Use of diphenylmethane derivatives as tyrosinase inhibitors

Patent metadata

Field	Value
Publication number	US-9655824-B2
Application number	US-55836404-A
Country	US
Kind code	B2
Filing date	May 24, 2004
Priority date	May 30, 2003
Publication date	May 23, 2017
Grant date	May 23, 2017

Abstract

Novel uses of compounds of the Formula 1 or mixtures of substances that contain one more compounds of the Formula 1, are described. The said compounds are suitable as agents against skin and hair browning, for combating age spots and for the inhibition of the undesired browning of foods.

First claim

The invention claimed is:

1. A topical tyrosinase inhibitor composition comprising a compound of the Formula 1 in an amount effective for skin lightening in humans, hair lightning in humans, combating age spots in human skin, or inhibiting browning in foods:

where:
R1 is hydrogen, methyl, straight-chain or branched, saturated or unsaturated alkyl having 2-4 C atoms, OH or halogen,
R2 is a straight-chain or branched, saturated or unsaturated alkyl having 2-5 C atoms,
R3 is methyl, and
R4 and R5 independently of one another are hydrogen, methyl, straight-chain or branched, saturated or unsaturated alkyl having 2-5 C atoms, OH or halogen, and
at least one member selected from the group consisting of a fragrance, a compound for care and/or cleansing of skin and/or hair, and a UV absorbing agent.

2. A process for skin lightening in humans and combating age spots in human skin comprising administering to a person in need thereof an effective amount of the tyrosinase inhibitor composition of claim 1 .

3. A process for inhibiting browning of foods comprising applying to the food an effective amount of the tyrosinase inhibitor composition of claim 1 .

4. The topical tyrosinase inhibitor composition of claim 1 , wherein said fragrance is included in an amount effective to provide a sensory effect and said compound of Formula 1 is present in an amount of about 5 to 50% by mass.

5. The topical tyrosinase inhibitor composition of claim 1 , wherein said UV absorbing filter is included in an amount effective to provide UV protection of at least greater than 2.

6. Fragrance composition, comprising
a) a fragrance in an amount that has a sensory effect,
b) one or more compounds of the Formula 1 in an amount that has an effect of inhibiting tyrosinase

where:
R1 is hydrogen, methyl, straight-chain or branched, saturated or unsaturated alkyl having 2-4 C atoms, OH or halogen,
R2 is a straight-chain or branched, saturated or unsaturated alkyl having 2-5 C atoms,
R3 is methyl, and
R4 and R5 independently of one another are hydrogen, methyl, straight-chain or branched, saturated or unsaturated alkyl having 2-5 C atoms, OH or halogen.

7. Cosmetic formulation, comprising
one or more compounds for care and/or cleansing of (a) skin and/or (b) hair and
one or more compounds of the Formula 1 in an amount that has the effect of inhibiting tyrosinase

where:
R1 is hydrogen, methyl, straight-chain or branched, saturated or unsaturated alkyl having 2-4 C atoms, OH or halogen,
R2 is a straight-chain or branched, saturated or unsaturated alkyl having 2-5 C atoms,
R3 is methyl, and
R4 and R5 independently of one another are hydrogen, methyl, straight-chain or branched, saturated or unsaturated alkyl having 2-5 C atoms, OH or halogen.

8. Sunscreen formulation, comprising
an effective amount of a UV filter, so that the protection factor of the sunscreen formulation is greater than 2, and
one or more compounds of the Formula 1 in an amount that has the effect of inhibiting tyrosinase

where:
R1 is hydrogen, methyl, straight-chain or branched, saturated or unsaturated alkyl having 2-4 C atoms, OH or halogen,
R2 is a straight-chain or branched, saturated or unsaturated alkyl having 2-5 C atoms,
R3 is methyl, and
R4 and R5 independently of one another are hydrogen, methyl, straight-chain or branched, saturated or unsaturated alkyl having 2-5 C atoms, OH or halogen.

9. A process for preparing an agent for treatment (a) against skin and hair browning, (b) for combating age spots and/or (c) for the inhibition of the undesired browning of foods by adding to said agent a compound of the Formula 1

where:
R1 is hydrogen, methyl, straight-chain or branched, saturated or unsaturated alkyl having 2-4 C atoms, OH or halogen,
R2 is a straight-chain or branched, saturated or unsaturated alkyl having 2-5 C atoms,
R3 methyl, and
R4 and R5 independently of one another are hydrogen, methyl, straight-chain or branched, saturated or unsaturated alkyl having 2-5 C atoms, OH or halogen.

Assignees

• Schmaus Gerhard
• Herrmann Martina
• Joppe Holger
• Vielhaber Gabriele
• Symrise Ag

Inventors

• Schmaus Gerhard
• Herrmann Martina
• Joppe Holger
• Vielhaber Gabriele

Classifications

• A61P43/00

  Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00 · CPC title

• A61Q5/08

  Preparations for bleaching the hair · CPC title

• A61P17/00

  Drugs for dermatological disorders · CPC title

• A61K8/347 Primary

  Phenols · CPC title

• A61K2800/782

  Enzyme inhibitors; Enzyme antagonists · CPC title