Date published: 2025-10-15

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Prothioconazole (CAS 178928-70-6)

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Alternate Names:
2-[2-(1-Chlorocyclopropyl)-3-(2-chlorophenyl)-2-hydroxypropyl]-1,2-dihydro-3H-1,2,4-triazole-3-thione
Application:
Prothioconazole is a antifungal agent
CAS Number:
178928-70-6
Molecular Weight:
344.26
Molecular Formula:
C14H15Cl2N3OS
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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Prothioconazole is a triazolinthione derivative widely studied in the field of agricultural chemistry for its fungicidal properties. It operates through a specific mode of action by inhibiting the biosynthesis of ergosterol, an essential component of fungal cell membranes. Prothioconazole targets the enzyme sterol 14α-demethylase (CYP51), which is pivotal in the ergosterol synthesis pathway. This inhibition disrupts the cellular integrity of fungi, leading to their eventual death. In scientific research, prothioconazole has been used extensively to explore fungal resistance mechanisms. This involves understanding how mutations in the target enzyme or changes in fungal metabolic pathways can reduce the efficacy of the fungicide. Such studies are crucial for developing new compounds that can overcome resistance. Additionally, prothioconazole serves as a model compound in environmental science research, where its persistence, degradation, and impact on non-target organisms are examined. Researchers study its behavior in various environmental matrices, such as soil and water, to assess its ecological footprint and devise strategies for minimizing its environmental impact. Through these research applications, prothioconazole contributes significantly to our understanding of both the molecular biology of fungal pathogens and the environmental sciences, aiding in the development of more sustainable agricultural practices.


Prothioconazole (CAS 178928-70-6) References

  1. Efficacy of triazole-based fungicides for fusarium head blight and deoxynivalenol control in wheat: a multivariate meta-analysis.  |  Paul, PA., et al. 2008. Phytopathology. 98: 999-1011. PMID: 18943738
  2. Hydrogen peroxide induced by the fungicide prothioconazole triggers deoxynivalenol (DON) production by Fusarium graminearum.  |  Audenaert, K., et al. 2010. BMC Microbiol. 10: 112. PMID: 20398299
  3. Mechanism of binding of prothioconazole to Mycosphaerella graminicola CYP51 differs from that of other azole antifungals.  |  Parker, JE., et al. 2011. Appl Environ Microbiol. 77: 1460-5. PMID: 21169436
  4. Removal of prothioconazole using screened microorganisms and identification of biodegradation products via UPLC-QqTOF-MS.  |  Shi, Y., et al. 2020. Ecotoxicol Environ Saf. 206: 111203. PMID: 32866888
  5. Embryonic exposure to prothioconazole induces oxidative stress and apoptosis in zebrafish (Danio rerio) early life stage.  |  Shen, J., et al. 2021. Sci Total Environ. 756: 143859. PMID: 33303200
  6. Prothioconazole and prothioconazole-desthio induced different hepatotoxicities via interfering with glycolipid metabolism in mice.  |  Tian, S., et al. 2022. Pestic Biochem Physiol. 180: 104983. PMID: 34955176
  7. Prothioconazole induces cell cycle arrest by up-regulation of EIF4EBP1 in extravillous trophoblast cells.  |  Dong, G., et al. 2022. Arch Toxicol. 96: 559-570. PMID: 35048155
  8. Enantioselective degradation of prothioconazole in soil and the impacts on the enzymes and microbial community.  |  Zhai, W., et al. 2022. Sci Total Environ. 824: 153658. PMID: 35151744
  9. Mechanism and Kinetics of Prothioconazole Photodegradation in Aqueous Solution.  |  Gao, Q., et al. 2023. J Agric Food Chem. 71: 6594-6602. PMID: 37075317
  10. Prothioconazole exposure disrupts oocyte maturation and fertilization by inducing mitochondrial dysfunction and apoptosis in mice.  |  Zhang, M., et al. 2024. Free Radic Biol Med. 213: 274-284. PMID: 38244729

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Prothioconazole, 100 mg

sc-229011
100 mg
$277.00