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Cycluron
COMU · omu · hs61 · CYCLURON · Alipur-O · cyclouron · Cycluron Solution, 100ppm · Enavogliflozin Impurity 30
Identifikatoren & physikalische Daten
| CAS No. | 2163-69-1 |
|---|---|
| Summenformel | C11H22N2O |
| Durchschnittliche Molmasse | 198,31 g/mol |
| Monoisotopische Masse | 198,17321332 g/mol |
| SMILES | CN(C)C(=O)NC1CCCCCCC1 |
| InChIKey | DQZCVNGCTZLGAQ-UHFFFAOYSA-N |
| PubChem CID | 16554 |
| ChEMBL | CHEMBL1879112 |
| ChEBI | CHEBI:82231 |
| EC No. | 218-493-8 |
| DTXSID | DTXSID8041824 |
| Lokaler Name | Cycluron |
Chemische & physikalische Eigenschaften
| XLogP | 2,4 |
|---|---|
| Polarare Oberfläche (TPSA) | 32,3 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 1 |
| Frei drehbare Bindungen | 1 |
| Schwere Atome | 14 |
| Formalladung | 0 |
| Komplexität | 172 |
| Pestizide | HerbicidesActive substance -> EU Pesticides database: Not approvedPesticides -> Herbicides, Urea Derivative |
| Geruch | ODORLESS |
| Color/Form | COLORLESS CRYSTALS |
| Löslichkeit | SOLUBILITY @ 20 °C: 1.1 G/L WATER, 67 G/KG ACETONE, 55 G/KG BENZENE, 500 G/KG METHANOLIn water at 20 °C, 0.11%. In acetone 6.7%, benzene 5.5%, methanol 50%, ethyl acetate 4.4 g/100g, diethyl ether 1.6g/100g (all at 20 °C).In water 1.2X10+3 mg/l at 20 °C0.15g/L(20 ºC) |
| Corrosivity | Noncorrosive |
| Human Drugs | Pharmaceuticals |
| Decomposition | When heated to decomposition it emits toxic fumes of NOx. |
| Schmelzpunkt | 138 °C (PURE)MP: 134-138 °C /Technical/138℃ |
| Dampfdruck | 0.0000667 [mmHg]1X10-7 MM HG @ 20 °C |
| Physical Description | Colorless odorless solid[HSDB] |
| Stability/Shelf Life | IT IS STABLE |
| Other Experimental Properties | The ureas form salts with strong acids. /Urea herbicides/ |
| Siedepunkt | 335.64°C (rough estimate) |
| Dichte | 0.97 |
| Brechungsindex | 1.4620 (estimate) |
| Flammpunkt | >100 °C |
| pKa (Säurekonstante) | 13.97±0.20(Predicted) |
| BRN | 2209526 |
| Henry-Konstante | 8.2×102 mol/(m3Pa) at 25℃, HSDB (2015) |
| EPA chemische Informationen | Cycluron (2163-69-1) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 39 reports by companies from 1 notifications to the ECHA C&L Inventory. |
|---|---|
| Regulatorische Informationen | 2002/2076 |
| Gefahrenübersicht | Urea-derived herbicides have low toxicity in animal feeding studies[HSDB] Systemic toxicity unlikely unless large amounts ingested[EPA Pesticides, p. 122] May cause irritation[MSDSonline] |
| Hazard Classes and Categories | Acute Tox. 4 (100%) |
| Entsorgungsverfahren | SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices. |
| Preventive Measures | Avoid skin and eye contact and inhalation of spray mists. Prevent drifting. |
| Umweltverhalten | TERRESTRIAL FATE: In soil ... demethylation of the nitrogen atom, hydrolytic cleavage, and liberation of carbon dioxide and ammonia /occurs/.TERRESTRIAL FATE: Based on a recommended classification scheme(1), estimated Koc values ranging from 88 to 160(SRC), determined from an experimental water solubility of 1200 mg/l(2) and a structure estimation method(3), indicate that cycluron is expected to have moderate to high mobility in soil(SRC). Volatilization of cycluron from moist soil surfaces is not expected given an estimated Henry's Law constant of 1.2X10-8 atm-cu m/mole(SRC), using a fragment constant estimation method(4). Cycluron is not expected to volatilize from dry soil surfaces based on an estimated vapor pressure of 2.6X10-5 mm Hg(SRC), determined from a fragment constant method(5). Cycluron had a mobility factor of 3.8 in Hagerstown silty clay loam(4.3% organic matter, 30% clay, pH 5.5) and 4.3 in Lakeland sandy loam(3.3% organic matter, 10% clay, pH 6.2) soil columns(6). Mobility factors of 1 and 6 indicate no movement and maximum movement in the soil column, respectively(6). A 50% decrease in degradation of the urea herbicide, diuron, after soil sterilization(7) indicates that microorganisms may be important in the transformation of cycluron(SRC). The soil persistence of cycluron was reported as 4.5 to 60 weeks at doses of 0.125 to 2.0 lb/acre, based on the time taken for its activity to decrease below levels giving 50% and 20% growth inhibition in Italian ryegrass(8).AQUATIC FATE: Based on a recommended classification scheme(1), estimated Koc values ranging from 88 to 160(SRC), determined from an experimental water solubility of 1200 mg/l(2) and a structure estimation method(3), indicate that little adsorption to suspended solids and sediment in water is expected for cycluron(SRC). Cycluron is not expected to volatilize from water surfaces based on an estimated Henry's Law constant of 1.2X10-8 atm-cu m/mole(SRC), developed using a fragment constant estimation method(5). According to a classification scheme(6), estimated BCF values ranging from 11 to 79(4,SRC), determined from an experimental water solubility of 1200 mg/l(2) and an estimated log Kow of 2.8(7,SRC), suggest that bioconcentration in aquatic organisms is low to moderate, not high(SRC).ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), cycluron, which has a vapor pressure of 1X10-7 mm Hg at 20 °C(2), is expected to exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase cycluron 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 about 15 hours(3,SRC). Particulate-phase cycluron may be physically removed from the air by wet and dry deposition(SRC). |
| Soil Adsorption/Mobility | Koc = 93 (calculated from water solubility by regression equations). /From table/Using a structure estimation method based on molecular connectivity indices(1), the Koc for cycluron can be estimated to be about 160(SRC). According to a recommended classification scheme(2), this estimated Koc value suggests that cycluron is expected to have moderate mobility in soil(SRC). An estimated Koc value of 88(3,SRC) was calculated from a measured water solubility of 1200 mg/l at 20 °C(4). According to a recommended classification scheme(2), this estimated Koc value suggests that cycluron is expected to have high mobility in soil(SRC). |
| Artificial Pollution Sources | Cycluron's former production and use as a pre-emergence herbicide(1,2) will have resulted in its release to the environment(SRC). |
| Environmental Biodegradation | ... Some plants such as cotton are able to degrade herbicidal ureas relatively rapidly to nonphytotoxic compounds. /Ureas/Urea herbicides readily undergo photolysis. /Urea herbicides/A decrease in degradation of urea herbicides after soil sterilization was observedapprox. 30% of diuron was degraded after 4 weeks in nonsterilized soil samples, <15% of diuron was degraded after 4 weeks in sterile soil(1). The soil persistence of cycluron was reported as 4.5 to 60 weeks at doses of 0.125 to 2.0 lb/acre, based on the time taken for its activity to decrease below levels giving 50% and 20% growth inhibition in Italian ryegrass(2). |
| Environmental Bioconcentration | Bioconcentration factor = 12 (calculated from water solubility by regression equations). /From table/An estimated BCF value of 79 was calculated for cycluron(SRC), using an estimated log Kow of 2.8(1,SRC) and a recommended regression-derived equation(2). According to a classification scheme(3), this BCF value suggests that bioconcentration in aquatic organisms is moderate, not high(SRC). An estimated BCF value of 11 was calculated for cycluron(SRC), using an experimental water solubility of 1200 mg/l at 20 °C(4,SRC) and a recommended regression-derived equation(2). According to a classification scheme(3), this BCF value suggests that bioconcentration in aquatic organisms is low(SRC). |
| Volatilization from Water/Soil | The Henry's Law constant for cycluron is estimated as 1.2X10-8 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This value indicates that cycluron will be essentially nonvolatile from water surfaces(2,SRC). Cycluron's Henry's Law constant(1,SRC) indicates that volatilization from moist soil surfaces is not expected (SRC). Cycluron is not expected to volatilize from dry soil surfaces based on an estimated vapor pressure of 2.6X10-5 mm Hg(SRC), determined from a fragment constant method(3). |
| Non-Human Toxicity Excerpts | ... THERE WAS NO LOCAL IRRITATION TO THE BACKS AND EARS OF WHITE RABBITS TREATED FOR 24 HR WITH 50% AQ FORMULATION.Not toxic to bees....UREA HERBICIDES /INCL CYCLOURON/ ARE OF VERY LOW TOXICITY TO WARM-BLOODED ANIMALS. ... /UREA HERBICIDES/ |
| Environmental Abiotic Degradation | The rate constant for the vapor-phase reaction of cycluron with photochemically-produced hydroxyl radicals has been estimated as 2.5X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1,SRC). This corresponds to an atmospheric half-life of about 15 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1,SRC). |
| Probable Routes of Human Exposure | Occupational exposure to cycluron may have occurred through inhalation of dusts and dermal contact with this herbicide during its past application or at workplaces where cycluron was produced. (SRC) |
| Environmental Water Concentrations | SURFACE WATER: Cycluron was identified in river water from the Main River in West Germany(1). |
| Environmental Fate/Exposure Summary | Cycluron's former use as a pre-emergence herbicide will have resulted in its release to the environment. If released to the atmosphere, cycluron is expected to exist in both the vapor and particulate phases in the ambient atmosphere based on vapor pressure of 1X10-7 mm Hg. Vapor-phase cycluron is expected to be degraded by reaction with photochemically produced hydroxyl radicalsthe half-life for this reaction in air is estimated to be 15 hours. Particulate-phase cycluron will be removed from the atmosphere by wet and dry deposition. If released to soil, cycluron is expected to have moderate to high mobility based on estimated Koc values ranging from 88 to 160. Volatilization from wet and dry soil surfaces is not expected given an estimated Henry's Law constant of 1.2X10-8 atm-cu m/mole and an estimated vapor pressure of 2.6X10-5 mm Hg, respectively. Degradation in soil is expected to occur(persistence of 4.5 to 60 weeks). If released into water, cycluron is expected to adsorb very little to suspended solids and sediments in water, based on estimated Koc values ranging from 88 to 160. Low to moderate bioconcentration in aquatic organisms is expected based on estimated BCF values ranging from 11 to 79. Volatilization from water surfaces is not expected based on an estimated Henry's Law constant of 1.2X10-8 atm-cu m/mole. Occupational exposure to cycluron may have occurred through inhalation of dusts and dermal contact with this herbicide during its application or at workplaces where cycluron was produced. (SRC) |
| Wassergefährdungsklasse (WGK) | 3 |
| RTECS-Nr. | YS7875000 |
| R-Sätze (R) | 22 |
| Gefahrensymbole | Xn |
| Sicherheitshinweise (S) | 26-36-45 |
| Gefahrstoffdaten | 2163-69-1(Hazardous Substances Data) |
Anwendungen & Verwendung
Verwenden
Cycluron is a pesticide.