Date published: 2025-10-19

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Lapachol (CAS 84-79-7)

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Alternate Names:
4-hydroxy-3-(3-methylbut-2-enyl)naphthalene-1,2-dione
Application:
Lapachol is a natural naphthoquinone compound
CAS Number:
84-79-7
Purity:
98%
Molecular Weight:
242.27
Molecular Formula:
C15H14O3
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Lapachol, with the CAS number 84-79-7, is a natural naphthoquinone compound originally isolated from the bark of lapacho trees, which are native to the tropical regions of South America. As a chemical entity, lapachol is recognized for its distinctive molecular structure characterized by a fused aromatic ring system, which grants it unique chemical properties and reactivity. In research contexts, lapachol has been extensively studied for its photochemical behavior, where it acts as a photosensitizer. This property has been exploited in studies related to photodynamic processes, where lapachol is used to generate reactive oxygen species under light exposure. These characteristics make it a valuable compound in the study of photochemistry for potential applications in environmental photodegradation processes. Moreover, lapachol has been utilized in the synthesis of complex organic molecules, serving as a precursor or intermediate due to its reactive quinone moiety. Researchers have also explored its role as a redox-active compound in electrochemical studies, which are aimed at understanding electron transfer processes in organic compounds. These studies contribute to advancements in areas such as organic synthesis methods, environmental chemistry, and the development of new materials based on organic redox systems. Through these diverse applications, lapachol continues to be a significant subject of scientific inquiry beyond its traditional uses.


Lapachol (CAS 84-79-7) References

  1. Lapachol induces clastogenic effects in rats.  |  Maistro, EL., et al. 2010. Planta Med. 76: 858-62. PMID: 20112181
  2. Lapachol suppresses cell proliferation and secretion of interleukin-6 and plasminogen activator inhibitor-1 of fibroblasts derived from hypertrophic scars.  |  Matsui, T., et al. 2011. J Pharm Pharmacol. 63: 960-6. PMID: 21635262
  3. The antimicrobial activity of lapachol and its thiosemicarbazone and semicarbazone derivatives.  |  Souza, MA., et al. 2013. Mem Inst Oswaldo Cruz. 108: 342-51. PMID: 23778660
  4. Lapachol inhibits glycolysis in cancer cells by targeting pyruvate kinase M2.  |  Shankar Babu, M., et al. 2018. PLoS One. 13: e0191419. PMID: 29394289
  5. Lapachol biotransformation by filamentous fungi yields bioactive quinone derivatives and lapachol-stimulated secondary metabolites.  |  Barbosa Coitinho, L., et al. 2019. Prep Biochem Biotechnol. 49: 459-463. PMID: 30896339
  6. Effect of Lapachol on the Inhibition of Matrix Metalloproteinase Related to the Invasion of Human Fibrosarcoma Cells.  |  Kim, J. and Kim, MM. 2021. Curr Mol Pharmacol. 14: 620-626. PMID: 33019942
  7. Antituberculosis Activities of Lapachol and β-Lapachone in Combination with Other Drugs in Acidic pH.  |  Ieque, AL., et al. 2021. Microb Drug Resist. 27: 924-932. PMID: 33275860
  8. Lapachol-Induced Upregulation of Sirt1/Sirt3 is linked with Improved Skin Wound Healing in Alloxan-induced Diabetic Mice.  |  Bibi, S., et al. 2021. Iran J Pharm Res. 20: 419-430. PMID: 34903998
  9. In vitro effects of lapachol and β-lapachone against Leishmania amazonensis.  |  Ramos-Milaré, ÁCFH., et al. 2023. Braz J Med Biol Res. 56: e12693. PMID: 37255095
  10. Lapachol inhibition of vitamin K epoxide reductase and vitamin K quinone reductase.  |  Preusch, PC. and Suttie, JW. 1984. Arch Biochem Biophys. 234: 405-12. PMID: 6497379

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Lapachol, 250 mg

sc-252947
250 mg
$92.00