2-Acetamidophenol

CAT: 0804-HY-W015600-01Size: 25 gDry Ice: NoHazardous: No
CAT#:0804-HY-W015600-01Size:25 g
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Description
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].
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.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Reference compound1
Clinical Information
No Development Reported
Isoform
GPX4

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