5-methylchromone and the preparation method and application thereof

US12195435B2 · kind B2 · utility

Assignee

• HAINAN MEDICAL UNIVERSITY · CN

Inventors

• Youbin Li · Hainan, CN
• Xuesong Wang · Shanghai, CN
• Yan Wang · Hunan, CN
• Junyu Xu · Haikou, CN
• Yu-Min Chen · Yokohama, JP
• Tingting Zeng · Haikou, CN
• Xue Xiang Cui · Beijing, CN
• Yinfeng Tan · Hainan, CN
• Jingwen GONG · Haikou, CN

Key dates

• Filing date: Mar 12, 2021
• Grant date: Jan 14, 2025
• Expiry date: Jun 6, 2043

Classification

• Technology area (CPC Y): Emerging Cross-Sectional Technologies
• CPC primary: Y02P20/55
• WIPO field: Pharmaceuticals
• WIPO sector: Chemistry

Abstract

Disclosed is a 5-methylchromone and the preparation method and application thereof, the 5-methylchromone has the following structure: wherein R1 and R2 are alkyl groups. The substituted chromone has the biological activity of inhibiting tyrosinase. The preparation method uses 3,5-dihydroxytoluene as a raw material, and synthesis of chromones substituted with different groups at 2-C through acylation, esterification, rearrangement and cyclization reactions, etc. The 5-methylchromone is a completely new compound in condition that R1 is —CH2CH2CH3, and R2 is —CH2CH3, or that R1 is —C(CH3)3, and R2 is H. All the compounds have obvious inhibitory activity against tyrosinase, and can be used to prepare tyrosinase inhibitors or whitening agents.