IP Library Granted Patent US 9,655,824
Granted Patent B2
US 9,655,824 · App. 10/558,364 · Granted May 23, 2017

Use of diphenylmethane derivatives as tyrosinase inhibitors

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Quick Facts
Patent No.
US 9,655,824
App. No.
10/558,364
Granted
May 23, 2017
Kind
B2
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.

Claims (41)

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.

Assignments (2)
MERGER Recorded Apr 22, 2011
From: SYMRISE GMBH & CO. KG
To: SYMRISE AG
Reel/Frame 026171/0595 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 10, 2010
From: SCHMAUS, GERHARD; HERRMANN, MARTINA; JOPPE, HOLGER; VIELHABER, GABRIELE
To: SYMRISE GMBH & CO. KG
Reel/Frame 024967/0105 →