CA1229554A - Compose pharmaceutique topique d'acide meclofenamique - Google Patents

Compose pharmaceutique topique d'acide meclofenamique

Info

Publication number: CA1229554A
Authority: CA; Canada
Prior art keywords: polyethylene glycol; weight percent; meclofenamic acid; composition according; triglyceride
Prior art date: 1983-04-18
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

Application number

CA000448165A

Other languages

English (en)

Inventor

Susan C. Belsole

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Warner Lambert Co LLC

Original Assignee

Warner Lambert Co LLC

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.)

1983-04-18

Filing date

1984-02-23

Publication date

1987-11-24

1984-02-23 Application filed by Warner Lambert Co LLC filed Critical Warner Lambert Co LLC

1987-11-24 Application granted granted Critical

1987-11-24 Publication of CA1229554A publication Critical patent/CA1229554A/fr

Status Expired legal-status Critical Current

Links

SBDNJUWAMKYJOX-UHFFFAOYSA-N Meclofenamic Acid Chemical compound CC1=CC=C(Cl)C(NC=2C(=CC=CC=2)C(O)=O)=C1Cl SBDNJUWAMKYJOX-UHFFFAOYSA-N 0.000 title claims abstract description 30
229960003803 meclofenamic acid Drugs 0.000 title claims abstract description 30
239000012049 topical pharmaceutical composition Substances 0.000 title 1
229920001223 polyethylene glycol Polymers 0.000 claims abstract description 43
239000002202 Polyethylene glycol Substances 0.000 claims abstract description 42
239000000203 mixture Substances 0.000 claims abstract description 23
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims abstract description 18
239000004166 Lanolin Substances 0.000 claims abstract description 15
239000006071 cream Substances 0.000 claims abstract description 15
229940039717 lanolin Drugs 0.000 claims abstract description 15
235000019388 lanolin Nutrition 0.000 claims abstract description 15
239000003921 oil Substances 0.000 claims abstract description 14
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims abstract description 13
235000010446 mineral oil Nutrition 0.000 claims abstract description 11
239000002480 mineral oil Substances 0.000 claims abstract description 11
WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 claims abstract description 10
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims abstract description 9
BEFDCLMNVWHSGT-UHFFFAOYSA-N ethenylcyclopentane Chemical compound C=CC1CCCC1 BEFDCLMNVWHSGT-UHFFFAOYSA-N 0.000 claims abstract description 9
235000010199 sorbic acid Nutrition 0.000 claims abstract description 9
239000004334 sorbic acid Substances 0.000 claims abstract description 9
229940075582 sorbic acid Drugs 0.000 claims abstract description 9
LADGBHLMCUINGV-UHFFFAOYSA-N tricaprin Chemical compound CCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCC)COC(=O)CCCCCCCCC LADGBHLMCUINGV-UHFFFAOYSA-N 0.000 claims abstract description 9
239000000839 emulsion Substances 0.000 claims abstract description 7
238000002156 mixing Methods 0.000 claims abstract description 7
239000007864 aqueous solution Substances 0.000 claims abstract description 6
VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 claims abstract 4
229940075614 colloidal silicon dioxide Drugs 0.000 claims abstract 3
229940075507 glyceryl monostearate Drugs 0.000 claims abstract 2
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims abstract 2
239000001788 mono and diglycerides of fatty acids Substances 0.000 claims abstract 2
150000002148 esters Chemical class 0.000 claims description 18
235000019198 oils Nutrition 0.000 claims description 13
-1 polyethylene Polymers 0.000 claims description 12
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 11
239000003755 preservative agent Substances 0.000 claims description 11
230000002335 preservative effect Effects 0.000 claims description 11
UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 claims description 10
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 10
239000000243 solution Substances 0.000 claims description 8
239000002562 thickening agent Substances 0.000 claims description 7
238000000034 method Methods 0.000 claims description 5
238000003756 stirring Methods 0.000 claims description 5
WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 4
LXCFILQKKLGQFO-UHFFFAOYSA-N methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 claims description 4
QELSKZZBTMNZEB-UHFFFAOYSA-N propylparaben Chemical compound CCCOC(=O)C1=CC=C(O)C=C1 QELSKZZBTMNZEB-UHFFFAOYSA-N 0.000 claims description 4
238000013019 agitation Methods 0.000 claims description 3
239000005711 Benzoic acid Substances 0.000 claims description 2
235000019482 Palm oil Nutrition 0.000 claims description 2
235000010233 benzoic acid Nutrition 0.000 claims description 2
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 2
235000010270 methyl p-hydroxybenzoate Nutrition 0.000 claims description 2
239000004292 methyl p-hydroxybenzoate Substances 0.000 claims description 2
229960002216 methylparaben Drugs 0.000 claims description 2
239000002540 palm oil Substances 0.000 claims description 2
235000010232 propyl p-hydroxybenzoate Nutrition 0.000 claims description 2
239000004405 propyl p-hydroxybenzoate Substances 0.000 claims description 2
229960003415 propylparaben Drugs 0.000 claims description 2
125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 2
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 2
DCXXMTOCNZCJGO-UHFFFAOYSA-N tristearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCCC DCXXMTOCNZCJGO-UHFFFAOYSA-N 0.000 claims description 2
239000004698 Polyethylene Substances 0.000 claims 9
229920000573 polyethylene Polymers 0.000 claims 8
125000003976 glyceryl group Chemical group [H]C([*])([H])C(O[H])([H])C(O[H])([H])[H] 0.000 claims 2
YDCVUQVGJSAAKA-UHFFFAOYSA-N octadecanoic acid;prop-1-ene Chemical compound CC=C.CCCCCCCCCCCCCCCCCC(O)=O YDCVUQVGJSAAKA-UHFFFAOYSA-N 0.000 claims 2
RFVNOJDQRGSOEL-UHFFFAOYSA-N 2-hydroxyethyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCO RFVNOJDQRGSOEL-UHFFFAOYSA-N 0.000 claims 1
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
238000001816 cooling Methods 0.000 claims 1
229940070765 laurate Drugs 0.000 claims 1
238000002844 melting Methods 0.000 claims 1
230000008018 melting Effects 0.000 claims 1
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
159000000000 sodium salts Chemical class 0.000 abstract description 4
206010061218 Inflammation Diseases 0.000 abstract description 2
230000004054 inflammatory process Effects 0.000 abstract description 2
239000000155 melt Substances 0.000 abstract description 2
239000008194 pharmaceutical composition Substances 0.000 abstract 1
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 20
235000019441 ethanol Nutrition 0.000 description 8
235000011187 glycerol Nutrition 0.000 description 7
DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 6
238000009472 formulation Methods 0.000 description 6
230000000699 topical effect Effects 0.000 description 5
208000037062 Polyps Diseases 0.000 description 4
OGPIIGMUPMPMNT-UHFFFAOYSA-M sodium meclofenamate (anhydrous) Chemical compound [Na+].CC1=CC=C(Cl)C(NC=2C(=CC=CC=2)C([O-])=O)=C1Cl OGPIIGMUPMPMNT-UHFFFAOYSA-M 0.000 description 4
239000002253 acid Substances 0.000 description 3
229940079593 drug Drugs 0.000 description 3
239000003814 drug Substances 0.000 description 3
230000000694 effects Effects 0.000 description 3
150000002334 glycols Chemical class 0.000 description 3
238000010438 heat treatment Methods 0.000 description 3
239000004615 ingredient Substances 0.000 description 3
229940068918 polyethylene glycol 400 Drugs 0.000 description 3
239000000377 silicon dioxide Substances 0.000 description 3
235000012239 silicon dioxide Nutrition 0.000 description 3
KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 2
CTXGTHVAWRBISV-UHFFFAOYSA-N 2-hydroxyethyl dodecanoate Chemical compound CCCCCCCCCCCC(=O)OCCO CTXGTHVAWRBISV-UHFFFAOYSA-N 0.000 description 2
WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 2
GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 2
YZXBAPSDXZZRGB-DOFZRALJSA-N arachidonic acid Chemical compound CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O YZXBAPSDXZZRGB-DOFZRALJSA-N 0.000 description 2
239000008103 glucose Substances 0.000 description 2
238000004519 manufacturing process Methods 0.000 description 2
239000000041 non-steroidal anti-inflammatory agent Substances 0.000 description 2
229940021182 non-steroidal anti-inflammatory drug Drugs 0.000 description 2
QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 2
125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 2
239000002904 solvent Substances 0.000 description 2
HIQIXEFWDLTDED-UHFFFAOYSA-N 4-hydroxy-1-piperidin-4-ylpyrrolidin-2-one Chemical compound O=C1CC(O)CN1C1CCNCC1 HIQIXEFWDLTDED-UHFFFAOYSA-N 0.000 description 1
101100004286 Caenorhabditis elegans best-5 gene Proteins 0.000 description 1
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
208000018522 Gastrointestinal disease Diseases 0.000 description 1
208000010412 Glaucoma Diseases 0.000 description 1
206010022998 Irritability Diseases 0.000 description 1
OYHQOLUKZRVURQ-HZJYTTRNSA-N Linoleic acid Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(O)=O OYHQOLUKZRVURQ-HZJYTTRNSA-N 0.000 description 1
102000003820 Lipoxygenases Human genes 0.000 description 1
108090000128 Lipoxygenases Proteins 0.000 description 1
229910019142 PO4 Inorganic materials 0.000 description 1
239000004743 Polypropylene Substances 0.000 description 1
102000004005 Prostaglandin-endoperoxide synthases Human genes 0.000 description 1
108090000459 Prostaglandin-endoperoxide synthases Proteins 0.000 description 1
239000004480 active ingredient Substances 0.000 description 1
239000003470 adrenal cortex hormone Substances 0.000 description 1
150000001298 alcohols Chemical class 0.000 description 1
229940124599 anti-inflammatory drug Drugs 0.000 description 1
230000003110 anti-inflammatory effect Effects 0.000 description 1
229940114079 arachidonic acid Drugs 0.000 description 1
235000021342 arachidonic acid Nutrition 0.000 description 1
206010003246 arthritis Diseases 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
230000036765 blood level Effects 0.000 description 1
229910052799 carbon Inorganic materials 0.000 description 1
239000006184 cosolvent Substances 0.000 description 1
230000002349 favourable effect Effects 0.000 description 1
230000005764 inhibitory process Effects 0.000 description 1
OYHQOLUKZRVURQ-IXWMQOLASA-N linoleic acid Natural products CCCCC\C=C/C\C=C\CCCCCCCC(O)=O OYHQOLUKZRVURQ-IXWMQOLASA-N 0.000 description 1
235000020778 linoleic acid Nutrition 0.000 description 1
230000004060 metabolic process Effects 0.000 description 1
238000005192 partition Methods 0.000 description 1
239000010452 phosphate Substances 0.000 description 1
NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
229920001155 polypropylene Polymers 0.000 description 1
235000013772 propylene glycol Nutrition 0.000 description 1
150000003180 prostaglandins Chemical class 0.000 description 1
208000017520 skin disease Diseases 0.000 description 1
230000009885 systemic effect Effects 0.000 description 1
238000002560 therapeutic procedure Methods 0.000 description 1
239000003981 vehicle Substances 0.000 description 1

Classifications

- 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
- 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
- A61K31/195—Carboxylic acids, e.g. valproic acid having an amino group
- 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
- A61K47/02—Inorganic compounds
- 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
- 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
- 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
- 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
- A61K47/44—Oils, fats or waxes according to two or more groups of A61K47/02-A61K47/42; Natural or modified natural oils, fats or waxes, e.g. castor oil, polyethoxylated castor oil, montan wax, lignite, shellac, rosin, beeswax or lanolin

Landscapes

Health & Medical Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
Chemical & Material Sciences (AREA)
Medicinal Chemistry (AREA)
Pharmacology & Pharmacy (AREA)
Epidemiology (AREA)
Animal Behavior & Ethology (AREA)
General Health & Medical Sciences (AREA)
Public Health (AREA)
Veterinary Medicine (AREA)
Dermatology (AREA)
Medicinal Preparation (AREA)
Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

CA000448165A 1983-04-18 1984-02-23 Compose pharmaceutique topique d'acide meclofenamique Expired CA1229554A (fr)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US48597383A	1983-04-18	1983-04-18
US485,973		1983-04-18

Publications (1)

Publication Number	Publication Date
CA1229554A true CA1229554A (fr)	1987-11-24

Family

ID=23930121

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000448165A Expired CA1229554A (fr)	1983-04-18	1984-02-23	Compose pharmaceutique topique d'acide meclofenamique

Country Status (8)

Country	Link
AU (1)	AU560035B2 (fr)
BE (1)	BE899366A (fr)
CA (1)	CA1229554A (fr)
DE (1)	DE3414377A1 (fr)
FR (1)	FR2544198B1 (fr)
GB (1)	GB2138287B (fr)
NL (1)	NL8400933A (fr)
NZ (1)	NZ207874A (fr)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
IT1216233B (it) *	1986-07-02	1990-02-22	Menarini Sas	Utilizzazione della forma farmaceutica 'gel'contenente acido n (2,6 dicloro m tolil) antranilico (acido meclofenamico) impiegabile in terapia per uso topico.
WO1988001166A1 (fr) *	1986-08-18	1988-02-25	Biota Scientific Management Pty Ltd	Stimulation de l'angiogenese et promotion de l'endothelialisation
US5241925A (en) *	1988-12-27	1993-09-07	Dermamed	Apparatus and techniques for administering veterinary medicaments
US5332577A (en) *	1988-12-27	1994-07-26	Dermamed	Transdermal administration to humans and animals
US5324521A (en) *	1989-12-18	1994-06-28	Dermamed	Systems for transdermal administration of medicaments

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPS5238030A (en) *	1975-07-04	1977-03-24	Gaba Ag	Mouth and tooth reparing agent
US4185100A (en) *	1976-05-13	1980-01-22	Johnson & Johnson	Topical anti-inflammatory drug therapy
NL175882C (nl) *	1977-03-28		Procter & Gamble	Farmaceutisch preparaat, dat een verbinding met ontstekingtegengaande werking bevat.
JPS5826815A (ja) *	1981-08-10	1983-02-17	Ikeda Mohandou:Kk	非ステロイド抗炎症軟膏およびその製法

1984
- 1984-02-23 CA CA000448165A patent/CA1229554A/fr not_active Expired
- 1984-02-29 AU AU25148/84A patent/AU560035B2/en not_active Ceased
- 1984-03-22 FR FR8404440A patent/FR2544198B1/fr not_active Expired
- 1984-03-23 NL NL8400933A patent/NL8400933A/nl not_active Application Discontinuation
- 1984-04-06 BE BE6/47951A patent/BE899366A/fr not_active IP Right Cessation
- 1984-04-11 GB GB08409412A patent/GB2138287B/en not_active Expired
- 1984-04-16 DE DE19843414377 patent/DE3414377A1/de not_active Withdrawn
- 1984-04-17 NZ NZ20787484A patent/NZ207874A/en unknown

Also Published As

Publication number	Publication date
NZ207874A (en)	1987-01-23
NL8400933A (nl)	1984-11-16
FR2544198B1 (fr)	1987-11-20
DE3414377A1 (de)	1984-11-15
GB2138287A (en)	1984-10-24
FR2544198A1 (fr)	1984-10-19
AU560035B2 (en)	1987-03-26
AU2514884A (en)	1984-10-25
GB2138287B (en)	1986-03-05
BE899366A (fr)	1984-10-08

Legal Events

Date	Code	Title	Description
2004-11-24	MKEX	Expiry

Publication	Publication Date	Title
US4849418A (en)	1989-07-18	Transdermally absorbable water-containing preparations of arylpropionic acid derivatives and process for preparing same
US4794106A (en)	1988-12-27	Cream
CA3018969C (fr)	2022-09-06	Compositions pharmaceutiques a base d'apremilast
CS191190A2 (en)	1991-09-15	Means that contains tretinoin
JP3190441B2 (ja)	2001-07-23	塩酸アゼラスチンを含有する安定な製剤
US4048310A (en)	1977-09-13	Topical steroid formulation in form of lotion or cream
NO175350B (no)	1994-06-27	Fremgangsmåte for fremstilling av et topisk krempreparat for behandling av betennelse
JPH0729929B2 (ja)	1995-04-05	ハイドロコ−チゾンジエステルを含有するクリ−ム
US20020028843A1 (en)	2002-03-07	Pharmaceutical compositions containing mupirocin
DK157781B (da)	1990-02-19	Fremgangsmaade til fremstilling af et tretinoinholdigt gelpraeparat til lokal applikation
JPH0463852B2 (fr)	1992-10-13
US4621075A (en)	1986-11-04	Gel-form topical antibiotic compositions
US4329366A (en)	1982-05-11	Topical acylaminophenols
GB2138287A (en)	1984-10-24	Topical compositions containing meclofenamic acid
EP0634170B1 (fr)	1997-03-26	Compositions contenant l'hydroxy-8-quinoléine pour le traitement de maladies hyperprolifératives de la peau
SK164999A3 (en)	2000-09-12	SEMISOLID PHARMACEUTICAL FORMULATION CONTAINING DEXKETOPROFENì (54) TROMETAMOL
EP0751928B1 (fr)	1999-11-17	Esters d'alcoyle de dl- di- ou tri-hydroxyphenylglycine destines au traitement d'etats inflammatoires et allergiques
US5244880A (en)	1993-09-14	Stable aqueous solutions of prymicin and pharmaceutical and cosmetic compositions containing these solutions
HU224686B1 (hu)	2005-12-28	Külsőleg alkalmazható, nimeszulidot tartalmazó gyógyszerkészítmény és eljárás előállítására
CA3285859A1 (fr)	2026-01-19	Formulation pharmaceutique topique contenant un inhibiteur de kinase
GB2236250A (en)	1991-04-03	Ibuprofen solutions and topical compositions
JP2026508636A (ja)	2026-03-11	キナーゼ阻害剤を含む局所用薬学的製剤
EP0091519B1 (fr)	1987-06-24	Acylaminophénols pour application topique
JPH04275215A (ja)	1992-09-30	消炎鎮痛外用剤
EP0685230A1 (fr)	1995-12-06	Preparation dermatologique stable contenant de l'acide mycophenolique