IP Library Granted Patent US 8,334,413
Granted Patent B2
US 8,334,413 · App. 12/968,800 · Granted Dec 18, 2012

Topical compositions and methods for epithelial-related conditions

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Quick Facts
Patent No.
US 8,334,413
App. No.
12/968,800
Granted
Dec 18, 2012
Kind
B2
Abstract

The present invention relates to pharmaceutical, cosmetic and cosmeceutical topical compositions containing polyisoprenyl-protein inhibitor compounds and methods useful in the promotion of healthy epithelium and the treatment of epithelial-related conditions.

Claims (49)

1. A method comprising:

applying onto a skin surface of a mammal suffering from or susceptible to epidermal irritation, epidermal redness, or epidermal inflammation, a topical composition comprising:

about 0.1% to about 5% w/w N-acetyl-S-farnesylcysteine (“AFC”), also referred to as N-acetyl-S-trans, trans-farnesyl-L-cysteine, or a pharmaceutically acceptable salt thereof, and

a carrier selected from the group consisting of water, ethanol, isopropanol, acetone, and combinations thereof,

wherein the composition inhibits the epidermal irritation, epidermal redness, or epidermal inflammation locally on the skin surface of the mammal, without systemic anti-inflammatory effects.

2. The method of claim 1 wherein the mammal is a human.

3. The method according to claim 1 , wherein the carrier comprises at least one agent selected from the group consisting of a moisturizing agent, a pH adjusting agent, a deodorant agent, a fragrance, a hair-conditioning agent, a chelating agent, a preservative, an emulsifier, a thickener, a solubilizing agent, a penetration enhancer, an anti-irritant, a colorant, a surfactant, and combinations thereof.

4. The method according to claim 3 , wherein the moisturizing agent is selected from the group consisting of guanidine, glycolic acid, glycolate salts, aloe vera, allantoin, urazole, polyhydroxy alcohols, propylene glycol, butylene glycol, hexylene glycol, polyethylene glycols, sugars, starchs, alkoxylated glucose, hyaluronic acid, lactamide monoethanolamine, acetamide monoethanolamine, and combinations thereof.

5. The method according to claim 1 , wherein the composition is formulated as a mouthwash, a rinse, or an oral spray.

6. The method according to claim 5 , wherein the composition has a pH from about 5 to about 6.5.

7. The method according to claim 5 , wherein the composition further comprises at least one agent selected from the group consisting of a fluorine-providing compound, a sweetening agent, a coloring agent, a moisturizer, an emulsifier, and combinations thereof.

8. The method according to claim 1 , wherein the carrier is a pharmaceutically acceptable carrier.

9. The method according to claim 8 , wherein the composition is formulated so that the AFC is delivered with delayed release.

10. The method according to claim 9 , wherein the carrier is selected from the group consisting of a liposome, a microsponge, a microsphere and a microcapsule.

11. The method according to claim 1 , wherein the carrier is a cosmetically acceptable carrier.

12. The method according to claim 1 , further comprising a second active ingredient.

13. The method according to claim 12 , wherein the second active ingredient comprises at least one ingredient selected from the group consisting of a protective agent, an emollient, an astringent, an irritant, a keratolytic agent, a sun screening agent, a sun tanning agent, an antibiotic agent, an antifungal agent, an antiviral agent, an antiprotozoal agent, an anti-acne agent, an anesthetic agent, a steroidal anti-inflammatory agent, a non-steroidal anti-inflammatory agent, an antipruritic agent, an anti-oxidant agent, a chemotherapeutic agent, an anti-histamine agent, a vitamin, a hormone, an anti-dandruff agent, an anti-wrinkle agent, an anti-skin atrophy agent, a sclerosing agent, a cleansing agent, a caustic agent, a hypo-pigmenting agent, and combinations thereof.

14. The method according to claim 13 , wherein the protective agent is selected from the group consisting of an adsorbent, a demulcent, a dessicant, and combinations thereof.

15. The method according to claim 13 , wherein the irritant is a rubefacient.

16. The method according to claim 1 , wherein the step of applying comprises applying the composition to skin at a site selected from the group consisting of nose, mouth, ear, eye, vagina, rectum, and combinations thereof.

17. The method according to claim 1 , wherein the epidermal irritation, epidermal redness, or epidermal inflammation is associated with a condition selected from the group consisting of dermatitis, acne, folliculitis, pseudofolliculitis barbae, chilblains, miliaria, rosacea, eczema, psoriasis, bacterial infections, surgical interventions, crodermatitis enteropathica, Sweet's disease, hives, erythema annulare centrifugum, bachet syndrome, an insect bite, an animal bite, a sting, a fungal infection, a yeast infection, a parasite, a viral infection, a vasodilation, a trauma, a bullous disease, an adverse drug reaction, a immune hyper-reactivity condition, a cancer, a burn, a wound, a cyst, hidradinitis suppurativa, and cellulitus.

18. The method according to claim 1 , wherein the composition is in the form of an emulsion.

19. The method according to claim 1 , wherein the composition is in the form of a gel suspension.

20. The method according to claim 19 , wherein the gel suspension is incorporated into a composition selected from the group consisting of an ointment, an oil, a bandage, a lotion, a paste, a powder, a gel and a cream.

21. The method according to claim 1 , wherein the composition further comprises a retinoid.

22. The method according to claim 21 , wherein said retinoid is at least one of vitamin A, retinol, retinal, retinyl palmitate, retinoic acid, tretinoin or iso-tretinoin or a mixture thereof.

23. The method according to claim 1 , wherein the composition further comprises an alpha-hydroxy acid.

24. The method according to claim 23 , wherein said alpha-hydroxy acid is at least one of glycolic acid, lactic acid, tartaric acid, malic acid or citric acid or a mixture thereof.

25. The method according to claim 1 , wherein the composition further comprises a beta-hydroxy acid.

26. The method according to claim 1 , wherein the composition further comprises titanium oxide, zinc oxide, benzoyl peroxide, fluorouracil, resorcinol, or salicylic acid or a mixture thereof.

27. The method according to claim 1 , wherein the composition further comprises hyaluronic acid.

28. The method according to claim 1 , wherein the composition further comprises glycerin.

29. The method according to claim 1 , wherein the composition has a pH between 4.0 and 7.0.

30. A method comprising:

applying onto a skin surface of a mammal suffering from or susceptible to epidermal irritation, epidermal redness, epidermal inflammation:

an amount of a topical composition comprising about 0.1% to about 5% w/w N-acetyl-S-farnesylcysteine (“AFC”), also referred to as N-acetyl-S-trans, trans-farnesyl-L-cysteine, and

a carrier selected from the group consisting of water, ethanol, isopropanol, acetone, and combinations thereof, wherein said topical composition promotes healthy skin, without systemic effect.

31. The method of claim 30 , wherein the mammal is a human.

32. The method according to claim 30 , wherein the skin surface is an epithelial surface.

33. The method according to claim 32 , wherein the epithelial surface is selected from a group consisting of a lateral aspect of forearm, a lateral aspect of a leg, elbow, feet, backhands, scalp, face, buttocks, ear canal and eye.

34. The method according to claim 30 , wherein the step of applying comprises applying the composition on a wound surface.

35. The method according to claim 30 , wherein the step of applying comprises applying to a site characterized by puffiness.

36. The method according, to claim 30 , wherein the step of plying comprises applying to a site characterized by wrinkling.

37. The method according to claim 30 , wherein the step of applying comprises applying the composition to a site characterized by photoaging.

38. The method according to claim 30 , wherein the step of applying comprises applying the composition on irritated skin surface.

39. The method according to claim 30 , wherein the step of applying comprises applying to a site including dry skin.

40. The method according to claim 30 , wherein the step of applying comprises applying the composition to a site characterized by redness of skin.

41. The method according to claim 30 , wherein the composition has a pH from about 4.0 to about 7.0.

42. The method according to claim 1 or claim 30 , wherein the composition has a pH from about 5.0 to about 6.0.

Assignments (21)
SECURITY INTEREST Recorded Oct 2, 2024
From: BRANDCO ALMAY 2020 LLC; BRANDCO CND 2020 LLC; BRANDCO ELIZABETH ARDEN 2020 LLC; BRANDCO MITCHUM 2020 LLC; REVLON CONSUMER PRODUCTS LLC
To: MUFG BANK LTD. AS AGENT
Reel/Frame 069102/0838 →
RELEASE OF SECURITY INTEREST Recorded Oct 1, 2024
From: MIDCAP FUNDING IV TRUST, AS COLLATERAL AGENT
To: BRANDCO ALMAY 2020 LLC; BRANDCO CND 2020 LLC; BRANDCO ELIZABETH ARDEN 2020 LLC; BRANDCO MITCHUM 2020 LLC; REVLON CONSUMER PRODUCTS LLC; CREATIVE NAIL DESIGN, INC.; SINFULCOLORS, INC.
Reel/Frame 069084/0092 →
ABL PATENT SECURITY AGREEMENT Recorded May 4, 2023
From: BRANDCO ALMAY 2020 LLC; BRANDCO CND 2020 LLC; BRANDCO ELIZABETH ARDEN 2020 LLC; BRANDCO MITCHUM 2020 LLC; REVLON CONSUMER PRODUCTS LLC; CREATIVE NAIL DESIGN, INC.; SINFULCOLORS, INC.
To: MIDCAP FUNDING IV TRUST
Reel/Frame 063548/0557 →
TERM LOAN PATENT SECURITY AGREEMENT Recorded May 4, 2023
From: BRANDCO ALMAY 2020 LLC; BRANDCO CND 2020 LLC; BRANDCO ELIZABETH ARDEN 2020 LLC; BRANDCO MITCHUM 2020 LLC; REVLON CONSUMER PRODUCTS LLC; CREATIVE NAIL DESIGN, INC.; SINFULCOLORS, INC.
To: JEFFERIES FINANCE LLC
Reel/Frame 063548/0575 →
STATEMENT REGARDING RELEASE OF LIENS ON COPYRIGHTS, TRADEMARKS AND PATENTS Recorded May 3, 2023
From: REVLON GROUP HOLDINGS LLC
To: ALMAY, INC.; ART & SCIENCE, LTD.; BARI COSMETICS, LTD.; BEAUTYGE BRANDS USA, INC.; BEAUTYGE I; BEAUTYGE II, LLC; BEAUTYGE USA, INC.; BRANDCO ALMAY 2020 LLC; BRANDCO CHARLIE 2020 LLC; BRANDCO CND 2020 LLC; BRANDCO CURVE 2020 LLC; BRANDCO ELIZABETH ARDEN 2020 LLC; BRANDCO GIORGIO BEVERLY HILLS 2020 LLC; BRANDCO HALSTON 2020 LLC; BRANDCO JEAN NATE 2020 LLC; BRANDCO MITCHUM 2020 LLC; BRANDCO MULTICULTURAL GROUP 2020 LLC; BRANDCO PS 2020 LLC; BRANDCO WHITE SHOULDERS 2020 LLC; CHARLES REVSON INC.; CREATIVE NAIL DESIGN, INC.; CUTEX, INC.; DF ENTERPRISES, INC.; ELIZABETH ARDEN (CANADA) LIMITED; ELIZABETH ARDEN (FINANCING), INC.; ELIZABETH ARDEN (UK) LTD.; ELIZABETH ARDEN INVESTMENTS, LLC; ELIZABETH ARDEN NM, LLC; ELIZABETH ARDEN TRAVEL RETAIL, INC.; ELIZABETH ARDEN USC, LLC; ELIZABETH ARDEN, INC.; FD MANAGEMENT, INC.; NORTH AMERICA REVSALE INC.; OPP PRODUCTS, INC.; PPI TWO CORPORATION; RDEN MANAGEMENT, INC.; REALISTIC ROUX PROFESSIONAL PRODUCTS INC.; REVLON (PUERTO RICO) INC.; REVLON CANADA INC.; REVLON CONSUMER PRODUCTS CORPORATION; REVLON DEVELOPMENT CORP.; REVLON GOVERNMENT SALES, INC.; REVLON INTERNATIONAL CORPORATION; REVLON PROFESSIONAL HOLDING COMPANY LLC; REVLON, INC.; RIROS CORPORATION; RIROS GROUP INC.; RML, LLC; ROUX LABORATORIES, INC.; ROUX PROPERTIES JACKSONVILLE, LLC; SINFULCOLORS INC.
Reel/Frame 063530/0396 →
SECURITY INTEREST Recorded Jul 1, 2022
From: BRANDCO ELIZABETH ARDEN 2020 LLC
To: JEFFERIES FINANCE LLC, AS COLLATERAL AGENT
Reel/Frame 060426/0543 →
RELEASE OF SECURITY INTEREST Recorded May 18, 2020
From: WILMINGTON TRUST, NATIONAL ASSOCIATION, AS ADMINISTRATIVE AGENT
To: CREATIVE NAIL DESIGN, INC.; ELIZABETH ARDEN, INC.; FD MANAGEMENT, INC.; REVLON CONSUMER PRODUCTS CORPORATION; ROUX LABORATORIES, INC.; SINFULCOLORS INC.
Reel/Frame 052694/0508 →
FIRST LIEN PATENT SECURITY AGREEMENT Recorded May 11, 2020
From: BRANDCO ELIZABETH ARDEN 2020 LLC
To: JEFFERIES FINANCE LLC
Reel/Frame 052621/0118 →
THIRD LIEN PATENT SECURITY AGREEMENT Recorded May 11, 2020
From: BRANDCO ELIZABETH ARDEN 2020 LLC
To: JEFFERIES FINANCE LLC
Reel/Frame 052620/0520 →
SECOND LIEN PATENT SECURITY AGREEMENT Recorded May 11, 2020
From: BRANDCO ELIZABETH ARDEN 2020 LLC
To: JEFFERIES FINANCE LLC
Reel/Frame 052620/0478 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 9, 2020
From: BEAUTYGE I
To: BRANDCO ELIZABETH ARDEN 2020 LLC
Reel/Frame 052618/0730 →
BACK-UP PATENT SECURITY AGREEMENT Recorded May 9, 2020
From: BEAUTYGE I
To: BRANDCO ELIZABETH ARDEN 2020 LLC
Reel/Frame 052619/0470 →
BACK-UP PATENT SECURITY AGREEMENT Recorded May 8, 2020
From: ELIZABETH ARDEN, INC.
To: BEAUTYGE I
Reel/Frame 052617/0084 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 8, 2020
From: ELIZABETH ARDEN, INC.
To: BEAUTYGE I
Reel/Frame 052614/0645 →
RELEASE OF SECURITY INTEREST IN CERTAIN PATENTS AT R/F 040220/0478 Recorded May 7, 2020
From: CITIBANK N.A., AS COLLATERAL AGENT
To: ELIZABETH ARDEN, INC.
Reel/Frame 052599/0530 →
RELEASE OF SECURITY INTEREST IN CERTAIN PATENTS AT R/F 040219/0253 Recorded May 7, 2020
From: CITIBANK N.A., AS COLLATERAL AGENT
To: ELIZABETH ARDEN, INC.
Reel/Frame 052599/0491 →
SECURITY INTEREST Recorded Aug 6, 2019
From: CREATIVE NAIL DESIGN, INC.; ELIZABETH ARDEN, INC.; FD MANAGEMENT, INC.; REVLON CONSUMER PRODUCTS CORPORATION; ROUX LABORATORIES, INC.; SINFULCOLORS INC.
To: WILMINGTON TRUST, NATIONAL ASSOCIATION
Reel/Frame 049969/0038 →
PATENT SECURITY AGREEMENT Recorded Oct 4, 2016
From: ELIZABETH ARDEN, INC.
To: CITIBANK, N.A., AS COLLATERAL AGENT
Reel/Frame 040219/0253 →
PATENT SECURITY AGREEMENT (TERM) Recorded Oct 4, 2016
From: ELIZABETH ARDEN, INC.
To: CITIBANK, N.A., AS COLLATERAL AGENT
Reel/Frame 040220/0478 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 22, 2015
From: SIGNUM BIOSCIENCES, INC.
To: ELIZABETH ARDEN, INC.
Reel/Frame 035696/0239 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 2, 2012
From: STOCK, JEFFRY B.; GORDON, JOEL; STOCK, MAXWELL; STOCK, GREG
To: SIGNUM BIOSCIENCES, INC.
Reel/Frame 029059/0988 →