D3254
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D3254
Sigma
7,12-Dimethylbenz[a]anthracene
≥95%
| Synonym: | 1,4-Dimethyl-2,3-benzophenanthrene, 9,10-Dimethyl-1,2-benzanthracene, DMBA |
| CAS Number: | 57-97-6 |
| Linear Formula: | C20H16 |
| Molecular Weight: | 256.34 |
| Beilstein Registry Number: | 1912135 |
| EC Number: | 200-359-5 |
| MDL number: | MFCD00003600 |
| PubChem Substance ID: | 24893738 |
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Description
| Biochem/physiol Actions | The oxidation of DMBA by P450 enzymes produces metabolites that form covalent adducts with DNA and the formation within DNA of depurinated abasic sites. It is most commonly used to induce skin or mammary tumors in animals, though it also can induce leukemias and tumors at other sites. |
Properties
| assay | ≥95% |
| mp | 122-123 °C(lit.) |
Safety
| Personal Protective Equipment | Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges |
| Hazard Codes | T |
| Risk Statements | 45-22 |
| Safety Statements | 53-36/37-45 |
| RIDADR | UN3077 9/PG 3 |
| WGK Germany | 3 |
| RTECS | CW3850000 |
References
| reference | Devanesan, P.D., et al., Identification and quantitation of 7,12-dimethylbenz[a]anthracene-DNA adducts formed in mouse skin. Chem. Res. Toxicol. 6, 364-371, (1993) Abstract |
| Sugiyama, T., et al., 7,12-DMBA-induced rat leukemia: a review with insights into future research. Leuk. Res. 26, 1053-1068, (2002) Abstract | |
| Chow, L.W., et al., A rat cell line derived from DMBA-induced mammary carcinoma. Life Sci. 73, 27-40, (2003) Abstract | |
| Ishikawa, T., et al., Inhibition of skin cancer by IP6 in vivo: initiation-promotion model. Anticancer Res. 19, 3749-3752, (1999) Abstract | |
| Kleiner, H.E., et al., Role of cytochrome p4501 family members in the metabolic activation of polycyclic aromatic hydrocarbons in mouse epidermis. Chem. Res. Toxicol. 17, 1667-1674, (2004) Abstract | |
| Merck | Merck 13,3262 |
| Beilstein | Beil. 5,IV,2587 |
| Aldrich MSDS 1, 754:D / Corp MSDS 1 (1), 1352:C / FT-IR 1 (1), 966:B / FT-IR 2 (2), 1672:A / FT-NMR 1 (2), 54:B / IR-Spectra (3), 582:A / NMR-Reference 2 (1), 769:D / RegBook 1 (1), 1155:G / Sax 6, 1135 / Sigma FT-IR 1 (2), 497:C / Structure Index 1, 178:A:4 |
