118-75-2
118-75-2
Chemical Structure
Chloranil
Synonym(s): Tetrachloro-p-benzoquinone; TCBQ
- CAS No.: 118-75-2
- Formula:C6Cl4O2
- Molecular Weight:245.88
IUPAC Name: 2,3,5,6-tetrachlorocyclohexa-2,5-diene-1,4-dione
InChIKey: UGNWTBMOAKPKBL-UHFFFAOYSA-N
SMILES: O=C1C(Cl)=C(Cl)C(C(Cl)=C1Cl)=O
Biological Activity: 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] .
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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Chloranil | 99.33% | 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 . | ||||||||||||||||||||
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Chloranil (Standard) | ≥98% | Chloranil (Standard) is the analytical standard of Chloranil. This product is intended for research and analytical applications. Chloranil, 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. | ||||||||||||||||||||
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Tetrahydroxyquinone | 98.0% | Tetrahydroxyquinone (Tetrahydroxy-1,4-benzoquinone), a primitive anticataract agent, is a redox active benzoquinone. Tetrahydroxyquinone can take part in a redox cycle with semiquinone radicals, leading to the formation of reactive oxygen species (ROS). | ||||||||||||||||||||
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Tetrahydroxyquinone monohydrate | 97.0% | Tetrahydroxyquinone monohydrate (Tetrahydroxy-1,4-benzoquinone monohydrate), a primitive anticataract agent, is a redox active benzoquinone. Tetrahydroxyquinone monohydrate can take part in a redox cycle with semiquinone radicals, leading to the formation of reactive oxygen species (ROS). | ||||||||||||||||||||
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Chlorogentisylquinone | Chlorogentisylquinone is found in the strain of FOM-8108. The IC50 of inhibitory rat meningeal nSMase is 1.2 μM, and the IC50 of P388 cells is 7.6 μM. | |||||||||||||||||||||
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2,5-Dihydroxy-1,4-benzoquinone | 99.27% | 2,5-Dihydroxy-1,4-benzoquinone (DHBQ) is a redox-active quinone-based organic ligand with antibacterial activity that can be obtained from fungal metabolites. After 2,5-Dihydroxy-1,4-benzoquinone is incorporated into the Fe (dhbq) metal-organic framework, a two-electron redox process occurs, which helps improve the discharge capacity of Li+-ion battery cathodes. 2,5-Dihydroxy-1,4-benzoquinone can be used to construct conductive metal-organic frameworks suitable for Li+-ion battery cathodes. | ||||||||||||||||||||
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Toluquinone | Toluquinone is a Toluquinol analogue. Toluquinone shows lower growth inhibitory activity against a panel of cancer cell lines of breast adenocarcinoma, promyelocytic leukemia, glioblastoma, fibrosarcoma, and colorectal adenocarcinoma than Toluquinol. | |||||||||||||||||||||
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2,6-Dimethylbenzoquinone | 99.36% | 2,6-Dimethylbenzoquinone (2,6-DMBQ) is a benzoquinone derivative. 2,6-Dimethylbenzoquinone promotes Photosystem II-mediated photoelectrochemical water oxidation via electron transfer between spinach chloroplast Photosystem II membranes and carbon paste electrodes, and accepts electrons from Photosystem II during oxygen evolution assays. 2,6-Dimethylbenzoquinone undergoes direct photolysis in aqueous solution under 365 nm conditions, producing 2,6-dimethylhydroquinone and 3-hydroxy-2,6-dimethylbenzoquinone. | ||||||||||||||||||||
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2,5-Dimethyl-1,4-benzoquinone | 99.35% | 2,5-Dimethyl-1,4-benzoquinone is a jack bean urease (HY-P2767) inhibitor (IC50: 0.98 μM). 2,5-Dimethyl-1,4-benzoquinone can be used in the study of soil urease activity in agriculture. | ||||||||||||||||||||
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Trimethylbenzoquinone | 99.87% | Trimethylbenzoquinone (Compound 5) is a methylated benzoquinone. Trimethylbenzoquinone exhibits moderate cytotoxicity against K562 cells, with its IC50 being 0.75 μM. Trimethylbenzoquinone is completely unable to cause inter-strand DNA cross-linking and cannot alkylate DNA guanines. Trimethylbenzoquinone can be used to study the relationship between the nitrogen heterocyclic group and DNA cross-linking. | ||||||||||||||||||||
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Duroquinone | 99.85% | Duroquinone (Tetramethylquinone) is a model compound of amphiphilic quinone, which can be used as an oxidative-reductive activity probe. Duroquinone can be easily reduced by biological systems to hydrogen peroxide (DQH₂) or semi-quinone free radicals (DQ•⁻). Duroquinone can freely pass through the cell membrane, facilitating the study of the electron transfer process inside and outside the cells. Duroquinone can be used to investigate the relationship between metabolism in the pulmonary circulation and endothelial cells. | ||||||||||||||||||||
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2,6-Dichloroquinone-4-chloroimide | 99.13% | 2,6-Dichloroquinone-4-chloroimide is a spray reagent for organic compounds. 2,6-Dichloroquinone-4-chloroimide can be used in thin-layer chromatograms and detecting phenol and its derivatives. 2,6-Dichloroquinone-4-chloroimide can be used as an optical sensor for rapid detection of permethrin in treated wood. | ||||||||||||||||||||
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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]
