Cyproconazole

291.78

291.78

619-020-1

622B9C3E6T

DTXSID0032601

Colorless crystals from hexane/CH2Cl2|Colorless solid

2933990015

50.9

2.90

Yellow to brown solid.

1.25 g/cu cm

107.5 °C

>250 °C

>100 °C

soluble in acetone, ethanol, xylene, and dimethyl sulfoxide.

Store in tightly sealed container in a cool, dry, secure location.

3.46 x l0 -5 Pa (20 °C)

LD50 in male and female rats (mg/kg): 1020, 1330 orally; in rats: 2000 dermally; LD50 in carp: 18.9 mg/l; in trout 7.2 mg/l; in bluegill sunfish 6.0 mg/l in water; LD50 in bobwhite quail (mg/kg): 150 orally; LD50 (8 day dietary) in bobwhite quail, mallard duck: 816, 1197 mg/kg (Gisi, 1986)

Odorless

Henry's Law constant = 7.0X10-10 atm-cu m/mole at 20 °C (est)

168.6 Ų [M+H]+

Hydroxyl radical reaction rate constant = 1.48X10-11 cu cm/mole-sec at 20 °C (est)

9

UN30779/PG3

3

22-50/53-63

36/37-60-61-36

XZ4803250

Xn,N

P273-P281-P501

H302-H361-H410

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.

|Danger|H301: Toxic if swallowed [Danger Acute toxicity, oral]|P201, P202, P260, P264, P270, P273, P281, P301+P310, P308+P313, P314, P321, P330, P391, P405, and P501|H301 (26.24%): Toxic if swallowed [Danger Acute toxicity, oral]|P201, P202, P260, P264, P270, P273, P281, P301+P310, P301+P312, P308+P313, P314, P321, P330, P391, P405, and P501|Aggregated GHS information provided by 282 companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

PPE required for early entry to treated areas that is permitted under the Worker Protection Standard and that involves contact with anything that has been treated, such as plants, soil or water is: (1) Coveralls, (2) Chemical resistant gloves made of any waterproof material such as polyvinyl chloride, nitrile rubber or butyl rubber, (3) Shoes plus socks. /ALTO 100 SL/|Do not enter or allow worker entry into treated areas during the restricted entry interval (REI) of 12 hours./ALTO 100 SL/|Wear a dust mask, gloves, and goggles when cutting or handling treated or untreated wood. Whenever possible perform these operations outdoors to avoid indoor accumulations or airborne sawdust.

Wash thoroughly with soap and water after handling and before eating, chewing gum, using tobacco or using the toilet. Remove and wash contaminated clothing before reuse. /ALTO 100 SL/|Applicators and other handlers must wear: (1) Long-sleeved shirt and long pants, (2) Chemical resistant gloves made of any waterproof material such as polyvinyl chloride, nitrile rubber or butyl rubber, (3) Shoes plus socks. Follow the manufacturer's instructions for cleaning/maintaining PPE. If no such instructions for washables, use detergent and hot water. Keep and wash PPE separately from other laundry./ALTO 100 SL/|When handlers use closed systems, enclosed cabs, or aircraft in a manner that meets the requirements listed in the Worker Protection Standard (WPS) for agricultural pesticides [40 CFR 170.240(d)(4-6)], the handler PPE requirements may be reduced or modified as specified in the WPS. ?ALTO 100 SL/|Wash hands before eating, drinking, chewing gum, using tobacco or using the toilet. /ALTO 100 SL/|For more Preventive Measures (Complete) data for CYPROCONAZOLE (11 total), please visit the HSDB record page.

... A mild eye irritant.

LD50 Mouse oral 352 mg/kg /from table/|LD50 Rat oral 1020 mg/kg (male) and 1330 mg/kg (female)|LD50 Rat oral 1020 mg/kg /from table/|LD50 Rat oral 2054 mg/kg in males and females|For more Non-Human Toxicity Values (Complete) data for CYPROCONAZOLE (8 total), please visit the HSDB record page.

Cyproconazole's production may result in its release to the environment through various waste streams; its former use in the US as an broad spectrum fungicide(1) resulted in its direct release to the environment(SRC).

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 900(SRC), determined from a log Kow of 2.90(2) and a regression-derived equation(3), indicates that cyproconazole is expected to have low mobility in soil(SRC). Volatilization of cyproconazole from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 7.1X10-10 atm-cu m/mole(SRC), derived from its vapor pressure, 2.59X10-7 mm Hg(4), and water solubility, 140 mg/L(4). Cyproconazole is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(5). The half-life of cyproconazole decreased from 129 days in bare soil to 12 day in a full bentgrass turf(6).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 900(SRC), determined from a log Kow of 2.90(2) and a regression-derived equation(3), indicates that cyproconazole is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 7.10X10-10 atm-cu m/mole(SRC), developed using a fragment constant estimation method(SRC), derived from its vapor pressure, 2.59X10-7 mm Hg(4), and water solubility, 140 mg/L(4). According to a classification scheme(5), an estimated BCF of 38(SRC), from its log Kow(2) and a regression-derived equation(6), suggests the potential for bioconcentration in aquatic organisms is moderate(SRC). Biodegradation data were not available(SRC, 2009).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), cyproconazole, which has vapor pressure of 2.59X10-7 mm Hg at 20 °C(2), will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase cyproconazole is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 26 hours(SRC), calculated from its rate constant of 1.5X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Particulate-phase cyproconazole may be removed from the air by wet or dry deposition(SRC). Cyproconazole does not contain chromophores that absorb at wavelengths >290 nm(4) and therefore is not expected to be susceptible to direct photolysis by sunlight(SRC).

The rate constant for the vapor-phase reaction of cyproconazole with photochemically-produced hydroxyl radicals has been estimated as 1.48X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 26 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). Cyproconazole is not expected to undergo hydrolysis in the environment due to the lack of functional groups that hydrolyze under environmental conditions(2). Cyproconazole does not contain chromophores that absorb at wavelengths >290 nm(2) and therefore is not expected to be susceptible to direct photolysis by sunlight(SRC).

An estimated BCF of 38 was calculated in fish for cyproconazole(SRC), using a log Kow of 2.90(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is moderate(SRC).

The Koc of cyproconazole is estimated as 900(SRC), using a log Kow of 2.90(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that cyproconazole is expected to have low mobility in soil.

The Henry's Law constant for cyproconazole is estimated as 7.1X10-10 atm-cu m/mole(SRC) derived from its vapor pressure, 2.59X10-7 mm Hg(1), and water solubility, 140 mg/L(1). This Henry's Law constant indicates that cyproconazole is expected to be essentially nonvolatile from water surfaces(2). Cyproconazole's estimated Henry's Law constant indicates that volatilization from moist soil surfaces may not occur(SRC). The potential for volatilization of cyproconazole from dry soil surfaces may exist(SRC) based upon its vapor pressure(1).

Occupational exposure to cyproconazole may occur through inhalation and dermal contact with this compound at workplaces where cyproconazole is produced or used. (SRC)

Chemicals that kill or inhibit the growth of fungi in agricultural applications, on wood, plastics, or other materials, in swimming pools, etc. (See all compounds classified as Fungicides, Industrial.)

14C-Cyproconazole (>98% radiochemical purity) was mixed with SAN 1414 F 360 SL 001 BS (6.41% w/w cyproconazole, 300 g/L didecyldimethylammonium chloride) to a final nominal radioactive concentration of 1 uCi/18 mg, at nominal doses of 0.641, 0.01, or 0.0012 mg ai/sq cm. ... The formulated test substance was applied to excised rat skin or human skin (1.77 sq cm/sample) mounted in an in vitro dermal penetration cell. Ten samples of each type of tissue were treated and results from the first five were reported. ... The rate of penetration of 14-C-cyproconazole following dermal application was greater through rat skin than through human skin. The rate of penetration of the undiluted formulation through rat skin was 12.30 ug/sq cm/hr compared to 0.501 ug/sq cm/hr for human skin. As the dilution factor increased, the rate of penetration decreased, and the permeability coefficients increased.

... The metabolism of cyproconazole is similar in ruminants and poultry. The major routes of metabolism involved either hydroxylation of the carbon bearing the cyclopropyl group or elimination of the methyl-cyclopropyl chain followed by reduction. Hydroxylation of the methyl group was also a major route of metabolism, as was opening and modification of the cyclopropyl ring. The data indicate that there is only limited cleavage of the triazole ring and that the majority of residues retain the intact phenyl and triazole rings.|Cyproconazole (free and conjugated) was the only significant (>10%) residue identified in plant metabolism studies (other than the triazole related metabolites).

/SRP:/ Immediate first aid: Ensure that adequate decontamination has been carried out. If patient is not breathing, start artificial respiration, preferably with a demand valve resuscitator, bag-valve-mask device, or pocket mask, as trained. Perform CPR if necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on the left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep patient quiet and maintain normal body temperature. Obtain medical attention. /Poisons A and B/|/SRP:/ Basic treatment: Establish a patent airway (oropharyngeal or nasopharyngeal airway, if needed). Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if needed. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with 0.9% saline (NS) during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 mL/kg up to 200 mL of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool ... . Cover skin burns with dry sterile dressings after decontamination ... . /Poisons A and B/|/SRP:/ Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in severe respiratory distress. Positive-pressure ventilation techniques with a bag valve mask device may be beneficial. Consider drug therapy for pulmonary edema ... . Consider administering a beta agonist such as albuterol for severe bronchospasm ... . Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start IV administration of D5W /SRP: "To keep open", minimal flow rate/. Use 0.9% saline (NS) or lactated Ringer's if signs of hypovolemia are present. For hypotension with signs of hypovolemia, administer fluid cautiously. Watch for signs of fluid overload ... . Treat seizures with diazepam or lorazepam ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Poisons A and B/

cyproconazole

Cyproconazole 360 SL contains two decay preventing fungicides, cyproconazole and didecyldimethylammonium chloride (DDAC). Cyproconazole comprises 6.08% of the product by weight and DDAC is 31.6% by weight.|Sentinel 40WG Turf Fungicide; active ingredient 40.00% cyproconazole|Cyproconazole Technical; Active ingredient 96.60% Cyproconazole|Quadris Xtra Fungicide; Active ingredients 18.20% Azoxystrobin and 7.30% Cyproconazole|For more Formulations/Preparations (Complete) data for CYPROCONAZOLE (9 total), please visit the HSDB record page.

A gas chromatograph/nitrogen-phosphorus detection (GC/NPD) method is available for enforcing tolerances of cyproconazole (free and conjugated) on plant commodities (Method AM-8022-0994-3). An improved version is also available, which includes mass selective detection (MSD). The extraction and purification procedures for the two methods ae identical.

Agrochemicals -> Fungicides|Fungicides|Environmental transformation -> Pesticides (parent, predecessor)

Cyproconazole has known environmental transformation products that include 1H-1,2,4-triazol-1-ylacetic acid.|Cyproconazole has known environmental transformation products that include 1,2,4 triazole, 1,2,4 triazole acetic-acid, and Hydroxy-Triazole.