Topically applicable O/W emulsions having high glycol content and at least one biologically active agent

• US 6,106,848 A
• Filed: 09/22/1997
• Issued: 08/22/2000
• Est. Priority Date: 09/20/1996
• Status: Expired due to Term

• Current Assignee: Galderma SA (Switzerland) (Galderma Holding SA)
• Original Assignee: Centre International de Recherches Dermatologiques Galderma
• Inventors: Preuilh, Isabelle, Willcox, Nathalie
• Primary Examiner(s): Levy, Neil S.
• Application Number:
  US08/935,054
• Time in Patent Office: 1,065 Days
• Field of Search: 523/102-105, 523/122, 524/386, 510/158-160, 574/817, 574/818, 574/825, 574/828, 574/844-848, 574/852, 574/855, 574/865, 574/871, 574/873-875, 574/880-882, 574/886, 574/887, 574/928, 574/937-941 , 574/947, 424/405, 424/401, 424/59
• US Class Current: 424/401
• CPC Class Codes: A61K 8/06 Emulsions
• CPC Class Codes: A61K 8/062 Oil-in-water emulsions
• CPC Class Codes: A61K 8/345 containing more than one hydroxy group
• CPC Class Codes: A61K 8/8152 Homopolymers or copolymers of esters, e.g. (meth)acrylic acid esters; Compositions of derivatives of such polymers
• CPC Class Codes: A61K 9/107 Emulsions ; Emulsion preconcentrates; Micelles composition of emulsions A61K47/00
• CPC Class Codes: A61P 17/00 Drugs for dermatological disorders
• CPC Class Codes: A61P 17/08 Antiseborrheics
• CPC Class Codes: A61P 17/12 Keratolytics, e.g. wart or anti-corn preparations
• CPC Class Codes: A61Q 19/00 Preparations for care of the skin
• CPC Class Codes: A61Q 5/006 Antidandruff preparations
• CPC Class Codes: A61Q 7/00 Preparations for affecting hair growth

Abstract

Stable, topically applicable oil-in-water bioaffecting emulsions having intermediate viscosity, characteristically ranging from 3 to 10 Pa·s, comprise (a) from 30% to 50% by weight of at least one pro-penetrating glycol, (b) at least one emulsifying agent, advantageously an anionic amphiphilic polymer, and (c) at least one biologically active agent, for example an active agent that modulates skin differentiation and/or proliferation and/or pigmentation, an anti-inflammatory, an antibacterial, an antifungal, etc.

Claims

1. A stable, topically applicable oil-in-water emulsion which is topically applicable to skin having intermediate viscosity, comprising (a) from 30% to 50% by weight relative to the total weight of said emulsion of at least one glycol, (b) at least one emulsifying agent comprising an anionic amphiphilic polymer, and (c) at least one biologically active agent, wherein said anionic amphiphilic polymer is present in an amount which in the absence of another emulsifying agent results in an emulsion having an intermediate viscosity, wherein said intermediate viscosity is a viscosity which ranges from 3 to 10 Pa·

s (3,000 to 10,000 centipoises), measured with a Brookfield viscometer LVDV II+paddle No. 4, at a speed of 30 revolutions/minutes for thirty seconds, and at a temperature of 25°

C.±

3°

C.

2. The oil-in-water emulsion as defined by claim 1, comprising up to 5% by weight relative to the total weight of said emulsion of at least one gelling and/or thickening agent.

3. The oil-in-water emulsion as defined by claim 1, having a pH ranging from 5 to 7.

4. The oil-in-water emulsion as defined by claim 3, having a pH ranging from 5.5 to 6.5.

5. The oil-in-water emulsion as defined by claim 1, wherein said at least one polymeric emulsifier is a crosslinked anionic amphiphilic polymer.

6. The oil-in-water emulsion as defined by claim 1, said anionic amphiphilic polymer comprising the copolymerizate of olefinically unsaturated carboxylic and C₁₀ -C₃₀ alkyl ester comonomers.

7. The oil-in-water emulsion as defined by claim 5, said anionic amphiphilic polymer being crosslinked with olefinically unsaturated and non-conjugated polyolefinically unsaturated comonomers.

8. The oil-in-water emulsion as defined by claim 7, said non-conjugated polyolefinically unsaturated comonomer comprising a polyallyl ether.

9. The oil-in-water emulsion as defined by claim 5, said crosslinked anionic amphiphilic polymer comprising from 95% to 60% by weight of recurring acrylic structural units, from 4% to 40% by weight of recurring acrylate structural units, and 0.1% to 6% by weight of a crosslinking comonomer, wherein said percentages are relative to the total weight of said emulsion.

10. The oil-in-water emulsion as defined by claim 5, said crosslinked anionic amphiphilic polymer comprising from 98% to 96% by weight of recurring acrylic structural units, from 1% to 4% by weight of recurring acrylate structural units, and 0.1% to 0.6% by weight of a crosslinking comonomer, wherein said weight percentages are relative to the total weight of said emulsion.

11. The oil-in-water emulsion as defined by claim 1, comprising up to 1% by weight of said at least one emulsifying agent (b).

12. The oil-in-water emulsion as defined by claim 11, comprising from 0.2% to 0.4% by weight of said at least one emulsifying agent (b).

13. The oil-in-water emulsion as defined by claim 1, said at least one glycol (a) comprising a glycol, which promotes penetration of said emulsion into the skin selected from a glycol selected from the group consisting of propylene glycol, dipropylene glycol, propylene glycol dipelargonate, lauroglycol and ethoxydiglycol.

14. The oil-in-water emulsion as defined by claim 13, comprising from 40% to 50% by weight relative to the total weight of said emulsion of said at least one glycol (a).

15. The oil-in-water emulsion as defined by claim 2, said at least one biologically active agent is selected from the group consisting of (c) an agent which modulates at least one of skin differentiation, proliferation and pigmentation;

an antibacterial agent, an antiparasitic agent, an antifungal agent, a steroidal anti-inflammatory agent, a non-steroidal anti-inflammatory agent, an anaesthetic agent, an antipruritic agent, an antiviral agent, a keratolytic agent, an anti-free radical agent, an antiseborrhoeic agent, an antidandruff agent, an anti-acne agent, an antimetabolite, an agent for combating hair loss, an antiseptic and combinations thereof.

16. The oil-in-water emulsion as defined by claim 15, comprising from 0.0001% to 20% by weight relative to the total weight of said emulsion of said at least one biologically active agent (c).

17. The oil-in-water emulsion as defined by claim 1, comprising from 5% to 50% by weight relative to the total weight of said emulsion of an oily phase.

18. The oil-in-water emulsion as defined by claim 17, comprising from 10% to 70% by weight of an aqueous phase relative to the total weight of said emulsion.

19. The composition of claim 1, wherein said anionic amphiphilic polymer comprises recurring acrylic structural units and acrylate structural units.

20. The composition of claim 2, wherein said anionic amphiphilic polymer is cross-linked.