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1-Methylpyrene (CAS 2381-21-7)

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Alternate Names:
3-Methylpyrene
Application:
1-Methylpyrene is a fluorescent probe useful for micellar aggregation number
CAS Number:
2381-21-7
Purity:
≥94%
Molecular Weight:
216.28
Molecular Formula:
C17H12
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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1-Methylpyrene, an aromatic hydrocarbon compound, holds significance in scientific research applications. Its high reactivity renders it valuable for a diverse range of laboratory experiments. Serving as a intermediate in synthesizing various compounds, its mechanism of action has been subject to meticulous investigation. Within scientific research, 1-Methylpyrene finds utility in numerous applications. It serves as a model compound for exploring the structure and reactivity of aromatic hydrocarbons. Additionally, it acts as a model for studying the metabolism of polycyclic aromatic hydrocarbons (PAHs). Furthermore, it facilitates the examination of the effects of PAHs on living organisms. Although the complete understanding of 1-Methylpyrene′s mechanism of action remains elusive, it is believed to undergo metabolism within the liver′s cytochrome P450 enzyme system. This metabolic process converts it into various metabolites, which are subsequently further metabolized within the same enzyme system.


1-Methylpyrene (CAS 2381-21-7) References

  1. Benzylic hydroxylation of 1-methylpyrene and 1-ethylpyrene by human and rat cytochromes P450 individually expressed in V79 Chinese hamster cells.  |  Engst, W., et al. 1999. Carcinogenesis. 20: 1777-85. PMID: 10469624
  2. Fluorescence decay of 1-methylpyrene in small unilamellar l-alpha-dimyristoylphosphatidylcholine vesicles. A temperature and concentration dependence study.  |  van den Zegel, M., et al. 1984. Biophys Chem. 20: 333-45. PMID: 17005153
  3. Time course of hepatic 1-methylpyrene DNA adducts in rats determined by isotope dilution LC-MS/MS and 32P-postlabeling.  |  Monien, BH., et al. 2008. Chem Res Toxicol. 21: 2017-25. PMID: 18788758
  4. Cytokine release and cytotoxicity in human keratinocytes induced by polycyclic aromatic hydrocarbons (1-methylpyrene and perylene).  |  Bahri, R., et al. 2010. J Toxicol Environ Health A. 73: 552-64. PMID: 20391135
  5. Effects of Nereis diversicolor on the transformation of 1-methylpyrene and pyrene: transformation efficiency and identification of phase I and II products.  |  Malmquist, LM., et al. 2013. Environ Sci Technol. 47: 5383-92. PMID: 23611659
  6. The carcinogen 1-methylpyrene forms benzylic DNA adducts in mouse and rat tissues in vivo via a reactive sulphuric acid ester.  |  Bendadani, C., et al. 2014. Arch Toxicol. 88: 815-21. PMID: 24337722
  7. Genotoxicity of 1-methylpyrene and 1-hydroxymethylpyrene in Chinese hamster V79-derived cells expressing both human CYP2E1 and SULT1A1.  |  Jiang, H., et al. 2015. Environ Mol Mutagen. 56: 404-11. PMID: 25243916
  8. Metabolism and excretion of 1-hydroxymethylpyrene, the proximate metabolite of the carcinogen 1-methylpyrene, in rats.  |  Bendadani, C., et al. 2016. Toxicology. 366-367: 43-52. PMID: 27501763
  9. Role of exposure/recovery schedule in micronuclei induction by several promutagens in V79-derived cells expressing human CYP2E1 and SULT1A1.  |  Jia, H., et al. 2016. Mutat Res Genet Toxicol Environ Mutagen. 808: 27-37. PMID: 27637483
  10. Influence of multiwalled carbon nanotubes and sodium dodecyl benzene sulfonate on bioaccumulation and translocation of pyrene and 1-methylpyrene in maize (Zea mays) seedlings.  |  Zhang, H., et al. 2017. Environ Pollut. 220: 1409-1417. PMID: 27836475
  11. Analysis and toxicity of 59 PAH in petrogenic and pyrogenic environmental samples including dibenzopyrenes, 7H-benzo[c]fluorene, 5-methylchrysene and 1-methylpyrene.  |  Richter-Brockmann, S. and Achten, C. 2018. Chemosphere. 200: 495-503. PMID: 29505926
  12. 1-Methylpyrene induces chromosome loss and mitotic apparatus damage in a Chinese hamster V79-derived cell line expressing both human CYP1A2 and sulfotransferase 1A1.  |  Yu, H., et al. 2020. Chem Biol Interact. 332: 109283. PMID: 33035519
  13. Potent aneugenicity of 1-methylpyrene in human cells dependent on metabolic activation by endogenous enzymes.  |  Li, Z., et al. 2021. Arch Toxicol. 95: 703-713. PMID: 33057863

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

1-Methylpyrene, 100 mg

sc-213366
100 mg
$145.00