Cyproconazole

Cyproconazole
Names
IUPAC name
2-(4-Chlorophenyl)-3-cyclopropyl-1-(1H-1,2,4-triazol-1-yl)-2-butanol
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.130.443 Edit this at Wikidata
UNII
  • InChI=1S/C15H18ClN3O/c1-11(12-2-3-12)15(20,8-19-10-17-9-18-19)13-4-6-14(16)7-5-13/h4-7,9-12,20H,2-3,8H2,1H3
    Key: UFNOUKDBUJZYDE-UHFFFAOYSA-N
  • InChI=1/C15H18ClN3O/c1-11(12-2-3-12)15(20,8-19-10-17-9-18-19)13-4-6-14(16)7-5-13/h4-7,9-12,20H,2-3,8H2,1H3
    Key: UFNOUKDBUJZYDE-UHFFFAOYAK
  • CC(C1CC1)C(Cn2cncn2)(c3ccc(cc3)Cl)O
Properties
C15H18ClN3O
Molar mass 291.78 g·mol−1
Melting point 107.5 °C (225.5 °F; 380.6 K)[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Cyproconazole is an agricultural fungicide of the class of azoles, used on cereal crops, coffee, sugar beet, fruit trees and grapes, and peanuts,[2] on sod farms and golf course turf and on wood as a preservative.[3] It has been used against powdery mildew, rust on cereals and apple scab, and applied by air or on the ground or by chemigation.

In the US approval began in 1993, and it was introduced to the market by then Sandoz in 1994, which as of 2000 has been Syngenta. EU approval began in June 2011 and expired after 10 years in May 2021. It is persistent in both soil and water systems. The European Community has classified cyproconazole into carcinogen category 3 as limited evidence, as reproductive toxicant, and as dangerous for the environment, because very toxic to aquatic organisms, causing acute and long-term adverse effects in the aquatic environment. While it is moderately toxic to mammals and most aquatic organisms, earthworms and honeybees, it is highly toxic to birds.

  1. ^ Record for CAS#94361-06-5 in SciFinder
  2. ^ Joint FAO/WHO Meeting on Pesticide Residues (24 February 2011). "Cyproconazole" (PDF). 2010 JMPR Monograph - Agriculture. Food and Agriculture Organization of the United Nations (FAO). pp. 766–938. Retrieved 4 June 2015.
  3. ^ "Chromated Copper Arsenate (CCA): Cyproconazole - An Alternative to CCA". EPA. 2 July 2014. Retrieved 4 June 2015.