dinitrochlorobenzene

ジニトロクロロベンゼン

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出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2013/05/27 20:19:03」(JST)

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2,4-Dinitrochlorobenzene
IUPAC name 1-Chloro-2,4-dinitrobenzene
Other names Dinitrochlorobenzene; Chlorodinitrobenzene; 2,4-Dinitrochlorobenzene; 2,4-Dinitrophenyl chloride; 4-Chloro-1,3-dinitrobenzene
Identifiers
Abbreviations	CDNB; DNCB
CAS number	97-00-7 Y
PubChem	6
ChemSpider	5 Y
Jmol-3D images	Image 1
SMILES c1cc(c(cc1[N+](=O)[O-])[N+](=O)[O-])Cl
Properties
Molecular formula	C6H3ClN2O4
Molar mass	202.55 g mol−1
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

2,4-Dinitrochlorobenzene (DNCB) is a benzene derivative. It is an electrophilic, cytotoxic compound that is used in biochemical research involving glutathione-S-transferases (GSTs).

Uses

DNCB induces a type IV hypersensitivity reaction in almost all people exposed to it, so it is used medically to assess the T cell activity in patients. This is a useful diagnostic test for immunocompromised patients. It can also be used to treat warts.

DNCB is used as a substrate in GST enzyme activity assays. The molecule is conjugated to a single molecule of reduced glutathione which then absorbs at 340 nm. Affinity of CDNB for each class of GST varies and so it is not a good measure of activity for some forms (e.g. GSTT and GSTZ).^{[citation needed]}

Safety

DNCB can cause contact dermatitis.

References

UpToDate Contents

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• 1. 皮膚疣贅 cutaneous warts
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English Journal

• Contact allergic response to dinitrochlorobenzene (DNCB) in rats: Insight from sensitization phase.

• Popov A, Mirkov I, Miljkovi? D, Belij S, Zolotarevski L, Kataranovski D, Kataranovski M.SourceDepartment of Ecology, Institute for Biological Research "Sini?a Stankovi?", University of Belgrade, Bulevar Despota Stefana 142, 11000 Belgrade, Serbia.
• Immunobiology.Immunobiology.2011 Jul;216(7):763-70. Epub 2010 Dec 25.
• Contact hypersensitivity (CHS) is a T-cell-mediated skin inflammatory reaction to cutaneous exposure to small sensitizing chemicals, haptens. Majority of CHS studies were conducted in mice and there is paucity of data in other experimental animals. In the present study, characteristics of contact hy
• PMID 21281978

• Dipeptidyl peptidase IV (DPP4) deficiency increases Th1-driven allergic contact dermatitis.

• Tasic T, Baumer W, Schmiedl A, Schwichtenhovel F, Pabst R, Raap U, von Horsten S, Stephan M.SourceInstitute of Functional and Applied Anatomy, Hannover Medical School, Hannover, Germany Department of Pharmacology, Toxicology and Pharmacy, University of Veterinary Medicine, Hannover, Germany Clinic of Dermatology and Allergology, Hannover Medical School, Hannover, Germany Experimental Therapy, Franz-Penzoldt-Center, University of Erlangen, Erlangen, Germany Clinic of Psychosomatics and Psychotherapy, Hannover Medical School, Hannover, Germany.
• Clinical and experimental allergy : journal of the British Society for Allergy and Clinical Immunology.Clin Exp Allergy.2011 Jun 14. doi: 10.1111/j.1365-2222.2011.03778.x. [Epub ahead of print]
• Background CD26 or dipeptidyl peptidase IV (DPP4) is known to be involved in several immunological processes and has recently been reported to play a crucial role in the allergic responses of the lungs. Objectives To explore the impact of DPP4 on the allergic response of the skin. Methods Skin biops
• PMID 21672052

Japanese Journal

• Dipyridamole Suppresses High Glucose-Induced Osteopontin Secretion and mRNA Expression in Rat Aortic Smooth Muscle Cells

• HSIEH Ming-Song,ZHONG Wen-Bin,YU Shu-Chuan,LIN John Yi-Chung,CHI Wei-Ming,LEE Horng-Mo
• Circulation journal : official journal of the Japanese Circulation Society 74(6), 1242-1250, 2010-05-25
• … Induction of osteopontin was reversed when cells were pretreated with N-[2-bromocinnamyl(amino)ethyl]-5-isoquinolinesulfonamide (H89, cAMP-dependent protein kinase inhibitor), KT5823 (cGMP-dependent protein kinase inhibitor), or dinitrochlorobenzene (thioredoxin reductase inhibitor). …
• NAID 10026475114

• Modification of cell-surface thiols elicits activation of human monocytic cell line THP-1 : Possible involvement in effect of haptens 2,4-dinitrochlorobenzene and nickel sulfate

• Hirota Morihiko,Suzuki Mie,Hagino Shigenobu,Kagatani Saori,Sasaki Yoshinori,Aiba Setsuya,Itagaki Hiroshi
• Journal of toxicological sciences 34(2), 139-150, 2009-04-01
• … 2,4-Dinitrochlorobenzene (DNCB), but not dinitrophenol (DNP)-conjugated bovine serum albumin or DNP-conjugated fetal bovine serum, induced CD86 expression. …
• NAID 110007160550

Related Links

• 2,4-Dinitrochlorobenzene - Wikipedia, the free encyclopedia

2,4-Dinitrochlorobenzene (DNCB) is a benzene derivative. It is an electrophilic, cytotoxic compound that is used in biochemical research involving glutathione-S- transferases (GSTs). ...

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