Cas no 2498-76-2 (2-Methylbenzaanthracene)

2-Methylbenz[a]anthracene is a polycyclic aromatic hydrocarbon (PAH) commonly used in research as a model compound for studying carcinogenic mechanisms and metabolic pathways. Its structural similarity to other PAHs makes it valuable for investigating mutagenicity and DNA adduct formation. The compound is characterized by its high purity and stability, ensuring reliable experimental results in toxicology and environmental studies. Its well-defined chemical properties facilitate precise dosing in laboratory settings, while its reactivity with cytochrome P450 enzymes provides insights into metabolic activation processes. Researchers favor 2-Methylbenz[a]anthracene for its reproducibility in assays and its role in elucidating the biochemical effects of PAH exposure.
2-Methylbenzaanthracene structure
2-Methylbenzaanthracene structure
Product Name:2-Methylbenzaanthracene
CAS No:2498-76-2
MF:C19H14
MW:242.314465045929
CID:265212
PubChem ID:17255
Update Time:2025-06-08

2-Methylbenzaanthracene Chemical and Physical Properties

Names and Identifiers

    • Benz[a]anthracene,2-methyl-
    • 2-Methylbenz[a]anthracene
    • 2-methylbenzo[a]anthracene
    • 1-methyl benzo(a)anthracene
    • 2'-Methyl-1,2-benzanthracene
    • 2-Methylbenz(a)anthracene
    • 2-Methyl-benz{a}anthracen
    • BENZ(a)ANTHRACENE,2-METHYL
    • 2-METHYLTETRAPHENE
    • XPRFYYVRSILJDC-UHFFFAOYSA-N
    • G9U5XDR8XU
    • 2-Methylbenzo[a]anthracene #
    • NSC 409461
    • DTXSID90179698
    • CCRIS 1882
    • FT-0671516
    • Benz[a]anthracene, 2-methyl-
    • 2498-76-2
    • BRN 2048522
    • 2-Monomethylbenz[a]anthracene
    • NSC-409461
    • METHYLBENZ(A)ANTHRACENE, 2-
    • 2'-Methyl-1,2-benzanthracen
    • NSC409461
    • WLN: L D6 B666J Q1
    • BENZ(a)ANTHRACENE, 2-METHYL-
    • 2-Methylbenzaanthracene
    • Inchi: 1S/C19H14/c1-13-6-7-14-8-9-17-11-15-4-2-3-5-16(15)12-19(17)18(14)10-13/h2-12H,1H3
    • InChI Key: XPRFYYVRSILJDC-UHFFFAOYSA-N
    • SMILES: C12=CC3C=CC=CC=3C=C1C=CC1C=CC(C)=CC2=1

Computed Properties

  • Exact Mass: 242.11000
  • Monoisotopic Mass: 242.11
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 0
  • Heavy Atom Count: 19
  • Rotatable Bond Count: 0
  • Complexity: 320
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: nothing
  • Topological Polar Surface Area: 0A^2

Experimental Properties

  • Density: 1.1011 (estimate)
  • Melting Point: 150°C
  • Boiling Point: 452.14°C (rough estimate)
  • Flash Point: 217.8°C
  • Refractive Index: 1.7480 (estimate)
  • PSA: 0.00000
  • LogP: 5.45460

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2-Methylbenzaanthracene Production Method

Additional information on 2-Methylbenzaanthracene

Introduction to 2-Methylbenzaanthracene (CAS No. 2498-76-2)

2-Methylbenzaanthracene, identified by the Chemical Abstracts Service Number (CAS No.) 2498-76-2, is a polycyclic aromatic hydrocarbon (PAH) derivative that has garnered significant attention in the field of chemical biology and pharmaceutical research. This compound, characterized by a benzene ring fused with two aromatic rings, serves as a valuable intermediate in synthetic chemistry and a model molecule for studying the mechanisms of carcinogenesis and environmental toxicology.

The structural uniqueness of 2-Methylbenzaanthracene lies in its methyl substitution on the benzene ring, which influences its electronic properties, reactivity, and biological interactions. As a derivative of benzo[a]anthracene, it shares structural similarities with other PAHs but exhibits distinct pharmacokinetic and toxicological profiles. The presence of the methyl group enhances its solubility in organic solvents, making it a versatile candidate for various chemical modifications and derivatization processes.

In recent years, 2-Methylbenzaanthracene has been extensively studied for its potential applications in drug development and cancer research. Its ability to intercalate into DNA and induce mutations has made it a useful tool for investigating the pathways involved in genotoxicity. Researchers have leveraged this compound to develop novel chemotherapeutic agents that target specific DNA sequences, offering promising avenues for treating PAH-induced malignancies.

One of the most compelling aspects of 2-Methylbenzaanthracene is its role as a probe molecule in environmental science. Studies have demonstrated its persistence in aquatic ecosystems and its potential to bioaccumulate in organisms. By examining the degradation pathways of this compound, scientists have gained insights into the broader impacts of PAHs on ecological health. Furthermore, advancements in biodegradation techniques have highlighted the importance of microorganisms in mitigating environmental contamination caused by such compounds.

The pharmaceutical industry has also capitalized on the chemical versatility of 2-Methylbenzaanthracene. Researchers have synthesized numerous derivatives that exhibit enhanced pharmacological properties, including improved bioavailability and reduced toxicity. For instance, modifications to the methyl group or introduction of functionalized side chains have yielded compounds with potent anti-inflammatory and antioxidant effects. These findings underscore the compound's significance as a scaffold for developing next-generation therapeutics.

From a synthetic chemistry perspective, 2-Methylbenzaanthracene serves as a critical building block for constructing more complex molecular architectures. Its fused ring system provides a stable platform for introducing diverse substituents, enabling the creation of libraries of compounds with tailored biological activities. Techniques such as cross-coupling reactions and metal-catalyzed transformations have been employed to modify its structure, leading to novel derivatives with applications ranging from agrochemicals to medicinal chemistry.

The toxicological profile of 2-Methylbenzaanthracene has been thoroughly investigated to understand its mechanisms of action at both cellular and molecular levels. Studies indicate that it induces oxidative stress and DNA damage upon exposure, contributing to its carcinogenic potential. However, recent research has also revealed its role in modulating immune responses, suggesting therapeutic applications in immunotherapy. By elucidating these pathways, scientists aim to develop strategies that mitigate its harmful effects while harnessing its beneficial properties.

Emerging technologies such as high-throughput screening and computational modeling have accelerated the discovery process for 2-Methylbenzaanthracene-based compounds. These tools allow researchers to predict biological activities and optimize molecular structures with unprecedented precision. As a result, there is growing optimism that this compound will continue to inspire innovative approaches in drug discovery and environmental remediation.

In conclusion, 2-Methylbenzaanthracene (CAS No. 2498-76-2) represents a cornerstone in modern chemical biology and pharmaceutical research. Its unique structural features, coupled with its diverse applications across multiple disciplines, make it an indispensable tool for advancing scientific knowledge and developing novel solutions to global challenges. As research progresses, it is anticipated that new insights into its properties will further expand its utility in medicine, ecology, and materials science.

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