Overview[1]
Chroman-2-one is a tyrosinase inhibitor suitable for lightening human skin or for the prevention and/or treatment of pigment defects such as hyperpigmentation, freckles, age spots, sun spots and environmentally induced skin Ageing. Skin and hair color depend on the amount, size and type of melanin (nitrogen-containing dark pigment) produced by melanocytes (cells that make melanin).
Melanin is produced in melanosomes starting from tyrosine and by means of various melanocyte-specific enzymes such as tyrosinase or tyrosine-related proteins, which are subsequently converted into keratinocytes. Although melanin in the skin provides adequate protection against UV radiation, as mentioned previously, darker or hyperpigmented skin may affect the appearance and cause serious aesthetic problems. Hyperpigmented skin conditions or lesions include melasma (also known as melasma), irregularly shaped yellow-brown spots. 4-tert-octylresorcinol can be used as an intermediate in the preparation of chroman-2-one.
Preparation[1]
4-tert-octylresorcin can be used as a pharmaceutical synthesis intermediate, such as the preparation of 6-tert-octyl-7-hydroxychroman-2-one: add acrylic acid (328mmol) to 4-tert-octyl Resorcinol (257mmol) was a pale yellow suspension in toluene (250ml). 3.5 g of Amberlyst-15 was then added and the yellow reaction solution was heated on a water separator under reflux for approximately 21 h. Activated carbon was added to the orange reaction solution and then heated under reflux for about 1 h. Amberlyst-15 and activated carbon were filtered out, and the solvent was removed by distillation to obtain the synthesis of 6-tert-octyl-7-hydroxychroman-2-one.
Main reference materials
[1]CN200880124765.9 Preparations containing chroman-2-one derivatives
