GB2026319A - Retinol acetate compositions - Google Patents
Retinol acetate compositions Download PDFInfo
- Publication number
- GB2026319A GB2026319A GB7931555A GB7831555A GB2026319A GB 2026319 A GB2026319 A GB 2026319A GB 7931555 A GB7931555 A GB 7931555A GB 7831555 A GB7831555 A GB 7831555A GB 2026319 A GB2026319 A GB 2026319A
- Authority
- GB
- United Kingdom
- Prior art keywords
- composition
- oil
- weight
- retinol acetate
- emulsifying agent
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 33
- 229960000342 retinol acetate Drugs 0.000 title claims abstract description 17
- 235000019173 retinyl acetate Nutrition 0.000 title claims abstract description 17
- 239000011770 retinyl acetate Substances 0.000 title claims abstract description 17
- QGNJRVVDBSJHIZ-QHLGVNSISA-N retinyl acetate Chemical compound CC(=O)OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C QGNJRVVDBSJHIZ-QHLGVNSISA-N 0.000 title claims abstract description 17
- 239000003995 emulsifying agent Substances 0.000 claims abstract description 10
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 claims abstract description 7
- 239000003963 antioxidant agent Substances 0.000 claims abstract description 7
- 235000006708 antioxidants Nutrition 0.000 claims abstract description 7
- 235000010354 butylated hydroxytoluene Nutrition 0.000 claims abstract description 7
- 239000004322 Butylated hydroxytoluene Substances 0.000 claims abstract description 6
- 229940095259 butylated hydroxytoluene Drugs 0.000 claims abstract description 6
- 230000003078 antioxidant effect Effects 0.000 claims abstract description 5
- 235000019282 butylated hydroxyanisole Nutrition 0.000 claims abstract description 4
- 239000004255 Butylated hydroxyanisole Substances 0.000 claims abstract description 3
- 229940043253 butylated hydroxyanisole Drugs 0.000 claims abstract description 3
- CZBZUDVBLSSABA-UHFFFAOYSA-N butylated hydroxyanisole Chemical compound COC1=CC=C(O)C(C(C)(C)C)=C1.COC1=CC=C(O)C=C1C(C)(C)C CZBZUDVBLSSABA-UHFFFAOYSA-N 0.000 claims abstract 2
- 239000003921 oil Substances 0.000 claims description 9
- 235000019198 oils Nutrition 0.000 claims description 9
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical class CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 claims description 4
- HVUMOYIDDBPOLL-XWVZOOPGSA-N Sorbitan monostearate Chemical class CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O HVUMOYIDDBPOLL-XWVZOOPGSA-N 0.000 claims description 4
- -1 fatty acid esters Chemical class 0.000 claims description 4
- 150000002191 fatty alcohols Chemical class 0.000 claims description 4
- 239000007764 o/w emulsion Substances 0.000 claims description 4
- 239000004166 Lanolin Substances 0.000 claims description 3
- 229940039717 lanolin Drugs 0.000 claims description 3
- 235000019388 lanolin Nutrition 0.000 claims description 3
- 239000002480 mineral oil Substances 0.000 claims description 3
- 229920000136 polysorbate Chemical class 0.000 claims description 3
- 239000004698 Polyethylene Chemical class 0.000 claims description 2
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 2
- 239000000194 fatty acid Substances 0.000 claims description 2
- 229930195729 fatty acid Natural products 0.000 claims description 2
- 229940075507 glyceryl monostearate Drugs 0.000 claims description 2
- 235000010446 mineral oil Nutrition 0.000 claims description 2
- 239000001788 mono and diglycerides of fatty acids Chemical class 0.000 claims description 2
- 239000012875 nonionic emulsifier Substances 0.000 claims description 2
- 239000003960 organic solvent Substances 0.000 claims description 2
- 229920000573 polyethylene Chemical class 0.000 claims description 2
- 229940068965 polysorbates Drugs 0.000 claims description 2
- 239000001587 sorbitan monostearate Substances 0.000 claims description 2
- 235000011076 sorbitan monostearate Nutrition 0.000 claims description 2
- 229940035048 sorbitan monostearate Drugs 0.000 claims description 2
- 239000004094 surface-active agent Substances 0.000 claims description 2
- 235000015112 vegetable and seed oil Nutrition 0.000 claims description 2
- 239000008158 vegetable oil Substances 0.000 claims description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims 1
- 230000011278 mitosis Effects 0.000 abstract description 2
- 230000001737 promoting effect Effects 0.000 abstract description 2
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 6
- 239000000839 emulsion Substances 0.000 description 6
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- MRBKEAMVRSLQPH-UHFFFAOYSA-N 3-tert-butyl-4-hydroxyanisole Chemical compound COC1=CC=C(O)C(C(C)(C)C)=C1 MRBKEAMVRSLQPH-UHFFFAOYSA-N 0.000 description 2
- 229920001214 Polysorbate 60 Polymers 0.000 description 2
- 206010040867 Skin hypertrophy Diseases 0.000 description 2
- SASYSVUEVMOWPL-NXVVXOECSA-N decyl oleate Chemical compound CCCCCCCCCCOC(=O)CCCCCCC\C=C/CCCCCCCC SASYSVUEVMOWPL-NXVVXOECSA-N 0.000 description 2
- 235000011187 glycerol Nutrition 0.000 description 2
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 description 2
- 229920000053 polysorbate 80 Polymers 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- IMOYOUMVYICGCA-UHFFFAOYSA-N 2-tert-butyl-4-hydroxyanisole Chemical compound COC1=CC=C(O)C=C1C(C)(C)C IMOYOUMVYICGCA-UHFFFAOYSA-N 0.000 description 1
- 208000019028 Epidermal thickening Diseases 0.000 description 1
- 206010040880 Skin irritation Diseases 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 229960000541 cetyl alcohol Drugs 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 239000003974 emollient agent Substances 0.000 description 1
- 239000008387 emulsifying waxe Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 239000001818 polyoxyethylene sorbitan monostearate Substances 0.000 description 1
- 235000010989 polyoxyethylene sorbitan monostearate Nutrition 0.000 description 1
- 229940113124 polysorbate 60 Drugs 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000036556 skin irritation Effects 0.000 description 1
- 231100000475 skin irritation Toxicity 0.000 description 1
- 229950011392 sorbitan stearate Drugs 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
- 230000000699 topical effect Effects 0.000 description 1
- 239000007762 w/o emulsion Substances 0.000 description 1
- 238000004383 yellowing Methods 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/04—Dispersions; Emulsions
- A61K8/06—Emulsions
- A61K8/062—Oil-in-water emulsions
-
- 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
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/10—Dispersions; Emulsions
- A61K9/107—Emulsions ; Emulsion preconcentrates; Micelles
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Veterinary Medicine (AREA)
- Epidemiology (AREA)
- Dispersion Chemistry (AREA)
- Birds (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Dermatology (AREA)
- Cosmetics (AREA)
Abstract
A skin-care composition, effective in promoting epidermal mitosis, comprising from 20-40% by weight of oil, a non-ionic emulsifying agent in an amount greater than 1% by weight and retinol acetate in an amount from 1,000 to 15,000 IUg<-1>. The composition preferably contains butylated hydroxytoluene or butylated hydroxyanisole as an antioxidant.
Description
SPECIFICATION
Retinol acetate skin-care compositions
This invention relates to topical compositions containing vitamin A acetate, such compositions being of value in the care of the skin, and being specially formulated for maximum effectiveness.
British Patent specification 1,489, 133 describes and claims a liquid, semi-liquid or gel composition comprising a topically acceptable oil-in-water or water-in-oil emulsion base and retinol acetate in an amount from 1,000 to 15,000 1 Ug - ', preferably 1,000 to 10,000 and more preferably 1,000 to 2,500 IUg-'. Such compositions are of value in promoting epidermal mitosis and thus lead to a desirable thickening or "plumping" effect on the skin.
It has now been found that careful formulation of the emulsion base can lead to an unexpected increase in the effectiveness of the retinol acetate composition, resulting in high activity in skin thickening or "plumping".
Accordingly, the present invention provides a skin-care composition comprising an oil-in-water emulsion base comprising from 20-40% by weight of oil, a non-ionic emulsifying agent in an amount greater that 1 % by weight and retinol acetate in an amount from 1 ,000 to 15,000 lUg-' preferably 3,000 to 6,900 lUg-1.
It is important for maximum effectivenss that the emulsion be oil-in-water rather than water-inoil, since tests have shown that for a given concentration of retinol acetate and similar concentration of oil (sometimes called emollient) the former produces a greater degree of epidermal thickening.
Moreover, it has been found that the effectiveness of the retinol acetate oil-in-water emulsion is greatest with oil concentrations in the range 20-40%. Thus, emulsions with oil concentrations of about 10% and about 50% oil were less effective than otherwise identical emulsions containing about 30% oil.
The further critical factor in optimising the effectiveness of the compositions of British Patent 1,489,133 has been found to be the choice of emulsifier type. In order of their ability to produce skin thickening effect, anionic emulsifiers are less effective than non-ionic emulsifiers which in turn are less effective than cationic emulsifiers. However, the latter can cause skin irritation when embodied in retinol acetate compositions and are, therefore, not suitable.
It has been found that the proportion of non-ionic emulsifier in the compositions of the invention is not critical, except that at least 1 % by weight is required to give a stable emulsion.
However, an amount in the range 2% to 12%, preferably 4% to 8% is suitable.
Examples of oils suitable for inclusion in the present compositions include:
mineral oils, vegetable oils, synthetic fatty
acid esters, fatty alcohols, lanolin and its derivatives.
Examples on non-ionic emulsifiers suitable for inclusion in the present compositions include:
sorbitan monostearate, glyceryl monostearate,
polysorbates, polyethylene derivatives of fatty alcohols.
The compositions of this invention should desirably include an anti-oxidant effective in preventing oxidation of the retinol acetate and consequent reduction in the activity of the composition. Some anti-oxidants are effective in this respect but themselves oxidise to give a noticeable yellowing of the cream.
Two anti-oxidants which are particularly suitable for incorporation are butylated hydroxytoluene (BHT), correct chemical name 2,6-di-tert-butyl-p-cresol and butylated hydroxyanisole (BHA), correct chemical name 2-tert-butyl-4-hydroxyanisole or 3-tert-butyl-4-hydroxyanisole or a mixture of these. Accordingly in another of its aspects, the invention includes a composition in accordance with the invention including BHT and/or BHA as anti-oxidant.
The retinol acetate component of the compositions is preferably dispersed in the emulsion in the form of a "solubilised" mixture. Such mixtures are generally solutions of retinol acetate in hydrophilic organic solvents such as glycerine and/or propylene glycol, together with a surfactant such as "Tween 80".
The following is an example of a composition in accordance with the invention:
FORMULA % w/w
Arlacel 60 (Sorbitan Stearate) 2.00
Tween 60 (Polysorbate 60) 2.00
Cetyl alcohol 2.00
Emulgade F (Emulsifying Wax) 2.50
Mineral Oil 25.00
Lanolin 2.50
Cetiol V (Decyl Oleate) 2.00
Preservatives 0.37
Anti-oxidant (BHT) 0.20
Perfume 0.45
Water soluble retinol acetate 3,000-7,000 IUg-' Deionized water to 100.00 "Retinol acetate 1 x 108 lUg-1 10.00
Tween 80 ("Tween" is a
Registered Trade Mark) 50.00
Glycerine 1 5.00 Propylene glycol 1 5.00 Water to 100.00
Claims (9)
1. A skin-care composition comprising an oil-in-water emulsion base comprising from 20 to 40% by weight of oil, a non-ionic emulsifying agent in an amount greater than 1 % by weight and retinoi acetate in an amount from 1,000 to 15,000 lUg-1.
2. A composition as claimed in claim 1 comprising from 3,000 to 6,900 lUg~' retinol acetate.
3. A composition as claimed in claim 1 or claim 2 comprising from 2 to 12% by weight of non-ionic emulsifying agent.
4. A composition as claimed in claim 1 or claim 2 comprising from 4 to 8% by weight of non-ionic emulsifying agent.
5. A composition as claimed in any one of the preceding claims wherein the oil is selected from mineral oil, vegetable oil, synthetic fatty acid esters, fatty alcohols, or lanolin or its derivatives.
6. A composition as claimed in any one of the preceding claims wherein the non-ionic emulsifier is selected from sorbitan monostearate, glyceryl monostearate, polysorbates and polyethylene derivatives of fatty alcohols.
7. A composition as claimed in any one of the preceding claims which includes butylated hydroxytoluene or butylated hydroxyanisole as an antioxidant.
8. A composition as claimed in any one of the preceding claims wherein the retinol acetate is incorporated as a solution in hydrophilic organic solvents also including a surfactant.
9. A composition as claimed in claim 1, substantially as hereinbefore described in the
Example.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| BE78189805A BE869644A (en) | 1978-08-09 | 1978-08-09 | COMPOSITIONS CONTAINING RETINOL ACETATE FOR SKIN CARE |
| US06/133,810 US4333924A (en) | 1978-08-09 | 1980-03-25 | Retinol acetate skin-care compositions |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| GB2026319A true GB2026319A (en) | 1980-02-06 |
| GB2026319B GB2026319B (en) | 1982-11-10 |
Family
ID=25650937
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB7931555A Expired GB2026319B (en) | 1978-08-09 | 1978-07-28 | Retional acetate compositions |
Country Status (3)
| Country | Link |
|---|---|
| BE (1) | BE869644A (en) |
| GB (1) | GB2026319B (en) |
| NL (1) | NL7808987A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0094771A2 (en) | 1982-05-15 | 1983-11-23 | Beecham Group Plc | Skin treatment compositions |
| US7459288B2 (en) | 2002-11-11 | 2008-12-02 | Unilever Home & Personal Care Usa, Division Of Conopco, Inc. | Method of producing retinyl esters |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2639827B1 (en) * | 1988-12-02 | 1991-02-15 | Grimberg Georges | SELF-EMULSIONABLE DERMATOLOGICAL CREAM |
| FR2648348B2 (en) * | 1988-12-02 | 1991-10-04 | Grimberg Georges | SELF-EMULSIONABLE DERMATOLOGICAL CREAM |
| FR2746009B1 (en) * | 1996-03-14 | 1998-05-29 | VITAMIN A ESTER EMULSION |
-
1978
- 1978-07-28 GB GB7931555A patent/GB2026319B/en not_active Expired
- 1978-08-09 BE BE78189805A patent/BE869644A/en not_active IP Right Cessation
- 1978-09-01 NL NL7808987A patent/NL7808987A/en not_active Application Discontinuation
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0094771A2 (en) | 1982-05-15 | 1983-11-23 | Beecham Group Plc | Skin treatment compositions |
| EP0094771A3 (en) * | 1982-05-15 | 1984-09-19 | Beecham Group Plc | Skin treatment compositions |
| US7459288B2 (en) | 2002-11-11 | 2008-12-02 | Unilever Home & Personal Care Usa, Division Of Conopco, Inc. | Method of producing retinyl esters |
| US8030352B2 (en) | 2002-11-11 | 2011-10-04 | Unilever Home & Personal Care Usa, Division Of Conopco, Inc. | Method of producing retinyl esters |
Also Published As
| Publication number | Publication date |
|---|---|
| NL7808987A (en) | 1980-03-04 |
| BE869644A (en) | 1979-02-09 |
| GB2026319B (en) | 1982-11-10 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 732 | Registration of transactions, instruments or events in the register (sect. 32/1977) | ||
| PCNP | Patent ceased through non-payment of renewal fee |
Effective date: 19950728 |