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| | 7,12-DIMETHYLBENZ[A]ANTHRACENE Basic information |
| Product Name: | 7,12-DIMETHYLBENZ[A]ANTHRACENE | | Synonyms: | N-BENZYL-N, N-DIMETHYLAMINE;N,N-DIMETHYLBENZENEMETHANAMINE;N,N-BENZYLDIMETHYLAMINE;9,10-DIMETHYL-1,2-BENZANTHRACENE;7,12-DIMETHYLBENZ[A]ANTHRACENE;1,4-DIMETHYL-2,3-BENZOPHENANTHRENE;1,4-DIMETHYL-2,3-BENZ-PHENANTHRENE;LUPRAGEN(R) N 103 | | CAS: | 57-97-6 | | MF: | C20H16 | | MW: | 256.34 | | EINECS: | 200-359-5 | | Product Categories: | Alpha Sort;D;DAlphabetic;DID - DIN;Volatiles/ Semivolatiles;Aromatics;Mutagenesis Research Chemicals;Organics;Aromatics Compounds;OLED | | Mol File: | 57-97-6.mol | ![7,12-DIMETHYLBENZ[A]ANTHRACENE Structure](CAS/GIF/57-97-6.gif) |
| | 7,12-DIMETHYLBENZ[A]ANTHRACENE Chemical Properties |
| Melting point | 122-123 °C(lit.) | | Boiling point | 183-184 °C765 mm Hg(lit.) | | density | 0.9 g/mL at 25 °C(lit.) | | refractive index | n20/D 1.501(lit.) | | Fp | 130 °F | | storage temp. | Sealed in dry,Room Temperature | | solubility | Do you have solubility information on this product that you would like to share | | form | Crystalline Powder | | color | Yellow to greenish | | Merck | 14,3235 | | BRN | 1912135 | | CAS DataBase Reference | 57-97-6(CAS DataBase Reference) | | EPA Substance Registry System | 7,12-Dimethylbenz[a]anthracene (57-97-6) |
| | 7,12-DIMETHYLBENZ[A]ANTHRACENE Usage And Synthesis |
| Chemical Properties | Yellow Powder | | Uses | 7,12-Dimethylbenz[a]anthracene was used:
- to study the effects of Cimicifuga racemosa (CR) extract on the growth of mammary tumor induced by 7,12-Dimethylbenz[a]anthracene
- in the study to compare the anti-carcinogenic properties of four red wine polyphenols as an initiator to cause skin cancer in CD-1 mouse model
- to induce epithelial carcinogenicity in order to study the apoptotic, proliferating and p12doc-1 profiles of normal, hyperplastic, dysplastic and malignant oral epithelium in the cheek pouch of the Syrian hamster
- to cause mammary tumors to examine the causes and prevention of triacylglycerol accumulation in rat liver due to tamoxifen
| | Uses | 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 | | Definition | ChEBI: A tetraphene having methyl substituents at the 7- and 12-positions. It is a potent carcinogen and is present in tobacco smoke. | | Synthesis Reference(s) | The Journal of Organic Chemistry, 36, p. 966, 1971 DOI: 10.1021/jo00806a023 | | General Description | Yellow to greenish-yellow crystals or a yellow solid. Odorless. Maximum fluorescence at 440 nm. Bluish-violet fluorescence in UV light. | | Air & Water Reactions | Insoluble in water. | | Reactivity Profile | 7,12-DIMETHYLBENZ[A]ANTHRACENE is incompatible with strong oxidizing agents . | | Fire Hazard | 7,12-DIMETHYLBENZ[A]ANTHRACENE is combustible. | | Biochem/physiol Actions | 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. | | Safety Profile | Suspected carcinogen
with experimental carcinogenic,
neoplastigenic, tumorigenic, and teratogenic
data. A transplacental carcinogen. Poison by
ingestion, intravenous, subcutaneous,
intraperitoneal, and intratracheal routes.
Other experimental reproductive effects.
Human mutation data reported. A skin
irritant. When heated to decomposition it
emits acrid smoke and irritating fumes. | | Purification Methods | Purify DMBA by chromatography on alumina/toluene or *benzene. Crystallise it from acetone/EtOH. [Beilstein 5 IV 2587.] |
| | 7,12-DIMETHYLBENZ[A]ANTHRACENE Preparation Products And Raw materials |
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