Chemical Properties
yellow crystalline powder
Uses
2,4-Dihydroxybenzophenone is an metabolite of Benzophenone (B204980), an compound used in the manufacturing of antihistamines, hypnotics and insecticides.
Uses
Ultraviolet light absorber, especially in paints and plastics.
Description
2,4-Dihydroxybenzophenone (DHP) is an organic compound derived from Garcinia xanthochymus, but there have been no reports on its biochemical functions and bioavailability. 2,4-dihydroxybenzophenone has been prepared by reacting resorcinol with benzoyl chloride or benzoic acid under anhydrous conditions in the presence of Friedel-Crafts catalysts such as AlCl3 or ZnCl2[1].
Definition
ChEBI: 2,4-Dihydroxybenzophenone is a member of benzophenones.
Preparation
Obtained by condensation of benzanilide with resorcinol in the presence of zinc chloride and phosphorous oxychloride at 130–140° for 1 h (25%).
Biological Activity
2,4-Dihydroxybenzophenone has potential effects on the stimulation of osteoblast differentiation and mitigate PDS-induced osteoporosisthrough the activation of the β-catenin pathway. Moreover, 2,4-Dihydroxybenzophenone demonstrated a capacity to enhance the expression of crucial osteogenic markers, including RUNX2, OSX, and ALP[2].
Toxicology
As a persistent and bioaccumulative compound, 2,4-Dihydroxybenzophenone (BP-1) exhibits estrogenic activity or anti-androgenic activity in vitro, which could pose potential risks to the ecological environment and human health. At present, there are a large amount of reports that concentrated on the biotoxicity of BP-1, mainly focusing on its endocrine disrupting effects and genetic toxicity. Endocrine-toxicological studies have shown that the toxicity of BP-1 is five times that of bisphenol A (BPA)[2].
Purification Methods
Recrystallise it from MeOH. [Beilstein 8 IV 2442.]
References
[1] Mengting Zou . “Effective degradation of 2,4-dihydroxybenzophenone by zero–valent iron powder (Fe0)-activated persulfate in aqueous solution: Kinetic study, product identification and theoretical calculations.” Science of the Total Environment 771 (2021): Article 144743.
[2] Mirissa Hewage Dumindu Kavinda and & Gi-Young Kim*. “2,4′-Dihydroxybenzophenone Exerts Bone Formation and Antiosteoporotic Activity by Stimulating the β-Catenin Signaling Pathway.” ACS Pharmacology and Translational Science 7 2 (2024): 395–405.
