CAS 57-97-6 7,12-Dimethylbenz(a)ant racene - Materials / Alfa Chemistry

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7,12-Dimethylbenz(a)ant racene

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Catalog Number

ACM57976

CAS Number

57-97-6

Product Name

7,12-Dimethylbenz(a)ant racene

Category

Electroluminescence Materials

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

Molecular Weight

256.3g/mol

Molecular Formula

C20H16

Canonical 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

EC Number

200-359-5

Exact Mass

256.125201g/mol

Formal Charge

Heavy Atom Count

Log P

5.8 (LogP);log Kow = 5.80

MeSH Entry Terms

7,12 Dimethylbenzanthracene;7,12-dimethylbenz(a)anthracene;7,12-Dimethylbenzanthracene;9,10-Dimethyl-1,2-benzanthracene

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

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