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Gem-difluoro compounds as depigmenting or whitening agents

A technology of compounds and mixtures, applied in the field of gem-difluoro compounds as decolorizing agents or whitening agents, can solve problems such as instability of α and β arbutin

Active Publication Date: 2021-03-02
TFCHEM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, despite their great potential, α and β arbutin are still unstable and undergo hydrolysis under different conditions, leading to the release of hydroquinone

Method used

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  • Gem-difluoro compounds as depigmenting or whitening agents
  • Gem-difluoro compounds as depigmenting or whitening agents
  • Gem-difluoro compounds as depigmenting or whitening agents

Examples

Experimental program
Comparison scheme
Effect test

Embodiment Construction

[0183] The following abbreviations have been used in the examples.

[0184] Ac: Acetyl (COCH 3 )

[0185] ACN: acetonitrile

[0186] ADDP: 1,1′-(Azodicarbonyl)dipiperidine

[0187] AP: affinity purification

[0188] aq.: water-based

[0189] DAST: Diethylaminosulfurtrifluoride

[0190] DCM: dichloromethane

[0191] DIPEA: N,N-Diisopropylethylamine

[0192] eq : Equivalent

[0193] GC / MS: Gas Chromatography-Mass Spectrometry

[0194] HPLC: High Performance Liquid Chromatography

[0195] LC-MS / MS: liquid chromatography coupled with tandem mass spectrometry

[0196] LLOQ: lower limit of quantitation

[0197] MOM: Methoxymethyl

[0198] NMR: nuclear magnetic resonance

[0199] OD: optical density

[0200] RT: room temperature

[0201] sat. : saturated

[0202] TLC: Thin Layer Chromatography

[0203] UV / DAD: Ultraviolet Diode Array Detector

[0204] 1. Preparation of compounds according to the invention

[0205] Synthesis of Intermediate Compound 1

[0206] ...

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Abstract

The present invention relates to a compound of formula (I), a process for preparing this compound, a cosmetic or pharmaceutical composition containing this compound, and its use as a depigmenting agent, whitening agent, bleaching agent or whitening agent Uses, and use thereof for the treatment of pigmentation disorders, especially by topical application on the skin.

Description

technical field [0001] The present invention relates to a new family of gem-difluoro compounds, processes for their preparation, cosmetic and pharmaceutical compositions containing such compounds, and their use for cosmetic and pharmaceutical applications, in particular as depigmenting agents, whitening ( Lightening, bleaching or whitening agents, and for the treatment of pigmentation disorders, such as hyperpigmentation. Background technique [0002] For many years, especially in Asia and Africa, people have tried to lighten their skin. Melanin, present in melanocytes and produced by the catalyzed conversion of tyrosine by tyrosinase, is the pigment responsible for skin coloring. Due to, for example, excessive sun exposure (lentigo solaris, freckles), hormonal disorders (melasma, chloasma), disease, medication, chemicals, drugs, injury or Scars (acne, burns, cuts) or age spots (lentigo senilis), hyperpigmentation of the skin caused by overproduction of melanin. [0003] ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C43/247C07C43/253C07C49/753C07C69/157C07C41/22C07C41/26C07C45/51C07C67/287C07D317/72A61K8/69A61Q19/02A61K31/09A61K31/085A61K31/122A61K31/222A61K31/357A61P17/00
CPCA61K8/69A61Q19/02C07C43/247C07C43/253C07C49/753C07C69/157C07D317/72C07C69/63C07C43/315C07C2601/14A61P17/00A61P43/00C07C43/29C07B2200/07A61K8/33A61K8/347A61K8/35A61K8/37A61K8/4973C07C53/08
Inventor G·德利安古-戈德弗鲁瓦L·洛佩斯
Owner TFCHEM
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