2',4'-Dihydroxyacetophenone

2',4'-Dihydroxyacetophenone (Resacetophenone) is acetophenone carrying hydroxy substituents at positions 2' and 4'. 2',4'-Dihydroxyacetophenone involves in a practical CsHCO3-mediated alkylation that efficiently provide 4-alkylated products with excellent regioselectivity, good isolated yields and a broad substrate scope. 2',4'-Dihydroxyacetophenone is a plant metabolite[1][2][3].

Product Specifications

CAS Number

[89-84-9]

Product Name Alternative

Resacetophenone; 1- (2, 4-Dihydroxyphenyl) ethanone

UNSPSC

12352005

Hazard Statement

H302, H315, H319, H335

Target

COX; Endogenous Metabolite

Type

Natural Products

Related Pathways

Immunology/Inflammation; Metabolic Enzyme/Protease

Applications

Metabolism-protein/nucleotide metabolism

Field of Research

Cancer

Assay Protocol

https://www.medchemexpress.com/2_acute_,4_acute_-Dihydroxyacetophenone.html

Purity

99.99

Solubility

DMSO : 100 mg/mL (ultrasonic)

Smiles

CC(C1=CC=C(O)C=C1O)=O

Molecular Formula

C8H8O3

Molecular Weight

152.15

Precautions

H302, H315, H319, H335

References & Citations

[1]Li XJ, et al. Bioactive metabolites from biotransformation of paeonol by the white-rot basidiomycete Coriolus versicolor. Nat Prod Commun. 2011 Aug;6 (8) :1129-30.|[2]Baughman RG, et al. 2,4-Dinitrophenylhydrazones of 2,4-dihydroxybenzaldehyde, 2,4-dihydroxyacetophenone and 2,4-dihydroxybenzophenone. Acta Crystallogr C. 2004 Feb;60 (Pt 2) :o103-6. |[3]Frank A, et al. Regioselective alkylation of 2,4-dihydroxybenzyaldehydes and 2,4-dihydroxyacetophenones. Tetrahedron Lett. 2022 Apr 13;95:153755. |[4]Mutoh M, et al., Suppression by flavonoids of cyclooxygenase-2 promoter-dependent transcriptional activity in colon cancer cells: structure-activity relationship. Jpn J Cancer Res. 2000 Jul;91 (7) :686-91.