Date published: 2026-3-11

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7-Nitrocoumarin (CAS 19063-58-2)

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Alternate Names:
7-Nitro-chromen-2-one; 7-Nitro-coumarin
Application:
7-Nitrocoumarin is an experimental derivative of coumarin investigated as a bacteriostat
CAS Number:
19063-58-2
Molecular Weight:
191.14
Molecular Formula:
C9H5NO4
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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7-Nitrocoumarin is a compound that has diverse applications in the field of research, especially in areas such as fluorescence studies and enzyme activity assays. This compound is frequently used as a fluorescent probe due to its ability to absorb and emit light at specific wavelengths, making it valuable for tracking and visualizing cellular and molecular processes. In enzyme kinetics, 7-Nitrocoumarin derivatives can serve as substrates or inhibitors in assays designed to understand the specificity and mechanism of enzyme action. Additionally, its photophysical properties are harnessed in the development of new imaging techniques and the study of molecular interactions in cells. The nitro group of 7-Nitrocoumarin also allows researchers to investigate electron transfer processes and the role of nitroaromatic compounds in chemical systems. Investigations into the photostability and quantum yield of 7-Nitrocoumarin further aid in the optimization of its applications in various spectroscopic and analytical methodologies.


7-Nitrocoumarin (CAS 19063-58-2) References

  1. Fluorogenic substrates for the detection of microbial nitroreductases.  |  James, AL., et al. 2001. Lett Appl Microbiol. 33: 403-8. PMID: 11737621
  2. 2-Arylbenzothiazole, benzoxazole and benzimidazole derivatives as fluorogenic substrates for the detection of nitroreductase and aminopeptidase activity in clinically important bacteria.  |  Cellier, M., et al. 2011. Bioorg Med Chem. 19: 2903-10. PMID: 21481591
  3. Nitroxyl (HNO) reacts with molecular oxygen and forms peroxynitrite at physiological pH. Biological Implications.  |  Smulik, R., et al. 2014. J Biol Chem. 289: 35570-81. PMID: 25378389
  4. Comparative characterisation of two nitroreductases from Giardia lamblia as potential activators of nitro compounds.  |  Müller, J., et al. 2015. Int J Parasitol Drugs Drug Resist. 5: 37-43. PMID: 27099829
  5. A Critical Review of Methodologies to Detect Reactive Oxygen and Nitrogen Species Stimulated by NADPH Oxidase Enzymes: Implications in Pesticide Toxicity.  |  Kalyanaraman, B., et al. 2016. Curr Pharmacol Rep. 2: 193-201. PMID: 27774407
  6. Small-molecule luminescent probes for the detection of cellular oxidizing and nitrating species.  |  Zielonka, J. and Kalyanaraman, B. 2018. Free Radic Biol Med. 128: 3-22. PMID: 29567392
  7. Physiological aspects of nitro drug resistance in Giardia lamblia.  |  Müller, J., et al. 2018. Int J Parasitol Drugs Drug Resist. 8: 271-277. PMID: 29738984
  8. Comparative proteomics of three Giardia lamblia strains: investigation of antigenic variation in the post-genomic era.  |  Müller, J., et al. 2020. Parasitology. 147: 1008-1018. PMID: 32338227
  9. Modified Enzyme Substrates for the Detection of Bacteria: A Review.  |  Pala, L., et al. 2020. Molecules. 25: PMID: 32823590
  10. Boronate-Based Probes for Biological Oxidants: A Novel Class of Molecular Tools for Redox Biology.  |  Sikora, A., et al. 2020. Front Chem. 8: 580899. PMID: 33102447
  11. Nitroreductase Activites in Giardia lamblia: ORF 17150 Encodes a Quinone Reductase with Nitroreductase Activity.  |  Müller, J., et al. 2021. Pathogens. 10: PMID: 33513906
  12. Polarized, V-Shaped, and Conjoined Biscoumarins: From Lack of Dipole Moment Alignment to High Brightness.  |  Kielesiński, Ł., et al. 2022. J Org Chem. 87: 5961-5975. PMID: 35410474
  13. Copper-catalyzed cross-dehydrogenative-coulping (CDC) of coumarins with cyclic ethers and cycloalkane  |  Wang, C., Mi, X., Li, Q., Li, Y., Huang, M., Zhang, J.,.. & Wu, Y. 2015. Tetrahedron. 71: 6689-6693.

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

7-Nitrocoumarin, 50 mg

sc-217463
50 mg
$360.00