Compositions comprising encapsulated tretinoin

Patent metadata

Field	Value
Publication number	US-12357602-B2
Application number	US-201816033260-A
Country	US
Kind code	B2
Filing date	Jul 12, 2018
Priority date	Jul 12, 2017
Publication date	Jul 15, 2025
Grant date	Jul 15, 2025

Abstract

The present application is directed to compositions comprising microcapsules comprising encapsulated tretinoin, wherein the microcapsule size is less than 50 μm; and to methods of use thereof.

First claim

What is claimed is:

1. A composition comprising:
microcapsules comprising tretinoin, wherein:
said microcapsules comprise a core containing tretinoin dispersed in an oil and a phase changing material and a metal oxide shell; and
wherein said tretinoin is in solid form and said microcapsules have a D 90 between 30 μm to 50 μm; and
wherein said tretinoin is in the range of 0.01%-0.1% by weight of the composition; and

microcapsules comprising solid benzoyl peroxide with a metal oxide shell; wherein said benzoyl peroxide is in an amount of 3% by weight of the composition;
wherein degradation of said tretinoin is less than 2.5% after two weeks storage at 40° C. and 75% relative humidity.

2. The composition according to claim 1 , wherein said tretinoin is in the amount of between 0.05% and 0.1% weight of the composition.

3. The composition according to claim 2 , wherein said tretinoin is in the amount of 0.075% weight of the composition.

4. The composition according to claim 1 , wherein the composition comprises a carrier, wherein the carrier is in the form of an ointment, a cream, a lotion, an oil, a solution, an emulsion, a gel, a paste, a milk, an aerosol, a powder, or a foam.

5. The composition according to claim 1 , wherein the concentration of all-trans 5,6-epoxy retinoic acid after two weeks storage at 40° C. and 75% relative humidity is less than 1% by weight of the initial tretinoin amount prior to storage.

6. The composition according to claim 1 , wherein the degradation of said tretinoin is less than 2%.

7. The composition according to claim 1 , wherein the degradation of said tretinoin is not more than 5% by weight of the initial tretinoin amount, after 18 or 24 months storage at 2° C.-8° C.

8. The composition according to claim 1 , wherein the degradation of said tretinoin is not more than 5% by weight of the initial tretinoin amount, after 3 months storage at 25° C. and 60% RH.

9. The composition according to claim 1 , wherein the composition comprises a carrier, wherein the carrier is in the form of an ointment, a cream, a lotion, an oil, an emulsion, or a gel.

10. The composition according to claim 9 , wherein the amount of said tretinoin is 0.1% weight of the composition and the amount of said benzoyl peroxide is 3% weight of the composition.

11. The composition of claim 1 , wherein said composition has a tretinoin dissolution rate of less than 60% weight/h as measured in a medium of 30%:70% V/V mixture of water and isopropyl alcohol at ambient temperature.

12. The composition according to claim 11 , wherein said composition has a tretinoin dissolution rate of less than 40% weight/h.

13. A method for treating a skin disease, disorder or condition selected from acne, infection, inflammation, pruritus, psoriasis, seborrhea, contact dermatitis, rosacea, melasma, photoaging, photodamage, fine wrinkles, and a combination thereof in a subject in need thereof, said method comprising topically administering to said subject a composition according to claim 1 .

14. A method for treating a skin disease, disorder or condition selected from acne, infection, inflammation, pruritus, psoriasis, seborrhea, contact dermatitis, rosacea, melasma, photoaging, photodamage, fine wrinkles, and a combination thereof in a subject in need thereof, said method comprising topically administering to said subject a composition according to claim 11 .

Assignees

• Sol Gel Tech Ltd
• Mayne Pharma Llc

Inventors

• Toledano Ofer
• Neimann Karine
• Erlich Maya
• Marco Dorit

Classifications

• A61K9/501

  Inorganic compounds · CPC title

• A61K9/107

  Emulsions {; Emulsion preconcentrates; Micelles (composition of emulsions A61K47/00)} · CPC title

• A61K9/06

  Ointments; Bases therefor; {Other semi-solid forms, e.g. creams, sticks, gels (composition of ointments, creams or gels A61K47/00)} · CPC title

• A61K9/0014

  Skin, i.e. galenical aspects of topical compositions (non-active ingredients are additionally classified in A61K47/00; A61K9/0009, A61K9/0021, A61K9/7015, A61K9/7023 take precedence; cosmetic preparations A61K8/00, A61Q; preparations for wound dressings or bandages A61L26/00) · CPC title

• A61K31/203

  Retinoic acids {; Salts thereof} · CPC title