2319-96-2

Usage

Uses

Used in Research and Development:
5-METHYLBENZ[A]ANTHRACENE is used as a research chemical for studying the mechanisms of carcinogenesis and mutagenesis. Its application in this field is crucial for understanding the effects of PAHs on human health and the environment.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 5-METHYLBENZ[A]ANTHRACENE is used as a reference compound for the development of new drugs and therapies targeting cancer. Its carcinogenic properties make it a valuable tool for testing the efficacy of potential cancer treatments.
Used in Environmental Monitoring:
5-METHYLBENZ[A]ANTHRACENE is also used in environmental monitoring and assessment, as it is a common pollutant found in air, water, and soil samples. Its detection and quantification help in evaluating the level of contamination and the potential health risks associated with exposure to PAHs.
Used in Toxicology Studies:
5-METHYLBENZ[A]ANTHRACENE is employed in toxicology studies to investigate the toxic effects of PAHs on various organisms, including humans. These studies contribute to the development of safety guidelines and regulations to minimize the adverse health effects of PAH exposure.
Used in Cancer Research:
In cancer research, 5-METHYLBENZ[A]ANTHRACENE is used as a model compound to study the initiation and progression of cancer. Its ability to induce tumors in experimental models helps researchers understand the molecular mechanisms underlying cancer development and identify potential therapeutic targets.

InChI:InChI=1/C19H14/c1-13-10-16-11-14-6-2-3-7-15(14)12-19(16)18-9-5-4-8-17(13)18/h2-12H,1H3

Upstream product

• 873970-55-9 9'-methyl-3',4'-dihydro-1'H-spiro[cyclopentane-1,2'-phenanthrene] 
• 903631-55-0 3-(4-methyl-1-naphthyl)isobenzofuran-1(3H)-one 
• 35187-29-2 2-(4-Methylnaphthoyl)benzoic acid 
• 100790-93-0 5-methyl-7(12H)-benzanthracenone 
• 529-20-4 2-methylphenyl aldehyde 
• 31675-37-3 2-diacetoxymethyltoluene 
• 37803-24-0 o-Diacetoxymethyl-benzylbromid 
• 90-12-0 1-Methylnaphthalene 
• 124121-12-6 10-Methyl-10-p-toluolsulfonyloxymethyl-benzfluoren 
• 7248-49-9 2-[(4-methylnaphthalen-1-yl)methyl]benzoic acid 
• 115103-06-5 6a,7,12,12a-tetrahydro-6H-benz[a]anthracen-5-one 
• 75-16-1 methylmagnesium bromide 
• 58024-08-1 5-Methylbenzanthracene-7,12-quinone 

Downstream Products

• 85319-81-9 3-(Cyanomethyl)benzanthracene 

Relevant academic research and scientific papers

Synthesis of annulated arenes and heteroarenes by hydriodic acid and red phosphorus mediated reductive cyclization of 2-(Hetero)aroylbenzoic acids or 3-(Hetero)arylphthalides

Annulated arenes and hetarenes were prepared in good to very good yields by hydriodic acid/red phosphorus mediated reductive cyclization of 3-(hetero)aryl phthalides. The reductive cyclization also proceeded successfully with 2-aroylbenzoic acids and 2-aroylnaphthoic acids.

Synthesis of Annulated Anthracenes, Carbazoles, and Thiophenes Involving Bradsher-Type Cyclodehydration or Cyclization-Reductive-Dehydration Reactions

A conventional BF3·OEt2-mediated Bradsher-type cyclodehydration of 2-arylmethyl benzaldehydes in CH2Cl2 at room temperature gave polycyclic aromatic and heteroaromatic compounds. Alternatively, these compounds could be synthesized in better yields from 2-arylmethylbenzoic acids by triflic-acid-mediated cyclization followed by reductive dehydration.

Lewis acid mediated one-pot synthesis of aryl/heteroaryl-fused carbazoles involving a cascade Friedel-Crafts alkylation/electrocyclization/aromatization reaction sequence

A Lewis-acid-mediated domino reaction of 2/3-(bromomethyl)indoles with arenes/heteroarenes led to the formation of the corresponding annulated carbazoles. This three-step one-pot transformation proceeds by sequential Lewis acid catalysed Friedel-Crafts alkylation, electrocyclization and aromatization reactions. The strategy is highly efficient for the assembly of complex aryl/heteroaryl-fused carbazoles.

Synthesis of a Series of Novel Polycyclic Aromatic Systems: Isomers of Benzanthracene Containing a Cyclopenta-Fused Ring

The four possible isomers of benzanthracene containing a cyclopenta-fused ring have been synthesized and characterized.These systems are of interest for structure-activity studies in bioactivation because of their predicted high level of activity.Formation of fused five-membered rings by intramolecular cyclodehydration, often difficult to accomplish, was found to be smoothly effected in anhydrous HF, provided the reactivity index (Nt) for the appropriate electrophilic addition was favorable.The dihydro polycyclic aromatic alcohols obtained from reduction of the c orresponding keto cyclodehydration products were best dehydrated to the desired PAH by activity grade I neutral alumina in refluxing benzene.This dehydration proceeds in high yield without the formation of isomeric or polymeric side products that occurred even under such mild acid catalysis as p-toluenesulfonic acid.