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Chloranil

CAT: 0804-HY-Y0278-01Size: 25 gDry Ice: NoHazardous: No
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CAT#:0804-HY-Y0278-01Size:25 g
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
Chloranil (Tetrachloro-p-benzoquinone), an orally active metabolite of pentachlorophenol and hexachlorobenzene, is a widely used fungicide. Chloranil can induce ROS production. Chloranil induces neutrophil extracellular traps through the ROS-JNK-NOX2 pathway. Chloranil induces ferroptosis and neuroinflammation. Chloranil induces apoptosis of mouse embryonic stem cells[1][2][3][4][5] .
CAS Number
118-75-2
Product Name Alternative
Tetrachloro-p-benzoquinone; TCBQ
UNSPSC
12352211
Hazard Statement
H315, H317, H318, H410
Target
Apoptosis; Ferroptosis; Fungal; JNK; MyD88; Reactive Oxygen Species (ROS) ; Toll-like Receptor (TLR)
Type
Reference compound
Related Pathways
Anti-infection; Apoptosis; Immunology/Inflammation; MAPK/ERK Pathway; Metabolic Enzyme/Protease; NF-κB
Applications
COVID-19-immunoregulation
Field of Research
Infection; Metabolic Disease; Inflammation/Immunology; Neurological Disease
Assay Protocol
https://www.medchemexpress.com/chloranil.html
Purity
99.51
Solubility
DMSO : 5 mg/mL (ultrasonic; warming; heat to 60°C)
Smiles
O=C1C(Cl)=C(Cl)C(C(Cl)=C1Cl)=O
Molecular Formula
C6Cl4O2
Molecular Weight
245.88
Precautions
H315, H317, H318, H410
References & Citations
[1]Fu J, et al.The acute exposure of tetrachloro-p-benzoquinone (a.k.a. chloranil) triggers inflammation and neurological dysfunction via Toll-like receptor 4 signaling: The protective role of melatonin preconditioning. Toxicology. 2017 Apr 15;381:39-50. |[2]Liu Z, et al. Tetrachlorobenzoquinone exposure triggers ferroptosis contributing to its neurotoxicity. Chemosphere. 2021 Feb;264 (Pt 1) :128413. |[3]Zuehlke A, et al. Elevated 5-hydroxymethycytosine and cell apoptosis induced by tetrachloro-1,4-benzoquinone in mouse embryonic stem cells. J Environ Sci (China) . 2017 Jan;51:1-4.|[4]Lv X, et al. Tetrachlorobenzoquinone exhibits immunotoxicity by inducing neutrophil extracellular traps through a mechanism involving ROS-JNK-NOX2 positive feedback loop. Environ Pollut. 2021 Jan 1;268 (Pt B) :115921. |[5]Xu D, et al. Tetrachlorobenzoquinone induces acute liver injury, up-regulates HO-1 and NQO1 expression in mice model: the protective role of chlorogenic acid. Environ Toxicol Pharmacol. 2014 May;37 (3) :1212-20.
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
TLR4

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