57-97-6

Yellow to greenish-yellow crystals or a yellow solid. Odorless. Maximum fluorescence at 440 nm. Bluish-violet fluorescence in UV light.

7,12-DIMETHYLBENZ[A]ANTHRACENE is incompatible with strong oxidizing agents .

Insoluble in water.

This chemical is combustible.

DBA is a greenish-yellow solid. Polynucleararomatic hydrocarbons (PAHs) are compounds containingmultiple benzene rings and are also called polycyclic aromatic hydrocarbons. Molecular weight= 256.36; Freezing/Melting point= 122℃. Insoluble in water

Yellow Powder

A highly potent carcinogen that is activated by microsomal enzymes to a diol epoxide metabolite that binds covalently to DNA in mammalian cells, leading ultimately to tumor induction

ChEBI: A tetraphene having methyl substituents at the 7- and 12-positions. It is a potent carcinogen and is present in tobacco smoke.

The Journal of Organic Chemistry, 36, p. 966, 1971 DOI: 10.1021/jo00806a023

7,12-Dimethylbenz[a]anthracene has been found to be cytotoxic in nature, having carcinogenic properties. It also shows selective necrosis and hemorrhaging in the adrenal gland along with an inhibitory effect on plasma alkaline phosphatase levels. Its damaging effects are due to its ability to form charge transfer complexes by donating electrons to appropriate electron acceptors.

Oxidizing agents

If this chemical gets into the eyes, remove anycontact lenses at once and irrigate immediately for at least15 min, occasionally lifting upper and lower lids. If thischemical contacts the skin, remove contaminated clothingand wash immediately with soap and water. If this chemicalhas been inhaled, remove from exposure, begin rescuebreathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR if heart actionhas stopped. Transfer promptly to a medical facility

Store at -20°C

The name of this material is not in the DOT listof materials for label and packaging standards. However,based on regulations, it may be classified as anEnvironmentally hazardous substances, solid, n.o.s. Thischemical requires a shipping label of “CLASS 9.” It falls inHazard Class 9 and Packing Group III.[20,21

Purify DMBA by chromatography on alumina/toluene or *benzene. Crystallise it from acetone/EtOH. [Beilstein 5 IV 2587.]

Contact can irritate and burn theskin and eyes. Irritates the respiratory tract. High exposuremay damage the blood cells, causing anemia

The IRSL and SRSL were derived from the inhalation unit risk (IUR) factor for B(a)P of 1.76E-3 per μg/m3 .

[1] THAMARAISELVAN RENGARAJAN . Exposure to polycyclic aromatic hydrocarbons with special focus on cancer[J]. Asian Pacific journal of tropical biomedicine, 2015, 5 3: Pages 182-189. DOI: 10.1016/s2221-1691(15)30003-4
[2] ANNA CSISZAR. Chemically induced carcinogenesis in rodent models of aging: assessing organismal resilience to genotoxic stressors in geroscience research.[J]. GeroScience, 2019, 41 2: 209-227. DOI: 10.1007/s11357-019-00064-4
[3] E HUBERMAN  S K Y  M W Chou. Identification of 7,12-dimethylbenz[a]anthracene metabolites that lead to mutagenesis in mammalian cells.[J]. Proceedings of the National Academy of Sciences of the United States of America, 1979, 76 2: 862-866. DOI: 10.1073/pnas.76.2.862
[4] YEO-JUNG KWON. 7,12-Dimethylbenz[α]anthracene increases cell proliferation and invasion through induction of Wnt/β-catenin signaling and EMT process[J]. Environmental Toxicology, 2018, 33 7: 729-742. DOI: 10.1002/tox.22560
[5] JUN GAO. Cytochrome P450 1B1 is required for 7,12-dimethylbenz(a)-anthracene (DMBA) induced spleen cell immunotoxicity.[J]. Toxicological Sciences, 2005, 86 1: 68-74. DOI: 10.1093/toxsci/kfi176
[6] ALFREDO CARLOS S D BARROS. Induction of experimental mammary carcinogenesis in rats with 7,12-dimethylbenz(a)anthracene.[J]. Revista do Hospital das Clinicas, 2004, 59 5: 257-261. DOI: 10.1590/s0041-87812004000500006
[7] MARIA VÄHÄTUPA. Chemical-Induced Skin Carcinogenesis Model Using Dimethylbenz[a]Anthracene and 12-O-Tetradecanoyl Phorbol-13-Acetate (DMBA-TPA).[J]. Jove-Journal of Visualized Experiments, 2019. DOI: 10.3791/60445