Chemistry:Prochloraz

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Short description: Chemical compound
Prochloraz
Prochloraz.svg
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
Chemical and physical data
FormulaC15H16Cl3N3O2
Molar mass376.66 g·mol−1
3D model (JSmol)

Prochloraz, brand name Sportak, is an imidazole fungicide that was introduced in 1978[1] and is widely used in Europe, Australia , Asia, and South America within gardening and agriculture to control the growth of fungi.[2][3] It is not registered for use in the United States .[3] Similarly to other azole fungicides, prochloraz is an inhibitor of the enzyme lanosterol 14α-demethylase (CYP51A1), which is necessary for the production of ergosterol – an essential component of the fungal cell membrane – from lanosterol.[4] The agent is a broad-spectrum, protective and curative fungicide, effective against Alternaria spp., Botrytis spp., Erysiphe spp., Helminthosporium spp., Fusarium spp., Pseudocerosporella spp., Pyrenophora spp., Rhynchosporium spp., and Septoria spp.[3][5]

Like many imidazole and triazole fungicides and antifungal medications, prochloraz is not particularly selective in its actions.[2][4] In addition to inhibition of lanosterol 14α-demethylase, prochloraz has also been found to act as an antagonist of the androgen and estrogen receptors, as an agonist of the aryl hydrocarbon receptor, and as an inhibitor of enzymes in the steroidogenesis pathway such as CYP17A1 and aromatase.[2][4] In accordance, it has been shown to produce reproductive malformations in mice.[2][4] As such, prochloraz is considered to be an endocrine disruptor.[2][4]

See also

References

  1. "Chapter 3.7: Broad-spectrum systemic fungicides". Pesticide Selectivity, Health and the Environment. Cambridge University Press. 28 September 2006. pp. 81–. ISBN 978-1-139-45756-9. https://books.google.com/books?id=DV_u4w_6RLAC&pg=PA81. 
  2. 2.0 2.1 2.2 2.3 2.4 "Prochloraz: an imidazole fungicide with multiple mechanisms of action". International Journal of Andrology 29 (1): 186–192. February 2006. doi:10.1111/j.1365-2605.2005.00604.x. PMID 16466539. 
  3. 3.0 3.1 3.2 "Prochloraz fungicide". The Pesticide Encyclopedia. CABI. 22 December 2014. pp. 406–. ISBN 978-1-78064-014-3. https://books.google.com/books?id=cnDHBgAAQBAJ&pg=PA406. 
  4. 4.0 4.1 4.2 4.3 4.4 "Disruptors of Androgen Action and Synthesis". Endocrine Disruption and Human Health. Elsevier Science. 21 March 2015. pp. 86–. ISBN 978-0-12-801120-1. https://books.google.com/books?id=yOOcBAAAQBAJ&pg=PA86. 
  5. Cite error: Invalid <ref> tag; no text was provided for refs named Milne2005

External links

  • Prochloraz in the Pesticide Properties DataBase (PPDB)