2-Acetamidophenol

2-Acetamidophenol (Orthocetamol) is a regulator that targets ferroptosis and glutathione metabolic pathways, is the ortho-regioisomer of Paracetamol (HY-66005) . 2-Acetamidophenol has anti-atherosclerotic activity, and inhibiting total cholesterol (TC) and triglyceride (TG) in a zebrafish hyperlipidemia model with IC50s for 30 μM and 40 μM, respectively. 2-Acetamidophenol upregulates the expression of glutathione synthesis-related genes (such as GCLC, GCLM, GSS) and iron ion transport genes (such as FPN1, FTH), reduces the accumulation of intracellular reactive oxygen species (ROS) and ferrous ions (Fe2+), and enhances the activity of glutathione peroxidase GPX4, thereby inhibiting macrophage phagocytosis of oxidized low-density lipoprotein (ox-LDL) and foam cell formation[1][2].

Product Specifications

CAS Number

[614-80-2]

Product Name Alternative

Orthocetamol

UNSPSC

12352005

Hazard Statement

H302, H315, H319, H335

Target

Ferroptosis; Glutathione Peroxidase; LDLR; Reactive Oxygen Species (ROS)

Type

Reference compound

Related Pathways

Apoptosis; Immunology/Inflammation; Metabolic Enzyme/Protease; NF-κB

Applications

COVID-19-immunoregulation

Field of Research

Inflammation/Immunology; Cardiovascular Disease

Assay Protocol

https://www.medchemexpress.com/2-acetamidophenol.html

Purity

99.61

Solubility

DMSO : 50 mg/mL (ultrasonic)

Smiles

OC1=C(NC(C)=O)C=CC=C1

Molecular Formula

C8H9NO2

Molecular Weight

151.16

Precautions

H302, H315, H319, H335

References & Citations

[1]Zang X, et al. 2-Acetamidophenol (2-AAP) Suppresses the Progression of Atherosclerosis by Alleviating Hyperlipidemia and Attenuating the Ferroptosis Pathway. Mar Drugs. 2024 Nov 13;22 (11) :513.|[2]Andrusenko I, et al. The Crystal Structure of Orthocetamol Solved by 3D Electron Diffraction. Angew Chem Int Ed Engl. 2019 Aug 5;58 (32) :10919-10922.