosmetics (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)

NO19955193A 1993-07-01 1995-12-20 Stabile, topiske retinoidpreparater og anvendelse derav NO311066B1 (no)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
EP93201931		1993-07-01
PCT/NL1994/000151 WO1995001160A1 (en)	1993-07-01	1994-07-01	Stable topical retinoid compositions

Publications (3)

Publication Number	Publication Date
NO955193D0 NO955193D0 (no)	1995-12-20
NO955193L NO955193L (no)	1996-02-08
NO311066B1 true NO311066B1 (no)	2001-10-08

Family

ID=8213946

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
NO19955193A NO311066B1 (no)	1993-07-01	1995-12-20	Stabile, topiske retinoidpreparater og anvendelse derav

Country Status (23)

Country	Link
US (1)	US5690923A (da)
EP (1)	EP0706370B2 (da)
JP (2)	JP3947215B2 (da)
AT (1)	ATE202694T1 (da)
AU (1)	AU678039B2 (da)
BG (1)	BG61713B1 (da)
CA (1)	CA2166062C (da)
CZ (1)	CZ285679B6 (da)
DE (1)	DE69427639T3 (da)
DK (1)	DK0706370T4 (da)
ES (1)	ES2160631T5 (da)
FI (1)	FI115607B (da)
GR (1)	GR3036761T3 (da)
HU (1)	HU217869B (da)
MD (1)	MD1587C2 (da)
NO (1)	NO311066B1 (da)
PT (1)	PT706370E (da)
RO (1)	RO115109B1 (da)
RU (1)	RU2134101C1 (da)
SI (1)	SI0706370T2 (da)
SK (1)	SK279919B6 (da)
UA (1)	UA41937C2 (da)
WO (1)	WO1995001160A1 (da)

Families Citing this family (42)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
ATE202694T1 (de) *	1993-07-01	2001-07-15	Yamanouchi Europ Bv	Retinoid enthaltende stabile topische zusammensetzungen
EP0974364A4 (en) *	1996-10-25	2000-12-20	Yoshitomi Pharmaceutical	METHOD FOR PREVENTING THE PREPARATION OF MEDICINAL PRODUCTS
DE19903729A1 (de) *	1999-01-30	2000-08-03	Beiersdorf Ag	Verwendung von oberflächenaktiven Citronensäureestern zur Stabilisierung von Retinoiden, synergistische Gemische aus Retinoiden und oberflächenaktiven Substanzen sowie kosmetische und dermatologische Zubereitungen mit einem Gehalt an solchen Gemischen
MXPA02001778A (es) *	1999-08-20	2002-08-12	Unilever Nv	Composiciones cosmeticas para la piel para reducir irritacion de la piel a partir de acidos carboxilicos debiles.
DE10025756C2 (de) *	2000-05-25	2003-02-20	Cognis Deutschland Gmbh	Lösungsvermittler
RU2166309C1 (ru) *	2000-06-26	2001-05-10	Разумова Татьяна Николаевна	Лечебно-профилактическая и косметическая композиция
US6387383B1 (en)	2000-08-03	2002-05-14	Dow Pharmaceutical Sciences	Topical low-viscosity gel composition
US7060732B2 (en) *	2000-12-12	2006-06-13	Imaginative Research Associates, Inc.	Antibiotic/benzoyl peroxide dispenser
US20060189552A1 (en) *	2000-12-12	2006-08-24	Mohan Vishnupad	Dispenser for dispensing three or more actives
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1994
- 1994-07-01 AT AT94923832T patent/ATE202694T1/de active
- 1994-07-01 JP JP50341495A patent/JP3947215B2/ja not_active Expired - Lifetime
- 1994-07-01 CZ CZ953483A patent/CZ285679B6/cs not_active IP Right Cessation
- 1994-07-01 RO RO95-02287A patent/RO115109B1/ro unknown
- 1994-07-01 DK DK94923832T patent/DK0706370T4/da active
- 1994-07-01 EP EP94923832A patent/EP0706370B2/en not_active Expired - Lifetime
- 1994-07-01 WO PCT/NL1994/000151 patent/WO1995001160A1/en not_active Ceased
- 1994-07-01 SI SI9430382T patent/SI0706370T2/xx unknown
- 1994-07-01 DE DE69427639T patent/DE69427639T3/de not_active Expired - Lifetime
- 1994-07-01 MD MD95-0443A patent/MD1587C2/ro not_active IP Right Cessation
- 1994-07-01 ES ES94923832T patent/ES2160631T5/es not_active Expired - Lifetime
- 1994-07-01 CA CA002166062A patent/CA2166062C/en not_active Expired - Lifetime
- 1994-07-01 RU RU96102009/14A patent/RU2134101C1/ru active
- 1994-07-01 SK SK1597-95A patent/SK279919B6/sk not_active IP Right Cessation
- 1994-07-01 AU AU73913/94A patent/AU678039B2/en not_active Expired
- 1994-07-01 PT PT94923832T patent/PT706370E/pt unknown
- 1994-07-01 UA UA95125456A patent/UA41937C2/uk unknown
- 1994-07-01 US US08/571,898 patent/US5690923A/en not_active Expired - Lifetime
- 1994-07-01 HU HU9503721A patent/HU217869B/hu unknown
1995
- 1995-12-20 NO NO19955193A patent/NO311066B1/no not_active IP Right Cessation
- 1995-12-22 FI FI956204A patent/FI115607B/fi not_active IP Right Cessation
- 1995-12-29 BG BG100267A patent/BG61713B1/bg unknown
2001
- 2001-09-28 GR GR20010401618T patent/GR3036761T3/el unknown
2006
- 2006-09-13 JP JP2006248175A patent/JP2006328089A/ja not_active Withdrawn

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Publication number	Publication date
NO955193D0 (no)	1995-12-20
JP3947215B2 (ja)	2007-07-18
US5690923A (en)	1997-11-25
AU678039B2 (en)	1997-05-15
CA2166062C (en)	2008-09-16
MD1587C2 (ro)	2001-06-30
DK0706370T4 (da)	2005-04-18
FI956204A0 (fi)	1995-12-22
CZ348395A3 (en)	1996-04-17
SI0706370T1 (en)	2001-12-31
FI115607B (fi)	2005-06-15
SK159795A3 (en)	1997-03-05
ATE202694T1 (de)	2001-07-15
WO1995001160A1 (en)	1995-01-12
JP2006328089A (ja)	2006-12-07
SI0706370T2 (en)	2005-06-30
ES2160631T5 (es)	2005-07-16
UA41937C2 (uk)	2001-10-15
HU217869B (hu)	2000-04-28
DK0706370T3 (da)	2001-09-17
RO115109B1 (ro)	1999-11-30
BG100267A (bg)	1996-07-31
NO955193L (no)	1996-02-08
ES2160631T3 (es)	2001-11-16
GR3036761T3 (en)	2001-12-31
MD1587B2 (en)	2001-01-31
SK279919B6 (sk)	1999-05-07
DE69427639T3 (de)	2005-08-04
DE69427639D1 (de)	2001-08-09
CA2166062A1 (en)	1995-01-12
MD950443A (en)	1997-09-30
DE69427639T2 (de)	2001-10-18
EP0706370B2 (en)	2005-01-26
HUT74072A (en)	1996-10-28
RU2134101C1 (ru)	1999-08-10
EP0706370B1 (en)	2001-07-04
BG61713B1 (bg)	1998-04-30
FI956204L (fi)	1995-12-22
HU9503721D0 (en)	1996-02-28
PT706370E (pt)	2001-11-30
EP0706370A1 (en)	1996-04-17
JPH08512049A (ja)	1996-12-17
CZ285679B6 (cs)	1999-10-13
AU7391394A (en)	1995-01-24

Legal Events

Date	Code	Title	Description
2014-07-14	MK1K	Patent expired

Publication	Publication Date	Title
NO311066B1 (no)	2001-10-08	Stabile, topiske retinoidpreparater og anvendelse derav
AU647922B2 (en)	1994-03-31	Improvements in or relating to organic compounds
KR101455038B1 (ko)	2014-10-27	하나 이상의 레티노이드 및 벤조일 퍼옥시드를 포함하는 유화액
EP0764032B1 (en)	2002-04-10	Stable gel formulation for topical treatment of skin conditions
KR101531729B1 (ko)	2015-06-25	국소 조성물
US20110117182A1 (en)	2011-05-19	Combination of dapsone with other anti-acne agents
AU2010278915A1 (en)	2012-03-01	Combination of dapsone with adapalene
US20030215493A1 (en)	2003-11-20	Composition and method for dermatological treatment
JPWO1991012821A1 (ja)	1992-03-05	非ステロイド系消炎鎮痛薬を含む水中油型乳化組成物
EP0183322A2 (en)	1986-06-04	Gel-form topical antibiotic compositions
JPH03236320A (ja)	1991-10-22	皮膚外用剤
CA2467167A1 (en)	2003-05-22	High-concentration lidocaine compositions and methods for their preparation
KR950003611B1 (ko)	1995-04-17	항진균 외용 이미다졸 제제
JP3313148B2 (ja)	2002-08-12	皮膚外用剤
JP3258801B2 (ja)	2002-02-18	皮膚新陳代謝促進剤
EP0479518A1 (en)	1992-04-08	Compositions for topical application
US20110142922A1 (en)	2011-06-16	Stabilized composition and method for dermatological treatment
WO2007046318A1 (ja)	2007-04-26	インドメタシンを含有する外用液剤
WO2022140467A1 (en)	2022-06-30	Topical compositions and methods of treating skin diseases and conditions with such compositions
CA2156396A1 (en)	1995-06-29	Stable dermatologic preparation containing mycophenolic acid
JPH10130145A (ja)	1998-05-19	インドメタシン含有外用剤組成物
HK1124774A (zh)	2009-07-24	含有吲哚美辛的外用液剂