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Sigma-Aldrich

7,12-Dimethylbenz[a]anthracene

≥98%

Synonym(s):

1,4-Dimethyl-2,3-benzophenanthrene, 9,10-Dimethyl-1,2-benzanthracene, DMBA

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About This Item

Empirical Formula (Hill Notation):
C20H16
CAS Number:
57-97-6
Molecular Weight:
256.34
Beilstein:
1912135
EC Number:
200-359-5
MDL number:
MFCD00003600
UNSPSC Code:
12352103
PubChem Substance ID:
329752186

Assay

≥98%

mp

122-123 °C (lit.)

SMILES string

Cc1c2ccccc2c(C)c3c1ccc4ccccc34

InChI

1S/C20H16/c1-13-16-8-5-6-9-17(16)14(2)20-18(13)12-11-15-7-3-4-10-19(15)20/h3-12H,1-2H3

InChI key

ARSRBNBHOADGJU-UHFFFAOYSA-N

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Application

One of the most potent carcinogenic polycyclic aromatic hydrocarbons.

replaced by

Product No.
Description
Pricing

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Danger

Hazard Statements

H302,H350

Precautionary Statements

P201 - P308 + P313

Hazard Classifications

Acute Tox. 4 Oral - Carc. 1B

Storage Class Code

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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A Garg et al.
International journal of oncology, 3(2), 185-189 (1993-08-01)
The ability of the mammary procarcinogen 7,12-dimethylbenz(a)anthracene (DMBA) to induce the expression of selected molecular and cellular biomarkers for preneoplastic transformation is examined in a newly developed, immortalized but nontumorigenic mammary epithelial cell line C57/MG. This cell line is established
Ramar Perumal Samy et al.
PloS one, 7(12), e48514-e48514 (2013-01-04)
Breast cancer is the most common cancer among women. To date, improvements in hormonal and cytotoxic therapies have not yet led to a sustained remission or cure. In the present study, we investigated the in vitro and in vivo antitumor
Anthony J Apostoli et al.
International journal of cancer, 134(5), 1055-1066 (2013-08-13)
Breast cancer is the leading cause of new cancer diagnoses among women. Using peroxisome proliferator-activated receptor (PPAR)γ((+/-)) mice, we showed normal expression of PPARγ was critical to stop 7,12-dimethylbenz[a]anthracene (DMBA)-induced breast tumorigenesis. PPARγ is expressed in many breast cell types
J DiGiovanni et al.
Drug metabolism reviews, 11(1), 61-101 (1980-01-01)
As the result of rapidly developing technological advances, our understanding of the biotransformation and bioactivation of 7, 12-DMBA has increased markedly in recent years. In terms of the metabolic conversion of this polynuclear aromatic hydrocarbon to reactive mutagen/carcinogens, the "bay
E Hallberg
Journal of biochemical toxicology, 5(2), 71-90 (1990-01-01)
The adrenal cortex contains high amounts of detoxifying enzymes, as well as generators and protectors of reactive oxygen species. The high content of cytochrome P-450 enzymes in the adrenal cortex together with its remarkable tendency to accumulate hydrophobic substances probably
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