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Merck
CN

138630

1-Chloro-2,4-dinitrobenzene

97%

Synonym(s):

2,4-Dinitrochlorobenzene, CDNB, DNCB

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About This Item

Linear Formula:
ClC6H3(NO2)2
CAS Number:
97-00-7
Molecular Weight:
202.55
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24848362
EC Number:
202-551-4
Beilstein/REAXYS Number:
613161
MDL number:
MFCD00007075

Key Documents

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Product Name

1-Chloro-2,4-dinitrobenzene, 97%

InChI key

VYZAHLCBVHPDDF-UHFFFAOYSA-N

InChI

1S/C6H3ClN2O4/c7-5-2-1-4(8(10)11)3-6(5)9(12)13/h1-3H

SMILES string

[O-][N+](=O)c1ccc(Cl)c(c1)[N+]([O-])=O

assay

97%

form

solid

expl. lim.

22 %

bp

315 °C (lit.)

mp

48-50 °C (lit.)

solubility

alcohol: soluble (hot)
alcohol: very slightly soluble (cold)
benzene: soluble
carbon disulfide: soluble
diethyl ether: soluble
water: insoluble

functional group

chloro
nitro

Quality Level

100

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Application

1-Chloro-2,4-dinitrobenzene was used in determination of relative amounts of individual glutathione S-transferases subunits in human tissues by reverse-phase HPLC. It was used as contact sensitizer to study the antibacterial peptides hBD-2, -3 and -4 and LL-37 induced IL-18 protein release in human keratinocytes.

Biochem/physiol Actions

2,4-dinitrochlorobenzene induces atopic dermatitis in BALB/c mice model.

Preparation Note

The product is dissolved in ethanol when used as glutathione S-transferase substrate and then added to a buffer to form a final concentration of 1mM in phosphate buffer (8 mL of 0.2 M KH2PO4 and 28 mL of 0.1 M Na2HPO4 per 100 mL of solution, adjusted to pH 6.5) and 4% (v/v) ethanol.

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Danger

Hazard Classifications

Acute Tox. 2 Dermal - Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Skin Irrit. 2 - Skin Sens. 1

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 2

flash_point_f

381.2 °F - closed cup

flash_point_c

194 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
SDBB5740
STBL1466
STBK6718
STBK3781
STBK3548

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François Niyonsaba et al.
Journal of immunology (Baltimore, Md. : 1950), 175(3), 1776-1784 (2005-07-22)
In addition to its physical barrier against invading microorganisms, the skin produces antimicrobial peptides, human beta-defensins (hBDs) and cathelicidin LL-37, that participate in the innate host defense. Because IL-18 is produced by keratinocytes and involved in skin diseases in which
J D Rowe et al.
The Biochemical journal, 325 ( Pt 2), 481-486 (1997-07-15)
Uncertainties about the composition and identities of glutathione S-transferases (GSTs) in human tissue have impeded studies on their biological functions. A rigorous protocol has therefore been developed to characterize the human proteins. Cytosolic GST subunits were resolved by reverse-phase HPLC
Mingli Sun et al.
Molecular medicine reports, 9(2), 689-694 (2013-12-18)
Bacillus Calmette-Guerin extract (BCGE) has been proven to be clinically effective for anaphylactic disease, infectious diseases and cancer. In this study, we investigated the effect of the intramuscular application of BCGE on 2,4-dinitrochlorobenzene (DNCB)-induced atopic dermatitis (AD). We established an
Antony Anet et al.
Journal of hazardous materials, 370, 42-53 (2018-09-15)
This study investigates Bisphenol A (BPA) induced oxidative stress that mediates the genotoxicity in in vivo model Drosophila melanogaster. The calculated LC50 for BPA was 12.35 μg/mL. The strains of D. melanogaster were reared in 0.1, 1.0, 2.5 and 5.0 μg/mL BPA
L S Tran et al.
The Journal of investigative dermatology, 134(9), 2438-2446 (2014-04-16)
We have shown that the expression of human papillomavirus type 16 E7 (HPV16.E7) protein within epithelial cells results in local immune suppression and a weak and ineffective immune response to E7 similar to that occuring in HPV-associated premalignancy and cancers.
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