7,12-Dimethylbenz(a)anthracene

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7,12-Dimethylbenz(a)anthracene[1]
Identifiers
CAS number 57-97-6 YesY
PubChem 6001
ChemSpider 5779 YesY
ChEBI CHEBI:254496 YesY
ChEMBL CHEMBL329673 YesY
Jmol-3D images Image 1
Properties
Molecular formula C20H16
Molar mass 256.34104
Melting point 122–123 °C
Hazards
R-phrases R45 R22
S-phrases S53 S36/37 S45
Main hazards T (Toxic)
 YesY (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

7,12-Dimethylbenz(a)anthracene is an immunosuppressor and a powerful organ-specific laboratory carcinogen.[2] Also known as 7,12-dimethylbenz[α]anthracene or DMBA, this substance is widely used in many research laboratories studying cancer. DMBA serves as a tumor initiator by making necessary mutations. Tumor promotion can be induced with treatments of TPA (12-O-tetradecanoylphorbol-13-acetate) in some models of two-stage carcinogenesis.[3] This allows for a greatly accelerated rate of tumor growth, making many cancer studies possible.

References

  1. 7,12-Dimethylbenz(a)anthracene at Sigma-Aldrich
  2. Miyata M, Furukawa M, Takahashi K, Gonzalez FJ, Yamazoe Y. (2001) Mechanism of 7, 12-Dimethylbenz[a]anthracene-Induced Immunotoxicity: Role of Metabolic Activation at the Target Organ. Jpn J Pharmacol 86:302-309. Link
  3. Sung YM, He G, Fischer, SM. (2005) Lack of Expression of the EP2 but not EP3 Receptor for Prostaglandin E2 Results in Suppression of Skin Tumor Development. Cancer Res 65:9304-9311
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