WO1996014048A1 - Traitement de troubles keratiniques et psoriatiques a l'aide d'un vernis a ongles contenant un metabolite ou un derive de vitamine d et/ou un derive de vitamine a - Google Patents
Traitement de troubles keratiniques et psoriatiques a l'aide d'un vernis a ongles contenant un metabolite ou un derive de vitamine d et/ou un derive de vitamine a Download PDFInfo
- Publication number
- WO1996014048A1 WO1996014048A1 PCT/DK1995/000439 DK9500439W WO9614048A1 WO 1996014048 A1 WO1996014048 A1 WO 1996014048A1 DK 9500439 W DK9500439 W DK 9500439W WO 9614048 A1 WO9614048 A1 WO 9614048A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- vitamin
- nail
- lacquer
- derivative
- pharmaceutical
- Prior art date
Links
- 239000004922 lacquer Substances 0.000 title claims abstract description 39
- 239000002207 metabolite Substances 0.000 title claims abstract description 17
- 229940046008 vitamin d Drugs 0.000 title claims abstract description 17
- 150000004347 all-trans-retinol derivatives Chemical class 0.000 title claims abstract description 16
- 230000001185 psoriatic effect Effects 0.000 title claims abstract description 8
- 210000000282 nail Anatomy 0.000 claims abstract description 52
- 239000002904 solvent Substances 0.000 claims abstract description 41
- 150000003710 vitamin D derivatives Chemical class 0.000 claims abstract description 28
- 239000013543 active substance Substances 0.000 claims abstract description 23
- 239000000203 mixture Substances 0.000 claims abstract description 19
- 229930003316 Vitamin D Natural products 0.000 claims abstract description 16
- QYSXJUFSXHHAJI-XFEUOLMDSA-N Vitamin D3 Natural products C1(/[C@@H]2CC[C@@H]([C@]2(CCC1)C)[C@H](C)CCCC(C)C)=C/C=C1\C[C@@H](O)CCC1=C QYSXJUFSXHHAJI-XFEUOLMDSA-N 0.000 claims abstract description 16
- 239000011710 vitamin D Substances 0.000 claims abstract description 16
- 235000019166 vitamin D Nutrition 0.000 claims abstract description 16
- 125000005397 methacrylic acid ester group Chemical group 0.000 claims abstract description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 4
- 210000004904 fingernail bed Anatomy 0.000 claims abstract description 3
- 239000011159 matrix material Substances 0.000 claims abstract description 3
- 238000001035 drying Methods 0.000 claims abstract 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 30
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical group CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 18
- 238000002360 preparation method Methods 0.000 claims description 17
- 238000001704 evaporation Methods 0.000 claims description 15
- 230000008020 evaporation Effects 0.000 claims description 15
- 239000002952 polymeric resin Substances 0.000 claims description 15
- LWQQLNNNIPYSNX-UROSTWAQSA-N calcipotriol Chemical compound C1([C@H](O)/C=C/[C@@H](C)[C@@H]2[C@]3(CCCC(/[C@@H]3CC2)=C\C=C\2C([C@@H](O)C[C@H](O)C/2)=C)C)CC1 LWQQLNNNIPYSNX-UROSTWAQSA-N 0.000 claims description 13
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical group CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 12
- 229960002882 calcipotriol Drugs 0.000 claims description 11
- 239000003623 enhancer Substances 0.000 claims description 10
- 150000001875 compounds Chemical class 0.000 claims description 8
- 239000011612 calcitriol Substances 0.000 claims description 6
- 238000004090 dissolution Methods 0.000 claims description 5
- 230000035515 penetration Effects 0.000 claims description 5
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 claims description 3
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical group CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 claims description 3
- 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 claims description 2
- 239000003963 antioxidant agent Substances 0.000 claims description 2
- 235000006708 antioxidants Nutrition 0.000 claims description 2
- 239000011230 binding agent Substances 0.000 claims description 2
- GMRQFYUYWCNGIN-NKMMMXOESA-N calcitriol Chemical compound C1(/[C@@H]2CC[C@@H]([C@]2(CCC1)C)[C@@H](CCCC(C)(C)O)C)=C\C=C1\C[C@@H](O)C[C@H](O)C1=C GMRQFYUYWCNGIN-NKMMMXOESA-N 0.000 claims description 2
- 229960005084 calcitriol Drugs 0.000 claims description 2
- 235000020964 calcitriol Nutrition 0.000 claims description 2
- 125000002091 cationic group Chemical group 0.000 claims description 2
- 239000000470 constituent Substances 0.000 claims description 2
- 229960005280 isotretinoin Drugs 0.000 claims description 2
- 230000007935 neutral effect Effects 0.000 claims description 2
- 239000003755 preservative agent Substances 0.000 claims description 2
- SHGAZHPCJJPHSC-YCNIQYBTSA-N retinoic acid group Chemical group C\C(=C/C(=O)O)\C=C\C=C(\C=C\C1=C(CCCC1(C)C)C)/C SHGAZHPCJJPHSC-YCNIQYBTSA-N 0.000 claims description 2
- 229960001727 tretinoin Drugs 0.000 claims description 2
- 229920001577 copolymer Polymers 0.000 claims 2
- 229920000058 polyacrylate Polymers 0.000 claims 2
- QLIBJPGWWSHWBF-UHFFFAOYSA-N 2-aminoethyl methacrylate Chemical compound CC(=C)C(=O)OCCN QLIBJPGWWSHWBF-UHFFFAOYSA-N 0.000 claims 1
- 239000006096 absorbing agent Substances 0.000 claims 1
- 239000000126 substance Substances 0.000 abstract description 13
- 125000005396 acrylic acid ester group Chemical group 0.000 abstract description 3
- 239000004925 Acrylic resin Substances 0.000 abstract description 2
- 229920000178 Acrylic resin Polymers 0.000 abstract description 2
- 229920003002 synthetic resin Polymers 0.000 description 13
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 9
- 208000035475 disorder Diseases 0.000 description 9
- 229960004592 isopropanol Drugs 0.000 description 8
- 230000001225 therapeutic effect Effects 0.000 description 8
- 229920003134 Eudragit® polymer Polymers 0.000 description 5
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 5
- 230000009885 systemic effect Effects 0.000 description 4
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- 239000006071 cream Substances 0.000 description 3
- 239000002674 ointment Substances 0.000 description 3
- 230000000699 topical effect Effects 0.000 description 3
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 238000009792 diffusion process Methods 0.000 description 2
- 229940079593 drug Drugs 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- -1 isopropanol Chemical class 0.000 description 2
- 230000035699 permeability Effects 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 208000017520 skin disease Diseases 0.000 description 2
- 230000008961 swelling Effects 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- LWQQLNNNIPYSNX-HCHVWAPNSA-N (1s,3s,5e)-5-[(2e)-2-[(1r,3ar,7ar)-1-[(e,2s)-5-cyclopropyl-5-hydroxypent-3-en-2-yl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1h-inden-4-ylidene]ethylidene]-4-methylidenecyclohexane-1,3-diol Chemical compound C(/[C@H](C)[C@@H]1[C@]2(CCCC(/[C@H]2CC1)=C\C=C/1C([C@@H](O)C[C@@H](O)C\1)=C)C)=C\C(O)C1CC1 LWQQLNNNIPYSNX-HCHVWAPNSA-N 0.000 description 1
- 208000037147 Hypercalcaemia Diseases 0.000 description 1
- 102000011782 Keratins Human genes 0.000 description 1
- 108010076876 Keratins Proteins 0.000 description 1
- AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical compound CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 description 1
- 201000004681 Psoriasis Diseases 0.000 description 1
- 238000005903 acid hydrolysis reaction Methods 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 229940072049 amyl acetate Drugs 0.000 description 1
- PGMYKACGEOXYJE-UHFFFAOYSA-N anhydrous amyl acetate Natural products CCCCCOC(C)=O PGMYKACGEOXYJE-UHFFFAOYSA-N 0.000 description 1
- 239000007853 buffer solution Substances 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 239000004148 curcumin Substances 0.000 description 1
- 238000001647 drug administration Methods 0.000 description 1
- 229940126534 drug product Drugs 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- MNWFXJYAOYHMED-UHFFFAOYSA-M heptanoate Chemical compound CCCCCCC([O-])=O MNWFXJYAOYHMED-UHFFFAOYSA-M 0.000 description 1
- 230000000148 hypercalcaemia Effects 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000011356 non-aqueous organic solvent Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000003961 penetration enhancing agent Substances 0.000 description 1
- 239000000825 pharmaceutical preparation Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 230000003390 teratogenic effect Effects 0.000 description 1
- 210000003371 toe Anatomy 0.000 description 1
Classifications
-
- 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
- A61K31/59—Compounds containing 9, 10- seco- cyclopenta[a]hydrophenanthrene ring systems
- A61K31/593—9,10-Secocholestane derivatives, e.g. cholecalciferol, i.e. vitamin D3
-
- 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
- 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
- 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
-
- 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
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- A61K8/8152—Homopolymers or copolymers of esters, e.g. (meth)acrylic acid esters; Compositions of derivatives of such polymers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q3/00—Manicure or pedicure preparations
- A61Q3/02—Nail coatings
Definitions
- the present invention relates to the use of a pharmaceutical film forming nail lacquer containing a vitamin D metabolite or a vitamin D derivative, or a vitamin A derivative, or a combination of such substances for the treatment of keratinic and/or psoriatic disorders affecting human nails on fingers and toes, the nail bed, the nail matrix, and/or the surrounding tissue.
- a pharmaceutical film forming nail lacquer containing a vitamin D metabolite or a vitamin D derivative, or a vitamin A derivative, or a combination of such substances for the treatment of keratinic and/or psoriatic disorders affecting human nails on fingers and toes, the nail bed, the nail matrix, and/or the surrounding tissue.
- Therapeutic substances belonging to the categories of vitamin D metabolites and derivatives and vitamin A derivatives are often lipophilic and exhibit extremely low solubilities in solvents usually considered acceptable for long term exposure to the human body. On the other hand, these substances usually show high affinity to keratin.
- the pharmaceutical nail preparation of the present invention comprises a solvent system which is suitable for dissolution of the quantities of the active substances of these groups necessary for penetration at therapeutic levels into and through the nail plate. Such quantities may be several times higher than the concentrations usually employed in topical skin formulations.
- the solvent system is selected to comprise solvents acceptable for short term exposure by application to the nail plates.
- the solvent system employed shall also be suitable for dissolution of the polymer resin selected for the preparation.
- lacquer preparation according to this invention containing a suitable solvent system and a suitable polymer resin dissolved therein will, after subsequent evaporation of the solvents, leave the active substances indwelling in the polymer in close contact with the keratinic nail plate.
- the polymer resin is chozen among those offered by respectable pharmaceutical suppliers as being of innocuous nature. Furthermore, as a main characteristic of a suitable polymer resin, it shall form a water insoluble stable film layer on the nail surface, from which the active substance(s) can penetrate into the nail plate. It is an important feature of the invention that the nail plate is given a functional role in the drug administration, namely the function of a drug depot gradually releasing the active substances to the tissue under the nail and surrounding it.
- a primary criterium for the choice of the solvent system is its ability to dissolve the active substance(s) and the polymer resin.
- the solvent system shall also be chozen in such a way that the solvents evaporate quickly after application of the lacquer to the nails, preferably within 3-5 minutes leaving on the nails a dry lacquer film being a stable continous self supporting layer of sufficient hardness, durability and flexibility.
- Various organic solvents may be suitable, in particular methylene chloride or iso- propanol, which is an efficient solvent for even the most sparingly soluble substances within the therapeutic categories concerned.
- Isopropanol is a preferred solvent since the main solvent primarily shall be of inert nature, and because isopropanol is known as being safe for application to human skin. Methylene chloride may be considered less acceptable for exposure to skin, but nevertheless usefull in this particular case because of the very small quantities employed . It has the advantage of facilitating penetration into keratinic material, for which reason it may be used at least partly as a solvent in the nail preparation. By using it, it shall also be considered that it may exert other functions beyond that of an inert solvent and a penetration enhancer, sice it may also act as an evaporation enhancer at the same time.
- the polymer resin preferred for the preparation of this invention is an acrylic resin which is soluble in lower alcohols including isopropanol, and also in methylene chloride, and therefore, the solvent or solvent system chozen as being suitable for dissolution of the active substance(s) of the therapeutic categories concerned, is also appropriate as a solvent for the polymer resin.
- R 1 can be H or CH 3 and R 2 can be lower aliphatic substituents.
- Various types of these resins are available, and they may be used solely or may be mixed with one another according to the particular requirements.
- Polymer resins of this category have good swelling capacities and porosity which ensures a high rate of diffusion and a high rate of permeability for the active substance(s).
- the use of such polymer resins also guarantees a high degree of resistance of the resulting lacquer film against washing off and against mechanical damage. This makes it possible for the active substance(s) to remain in close contact with the nail surface for a long period of time, and consequently the period between two applications can be as long as several days, may be 3-4 days, whereas daily application is still possible, if so desired.
- previously applied lacquer film shall be removed by use of a suitable solvent.
- the solvent system may also contain other solvents, part of which may be an evaporation enhancer selected to have a boiling point lower than the main solvent, and part of which may be an evaporation retarder selected among suitable solvents having a boiling point higher than the main solvent.
- a solvent system composed according to these principles and primarily based on isopropanol as the main solvent methylene chloride may be a suitable evaporation enhancer, and in this way having a special functional presence in the solvent system.
- Another possible evaporation enhancer will be ethyl acetate.
- butyl acetate is a suitable choice, although other miscible and compatible solvents having a boiling point at a similar level maybe chosen.
- Other examples of evaporation retarders are toluene, butanol, amyl alcohol and amyl acetate.
- the active substances to be used in the preparation according to the invention are compounds active against keratinic and/or psoriatic disorders and selected from the groups of therapeutically active agents being vitamin D metabolites or vitamin D derivatives or vitamin A derivatives, or a combination of substances from these groups.
- calcitriol is most suitable for the purpose.
- Active substances belonging to the group of vitamin D-derivatives may be selected from those described in the following published documents:
- vitamin D derivatives comprise calcipotriol (USAN: calcipotriene) which is mentioned in Example 5 of said reference c) and also mentioned by its code name MC 903 in said reference b) or alternatively 24-homo-1 ⁇ ,25-dihydroxy-vitamin D 3 mentioned in said reference e) or as still another alternative 20-oxa-21-nor-1 ⁇ ,25-dihydroxy-vitamin D 3 mentioned in said reference f).
- Vitamin A derivatives may preferably be either tretinoin or isotretinoin.
- Suitable combinations may be selected to comprise any combination of therapeutically active, and compatible substances of the two categories being on one hand the vitamin D metabolites and vitamin D derivatives and on the other hand vitamin A derivatives. More specifically, a combination of a vitamin A derivative with a vitamin D metabolite or vitamin D derivative may be selected from those described in Australian Patent Application Number 37161/93, application date 23. April 1993.
- the active compounds may be present as added to the preparation in any form desirable, as base or salt, being anhydrous or as a hydrate, as suitable for the preparation with respect to relevant properties such as stability and solubility.
- An example of this feature is the hydrate of calcipotriol mentioned in the published patent application GB 93763 filed 15. January 1993.
- a preferred embodiment of a composition in accordance with the invention is a composition containing a vitamin D metabolite or a vitamin D derivative, selected from the substances referred to, in a concentration within the range 0.01-1.0 wt/vol %, more specifically calcipotriol (USAN: calcipotriene) in a concentration of 0.05- 0.5 wt/vol %, or a vitamin A derivative as referred to in ccncentrations within the range 0.1-10 wt/vol %, or a combination of such active substances selected from these two categories in concentrations within the ranges mentioned.
- a vitamin D metabolite or a vitamin D derivative selected from the substances referred to, in a concentration within the range 0.01-1.0 wt/vol %, more specifically calcipotriol (USAN: calcipotriene) in a concentration of 0.05- 0.5 wt/vol %, or a vitamin A derivative as referred to in ccncentrations within the range 0.1-10
- the polymer resin to be used in the nail lacquer preparation of this invention may be selected from those provided by Rohm Pharma under their trade mark EUDRAGIT R , being water insoluble copolymerizates based on acrylic acid esters and neutral methacrylic acid esters having an average molecular weight of about 150,000 which shall be present in the fluent lacquer preparation in a concentration of about 10-20 wt/vol%, preferably about 12.5 %.
- the polymer resins will be selected from the EUDRAGIT R types designated EUDRAGIT R RL-100 and EUDRAGIR R RS-100, although types belonging to other groups as for example EUDRAGIT R
- E-100 may be used as well .
- the main solvent which may be isopropanol or methylene chloride, or both employed at the same time, but with a preference for isopropanol in concentrations of 10-73 % of the fluent lacquer composition more specifically 15-65 %, and within this preferred embodiment an evaporation enhancer, which may be ethyl acetate and/or methylene chloride, preferably ethyl acetate present in an amount of 5-20 % in the fluent lacquer composition, preferably 10-20 %.
- an evaporation retarder which preferably is, although not limited to, butyl acetate in concentrations of 5-80 % of the fluent lacquer composition, preferably 5-65 %, and especially 5-40 % of the composition.
- the preferred main solvent and/or the preferred evaporation enhancer may be totally or partially replaced by methylene chloride, which may be present in concentrations within the range of 5-75 % of the fluent lacquer composition depending on the functional role designated for it in the particular composition.
- a solvent system as described provides proper qualities of the nail lacquer, not only with respect to suitable bioavailability of sparingly soluble compounds of the groups of therapeutic substances concerned, but it also provides proper qualities of the lacquer with regard to its application by producing a continous and homogenous fluent preparation of suitable viscosity and with good spreadability allowing a thin homogenous layer to be applied to the nail surface on which it will dry within few minutes leaving a continous self supporting and well adhering lacquer film on the nail plate.
- the use of the polymer resins of the preferred type guarantees resistance to mechanical damage and to washing off of the lacquer coating. Furtehrmore , the good swelling capacity and porosity of the copolymerizates employed with this invention provides high rates of diffusion and permeability of active substances thereby facilitating their penetration into the nail plate.
- a preparation in accordance with the invention containing calcipotriol (USAN:calcipotriene) as the active substance and isopropanol as the main solvent may have the following composition:
- a preparation in accordance with the invention containing calcipotriol (calcipotriene) as the active substance, and a solvent system partly comprising methylene chloride may have the following composition:
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Epidemiology (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Birds (AREA)
- Medicinal Preparation (AREA)
- Cosmetics (AREA)
Abstract
Traitement de troubles kératiniques ou psoriatiques courants dans les tissus situés au-dessous ou autour des ongles avec un vernis à ongles pharmaceutique contenant un métabolite de vitamine D ou bien un dérivé de vitamine D, ou un dérivé de vitamine A thérapeutiquement efficaces ou une combinaison de ces substances dans une composition de vernis filmogène insoluble dans l'eau, comprenant une résine acrylique composée d'un copolymérisat d'esters d'acide acrylique et d'esters d'acide méthacrylique, et un système de solvants assurant des caractéristiques appropriées de viscosité, des propriétés d'écoulement et d'étalement, un temps de séchage court et une dureté, une adhésion sur les ongles ainsi qu'une durabilité satisfaisantes de la couche mince de vernis sèche. L'application sur les ongles une ou deux fois par semaine permet la pénétration de la substance ou des substances actives dans les tissus kératiniques de la couche cornée du limbe unguéal, laquelle fait office de dépôt pour l'administration d'une ou de plusieurs substances actives en concentrations thérapeutiques actives sur le lit, la matrice et les parties périphériques de l'ongle.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DK1284/94 | 1994-11-08 | ||
DK128494A DK128494A (da) | 1994-11-08 | 1994-11-08 | Behandling af keratinøse og psoriatiske sygdomstilstande med neglelak indeholdende vitamin D metabolit, eller derivat, og/eller vitamin A derivat |
Publications (1)
Publication Number | Publication Date |
---|---|
WO1996014048A1 true WO1996014048A1 (fr) | 1996-05-17 |
Family
ID=8103114
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/DK1995/000439 WO1996014048A1 (fr) | 1994-11-08 | 1995-11-06 | Traitement de troubles keratiniques et psoriatiques a l'aide d'un vernis a ongles contenant un metabolite ou un derive de vitamine d et/ou un derive de vitamine a |
Country Status (2)
Country | Link |
---|---|
DK (1) | DK128494A (fr) |
WO (1) | WO1996014048A1 (fr) |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1997034644A1 (fr) * | 1996-03-16 | 1997-09-25 | Hoechst Aktiengesellschaft | Formulations topiques pour traiter le psoriasis de l'ongle |
US6352686B2 (en) * | 1997-08-21 | 2002-03-05 | Aventis Pharma Deutschland Gmbh | Antipsoriatic nail polish |
FR2884419A1 (fr) * | 2005-04-19 | 2006-10-20 | Galderma Sa | Composition de type solution filmogene comprenant de la vitamine d ou un de ses derives et un corticosteroide, et son utilisation en dermatologie |
WO2006111426A1 (fr) * | 2005-04-19 | 2006-10-26 | Galderma S.A. | Composition d'une solution de type filmogene, comprenant de la vitamine d ou un de ses derives et un corticosteroide, et son utilisation en dermatologie |
US10201490B2 (en) | 2007-02-14 | 2019-02-12 | Polichem Sa | Use of chitosans for the treatment of nail inflammatory diseases |
Citations (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1987000834A1 (fr) * | 1985-08-02 | 1987-02-12 | Leo Pharmaceutical Products Ltd. A/S | Nouveaux analogues de la vitamine d |
EP0226984A1 (fr) * | 1985-12-19 | 1987-07-01 | Hoechst Aktiengesellschaft | Vernis à ongles antimycotique |
EP0298271A1 (fr) * | 1987-06-16 | 1989-01-11 | Hoechst Aktiengesellschaft | Email à ongles à activité antimycotique et procédé pour le préparer |
WO1989010351A1 (fr) * | 1988-04-21 | 1989-11-02 | Leo Pharmaceutical Products Ltd. A/S (Løvens Kemis | Nouveaux analogues de vitamine d |
EP0389778A1 (fr) * | 1989-02-24 | 1990-10-03 | F. Hoffmann-La Roche Ag | Vernis à ongles |
US5102654A (en) * | 1990-04-18 | 1992-04-07 | Revlon, Inc. | Nail enamel emulsion lacquer comprising a water phase and a lacquer phase |
EP0515312A2 (fr) * | 1991-05-23 | 1992-11-25 | Sandoz Ltd. | Composition pharmaceutique anti-mycotique contenant de la terbinafine |
EP0579915A1 (fr) * | 1992-05-20 | 1994-01-26 | F. Hoffmann-La Roche Ag | Composition pharmaceutique contenant de l'acide 9-cis- ou 13-cis retinoique ou de l'acitretine et un dérivé de la vitamine D |
EP0580968A2 (fr) * | 1992-05-20 | 1994-02-02 | F. Hoffmann-La Roche Ag | Derivés fluorinés de la vitamine D3 |
WO1994014412A1 (fr) * | 1992-12-18 | 1994-07-07 | Beiersdorf Ag | Combinaisons synergiques de principes actifs pour les soins cosmetiques ou dermatologiques de la peau ou des elements tegumentaires |
WO1995005829A1 (fr) * | 1993-08-21 | 1995-03-02 | Lts Lohmann Therapie-Systeme Gmbh & Co. Kg | Systeme therapeutique pour le traitement du psoriasis |
-
1994
- 1994-11-08 DK DK128494A patent/DK128494A/da not_active Application Discontinuation
-
1995
- 1995-11-06 WO PCT/DK1995/000439 patent/WO1996014048A1/fr active Application Filing
Patent Citations (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1987000834A1 (fr) * | 1985-08-02 | 1987-02-12 | Leo Pharmaceutical Products Ltd. A/S | Nouveaux analogues de la vitamine d |
EP0226984A1 (fr) * | 1985-12-19 | 1987-07-01 | Hoechst Aktiengesellschaft | Vernis à ongles antimycotique |
EP0298271A1 (fr) * | 1987-06-16 | 1989-01-11 | Hoechst Aktiengesellschaft | Email à ongles à activité antimycotique et procédé pour le préparer |
WO1989010351A1 (fr) * | 1988-04-21 | 1989-11-02 | Leo Pharmaceutical Products Ltd. A/S (Løvens Kemis | Nouveaux analogues de vitamine d |
EP0389778A1 (fr) * | 1989-02-24 | 1990-10-03 | F. Hoffmann-La Roche Ag | Vernis à ongles |
US5102654A (en) * | 1990-04-18 | 1992-04-07 | Revlon, Inc. | Nail enamel emulsion lacquer comprising a water phase and a lacquer phase |
EP0515312A2 (fr) * | 1991-05-23 | 1992-11-25 | Sandoz Ltd. | Composition pharmaceutique anti-mycotique contenant de la terbinafine |
EP0579915A1 (fr) * | 1992-05-20 | 1994-01-26 | F. Hoffmann-La Roche Ag | Composition pharmaceutique contenant de l'acide 9-cis- ou 13-cis retinoique ou de l'acitretine et un dérivé de la vitamine D |
EP0580968A2 (fr) * | 1992-05-20 | 1994-02-02 | F. Hoffmann-La Roche Ag | Derivés fluorinés de la vitamine D3 |
WO1994014412A1 (fr) * | 1992-12-18 | 1994-07-07 | Beiersdorf Ag | Combinaisons synergiques de principes actifs pour les soins cosmetiques ou dermatologiques de la peau ou des elements tegumentaires |
WO1995005829A1 (fr) * | 1993-08-21 | 1995-03-02 | Lts Lohmann Therapie-Systeme Gmbh & Co. Kg | Systeme therapeutique pour le traitement du psoriasis |
Non-Patent Citations (1)
Title |
---|
STN INTERNATIONAL, File CAPLUS, Accession Number 1992:248622, KRAGBALLE KNUD, "Vitamin D Analogs in the Treatment of Psoriasis"; & J. CELL. BIOCHEM., (1992), 49(1), 46-52. * |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1997034644A1 (fr) * | 1996-03-16 | 1997-09-25 | Hoechst Aktiengesellschaft | Formulations topiques pour traiter le psoriasis de l'ongle |
US6352686B2 (en) * | 1997-08-21 | 2002-03-05 | Aventis Pharma Deutschland Gmbh | Antipsoriatic nail polish |
FR2884419A1 (fr) * | 2005-04-19 | 2006-10-20 | Galderma Sa | Composition de type solution filmogene comprenant de la vitamine d ou un de ses derives et un corticosteroide, et son utilisation en dermatologie |
WO2006111426A1 (fr) * | 2005-04-19 | 2006-10-26 | Galderma S.A. | Composition d'une solution de type filmogene, comprenant de la vitamine d ou un de ses derives et un corticosteroide, et son utilisation en dermatologie |
US10201490B2 (en) | 2007-02-14 | 2019-02-12 | Polichem Sa | Use of chitosans for the treatment of nail inflammatory diseases |
Also Published As
Publication number | Publication date |
---|---|
DK128494A (da) | 1996-05-09 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
KR100367150B1 (ko) | 손발톱진균증치료용손발톱니스제및그제조방법 | |
US7074392B1 (en) | Controllled delivery system of antifungal and keratolytic agents for local treatment of fungal infections | |
JP2779303B2 (ja) | 水系ゲルのレチノイド服用形態 | |
EP2714008B1 (fr) | Composition pharmaceutique pour application sur les ongles | |
AU693100B2 (en) | Psoriasis treatment | |
Marty | Amorolfine nail lacquer: a novel formulation | |
US20070190019A1 (en) | Compositions and methods for topical administration | |
EA011423B1 (ru) | Метадоновые композиции местного действия и способы их применения | |
IE900669L (en) | Nail Lacquer | |
KR20110027838A (ko) | 광선 각화증을 치료하기 위한 국소 조성물 | |
JP2007182455A (ja) | ケラチン物質のメークアップ、手入れ、トリートメント方法 | |
NZ209843A (en) | Transdermal delivery system for administration of nitroglycerin | |
US10028927B2 (en) | Topical pharmaceutical formulation | |
EP1874320A1 (fr) | Composition d'une solution de type filmogene, comprenant de la vitamine d ou un de ses derives et un corticosteroide, et son utilisation en dermatologie | |
JP2001518879A (ja) | 薬剤化合物の向上した浸透性のための溶媒システム | |
US4203969A (en) | Dithranol compositions for topical applications | |
WO1996014048A1 (fr) | Traitement de troubles keratiniques et psoriatiques a l'aide d'un vernis a ongles contenant un metabolite ou un derive de vitamine d et/ou un derive de vitamine a | |
Goldsmith | Propylene glycol. | |
US20050002878A1 (en) | Use of tazarotene for preparing a nail varnish for treating and/or preventing psoriasis and nail varnish containing same | |
JP6308137B2 (ja) | 皮膚適用製剤 | |
CA2495923A1 (fr) | Procedes pour traiter des infections fongiques | |
JPH092943A (ja) | 被膜形成型外用液剤 | |
JP3427445B2 (ja) | クリーム剤 | |
JP5722364B2 (ja) | 医薬組成物 | |
US8257688B2 (en) | Controlled delivery system of antifungal and keratolytic agents for local treatment of fungal infections of the nail and surrounding tissues |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
AK | Designated states |
Kind code of ref document: A1 Designated state(s): CA US |
|
AL | Designated countries for regional patents |
Kind code of ref document: A1 Designated state(s): AT BE CH DE DK ES FR GB GR IE IT LU MC NL PT SE |
|
DFPE | Request for preliminary examination filed prior to expiration of 19th month from priority date (pct application filed before 20040101) | ||
121 | Ep: the epo has been informed by wipo that ep was designated in this application | ||
122 | Ep: pct application non-entry in european phase |