Series of skin-whitening (lightening) compounds

Patent metadata

Field	Value
Publication number	US-12227472-B2
Application number	US-202318238905-A
Country	US
Kind code	B2
Filing date	Aug 28, 2023
Priority date	Jul 21, 2008
Publication date	Feb 18, 2025
Grant date	Feb 18, 2025

Abstract

The present invention is directed to inhibitors of tyrosinase, pharmaceutical compositions comprising such tyrosinase inhibitors, and methods of making and using the same. Specifically, included in the present invention are compositions of matter comprised of at least one 2,4-dihydroxybenzene analog, which inhibit the activity of tyrosinase and which inhibit the overproduction of melanin.

First claim

The invention claimed is:

1. A composition comprising the compound of Formula V:

or a pharmaceutically acceptable salt thereof, wherein:
R 1 is selected from the group consisting of H or C 1 -C 10 alkyl;
Bn is a benzyl; and
R′ is 1 to 3 moieties (R′, R″, R′″) independently selected from the group consisting of a C 1 -C 10 alkyl group, a C 1 -C 10 alkoxy group or a hydroxyl group; and
a pharmaceutically or cosmetically acceptable carrier.

2. A method of producing the compound in claim 1 by utilizing a compound comprising Formula IV as a starter compound or an intermediate compound:

wherein represents double or single bond,
R 1 is selected from the group consisting of H or C 1 -C 10 alkyl;
R 4 is selected from the group consisting of H, OH or O; and
R 5 is a selected from the group consisting of a substituted or unsubstituted: aromatic ring, heteroaromatic ring, heterocyclic ring or a hydroxylalkyl moiety.

3. The method of claim 2 , wherein R 1 is H or CH 3 and R 5 is selected from a substituted or unsubstituted: aromatic ring, heteroaromatic ring or a heterocyclic ring or a C 1 -C 10 hydroxylalkyl (—C 1 -C 10 )—OH).

4. The method of claim 2 , wherein R 5 is substituted with 1 to 3 moieties (R′, R″, R′″) independently selected from the group consisting of a C 1 -C 10 alkyl group, a C 1 -C 10 alkoxy group or a hydroxyl group.

Assignees

• Unigen Inc

Inventors

• Nandy Sandip K
• Liu Jiyun
• Nesterov Alexandre Mikhailovitch
• Hertel Carmen
• Papmapiya Abeysinghe Arrachchigae

Classifications

• C07D263/57

  Aryl or substituted aryl radicals · CPC title

• C07D213/64

  attached in position 2 or 6 · CPC title

• A61Q19/08

  Anti-ageing preparations · CPC title

• A61K31/4406

  only substituted in position 3, e.g. zimeldine (nicotinic acid A61K31/455) · CPC title

• A61K31/357

  having two or more oxygen atoms in the same ring, e.g. crown ethers, guanadrel · CPC title