Date published: 2025-11-27

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3-Methyl-4-nitrophenol (CAS 2581-34-2)

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Alternate Names:
4-Nitro-m-cresol; 5-Hydroxy-2-nitrotoluene
Application:
3-Methyl-4-nitrophenol is used in the synthesis of phthalic acid diamide insecticides
CAS Number:
2581-34-2
Molecular Weight:
153.14
Molecular Formula:
C7H7NO3
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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3-Methyl-4-nitrophenol (MNP) represents an aromatic compound. This colorless solid readily dissolves in most organic solvents, endowing 3-Methyl-4-nitrophenol with a diverse set of properties that render it highly valuable for scientific and industrial applications. Scientific research extensively relies on 3-Methyl-4-nitrophenol, especially in the realms of biochemistry and molecular biology. It serves as a reagent for synthesizing diverse organic compounds and functions as a catalyst in polymer synthesis. Moreover, 3-Methyl-4-nitrophenol finds utility as a probe for investigating enzyme kinetics and protein-protein interactions. Its fluorescent properties have enabled its use as a dye for monitoring enzyme activity and as a tag for protein detection. Notably, 3-Methyl-4-nitrophenol exhibits inhibitory effects on several enzymes, including cytochrome P450, cyclooxygenase, and lipoxygenase. It has also demonstrated the capacity to impede the activity of various transcription factors, such as NF-κB and AP-1. Although the exact mechanism of action remains incompletely understood, it is believed that 3-Methyl-4-nitrophenol hampers enzyme activity by binding to their active sites, thus exerting inhibitory effects.


3-Methyl-4-nitrophenol (CAS 2581-34-2) References

  1. Chemotaxis and biodegradation of 3-methyl- 4-nitrophenol by Ralstonia sp. SJ98.  |  Bhushan, B., et al. 2000. Biochem Biophys Res Commun. 275: 129-33. PMID: 10944453
  2. Effects of 3-methyl-4-nitrophenol in diesel exhaust particles on the regulation of testicular function in immature male rats.  |  Li, C., et al. 2007. J Androl. 28: 252-8. PMID: 17021341
  3. 3-Methyl-4-nitrophenol metabolism by uridine diphosphate glucuronosyltransferase and sulfotransferase in liver microsomes of mice, rats, and Japanese quail (Coturnix japonica).  |  Lee, CH., et al. 2007. Environ Toxicol Chem. 26: 1873-8. PMID: 17705660
  4. Necrosis and apoptosis of renal tubular epithelial cells in rats exposed to 3-methyl-4-nitrophenol.  |  Yue, Z., et al. 2012. Environ Toxicol. 27: 653-61. PMID: 21374789
  5. In vitro effect of 4-pentylphenol and 3-methyl-4-nitrophenol on murine splenic lymphocyte populations and cytokine/granzyme production.  |  Yang, L., et al. 2016. J Immunotoxicol. 13: 548-56. PMID: 27031367
  6. Walnut Polyphenol Extract Attenuates Immunotoxicity Induced by 4-Pentylphenol and 3-methyl-4-nitrophenol in Murine Splenic Lymphocyte.  |  Yang, L., et al. 2016. Nutrients. 8: PMID: 27187455
  7. Biochemical Characterization of 3-Methyl-4-nitrophenol Degradation in Burkholderia sp. Strain SJ98.  |  Min, J., et al. 2016. Front Microbiol. 7: 791. PMID: 27252697
  8. The 3-methyl-4-nitrophenol (PNMC) compromises airway epithelial barrier function.  |  An, YF., et al. 2018. Toxicology. 395: 9-14. PMID: 29307546
  9. Characterization of the 3-methyl-4-nitrophenol degradation pathway and genes of Pseudomonas sp. strain TSN1.  |  Takeo, M., et al. 2018. J Biosci Bioeng. 126: 355-362. PMID: 29699943
  10. Toxicological effects of 3-methyl-4-nitrophenol on mouse ovarian and testicular cell proliferation, apoptosis and oocyte maturation.  |  Han, Y., et al. 2018. Reprod Toxicol. 82: 94-102. PMID: 30352283
  11. Exposure to 3-methyl-4-nitrophenol facilitates development of intestinal allergy.  |  Liu, JQ., et al. 2019. Allergy. 74: 610-613. PMID: 30357863
  12. 3-Methyl-4-nitrophenol triggers nasal allergy by modulating dendritic cell properties.  |  Liu, XY., et al. 2019. J Allergy Clin Immunol. 143: 1614-1616.e7. PMID: 30472262
  13. Fabrication of an imprinted electrochemical sensor from l-tyrosine, 3-methyl-4-nitrophenol and gold nanoparticles for quinine determination.  |  Azadmehr, F. and Zarei, K. 2019. Bioelectrochemistry. 127: 59-67. PMID: 30703737
  14. The effect of 3-Methyl-4-Nitrophenol on the early ovarian follicle development in mice by disrupting the clock genes expression.  |  Fan, S., et al. 2022. Chem Biol Interact. 363: 110001. PMID: 35654127
  15. The environmental pollutant 3-methyl-4-nitrophenol reduces the regulatory T cells in the intestine.  |  Hu, S., et al. 2022. Toxicology. 482: 153356. PMID: 36283488

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

3-Methyl-4-nitrophenol, 100 g

sc-254506
100 g
$61.00