Potential Exposure
Triazole fungicide used to control fun-
gus on cereals, coffee beans; anthracnose and other diseases
on turfgrass; used against rust and leaf spot disease.
First aid
If this chemical gets into the eyes, remove any
contact lenses at once and irrigate immediately for at least
15 minutes, occasionally lifting upper and lower lids. Seek
medical attention immediately. If this chemical contacts the
skin, remove contaminated clothing and wash immediately
with soap and water. If this chemical has been inhaled,
remove from exposure, begin rescue breathing (using uni-
versal precautions) if breathing has stopped, and CPR if
heart action has stopped. Transfer promptly to a medical
facility. When this chemical has been swallowed, get medi-
cal attention. Give large quantities of water and induce
vomiting. Do not make an unconscious person vomit.
Shipping
UN3082 Environmentally hazardous substances,
liquid, n.o.s., Hazard class: 9; Labels: 9-Miscellaneous haz-
ardous material, Technical Name Required
Incompatibilities
The triazoles are sensitive to heat, fric-
tion, and impact. Sensitivity varies with the type substitu-
tion to the triazole ring. Metal chelated and halogen
substitution of the triazol ring make for a particularly heat
sensitive material. Azido and nitro derivatives have been
employed as high explosives. No matter the derivative
these materials should be treated as explosives
.
Chemical Properties
Colorless, crystalline solid. Odorless.
Waste Disposal
Consult with environmental
regulatory agencies for guidance on acceptable disposal
practices. Contact a licensed disposal facility about surplus
and nonrecyclable solutions. Burn in a chemical incinerator
equipped with an afterburner and scrubber. Extra care must
be exercised as the material in an organic solvent is highly
flammable. In accordance with 40CFR165, follow recom-
mendations for the disposal of pesticides and pesticide con-
tainers. Containers must be disposed of properly by
following package label directions or by contacting your
local or federal environmental control agency, or by con-
tacting your regional EPA office. Incineration or permanga-
nate oxidation.
Uses
Cyproconazole is a fungicide treatment for wood preservative that prevents decay from fungi in above-ground applications.
Uses
Cyproconazole is used as a systemic fungicide to control cereal
and sugar beet foliar diseases: Septoria, rust, powdery mildew, Rhyncosporium,
Cercospora and Ramularia. It is also used in fruit trees, vines,
coffee, banana, turf, and vegetables to control Venturia, powdery mildew,
rust, Mycosphaerela, Monilia, Mycena, Sclerotinia and Rhizoctonia.
Definition
ChEBI: 2-(4-chlorophenyl)-3-cyclopropyl-1-(1H-1,2,4-triazol-1-yl)butan-2-ol is a tertiary alcohol that is butan-2-ol substituted by a 4-chlorophenyl group at position 2, a cyclopropyl group at position 3 and a 1H-1,2,4-triazol-1-yl group at position 1. It is a member of monochlorobenzenes, a tertiary alcohol, a member of triazoles and a member of cyclopropanes.
Agricultural Uses
Fungicide: Used to control fungus on cereals, coffee beans; anthracnose and other diseases on turfgrass; used against rust and leaf spot disease.
Trade name
ALTO®; ALTO®, ELITE; ATEMI®; ATEMI-50-SL®;EVIPOL®; FLINT®; NOAH GOLD®; SAN-619 F®; SENTINEL®; SN 108266®
Metabolic pathway
Cyproconazole is a mixture of diastereiosomers and the preferential
mammalian metabolism of one isomer has been observed. Pathways
of metabolism in plants and mammals are quite similar. Metabolism
primarily involves oxidation of the terminal methyl group to alcohols
and carboxylic acids and/or hydroxylation at the 3-position. Loss of the
alkyl cyclopropyl moiety or the triazolyl ring also occurs.
Degradation
Cyproconazole is stable and decomposition was <5% after 2 years. It
was stable in aqueous solutions (at pH 1-9) for 35 days (50 °C) or 14
days (80 °C). It is slowly hydrolysed in hydrochloric acid or sodium
hydroxide.
14C-Labelled cyproconazole was applied at a rate equivalent to
100 g ha-1 to the surface of a 2 mm layer of loam soil. The samples were
exposed to natural sunlight for up to 72 days on open dishes or in flasks
fitted with plugs to trap volatile products. Samples were extracted at
intervals and analysed. After 37 days exposure on dishes, 50% of the
applied cyproconazole remained whereas 85% remained after 72 days in
the flasks. In the dishes, unextractable residues amounted to 13-20% of
the applied radiolabel after 20 days or more exposure, whereas in the
flasks it reached a maximum of 6% after 15 days. The products identified
in the dishes were: 1-(4-chlorophenyl)-2-(1H -1,2,4-triazol-l-yl)-
ethanone (2, 5%), 3-cyclopropyl-1-(1H-1,2,4-triazol-l-yl)butanone(4,4%),
2-(2- or 3-hydroxy-4-chlorophenyl)-3-cyclopropyl-1-(1H -1,2,4-triazol-1-yl)-
butan-2-ol (3 4%), and 4-chlorobenzoic acid 5 (Scheme 1) (PSD, 1991).
Degradation in the flasks was similar but occurred to a lesser extent. No
volatde products were trapped and recoveries of radiolabel were 94-
102%.
