CH653256A5 - Microemulsion for cutaneous use - Google Patents

Microemulsion for cutaneous use Download PDF

Info

Publication number: CH653256A5
Authority: CH; Switzerland
Prior art keywords: aliphatic; ester; carboxylic acid; organic solvent; emulsifier mixture
Prior art date: 1981-04-06

Application number

CH2327/81A

Other languages

German (de)

English (en)

Inventor

Joachim Dr Franz

Jochen Dr Ziegenmeyer

Original Assignee

Sandoz Ag

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.)

1981-04-06

Filing date

1981-04-06

Publication date

1985-12-31

1981-04-06 Application filed by Sandoz Ag filed Critical Sandoz Ag

1981-04-06 Priority to CH2327/81A priority Critical patent/CH653256A5/de

1982-03-30 Priority to FR8205611A priority patent/FR2502951B1/fr

1982-03-31 Priority to BE1/10480A priority patent/BE892709A/fr

1982-03-31 Priority to FI821123A priority patent/FI821123L/fi

1982-04-01 Priority to DE19823212053 priority patent/DE3212053A1/de

1982-04-02 Priority to NL8201413A priority patent/NL8201413A/nl

1982-04-02 Priority to GB8209940A priority patent/GB2098865B/en

1982-04-05 Priority to DK155882A priority patent/DK155882A/da

1982-04-05 Priority to AU82334/82A priority patent/AU564570B2/en

1982-04-05 Priority to ZA822357A priority patent/ZA822357B/xx

1982-04-05 Priority to JP57057201A priority patent/JPS57181007A/ja

1982-04-05 Priority to CA000400470A priority patent/CA1192496A/fr

1982-04-05 Priority to GR67821A priority patent/GR75462B/el

1982-04-05 Priority to IL65424A priority patent/IL65424A0/xx

1982-04-05 Priority to PT74703A priority patent/PT74703B/pt

1982-04-05 Priority to HU104182A priority patent/HU192749B/hu

1982-04-05 Priority to NZ200232A priority patent/NZ200232A/en

1982-04-05 Priority to ES511169A priority patent/ES511169A0/es

1982-04-06 Priority to IT8220611A priority patent/IT8220611A0/it

1982-09-10 Priority to SE8202172A priority patent/SE8202172L/

1984-04-04 Priority to GB08408654A priority patent/GB2148711B/en

1985-06-17 Priority to FR8509296A priority patent/FR2572933B1/fr

1985-12-31 Publication of CH653256A5 publication Critical patent/CH653256A5/de

1986-11-12 Priority to AU65084/86A priority patent/AU6508486A/en

1986-12-30 Priority to MY571/86A priority patent/MY8600571A/xx

1987-02-11 Priority to IL81538A priority patent/IL81538A0/xx

Links

239000004530 micro-emulsion Substances 0.000 title claims abstract description 36
239000000203 mixture Substances 0.000 claims abstract description 33
239000003995 emulsifying agent Substances 0.000 claims abstract description 31
239000003960 organic solvent Substances 0.000 claims abstract description 26
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 12
XFYDIVBRZNQMJC-UHFFFAOYSA-N tizanidine Chemical compound ClC=1C=CC2=NSN=C2C=1NC1=NCCN1 XFYDIVBRZNQMJC-UHFFFAOYSA-N 0.000 claims abstract description 3
125000001931 aliphatic group Chemical group 0.000 claims description 38
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 30
150000002148 esters Chemical class 0.000 claims description 29
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 14
239000002202 Polyethylene glycol Substances 0.000 claims description 13
229920001223 polyethylene glycol Polymers 0.000 claims description 13
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 12
DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 12
JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 claims description 12
239000002831 pharmacologic agent Substances 0.000 claims description 12
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 10
239000004480 active ingredient Substances 0.000 claims description 10
JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical compound OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 claims description 8
MWKFXSUHUHTGQN-UHFFFAOYSA-N decan-1-ol Chemical compound CCCCCCCCCCO MWKFXSUHUHTGQN-UHFFFAOYSA-N 0.000 claims description 8
239000000839 emulsion Substances 0.000 claims description 8
229930195733 hydrocarbon Natural products 0.000 claims description 8
150000002430 hydrocarbons Chemical class 0.000 claims description 8
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 8
230000009885 systemic effect Effects 0.000 claims description 8
229920006395 saturated elastomer Polymers 0.000 claims description 7
239000004310 lactic acid Substances 0.000 claims description 6
235000014655 lactic acid Nutrition 0.000 claims description 6
239000007788 liquid Substances 0.000 claims description 6
-1 oxyethylene lauryl Chemical group 0.000 claims description 6
239000013543 active substance Substances 0.000 claims description 5
150000005690 diesters Chemical class 0.000 claims description 5
239000002245 particle Substances 0.000 claims description 5
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 4
239000004215 Carbon black (E152) Substances 0.000 claims description 4
229930006000 Sucrose Natural products 0.000 claims description 4
CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 claims description 4
YMBNBZFZTXCWDV-UHFFFAOYSA-N ethane-1,2-diol;propane-1,2,3-triol Chemical compound OCCO.OCC(O)CO YMBNBZFZTXCWDV-UHFFFAOYSA-N 0.000 claims description 4
239000000499 gel Substances 0.000 claims description 4
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
230000000144 pharmacologic effect Effects 0.000 claims description 4
239000005720 sucrose Substances 0.000 claims description 4
238000003756 stirring Methods 0.000 claims description 3
DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 claims description 2
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 2
239000002537 cosmetic Substances 0.000 claims description 2
229940093476 ethylene glycol Drugs 0.000 claims description 2
238000004519 manufacturing process Methods 0.000 claims description 2
150000003839 salts Chemical class 0.000 claims description 2
150000001735 carboxylic acids Chemical class 0.000 claims 12
150000001875 compounds Chemical class 0.000 abstract 1
150000001732 carboxylic acid derivatives Chemical class 0.000 description 12
210000003491 skin Anatomy 0.000 description 9
LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 8
PRAKJMSDJKAYCZ-UHFFFAOYSA-N dodecahydrosqualene Natural products CC(C)CCCC(C)CCCC(C)CCCCC(C)CCCC(C)CCCC(C)C PRAKJMSDJKAYCZ-UHFFFAOYSA-N 0.000 description 5
230000035515 penetration Effects 0.000 description 5
239000007957 coemulsifier Substances 0.000 description 4
HLZKNKRTKFSKGZ-UHFFFAOYSA-N tetradecan-1-ol Chemical compound CCCCCCCCCCCCCCO HLZKNKRTKFSKGZ-UHFFFAOYSA-N 0.000 description 4
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
CMBYOWLFQAFZCP-UHFFFAOYSA-N Hexyl dodecanoate Chemical compound CCCCCCCCCCCC(=O)OCCCCCC CMBYOWLFQAFZCP-UHFFFAOYSA-N 0.000 description 3
239000002253 acid Substances 0.000 description 3
POULHZVOKOAJMA-UHFFFAOYSA-M dodecanoate Chemical compound CCCCCCCCCCCC([O-])=O POULHZVOKOAJMA-UHFFFAOYSA-M 0.000 description 3
230000000694 effects Effects 0.000 description 3
229940100463 hexyl laurate Drugs 0.000 description 3
229940070765 laurate Drugs 0.000 description 3
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
RAPXDXJBAYUBHI-UHFFFAOYSA-N decyl dodecanoate Chemical compound CCCCCCCCCCCC(=O)OCCCCCCCCCC RAPXDXJBAYUBHI-UHFFFAOYSA-N 0.000 description 2
235000014113 dietary fatty acids Nutrition 0.000 description 2
229930195729 fatty acid Natural products 0.000 description 2
239000000194 fatty acid Substances 0.000 description 2
150000004665 fatty acids Chemical class 0.000 description 2
230000035876 healing Effects 0.000 description 2
235000013336 milk Nutrition 0.000 description 2
239000008267 milk Substances 0.000 description 2
210000004080 milk Anatomy 0.000 description 2
YYGNTYWPHWGJRM-UHFFFAOYSA-N (6E,10E,14E,18E)-2,6,10,15,19,23-hexamethyltetracosa-2,6,10,14,18,22-hexaene Chemical compound CC(C)=CCCC(C)=CCCC(C)=CCCC=C(C)CCC=C(C)CCC=C(C)C YYGNTYWPHWGJRM-UHFFFAOYSA-N 0.000 description 1
ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 1
XULHFMYCBKQGEE-UHFFFAOYSA-N 2-hexyl-1-Decanol Chemical compound CCCCCCCCC(CO)CCCCCC XULHFMYCBKQGEE-UHFFFAOYSA-N 0.000 description 1
BHIZVZJETFVJMJ-UHFFFAOYSA-N 2-hydroxypropyl dodecanoate Chemical compound CCCCCCCCCCCC(=O)OCC(C)O BHIZVZJETFVJMJ-UHFFFAOYSA-N 0.000 description 1
VCNPGCHIKPSUSP-UHFFFAOYSA-N 2-hydroxypropyl tetradecanoate Chemical compound CCCCCCCCCCCCCC(=O)OCC(C)O VCNPGCHIKPSUSP-UHFFFAOYSA-N 0.000 description 1
LEACJMVNYZDSKR-UHFFFAOYSA-N 2-octyldodecan-1-ol Chemical compound CCCCCCCCCCC(CO)CCCCCCCC LEACJMVNYZDSKR-UHFFFAOYSA-N 0.000 description 1
HIQIXEFWDLTDED-UHFFFAOYSA-N 4-hydroxy-1-piperidin-4-ylpyrrolidin-2-one Chemical compound O=C1CC(O)CN1C1CCNCC1 HIQIXEFWDLTDED-UHFFFAOYSA-N 0.000 description 1
AMEMLELAMQEAIA-UHFFFAOYSA-N 6-(tert-butyl)thieno[3,2-d]pyrimidin-4(3H)-one Chemical compound N1C=NC(=O)C2=C1C=C(C(C)(C)C)S2 AMEMLELAMQEAIA-UHFFFAOYSA-N 0.000 description 1
QYOVMAREBTZLBT-KTKRTIGZSA-N CCCCCCCC\C=C/CCCCCCCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCO Chemical compound CCCCCCCC\C=C/CCCCCCCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCO QYOVMAREBTZLBT-KTKRTIGZSA-N 0.000 description 1
241000252095 Congridae Species 0.000 description 1
XMBZUNHETOKKBH-UHFFFAOYSA-N Dihydro-Mutilin Natural products CC1C(O)C(CC)(C)CC(O)C2(C)C(C)CCC31CCC(=O)C32 XMBZUNHETOKKBH-UHFFFAOYSA-N 0.000 description 1
RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
IIUZTXTZRGLYTI-UHFFFAOYSA-N Dihydrogriseofulvin Natural products COC1CC(=O)CC(C)C11C(=O)C(C(OC)=CC(OC)=C2Cl)=C2O1 IIUZTXTZRGLYTI-UHFFFAOYSA-N 0.000 description 1
UXWOXTQWVMFRSE-UHFFFAOYSA-N Griseoviridin Natural products O=C1OC(C)CC=C(C(NCC=CC=CC(O)CC(O)C2)=O)SCC1NC(=O)C1=COC2=N1 UXWOXTQWVMFRSE-UHFFFAOYSA-N 0.000 description 1
ZCVMWBYGMWKGHF-UHFFFAOYSA-N Ketotifene Chemical compound C1CN(C)CCC1=C1C2=CC=CC=C2CC(=O)C2=C1C=CS2 ZCVMWBYGMWKGHF-UHFFFAOYSA-N 0.000 description 1
DDUHZTYCFQRHIY-UHFFFAOYSA-N Negwer: 6874 Natural products COC1=CC(=O)CC(C)C11C(=O)C(C(OC)=CC(OC)=C2Cl)=C2O1 DDUHZTYCFQRHIY-UHFFFAOYSA-N 0.000 description 1
BHEOSNUKNHRBNM-UHFFFAOYSA-N Tetramethylsqualene Natural products CC(=C)C(C)CCC(=C)C(C)CCC(C)=CCCC=C(C)CCC(C)C(=C)CCC(C)C(C)=C BHEOSNUKNHRBNM-UHFFFAOYSA-N 0.000 description 1
230000003187 abdominal effect Effects 0.000 description 1
239000000654 additive Substances 0.000 description 1
150000001298 alcohols Chemical class 0.000 description 1
150000007933 aliphatic carboxylic acids Chemical class 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
238000001816 cooling Methods 0.000 description 1
238000009792 diffusion process Methods 0.000 description 1
QQQMUBLXDAFBRH-UHFFFAOYSA-N dodecyl 2-hydroxypropanoate Chemical compound CCCCCCCCCCCCOC(=O)C(C)O QQQMUBLXDAFBRH-UHFFFAOYSA-N 0.000 description 1
DFQOCHPHORLRID-UHFFFAOYSA-N dodecyl tetradecanoate Chemical compound CCCCCCCCCCCCCC(=O)OCCCCCCCCCCCC DFQOCHPHORLRID-UHFFFAOYSA-N 0.000 description 1
210000002615 epidermis Anatomy 0.000 description 1
229960001347 fluocinolone acetonide Drugs 0.000 description 1
FEBLZLNTKCEFIT-VSXGLTOVSA-N fluocinolone acetonide Chemical compound C1([C@@H](F)C2)=CC(=O)C=C[C@]1(C)[C@]1(F)[C@@H]2[C@@H]2C[C@H]3OC(C)(C)O[C@@]3(C(=O)CO)[C@@]2(C)C[C@@H]1O FEBLZLNTKCEFIT-VSXGLTOVSA-N 0.000 description 1
229940074047 glyceryl cocoate Drugs 0.000 description 1
DDUHZTYCFQRHIY-RBHXEPJQSA-N griseofulvin Chemical compound COC1=CC(=O)C[C@@H](C)[C@@]11C(=O)C(C(OC)=CC(OC)=C2Cl)=C2O1 DDUHZTYCFQRHIY-RBHXEPJQSA-N 0.000 description 1
229960002867 griseofulvin Drugs 0.000 description 1
229940090854 hexyldecyl laurate Drugs 0.000 description 1
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
238000000338 in vitro Methods 0.000 description 1
238000001727 in vivo Methods 0.000 description 1
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
229940033357 isopropyl laurate Drugs 0.000 description 1
229940074928 isopropyl myristate Drugs 0.000 description 1
238000000034 method Methods 0.000 description 1
JXTPJDDICSTXJX-UHFFFAOYSA-N n-Triacontane Natural products CCCCCCCCCCCCCCCCCCCCCCCCCCCCCC JXTPJDDICSTXJX-UHFFFAOYSA-N 0.000 description 1
229940055577 oleyl alcohol Drugs 0.000 description 1
XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 description 1
BARWIPMJPCRCTP-CLFAGFIQSA-N oleyl oleate Chemical compound CCCCCCCC\C=C/CCCCCCCCOC(=O)CCCCCCC\C=C/CCCCCCCC BARWIPMJPCRCTP-CLFAGFIQSA-N 0.000 description 1
206010033675 panniculitis Diseases 0.000 description 1
QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
229940026235 propylene glycol monolaurate Drugs 0.000 description 1
125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
230000002285 radioactive effect Effects 0.000 description 1
239000002904 solvent Substances 0.000 description 1
229940032094 squalane Drugs 0.000 description 1
229940031439 squalene Drugs 0.000 description 1
TUHBEKDERLKLEC-UHFFFAOYSA-N squalene Natural products CC(=CCCC(=CCCC(=CCCC=C(/C)CCC=C(/C)CC=C(C)C)C)C)C TUHBEKDERLKLEC-UHFFFAOYSA-N 0.000 description 1
239000000126 substance Substances 0.000 description 1
BORJONZPSTVSFP-UHFFFAOYSA-N tetradecyl 2-hydroxypropanoate Chemical compound CCCCCCCCCCCCCCOC(=O)C(C)O BORJONZPSTVSFP-UHFFFAOYSA-N 0.000 description 1
RWRDLPDLKQPQOW-UHFFFAOYSA-N tetrahydropyrrole Substances C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 description 1
230000001225 therapeutic effect Effects 0.000 description 1
229960002117 triamcinolone acetonide Drugs 0.000 description 1
YNDXUCZADRHECN-JNQJZLCISA-N triamcinolone acetonide Chemical compound C1CC2=CC(=O)C=C[C@]2(C)[C@]2(F)[C@@H]1[C@@H]1C[C@H]3OC(C)(C)O[C@@]3(C(=O)CO)[C@@]1(C)C[C@@H]2O YNDXUCZADRHECN-JNQJZLCISA-N 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
- A61K9/10—Dispersions; Emulsions
- A61K9/107—Emulsions ; Emulsion preconcentrates; Micelles
- A61K9/1075—Microemulsions or submicron emulsions; Preconcentrates or solids thereof; Micelles, e.g. made of phospholipids or block copolymers

Landscapes

Health & Medical Sciences (AREA)
Chemical & Material Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
Medicinal Chemistry (AREA)
Molecular Biology (AREA)
Dispersion Chemistry (AREA)
Biophysics (AREA)
Pharmacology & Pharmacy (AREA)
Epidemiology (AREA)
Animal Behavior & Ethology (AREA)
General Health & Medical Sciences (AREA)
Public Health (AREA)
Veterinary Medicine (AREA)
Medicinal Preparation (AREA)

CH2327/81A 1981-04-06 1981-04-06 Microemulsion for cutaneous use CH653256A5 (en)

Priority Applications (25)

Application Number	Priority Date	Filing Date	Title
CH2327/81A CH653256A5 (en)	1981-04-06	1981-04-06	Microemulsion for cutaneous use
FR8205611A FR2502951B1 (fr)	1981-04-06	1982-03-30	Compositions pharmaceutiques topiques sous forme d'une micro-emulsion
BE1/10480A BE892709A (fr)	1981-04-06	1982-03-31	Nouvelles compositions pharmaceutiques topiques
FI821123A FI821123L (fi)	1981-04-06	1982-03-31	Lokalt anvaendbara farmaceutiska produkter
DE19823212053 DE3212053A1 (de)	1981-04-06	1982-04-01	Kutanapplizierbare pharmazeutische zusammensetzungen
NL8201413A NL8201413A (nl)	1981-04-06	1982-04-02	Farmaceutische preparaten voor plaatselijke toepassing en werkwijzen voor het bereiden en toepassen van deze preparaten.
GB8209940A GB2098865B (en)	1981-04-06	1982-04-02	Topical pharmaceutical compositions
CA000400470A CA1192496A (fr)	1981-04-06	1982-04-05	Composes pharmaceutiques a usage topique
NZ200232A NZ200232A (en)	1981-04-06	1982-04-05	Skin-penetrating pharmaceutical composition in the form of as microemulsion
ZA822357A ZA822357B (en)	1981-04-06	1982-04-05	Topical pharmaceutical compositions
JP57057201A JPS57181007A (en)	1981-04-06	1982-04-05	Local drug composition
DK155882A DK155882A (da)	1981-04-06	1982-04-05	Mikroemulsion til cutan brug
GR67821A GR75462B (fr)	1981-04-06	1982-04-05
IL65424A IL65424A0 (en)	1981-04-06	1982-04-05	Topical pharmaceutical compositions
PT74703A PT74703B (en)	1981-04-06	1982-04-05	Process for the preparation of pharmaceutical compositions for topical use which are penetrable through the skin and contain as an active ingredient amongst others (e)-n-methyl-6,6-dimethyl-n-(naphtylmethyl)-hept-2-en-4-inyl-1-amine
HU104182A HU192749B (en)	1981-04-06	1982-04-05	Process for preparing pharmaceutical compositions for topical administration
AU82334/82A AU564570B2 (en)	1981-04-06	1982-04-05	Topical pharmaceutical compositions
ES511169A ES511169A0 (es)	1981-04-06	1982-04-05	Procedimiento para preparar una composicion penetrable por la piel a base de agentes terapeuticos sistematicamente activos
IT8220611A IT8220611A0 (it)	1981-04-06	1982-04-06	Composizioni farmaceutiche topiche.
SE8202172A SE8202172L (sv)	1981-04-06	1982-09-10	Topiska farmaceutiska kompositioner
GB08408654A GB2148711B (en)	1981-04-06	1984-04-04	Topical pharmaceutical compositions
FR8509296A FR2572933B1 (fr)	1981-04-06	1985-06-17	Compositions pharmaceutiques topiques a base de tizanidine
AU65084/86A AU6508486A (en)	1981-04-06	1986-11-12	Pharmaceutical tizanidine compositions
MY571/86A MY8600571A (en)	1981-04-06	1986-12-30	Topical pharmaceutical compositions
IL81538A IL81538A0 (en)	1981-04-06	1987-02-11	Topical pharmaceutical compositions

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
CH2327/81A CH653256A5 (en)	1981-04-06	1981-04-06	Microemulsion for cutaneous use

Publications (1)

Publication Number	Publication Date
CH653256A5 true CH653256A5 (en)	1985-12-31

Family

ID=4231219

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CH2327/81A CH653256A5 (en)	1981-04-06	1981-04-06	Microemulsion for cutaneous use

Country Status (5)

Country	Link
JP (1)	JPS57181007A (fr)
AU (1)	AU6508486A (fr)
BE (1)	BE892709A (fr)
CH (1)	CH653256A5 (fr)
ZA (1)	ZA822357B (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE19641672A1 (de) *	1996-10-10	1998-04-16	Beiersdorf Ag	Kosmetische oder dermatologische Zubereitungen auf der Basis von ethylenoxidfreien und propylenoxidfreien Emulgatoren zur Herstellung von Mikroemulsionsgelen

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
HU197847B (en) *	1984-03-01	1989-06-28	Sandoz Ag	Process for producing therapeutical preparations suitable for transdermatic treating
NZ512287A (en) *	1998-12-11	2002-12-20	Pharmasolutions Inc	Pharmaceutical compositions comprising a lipophilic drug in a propylene glycol ester of a higher fatty acid carrier, where 60% of the ester is a monoester

1981
- 1981-04-06 CH CH2327/81A patent/CH653256A5/de not_active IP Right Cessation
1982
- 1982-03-31 BE BE1/10480A patent/BE892709A/fr not_active IP Right Cessation
- 1982-04-05 ZA ZA822357A patent/ZA822357B/xx unknown
- 1982-04-05 JP JP57057201A patent/JPS57181007A/ja active Pending
1986
- 1986-11-12 AU AU65084/86A patent/AU6508486A/en not_active Abandoned

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE19641672A1 (de) *	1996-10-10	1998-04-16	Beiersdorf Ag	Kosmetische oder dermatologische Zubereitungen auf der Basis von ethylenoxidfreien und propylenoxidfreien Emulgatoren zur Herstellung von Mikroemulsionsgelen

Also Published As

Publication number	Publication date
AU6508486A (en)	1987-03-12
JPS57181007A (en)	1982-11-08
BE892709A (fr)	1982-09-30
ZA822357B (en)	1983-11-30

Legal Events

Date	Code	Title	Description
1988-12-30	PL	Patent ceased
2024-10-31	PL	Patent ceased

Publication	Publication Date	Title
EP0554292B1 (fr)	1994-12-21	Emulsions d'huile dans l'eau
DE3212053A1 (de)	1982-10-21	Kutanapplizierbare pharmazeutische zusammensetzungen
EP0582245B1 (fr)	1997-11-19	Additif pour bain
EP1683781B1 (fr)	2014-01-01	Esters partiels du polyglycérol avec l'acide polyricinoléique et des acides polycarboxyliques et leur utilisation pour la préparation d'émulsions et de dispersions
DE69410119T2 (de)	1998-09-03	Wasser-in-oel-lotion, die ein corticosteroid enthaelt
PL185294B1 (pl)	2003-04-30	Przeciwświądowe kompozycje kosmetyczne i/lub farmaceutyczne, ich zastosowanie do wytwarzania leków i sposób ich wytwarzania
EP0618840A1 (fr)	1994-10-12	Procede de preparation d'emulsions d'huile dans l'eau.
CH643456A5 (de)	1984-06-15	Pharmazeutische zubereitung.
DE69430070T2 (de)	2002-10-31	Topische pharmazeutische zusammensetzungen die (s)-2-(4-isobutylphenyl) propionsaeure enthalten
DD203464A5 (de)	1983-10-26	Verfahren zur herstellung einer verbesserten oel-in-wasser-formulierung von 9-(2-hydroxy-aethoxymethyl)-guanin fuer lokale anwendung
WO2019204016A1 (fr)	2019-10-24	Composition de concentré de nettoyage
DE4337041A1 (de)	1995-05-04	Verfahren zur Herstellung in Öl-in-Wasser-Emulsionen
DE69828586T2 (de)	2006-01-19	Azelastinhydrochlorid-enthaltende perkutane Formulierung mit guter perkutaner Absorptionsfähigkeit und verringerter Hautreizung
EP0453603B1 (fr)	1993-10-06	Compositions pharmaceutiques contenant du piroxicam pour application topique
DE60012789T2 (de)	2005-08-04	Eine antivirale lotion-zusammensetzung und mit lotion behandeltes tissueprodukt
DE2023786C3 (fr)	1974-07-25
CH653256A5 (en)	1985-12-31	Microemulsion for cutaneous use
DE4243119A1 (de)	1994-06-23	Wasserabweisende Babycreme
DE69108964T2 (de)	1995-12-14	Antimykotische Imidazol enthaltende Zubereitung zur äusserlichen Anwendung.
DE3323833A1 (de)	1985-01-03	Etofenamat-zubereitung
EP1029586B1 (fr)	2005-05-18	Emulsifiants
DE4122033A1 (de)	1993-01-07	Konservierungsmittelfreie wasser-in-oel-emulsionen
CH647149A5 (en)	1985-01-15	Composition with 5-chloro-4-(2-imidazolin-2-ylamino)-2,1,3-benzothiadiazole for cutaneous use
EP0383162A1 (fr)	1990-08-22	Application d'un mélange de substances actives pour le traitement des maladies rhumatismales
DE19505004C1 (de)	1996-09-12	Multiple W/O/W-Emulsionen und Verfahren zu deren Herstellung

CH653256A5 - Microemulsion for cutaneous use - Google Patents

Info

Links

Classifications

Landscapes

Priority Applications (25)

Applications Claiming Priority (1)

Publications (1)

Family

ID=4231219

Family Applications (1)

Country Status (5)

Cited By (1)

Families Citing this family (2)

Cited By (1)

Also Published As

Similar Documents

Legal Events