7,12-Dimethylbenz(a)ant racene

• CAS: 57-97-6
• Catalog Number: ACM57976
• Category: Other Products
• Molecular Weight: 256.3g/mol
• Molecular Formula: C20H16
• Description: 7,12-dimethylbenz[a]anthracene appears as yellow to greenish-yellow crystals or a yellow solid. Odorless. Maximum fluorescence at 440 nm. Bluish-violet fluorescence in UV light. (NTP, 1992)
• IUPAC Name: 7,12-dimethylbenzo[a]anthracene
• SMILES: CC1=C2C=CC3=CC=CC=C3C2=C(C4=CC=CC=C14)C
• InChI: 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
• Melting Point: 252 to 253 °F (NTP, 1992);122.5 °C;123 °C
• Flash Point: 187 °F (NTP, 1992)
• Solubility: less than 1 mg/mL at 64° F (NTP, 1992);1.52e-07 M;In water, 0.061 mg/L water at 25 °C;In water, 0.039 mg/L water (average of 6 measured values from literature at 24-27 °C);Slightly soluble in alcohol; soluble in carbon disulfide, toluene;May be solubilized in water by purines such as caffeine, tetramethyluric acid; nucleosides, adenosine, & guanosine also show a solvent action;Freely soluble in benzene; moderately soluble in acetone; slightly soluble in alcohol
• Application: 7,12-Dimethylbenz[a]anthracene serves as a powerful research tool in the study of cancer mechanisms and potential treatments. This greenish-yellow tetraphene, a type of polycyclic aromatic hydrocarbon known for its potent carcinogenic properties and presence in tobacco smoke, is utilized in various experimental models to explore its effects on tumor development and progression. It has been used to induce mammary tumors and skin cancer in animal models, such as CD-1 mice and Syrian hamsters, to study the roles of different substances, like Cimicifuga racemosa extract, in tumor growth inhibition and the anti-carcinogenic effects of red wine polyphenols. Additionally, it provides a basis for examining the biochemical processes, such as apoptosis and proliferation, in both normal and abnormal oral epithelial cells, and investigating causes and preventive measures for triacylglycerol accumulation in rat livers affected by tamoxifen. Its unique chemical structure, characterized by methyl groups at the 7- and 12-positions and its physical properties, make it an essential compound in cancer research.
• Color/Form: Plates, leaflets from acetone-alcohol, faint greenish-yellow tinge;Pale yellow plates from alcohol, acetic acid
• Complexity: 346
• Covalently-Bonded Unit Count: 1
• Decomposition: Hazardous decomposition products formed under fire conditions - Carbon oxides.[Sigma-Aldrich; Safety Data Sheet for 7,12-Dimethylbenz;When heated to decomposition it emits acrid smoke and irritating fumes.
• EC Number: 200-359-5
• Exact Mass: 256.125201g/mol
• Formal Charge: 0
• H-Bond Acceptor: 0
• H-Bond Donor: 0
• Heavy Atom Count: 20
• LogP: 5.8 (LogP);log Kow = 5.80
• Monoisotopic Mass: 256.125201g/mol
• NSC Number: 408823
• Odor: Odorless[NOAA; CAMEO Chemicals. Database of Hazardous Materials. 7,12-Dimethylbenz
• Other Experimental: Henry's Law constant = 3.8X10-6 atm-cu m/mol at 25 °C (estimated from vapor pressure & water solubility);Hydroxyl radical reaction rate constant = 1.6X10-10 cu cm/molec-sec at 25 deg C (est)
• Rotatable Bond Count: 0
• RTECS Number: CW3850000
• Stability: Stable under recommended storage conditions.[Sigma-Aldrich; Safety Data Sheet for 7,12-Dimethylbenz
• UNII: F05B6S0395
• UN Number: 3077
• Vapor Pressure: 6.8X10-7 mm Hg at 25 °C
• XLogP3: 5.8