Propiconazole
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Names | |
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IUPAC name
1-[ [2-(2,4-dichlorophenyl)-4-propyl-1,3-dioxolan-2-yl]methyl]-1,2,4-triazole
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Identifiers | |
3D model (JSmol)
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ChEBI | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.056.441 |
KEGG | |
PubChem CID
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UNII | |
CompTox Dashboard (EPA)
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Properties | |
C15H17Cl2N3O2 | |
Molar mass | 342.22038 |
Boiling point | 180 °C (356 °F; 453 K) at 0.1 mmHg [1] |
100 ppm at 20 °C | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Propiconazole is a triazole fungicide, also known as a DMI, or demethylation inhibiting fungicide due to its binding with and inhibiting the 14-alpha demethylase enzyme from demethylating a precursor to ergosterol. Without this demethylation step, the ergosterols are not incorporated into the growing fungal cell membranes, and cellular growth is stopped.[citation needed]
Agriculture
[edit]Propiconazole is used agriculturally as a systemic fungicide on turfgrasses grown for seed and aesthetic or athletic value, wheat, mushrooms, corn, wild rice, peanuts, almonds, sorghum, oats, pecans, apricots, peaches, nectarines, plums, prunes[2] and lemons. It is also used in combination with permethrin in formulations of wood preserver.[3] Propiconazole is a mixture[4] of four stereoisomers and was first developed in 1979 by Janssen Pharmaceutica.[5] Propiconazole exhibits strong anti-feeding properties against the keratin-digesting Australian carpet beetle Anthrenocerus australis.[6]
References
[edit]- ^ Merck Index, 11th Edition, 7830.
- ^ EXTOXNET
- ^ See entry for Complete Wood Preservative
- ^ L. Toribio, M. J. del Nozal, J. L. Bernal, J. J. Jeménez und C. Alonso, J. Chromatography A 2004, 1046, 249-253.
- ^ W. T. Thomson. 1997. Agricultural Chemicals. Book IV: Fungicides. 12th edition. Thomson Publications, Fresno, CA
- ^ Sunderland, M. R.; Cruickshank, R. H.; Leighs, S. J. (2014). "The efficacy of antifungal azole and antiprotozoal compounds in protection of wool from keratin-digesting insect larvae". Textile Research Journal 84 (9): 924–931. http://trj.sagepub.com/content/84/9/924
External links
[edit]- Non-CCA Wood Preservatives: Guide to Selected Resources - National Pesticide Information Center
- Propiconazole in the Pesticide Properties DataBase (PPDB)