Date published: 2025-10-20

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Azulene (CAS 275-51-4)

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Alternate Names:
Bicyclo[5.3.0]decapentaene
CAS Number:
275-51-4
Purity:
99%
Molecular Weight:
128.17
Molecular Formula:
C10H8
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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Azulene is a compound that functions as a chromophore in various experimental applications. It interacts with light in the visible spectrum, exhibiting a characteristic blue coloration. Within experimental applications, azulene is known to undergo photochemical reactions, particularly in the presence of ultraviolet light. Azulene is capable of absorbing light energy and undergoing electronic transitions, leading to the generation of reactive intermediates. Azulene′s mechanism of action involves the transfer of energy from absorbed photons to its molecular structure, resulting in the initiation of photochemical processes. Azulene′s ability to participate in light-induced reactions may be a subject of interest in various development applications, particularly in the study of photochemistry and photophysics. Azulene′s unique properties enable it to serve as for investigating light-mediated chemical transformations at the molecular level.


Azulene (CAS 275-51-4) References

  1. Azulene incorporation and release by hydrogel containing methacrylamide propyltrimenthylammonium chloride, and its application to soft contact lens.  |  Uchida, R., et al. 2003. J Control Release. 92: 259-64. PMID: 14568407
  2. Phototoxicity and DNA damage induced by the cosmetic ingredient chemical azulene in human Jurkat T-cells.  |  Wang, L., et al. 2004. Mutat Res. 562: 143-50. PMID: 15279837
  3. A spectroscopic study of the inclusion of azulene by beta- and gamma-cyclodextrins.  |  Abou-Zied, OK. 2005. Spectrochim Acta A Mol Biomol Spectrosc. 62: 245-51. PMID: 16257721
  4. Synthesis of bicyclo[5.3.0]azulene derivatives.  |  Nolting, DD., et al. 2009. Nat Protoc. 4: 1113-7. PMID: 19617883
  5. Comprehensive assessment of the photomutagenicity, photogenotoxicity and photo(cyto)toxicity of azulene.  |  Struwe, M., et al. 2011. Mutat Res. 723: 129-33. PMID: 21554980
  6. Energy transfer in aggregates of bacteriochlorophyll c self-assembled with azulene derivatives.  |  Matěnová, M., et al. 2014. Phys Chem Chem Phys. 16: 16755-64. PMID: 24999619
  7. Effects of photodynamic therapy with azulene on peripheral blood mononuclear cell viability and singlet oxygen formation.  |  Damrongrungruang, T., et al. 2018. Photodiagnosis Photodyn Ther. 24: 318-323. PMID: 30381257
  8. Impact assessment of azulene and chromium on growth and metabolites of wheat and chilli cultivars under biosurfactant augmentation.  |  Singh, R. and Rathore, D. 2019. Ecotoxicol Environ Saf. 186: 109789. PMID: 31629906
  9. Azulene-Derived Fluorescent Probe for Bioimaging: Detection of Reactive Oxygen and Nitrogen Species by Two-Photon Microscopy.  |  Murfin, LC., et al. 2019. J Am Chem Soc. 141: 19389-19396. PMID: 31773957
  10. Anti-Cancer and Anti-Inflammatory Activities of Bromo- and Cyano-Substituted Azulene Derivatives.  |  Ayaz, F., et al. 2020. Inflammation. 43: 1009-1018. PMID: 31955292
  11. Effect of Different Irradiation Modes of Azulene-mediated Photodynamic Therapy on Singlet Oxygen and PGE2 Formation.  |  Damrongrungruang, T., et al. 2021. Photochem Photobiol. 97: 427-434. PMID: 33075141
  12. Tumor-Specificity, Neurotoxicity, and Possible Involvement of the Nuclear Receptor Response Pathway of 4,6,8-Trimethyl Azulene Amide Derivatives.  |  Naitoh, K., et al. 2022. Int J Mol Sci. 23: PMID: 35269748
  13. The azulene scaffold from a medicinal chemist's perspective: Physicochemical and in vitro parameters relevant for drug discovery.  |  Leino, TO., et al. 2022. Eur J Med Chem. 237: 114374. PMID: 35436668
  14. Strong second order nonlinear optical properties of azulene-based porphyrin derivatives.  |  Yang, CC., et al. 2022. Phys Chem Chem Phys. 24: 13275-13285. PMID: 35604300
  15. Azulene as a biphenyl mimetic in orexin/hypocretin receptor agonists.  |  Leino, TO., et al. 2023. Bioorg Med Chem. 88-89: 117325. PMID: 37209639

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Azulene, 50 mg

sc-239265
50 mg
$27.00