Cat. No.: HY-Y0278

Chloranil

(Synonyms: Tetrachloro-p-benzoquinone; TCBQ)

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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 .

For research use only. We do not sell to patients.

Purity: 98%
CAS No.: 118-75-2
Formula: C₆Cl₄O₂
Molecular Weight:245.88

Storage:

Powder -20°C, 3 years , 4°C, 2 years ; In solvent -80°C, 6 months , -20°C, 1 month

Chloranil Chemical Structure

CAS No.: 118-75-2

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Fluorescent Dye

Strong Fluorescence Signal / Multi-Disciplinary Applications / High Fluorescence Specificity

Biological Activity
- Description
- IC₅₀ & Target
- Cellular Effect
- In Vitro
- In Vivo
Chemical Information
Solvent & Solubility
- In Vitro
Purity & Documentation
References
Help & FAQs
Classifications
Bioz

Biological Activity

Description

IC₅₀ & Target^[1]

TLR4

All Toll-like Receptor (TLR) Isoforms :

All JNK Isoforms :

Cellular Effect

Cell Line	Type	Value	Description	References
MRC5	IC₅₀	>100 μM Compound: 16	Cytotoxicity against human MRC5 cells assessed as cell growth inhibition after 48 hrs by alamar blue assay Cytotoxicity against human MRC5 cells assessed as cell growth inhibition after 48 hrs by alamar blue assay	[PMID: 26638044]

In Vitro

Chloranil (20 μM; 12-24 h) induces ferroptosis in PC12 cells^[1].
Chloranil (0-50 μM; 24 h) induces apoptosis in mouse embryonic stem cells in a dose-dependent manner[2].
Chloranil (10 μM; 1.5-3 h) induces neutrophil extracellular traps by ROS-JNK-NOX2 signaling pathway in mouse neutrophils^[3].
Chloranil (25 μM; 6 h) decreases the viability of PC12 cells, increases the expression and interaction of TLR4 and MyD88, and up-regulates the expression and interaction of CD14 and MD2^[4].
Chloranil (25 μM; 6 h) stimulates the expression of inflammatory factors and activates MAPK signaling pathway in PC12 cells^[4].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Western Blot Analysis^[3]

Cell Line:

Mouse neutrophil
Concentration:

10 μM
Incubation Time:

1.5 h
Result:

Significantly increased the phosphorylation level of JNK.
Increased the level of NOX2.

Western Blot Analysis^[4]

Cell Line:

PC12 cells
Concentration:

25 μM
Incubation Time:

6 h
Result:

Enhanced the expression levels of TLR4 and MyD88.
Enhanced the expression levels of CD14 and MD2.
Enhanced the expression levels of TNF-a, IL-1β and IL-6.
Enhanced the expression levels of c-fos, c-jun and AP-1.
Increased the phosphorylation levels of p38, JNK and ERK.

In Vivo

Chloranil (10 mg/kg; Oral administration; 2 weeks) induces nerve damage in mice^[4].
Chloranil (1 mg/kg; Intraperitoneal injection; 3 days) has a strong hepatotoxic effect in mice, but can be alleviated by chlorogenic acid (HY-N0055)^[5].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Animal Model:

Male C57BL/6 TLR4 wild-type mice (5-8 weeks old)^[4]
Dosage:

10 mg/kg
Administration:

Oral administration (p.o.); 2 weeks
Result:

Caused severe coagulation necrosis, nuclear pyknosis, anachromasis and shrunken neuronal bodies in both cortical and the hippocampus region.
Caused cortical damage.
Decreased NeuN-positive neurons and increased highly activated microglia in cortex.

Animal Model:

Male Kunming mice (22 ± 2 g)^[5]
Dosage:

1 mg/kg
Administration:

Intraperitoneal injection (i.p.); 3 days
Result:

Caused marked liver cell necrosis and inflammation but not apoptosis, and this damage was alleviated by Chlorogenic acid (HY-N0055).
Enhanced serum ALT, AST activities, TBIL content, hepatic oxidative stress and lipid peroxidation, decreased GSH content and inhibited the activities of antioxidant enzymes.
Up-regulated HO-1 and NQO1 expression.

Chemical Information

CAS No. 118-75-2
Appearance Solid
Molecular Weight 245.88
Formula C₆Cl₄O₂
Color Light yellow to green yellow
SMILES

O=C1C(Cl)=C(Cl)C(C(Cl)=C1Cl)=O
Synonyms

Tetrachloro-p-benzoquinone; TCBQ
Shipping

Room temperature in continental US; may vary elsewhere.

Storage

Powder	-20°C	3 years
	4°C	2 years
In solvent	-80°C	6 months
	-20°C	1 month

Solvent & Solubility

In Vitro:

DMSO : 5 mg/mL (20.34 mM; ultrasonic and warming and heat to 60°C; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

View the Complete Stock Solution Preparation Table

Preparing Stock Solutions

View the Complete Stock Solution Preparation Table

Concentration Solvent Mass

1 mg

5 mg

10 mg

Concentration

Solvent

Mass

1 mM

4.0670 mL

20.3351 mL

40.6702 mL

5 mM

0.8134 mL

4.0670 mL

8.1340 mL

10 mM

0.4067 mL

2.0335 mL

4.0670 mL

Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.

Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

Molarity Calculator

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

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Dilution Calculator

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Purity & Documentation

Select Batch:

Purity: 99.98%

Assay: 99.98%

ee.: 99.98%

Data Sheet (283 KB)
SDS (758 KB)
- English - EN (758 KB)
- Français - FR (758 KB)
- Deutsch - DE (758 KB)
- Norwegian - NO (758 KB)
- Español - ES (758 KB)
- Swedish - SV (758 KB)
- Italian - IT (758 KB)
- Korean - KR (758 KB)
- Portuguese - PT (758 KB)
COA (2659 KB)
Elemental Analysis Report (2659 KB)
HNMR (2659 KB)
CNMR (2659 KB)
RP-HPLC (2659 KB)
NP-HPLC (2659 KB)
MS (2659 KB)
LCMS (2659 KB)
IR (2659 KB)
GC (2659 KB)
OR (2659 KB)
SDS-PAGE (2659 KB)
SEC-HPLC (2659 KB)
Other Report (2659 KB)
Handling Instructions (2659 KB)

References

[1]. Liu Z, et al. Tetrachlorobenzoquinone exposure triggers ferroptosis contributing to its neurotoxicity. Chemosphere. 2021 Feb;264(Pt 1):128413. [Content Brief]

[2]. 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. [Content Brief]

[3]. 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. [Content Brief]

[4]. 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. [Content Brief]

[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. [Content Brief]

Help & FAQs

How should lyophilized recombinant proteins be reconstituted and stored?

1. Before opening the cap, centrifuge the vial at 13000 rpm for 20-30 seconds. This step will ensure that any lyophilized powder that may have adhered to the cap or walls is collected at the bottom of the vial, minimizing the risk of product loss.

Complete Stock Solution Preparation Table

Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

Optional Solvent	Concentration Solvent Mass	1 mg	5 mg	10 mg	25 mg
DMSO	1 mM	4.0670 mL	20.3351 mL	40.6702 mL	101.6756 mL
	5 mM	0.8134 mL	4.0670 mL	8.1340 mL	20.3351 mL
	10 mM	0.4067 mL	2.0335 mL	4.0670 mL	10.1676 mL
	15 mM	0.2711 mL	1.3557 mL	2.7113 mL	6.7784 mL
	20 mM	0.2034 mL	1.0168 mL	2.0335 mL	5.0838 mL

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Chloranil

Anti-Infection Compound Library

Apoptosis Compound Library

Immunology/Inflammation Compound Library

MAPK Compound Library

Metabolism/Protease Compound Library

NF-κB Signaling Compound Library

Small Molecule Immuno-Oncology Compound Library

Anti-Aging Compound Library

Antioxidant Compound Library

Oxygen Sensing Compound Library

Antifungal Compound Library

Ferroptosis Compound Library

Pyroptosis Compound Library

Orally Active Compound Library

Transcription Factor-Targeted Library

Human Metabolite Library

Pain-Related Compound Library

Membrane Protein-targeted Compound Library

Membrane Receptor-targeted Compound Library

Autoimmune Disease Compound Library

Cell Death Library

Multi-Target Compound Library

Radioprotector Library

Bioactive Compound Library Max

Bioactive Compound Library

Protein Kinase Compound Library

Non-Alcoholic Fatty Liver Disease (NAFLD) Compound Library

Cell Proliferation Compound Library

High-Throughput Bioactive Compound Library

Mass Spectrometry Human Metabolite Library

Pattern Recognition Receptors Library

Environmental Pollutant Compound Library

Lactylation Compound Library

All Toll-like Receptor (TLR) Isoforms

All JNK Isoforms

Biological Activity

Chemical Information

Solvent & Solubility

Purity & Documentation

References

Help & FAQs

Complete Stock Solution Preparation Table

Chloranil Related Classifications

HY-Y0278 Related Classifications