# US 5,705,145 A · Skin tanning compositions and method

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- Number: US 5,705,145 A
- Document ID: US5705145A
- Status: Granted
- Kind: A
- Application number: 08/697,230
- Filed: 1996-08-21
- Granted: 1998-01-06
- Earliest claimed: 1996-08-21
- Assignees: E-L Management Corp.
- Inventors: Saul Miklean; Konstantinos M. Lahanas; Nicolae Vrabie; Edward Pelle; Andrew J. Bevacqua
- Web page: https://patentgrep.com/patent/US5705145A

## CPC

- A61K 8/35: Ketones, e.g. benzophenone
- A61K 8/4946: {Imidazoles or their condensed derivatives, e.g. benzimidazoles}
- A61Q 19/04: for chemically tanning the skin (topical sun or radiation screening or tanning preparations A61Q17/04)
- A61K: PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES (devices or methods specially adapted for bringing pharmaceutical products into particular physical or administering forms A61J3/00; chemical aspects of, or use of materials for deodorisation of air, for disinfection or sterilisation, or for bandages, dressings, absorbent pads or surgical articles A61L; soap compositions C11D)
- A61Q: SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS

## Abstract

Disclosed are cosmetic compositions for providing an artificial tan to skin which comprise dihydroxyacetone and an azole in a cosmetically or pharmaceutically acceptable carrier. Also disclosed is a method for providing an artificial tan to skin which comprises applying dihydroxyacetone and an azole to the skin.

## Claims

### Claim 1

A skin tanning composition which comprises:
(a) dihydroxyacetone;
(b) an azole having the structure ##STR5## wherein X=S, O, or NR.sup.1, and R.sup.1 through R.sup.4 can be the same or different and are hydrogen; phenyl; C.sub.1 -C.sub.6 alkyl unsubstituted or substituted by phenyl, hydroxyl, carboxy, benzyloxy, amino, halogen, carboxylic acid, sulfonate or phosphonate; or --CH.sub.2 --CH(COOR')NR"R"' where R', R" and R"' are the same or different and are hydrogen or C.sub.1 -C.sub.4 alkyl; and
(c) a cosmetically or pharmaceutically acceptable carrier.

### Claim 2 (depends on 1)

The skin tanning composition of claim 1 wherein the dihydroxyacetone is present in an amount of from about 1 to about 20 percent by weight of the total composition.

### Claim 3 (depends on 2)

The skin tanning composition of claim 2 wherein the dihydroxyacetone is present in an amount of from about 3 to about 5 percent by weight of the total composition.

### Claim 4 (depends on 1)

The composition of claim 1 wherein the azole is present in an amount of from about 1.5 to about 7.5 percent by weight of the total composition.

### Claim 5 (depends on 4)

The composition of claim 4 wherein the azole is present in an amount of from about 1.5 to about 2 percent by weight of the total composition.

### Claim 6 (depends on 1)

The composition of claim 1 wherein X=NR.sup.1 or S.

### Claim 7 (depends on 6)

The composition of claim 6 wherein R.sup.1, R.sup.2, and R.sup.3 are hydrogen.

### Claim 8 (depends on 7)

The composition of claim 7 wherein R.sup.4 is hydrogen.

### Claim 9 (depends on 7)

The composition of claim 7 wherein R.sup.4 is --CH.sub.2 --CH(COOH)NH.sub.2.

### Claim 10 (depends on 7)

The composition of claim 7 wherein R.sup.4 is phenyl.

### Claim 11 (depends on 1)

The composition of claim 1 additionally comprising an organic acid.

### Claim 12 (depends on 11)

The composition of claim 11 wherein the organic acid is selected from the group consisting of alpha-hydroxyacids and beta-hydroxyacids.

### Claim 13 (depends on 11)

The composition of claim 11 wherein the organic acid is selected from the group consisting of citric acid and salicylic acid.

### Claim 14 (depends on 11)

The composition of claim 11 wherein the organic acid is present in an amount by weight of the total composition sufficient to lower the pH of the composition to from about 3 to about 5.

### Claim 15 (depends on 11)

The composition of claim 11 wherein the organic acid is present in an amount of about 5 percent by weight of the total composition.

### Claim 16 (depends on 1)

The composition of claim 1 additionally comprising an antioxidant.

### Claim 17 (depends on 16)

The composition of claim 16 wherein the antioxidant is green tea extract.

### Claim 18 (depends on 1)

The composition of claim 1 wherein the cosmetically or pharmaceutically acceptable carrier is a hydroalcoholic solution.

### Claim 19 (depends on 1)

The composition of claim 1 wherein the cosmetically or pharmaceutically acceptable carrier is an oil-in-water emulsion.

### Claim 20 (depends on 19)

The composition of claim 19 wherein the emulsion is nonionic.

### Claim 21 (depends on 1)

The composition of claim 1 additionally comprising a colloidal mineral dispersion.

### Claim 22 (depends on 21)

The composition of claim 21 wherein the colloidal dispersion contains ions derived from elements selected from the group consisting of sodium, calcium, titanium, rubidium, lanthanum, yttrium, vanadium, cerium and neodymium.

### Claim 23 (depends on 1)

The composition of claim 1 additionally comprising a sunscreen.

### Claim 24

A skin tanning composition which comprises:
(a) from about 1.0 to about 20 percent by weight of the total composition of dihydroxyacetone;
(b) from about 1.5 to about 7.5 percent by weight of the total composition of an azole having the structure ##STR6## wherein X=S, O, or NR.sup.1, and R.sup.1 through R.sup.4 can be the same or different and are hydrogen; phenyl; C.sub.1 -C.sub.6 alkyl unsubstituted or substituted by phenyl, hydroxyl, carboxy, benzyloxy, amino, halogen, carboxylic acid, sulfonate or phosphonate; or --CH.sub.2 --CH(COOR')NR"R"' where R', R" and R"' are the same or different and are hydrogen or C.sub.1 -C.sub.4 alkyl;
(c) an organic acid present in an amount by weight of the total composition sufficient to lower the pH of the composition to from about 3 to about 5; and
(d) a cosmetically or pharmaceutically acceptable carrier.

### Claim 25 (depends on 24)

The composition of claim 24 wherein X=NR.sup.1 or S.

### Claim 26 (depends on 25)

The composition of claim 25 wherein R.sup.1, R.sup.2, and R.sup.3 are hydrogen.

### Claim 27 (depends on 26)

The composition of claim 26 wherein R.sup.4 is hydrogen.

### Claim 28 (depends on 26)

The composition of claim 26 wherein R.sup.4 is--CH.sub.2 --CH(COOH)NH.sub.2.

### Claim 29 (depends on 26)

The composition of claim 26 wherein R.sup.4 is phenyl.

### Claim 30 (depends on 24)

The composition of claim 24 additionally comprising a colloidal mineral dispersion.

### Claim 31 (depends on 30)

The composition of claim 30 wherein the colloidal dispersion contains ions derived from elements selected from the group consisting of sodium, calcium, titanium, rubidium, lanthanum, yttrium, vanadium, cerium and neodymium.

### Claim 32

A method for artificially tanning human skin which comprises applying to the skin dihydroxyacetone and an azole having the structure ##STR7## wherein X=S, O, or NR.sup.1, and R.sup.1 through R.sup.4 can be the same or different and are hydrogen; phenyl; C.sub.1 -C.sub.6 alkyl unsubstituted or substituted by phenyl, hydroxyl, carboxy, benzyloxy, amino, halogen, carboxylic acid, sulfonate or phosphonate; or --CH.sub.2 --CH(COOR')NR"R"' where R', R" and R"' are the same or different and are hydrogen or C.sub.1 -C.sub.4 alkyl.

### Claim 33 (depends on 32)

The method of claim 32 wherein the dihydroxyacetone and the azole are substantially simultaneously applied to the skin.

### Claim 34 (depends on 32)

The method of claim 32 wherein the dihydroxyacetone and the azole are sequentially applied to the skin.

### Claim 35 (depends on 34)

The method of claim 34 wherein the azole is applied to the skin before the dihydroxyacetone is applied to the skin.

### Claim 36 (depends on 32)

The method of claim 32 wherein X=NR.sup.1 and R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are hydrogen.

### Claim 37 (depends on 1)

A method for artificially tanning human skin which comprises applying to the skin the composition of claim 1.

### Claim 38 (depends on 24)

A method for artificially tanning human skin which comprises applying to the skin the composition of claim 24.
