Propiconazole

{{chembox | Watchedfields = changed | verifiedrevid = 464216534 | Reference =<ref>''Merck Index'', 11th Edition, '''7830'''.</ref> | ImageFile = Propiconazol.svg | ImageSize = 250px | ImageFile2 = Propiconazole 3D BS.png | ImageSize2 = 250px | IUPACName =1-[ [2-(2,4-dichlorophenyl)-4-propyl-1,3-dioxolan-2-yl]methyl]-1,2,4-triazole | OtherNames = |Section1={{Chembox Identifiers | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID = 39402 | InChI = 1/C15H17Cl2N3O2/c1-2-3-12-7-21-15(22-12,8-20-10-18-9-19-20)13-5-4-11(16)6-14(13)17/h4-6,9-10,12H,2-3,7-8H2,1H3 | InChIKey = STJLVHWMYQXCPB-UHFFFAOYAJ | ChEMBL_Ref = {{ebicite|correct|EBI}} | ChEMBL = 560579 | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI = 1S/C15H17Cl2N3O2/c1-2-3-12-7-21-15(22-12,8-20-10-18-9-19-20)13-5-4-11(16)6-14(13)17/h4-6,9-10,12H,2-3,7-8H2,1H3 | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = STJLVHWMYQXCPB-UHFFFAOYSA-N | CASNo_Ref = {{cascite|correct|CAS}} | CASNo =60207-90-1 | PubChem =43234 | KEGG_Ref = {{keggcite|correct|kegg}} | KEGG = C11121 | UNII_Ref = {{fdacite|correct|FDA}} | UNII = 142KW8TBSR | ChEBI_Ref = {{ebicite|correct|EBI}} | ChEBI = 8489 | SMILES = Clc1ccc(c(Cl)c1)C2(OCC(O2)CCC)Cn3ncnc3 }} |Section2={{Chembox Properties | Formula =C₁₅H₁₇Cl₂N₃O₂ | MolarMass =342.22038 | Appearance = | Density = | MeltingPt = | BoilingPtC = 180 | BoilingPt_notes = at 0.1 mmHg [http://npic.orst.edu/hottopic/AltCCA.pdf] | Solubility =100 ppm at 20 °C }} |Section3={{Chembox Hazards | MainHazards = | FlashPt = | AutoignitionPt = }} }}

'''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.{{cn|date=December 2022}}

==Agriculture== 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<ref>[https://pmep.cce.cornell.edu/profiles/extoxnet/metiram-propoxur/propiconazole-ext.html EXTOXNET]</ref> and lemons. It is also used in combination with permethrin in formulations of wood preserver.<ref>{{Cite web |url=http://www.birdbrand.co.uk/acatalog/Wood_Preservatives.html |title=See entry for Complete Wood Preservative |access-date=2013-05-02 |archive-date=2016-07-12 |archive-url=https://web.archive.org/web/20160712162408/http://www.birdbrand.co.uk/acatalog/Wood_Preservatives.html |url-status=dead }}</ref> Propiconazole is a mixture<ref name="Toribio">L. Toribio, M. J. del Nozal, J. L. Bernal, J. J. Jeménez und C. Alonso,'' J. Chromatography A'' 2004, ''1046'', 249-253.</ref> of four stereoisomers and was first developed in 1979 by Janssen Pharmaceutica.<ref>W. T. Thomson. 1997. Agricultural Chemicals. Book IV: Fungicides. 12th edition. Thomson Publications, Fresno, CA</ref> Propiconazole exhibits strong anti-feeding properties against the keratin-digesting Australian carpet beetle ''Anthrenocerus australis''.<ref>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</ref>

==References== {{reflist}}

==External links== * [http://npic.orst.edu/hottopic/AltCCA.pdf Non-CCA Wood Preservatives: Guide to Selected Resources - National Pesticide Information Center] {{Webarchive|url=https://web.archive.org/web/20071031032706/http://npic.orst.edu/hottopic/AltCCA.pdf |date=2007-10-31 }} * {{PPDB|551}}

Category:Aromatase inhibitors Category:Fungicides Category:Lanosterol 14α-demethylase inhibitors Category:Triazoles