Pharmaceutical composition for administration to nails

• US 9,308,262 B2
• Filed: 05/24/2012
• Issued: 04/12/2016
• Est. Priority Date: 05/25/2011
• Status: Active Grant

• Current Assignee: Dermaliq Therapeutics Incorporated
• Original Assignee: Novaliq GmbH
• Inventors: Gunther, Bernhard, Theisinger, Bastian, Theisinger, Sonja
• Primary Examiner(s): Wax, Robert A
• Assistant Examiner(s): MERCIER, MELISSA S
• Application Number:
  US14/122,025
• Publication Number:
  US 20140140942A1
• Time in Patent Office: 1,419 Days
• Field of Search: None
• US Class Current: 1/1
• CPC Class Codes: A61K 31/02 Halogenated hydrocarbons
• CPC Class Codes: A61K 31/045 Hydroxy compounds, e.g. alcohols; Salts thereof, e.g. alcoholates
• CPC Class Codes: A61K 31/192 having aromatic groups, e.g. sulindac, 2-aryl-propionic acids, ethacrynic acid cannabinoids A61K31/658
• CPC Class Codes: A61K 31/436 the heterocyclic ring system containing a six-membered ring having oxygen as a ring hetero atom, e.g. rapamycin
• CPC Class Codes: A61K 31/4412 having oxo groups directly attached to the heterocyclic ring
• CPC Class Codes: A61K 31/496 Non-condensed piperazines containing further heterocyclic rings, e.g. rifampin, thiothixene or sparfloxacin
• CPC Class Codes: A61K 31/513 having oxo groups directly attached to the heterocyclic ring, e.g. cytosine
• CPC Class Codes: A61K 31/593 9,10-Secocholestane derivatives, e.g. cholecalciferol, i.e. vitamin D3
• CPC Class Codes: A61K 47/06 Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
• CPC Class Codes: A61K 9/7015 Drug-containing film-forming compositions, e.g. spray-on
• CPC Class Codes: A61P 17/06 Antipsoriatics
• CPC Class Codes: A61P 17/10 Anti-acne agents
• CPC Class Codes: A61P 17/12 Keratolytics, e.g. wart or anti-corn preparations
• CPC Class Codes: A61P 17/14 for baldness or alopecia
• CPC Class Codes: A61P 23/02 Local anaesthetics
• CPC Class Codes: A61P 29/00 Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
• CPC Class Codes: A61P 3/02 Nutrients, e.g. vitamins, minerals
• CPC Class Codes: A61P 31/04 Antibacterial agents
• CPC Class Codes: A61P 31/10 Antimycotics
• CPC Class Codes: A61P 37/06 Immunosuppressants, e.g. drugs for graft rejection

Abstract

The invention provides semi-solid or liquid pharmaceutical compositions for topical administration to a finger- or toenail of a human. The compositions are useful for the delivery of active ingredients deep into the nail. Various active ingredients may be incorporated, such as antifungal agents, anti-infectives, anti-inflammatory agents, immunosuppressants, local anesthetics, and retinoids.

Claims

1. A method for the treatment of a disease or condition affecting a nail, comprising administering to the nail a topical pharmaceutical composition comprising

an effective amount of an active ingredient which is (i) an immunosuppressant selected from the group consisting of tacrolimus, sirolimus, everolimus, pimecrolimus, ridaforolimus, temsirolimus, zotarolimus, and ciclosporin A, or (ii) an antifungal agent selected from the group consisting of clotrimazole, ketoconazole, miconazole, terbinafine, naftifine, butenafine, ciclopiroxolamine and amorolfine, and

a semifluorinated alkane according to formula

RFRH

or

RFRHRF

wherein:

RF is a perfluorinated hydrocarbon segment with 20 or less carbon atoms, and RH is a non-fluorinated hydrocarbon segment with 3 to 20 carbon atoms.

2. The method of claim 1, wherein the semifluorinated alkane is a compound of formula

RFRH

wherein RF is a linear perfluorinated hydrocarbon segment with 4 to 12 carbon atoms, and wherein RH is a linear alkyl group with 4 to 8 carbon atoms.

3. The method of claim 2, wherein the semifluorinated alkane is selected from F4H5, F4H6, F4H8, F6H6 and F6H8.

4. The method of claim 1, wherein the composition is in the form of a liquid or semisolid solution, gel, spray, emulsion, suspension, microemulsion, nail lacquer, or patch.

5. The method of claim 1, wherein the composition comprises a physiologically acceptable cosolvent selected from ethanol, acetone, ethyl acetate, isopropyl alcohol, glycerol, propylene glycol, pentylene glycol, polyethylene glycol, liquid paraffin, triglyceride oils, hydrofluorocarbons, and liquid mono- or diglycerides.

6. The method of claim 1, wherein the nail is affected by nail psoriasis, and wherein the active ingredient is an immunosuppressant.

7. The method of claim 1, wherein the nail is affected by onychomycosis and wherein the active ingredient is an antifungal agent.

8. The method of claim 1, wherein the nail is a fingernail.

9. The method of claim 1, wherein the nail is a toe-nail.

10. The method of claim 3, wherein the nail is affected by nail psoriasis and wherein the active ingredient is an immunosuppressant.

11. The method of claim 3, wherein the nail is affected by onychomycosis and wherein the active ingredient is an antifungal agent.

12. The method of claim 1 wherein the active ingredient is tacrolimus.

13. The method of claim 1 wherein the active ingredient is ciclopiroxolamine.