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
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Other names
Dinitrochlorobenzene; Chlorodinitrobenzene; 2,4-Dinitrochlorobenzene; 2,4-Dinitrophenyl chloride; 4-Chloro-1,3-dinitrobenzene
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Identifiers |
Abbreviations |
CDNB; DNCB |
CAS number |
97-00-7 Y |
PubChem |
6 |
ChemSpider |
5 Y |
Jmol-3D images |
Image 1 |
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c1cc(c(cc1[N+](=O)[O-])[N+](=O)[O-])Cl
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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 [edit]
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.[1]
DNCB is used as a substrate in GST enzyme activity assays.[2] 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 [edit]
DNCB can cause contact dermatitis.[3]
References [edit]
- ^ "Treating warts". Harvard Medical School. Retrieved April 2, 2010.
- ^ Habig WH, Pabst MJ, Jakoby WB (1974). "Glutathione S-transferases. The first enzymatic step in mercapturic acid formation". J Biol Chem 249 (22): 7130–7139. PMID 4436300.
- ^ White SI, Friedmann PS, Moss C, Simpson JM (1986). "The effect of altering area of application and dose per unit area on sensitization by DNCB". Br. J. Dermatol. 115 (6): 663–8. doi:10.1111/j.1365-2133.1986.tb06646.x. PMID 3801307.
UpToDate Contents
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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 (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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