Grundinformationen
- Standard-SMILES
O=C(Nc1ccccc1)Nc1ccnc(Cl)c1- InChIKey
GPXLRLUVLMHHIK-UHFFFAOYSA-N- Summenformel
- C12H10ClN3O
- Durchschnittliche Molmasse
- 247,68 g/mol
- Monoisotopische Masse
- 247,05123962
Überblick
Forchlorfenuron is a member of the class of phenylureas that is urea substituted by a phenyl group and a 2-chloropyridin-4-yl group at positions 1 and 3 respectively. It is a plant growth regulator widely used in agriculture for improving fruit quality and fruit size. It has a role as a plant growth regulator. It is a member of phenylureas and a monochloropyridine.
Namen und Bezeichner
- Bevorzugter Name
- Forchlorfenuron
- IUPAC
- 1-(2-chloro-4-pyridinyl)-3-phenylurea
- Englischer Name
- Forchlorfenuron
- Summenformel
- C12H10ClN3O
- Molmasse
- 247.68
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
68157-60-8- PubChem CID
- 93379
- DTXSID
DTXSID1034634- ChEMBL
CHEMBL1229826- ChEBI
CHEBI:81861- UNII
- K62IP7463J
- EC Number
- 614-346-0
- Nikkaji
- J236.162K
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 2,4
- Polarare Oberfläche (TPSA)
- 54 Ų
- H-Brücken-Donoren
- 2
- H-Brücken-Akzeptoren
- 2
- Frei drehbare Bindungen
- 2
- Schwere Atome
- 17
- Formalladung
- 0
- Komplexität
- 256
Experimentelle und physikochemische Eigenschaften
Pesticides
Agrochemicals -> Pesticide active substances
Active substance -> EU Pesticides database: Approved
Pesticide (Forchlorfenuron) -> USDA PDB
LogP
log Kow = 3.2 at 20 °C
3.2
Solubility
In methanol 119 g/L, ethanol 149 g/L, acetone 127 g/L, chlorofrom 2.7 g/LApplied at 1-1000 ppm, depending on crop.
In water = 39 mg/L (pH 6.4, 21 °C)
Physikochemische Eigenschaften
- Schmelzpunkt
- 170 · 170-172°C
- Siedepunkt
- 308.4 · 308.4±27.0 °C(Predicted)
- Dichte
- 1.415 · 1.415±0.06 g/cm3(Predicted)
- storage temp.
- 2 · Inert atmosphere,2-8°C
- Löslichkeit
- Soluble in DMSO or Ethanol
- pka
- 12.55 · 12.55±0.70(Predicted)
- Aggregatzustand
- Solid
- Farbe
- White or off-white
- Henry's Law Constant
- 3.4 · 3.4×106 mol/(m3Pa) at 25℃, Duchowicz et al. (2020)
- Stabilität
- 1 year · Stable for 1 year from date ofpurchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 3 months.
- Major Application
- agricultureenvironmental
- InChI
- InChI=1S/C12H10ClN3O/c13-11-8-10(6-7-14-11)16-12(17)15-9-4-2-1-3-5-9/h1-8H,(H2,14,15,16,17)
- InChIKey
- GPXLRLUVLMHHIK-UHFFFAOYSA-N
- SMILES
- N(C1C=CN=C(Cl)C=1)C(NC1=CC=CC=C1)=O
- CAS Datenbank
- 68157 · 68157-60-8(CAS DataBase Reference)
- EPA chemische Informationen
- Forchlorfenuron (68157-60-8)
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
Warning
H351: Suspected of causing cancer [Warning Carcinogenicity]
P203, P273, P280, P318, P391, P405, and P501 (click each P-code to see the statement)
Warning
H351 (100%): Suspected of causing cancer [Warning Carcinogenicity]
P203, P273, P280, P318, P391, P405, and P501 (click each P-code to see the statement)
Gefahrenhinweise
Regulatory Information
Commission Regulation No 844/2012
Forchlorfenuron is listed in the dataset of EPA Human Health Benchmarks for Pesticides under the Safe Drinking Water Act (40 eCFR 141)
06/10/EC, Reg. (EU) 2017/1511, Reg. (EU) No 533/2013, Reg. (EU) No 540/2011, Reg.(EU) No 2018/679
Forchlorfenuron: Does not have an individual approval but may be used under an appropriate group standard
FIFRA Requirements
Tolerances are established for residues of the plant growth regulator forchlorfenuron; N-(2-chloro-4-pyridinyl)-N'-phenylurea in or on the following commodities: [Table#7911]
Time-limited tolerances are established for residues of the plant growth regulator forchlorfenuron; N-(2-chloro-4-pyridinyl)-N'-phenylurea in or on the food commodities: [Table#7912]
Hazard Classes and Categories
Carc. 2 (100%)
Carcinogenicity - category 2
Serious eye damage/eye irritation - Category 2B
Carc. 2
Sicherheit und Schutzausrüstung
Storage Conditions
Store between 40 °F and 120 °F. /Kim Blue Plant Growth Regulator/
Do not contaminate water, food, or feed by storage or disposal. Keep pesticide in original container. /Kim Blue Plant Growth Regulator/
Cleanup Methods
Absorb with an inert material such as sand, soil or vermiculite, and sweep up and dispose in accordance with federal, state and local regulations. /Kim Blue Plant Growth Regulator/
Do not contaminate water when cleaning equipment or disposing of equipment washwater or rinsate. /Kim Blue Plant Growth Regulator/
Disposal Methods
SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity 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 and plant life; and conformance with environmental and public health regulations.
PESTICIDE DISPOSAL: Wastes resulting from the use of this product may be disposed of on site or at an approved waste disposal facility. /Kim Blue Plant Growth Regulator/
CONTAINER DISPOSAL: Nonrefillable container. Do not reuse or refill this container. Offer for recycling, if available. Triple rinse container (or equivalent) promptly after emptying. Triple rinse as follows: Empty the remaining contents into application equipment or a mix tank and drain for 10 seconds after the flow begins to drip. Fill the container 1/4 full with water and recap. Shake for 10 seconds. Pour rinsate into application equipment or a mix tank or store rinsate for later use or disposal. Drain for 10 seconds after the flow begins to drip. Repeat this procedure two more times. /Kim Blue Plant Growth Regulator/
Preventive Measures
Use this product only in accordance with its labeling and with the Worker Protection Standard, 40 CFR 170. /Kim Blue Plant Growth Regulator/
Do not enter or allow worker entry into treated areas during the restricted entry interval (REI) of 12 hours. /Kim Blue Plant Growth Regulator/
Do not enter or allow worker entry into treated areas during the restricted entry interval (REI) of 12 hours. 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: long-sleeved shirt and long pants; chemical-resistant gloves such as barrier laminate, viton, butyl rubber, nitrile rubber, neoprene rubber, or polyvinyl chloride (PVC); shoes plus socks; protective eyewear such as goggles, safety shield, or safety glasses. /Kim Blue Plant Growth Regulator/
Users should: Wash hands thoroughly with soap and water before eating, drinking, chewing gum, using tobacco, or using the toilet. Remove clothing immediately if pesticide gets inside. Then wash thoroughly and put on clean clothing. Remove PPE immediately after handling this product. Wash the outside of gloves before removing. As soon as possible, wash thoroughly and change into clean clothing. /Kim Blue Plant Growth Regulator/
For more Preventive Measures (Complete) data for Forchlorfenuron (6 total), please visit the HSDB record page.
Allowable Tolerances
Tolerances are established for residues of the plant growth regulator forchlorfenuron; N-(2-chloro-4-pyridinyl)-N'-phenylurea in or on the following commodities: [Table#7909]
Time-limited tolerances are established for residues of the plant growth regulator forchlorfenuron; N-(2-chloro-4-pyridinyl)-N'-phenylurea in or on the food commodities: [Table#7910]
Personal Protective Equipment (PPE)
Personal Protective Equipment (PPE): APPLICATORS AND OTHER HANDLERS MUST WEAR: longsleeved shirt and long pants, chemical-resistant gloves such as barrier laminate or viton, butyl rubber, nitrile rubber, neoprene rubber, and polyvinyl chloride (PVC), shoes plus socks, and protective eyewear, goggles, safety shield, or safety glasses. /Kim Blue Plant Growth Regulator/
Toxikologische Informationen
Ecotoxicity Values
LD50; Species: Colinus virginianus (Bobwhite quail) oral > or =2250 ppm
LC50; Species: Colinus virginianus (Bobwhite quail) subacute dietary >5620 ppm
LC50; Species: Anas platyrhynchos (Mallard duck) subacute dietary >5620 ppm
LC50; Species: Oncorhynchus mykiss (Rainbow trout); Concentration: >9.2 ppm (acute) /Conditions of bioassay not specified in source examined/
For more Ecotoxicity Values (Complete) data for Forchlorfenuron (6 total), please visit the HSDB record page.
Environmental Fate
TERRESTRIAL FATE: Based on a classification scheme(1), a Koc range of 852-3320 measured in four soils(2), indicates that forchlorfenuron is expected to have moderate to low to slight mobility in soil(SRC). Volatilization of forchlorfenuron from moist soil surfaces is not expected to be an important fate process(SRC) given a Henry's Law constant of 2.86X10-12 atm-cu m/mole(2). Forchlorfenuron is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 3.45X10-10 mm Hg at 25 °C(2). Soil degradation studies using natural and sterilized soils found that forchlorfunuron degradation rates were faster in the natural soils suggesting that microbial degradation might be the major pathway of residue dissipation in soil(3). Dissipation rates in soil are reported to be slow with extractable residue half-lives of 578 days in one study(4). Another laboratory study observed dissipation half-lives of 15.1 to 121.3 days depending on soil type and moisture content(5).
AQUATIC FATE: Based on a classification scheme(1), a Koc range of 852-3320 measured in four soils(2), indicates that forchorfenuron is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon a Henry's Law constant of 2.86X10-12 atm-cu m/mole(2). According to a classification scheme(4), a BCF of 7.2 measured in bluegill fish(5), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Forchlorfenuron is stable to hydrolysis (30-day incubation period) at pH5, pH7 and pH9 at 25 °C(5). Forchlorfenuron did not undergo direct photolysis in aqueous solution in laboratory tests, but did photolyze in sensitized solutions (half-life of 5 days)(5). An anaerobic study in a flooded water-sediment system found a fenchlorfenuron half-life of 226 days(5). The laboratory dissipation half-lives in irrigation water collected from fields where forchlorfenuron was applied ranged from 43.3 to 64.5 days(6).
ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), forchlorfenuron, which has a vapor pressure of 3.45X10-10 mm Hg at 25 °C(2) is expected to exist solely in the particulate phase. Particulate-phase forchlorfenuron may be removed from the air by wet or dry deposition(SRC).
Soil Adsorption/Mobility
A Koc range of 852-3320 (mean of 1763) was reported for four soils(1). According to a classification scheme(2), this Koc range suggests that forchlorfenuron is expected to have low to slight mobility in soil. Forchlorfenuron was considered to be moderately mobile to essentially immobile in soils with Freundlich Kads values of 2-20(3). Adsorption-desorption studies using three Indian soils classified forchlorfenuron as a chemical in the low to medium leaching category(4).
Environmental Biodegradation
AEROBIC: Soil degradation studies using natural and sterilized soils (clay, sandy-loam and silty-loam grapevine soils in India) found that forchlorfunuron degradation rates were faster in the natural soils suggesting that microbial degradation might be the major pathway of residue dissipation(1).
AEROBIC: Forchlorfenuron, at a nominal application rate of 10 ug/g, was essentially stable in sandy loam soil incubated in darkness at 25 °C for up to 12 months. The calculated half-lives for extractable residues were 578 days and 1659 days for the sum of extractable and bound, respectively. The parent compound appeared to be relatively stable at 2 to 9 months post treatment. No degradates other than CO2 were detected. Evolved CO2 was a 0.81-0.95% of the applied at 2-9 months and was 0.061% of the applied at 12 months post treatment; organic volatiles were negligible. In sediment/water systems, forchlorfenuron, at a nominal concentration of 10 ug/g, sorbed onto soil and did not degrade significantly based on the sum of extractable, bound, and water residues(1).
ANAEROBIC: A half-life of 226 days for fenchlorfenuron incubated in anaerobic (nitrogen) flooded sandy loam soil was based on extractable residues. The parent compound appeared to be relatively stable in the water and soil phases from 60 to 90 days post treatment (anaerobic incubation days 30-60). Degradates were not detected in the soil or water phases(1).
Environmental Bioconcentration
Forchlorfenuron accumulation was studied in bluegill sunfish that were exposed to non-radiolabeled and uniformly phenyl ring-labeled [14C]-forchlorfenuron at a nominal concentration of 0.10 mg/L under flow-through aquarium conditions; Maximum bioconcentration factor (BCF) was 7.2x for the whole fish tissue samples(1). According to a classification scheme(2), this BCF suggests the potential for bioconcentration in aquatic organisms is low(SRC).
Volatilization from Water/Soil
The Henry's Law constant for forchlorfenuron is 2.86X10-12 atm-cu m/mole(1). This Henry's Law constant indicates that forchlorfenuron is expected to be essentially nonvolatile from water surfaces(2). Forchlorfenuron's Henry's Law constant indicates that volatilization from moist soil surfaces is not expected to occur(SRC). Forchlorfenuron is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 3.45X10-10 mm Hg(3).
Non-Human Toxicity Excerpts
/LABORATORY ANIMALS: Subchronic or Prechronic Exposure/ Ten male and ten female mice/dose were offered food containing each of the following concentrations of SKW 20010 (/forchlorfenuron/ 100% purity): 0, 900, 1800, 3500 or 7000 ppm. Food containing the test article was offered ad libitum for 90 days. Mean consumption of test compound at the 5 dosage levels in ascending order was males/females 162/206, 332/411, 609/788 and 1288/1683 mg/kg/day. There was no mortality and clinical signs were limited to a higher incidence of scabbing and reddening of the ears of treated males; however, there was no dose-response for this clinical sign and it was not observed in females. Only animals fed 7000 ppm had mean body weights which were lower than controls. This was true for both males and females, starting at 3 weeks. However, only in the case of males during the ninth week was the difference statistically significant. Food consumption was significantly lower for animals fed the highest dose, for a total of 4 weeks in the case of males and for one week in the case of females. At 3500 ppm both sexes suffered a single week with significantly lower food consumption. Tests in clinical pathology at 90 days revealed no convincing compound-related effects. Platelets were elevated for all males fed the test compound, but these increases were not statistically significant, showed no dose-response, and were absent from treated females. A similar pattern was noted for elevated urea nitrogen in treated males with one difference: the increase at 900 ppm was statistically significant. Bilirubin was elevated for both males and females at 7000 and 3500 ppm; however, only the increases at 7000 ppm for females and 3500 ppm for males were statistically significant. At necropsy, 4 males and 4 females were noted as having gray lacrimal glands, compared to none in controls. However, there was no dose-response for this endpoint. Free organ weights were not significantly different for treated versus control animals. In contrast, when organ weights were normalized to final bodyweights, significant increases in liver weights were identified in males at 3500 and 7000 ppm and in females at 7000 ppm. Normalized liver weights were also elevated in males at the two lower doses (though not significantly), perhaps suggesting a dose-response. However, since free liver weights were not significantly different from controls and microscopic examination of stained liver sections were negative, it is doubtful that the test compound caused liver enlargement. Lastly, the normalized kidney weights of females fed the highest dose were significantly elevated compared to controls, and microscopic examination of that organ revealed an increased incidence of infiltration of lymphocytes into the interstitium and pelvis (true for both males and females). However, since these infiltration events were almost always graded as minimal, and free kidney weights were not significantly elevated compared to controls, the case for a compound-related effect on the kidneys is weak.
/LABORATORY ANIMALS: Subchronic or Prechronic Exposure/ Four male and four female Beagle dogs/dose were offered feed containing each of the following concentrations of CN-11-3183 (/forchlorfenuron/ 99.9% purity): 0, 50, 500, 5000 ppm. The food was offered for 2 hours/day for 90 consecutive days. Samples of feed from weeks 1, 2, 3, 4, 8 and 12 were analyzed chemically to ensure that proper dosage levels were maintained. Calculated mean test compound consumption for the four dosage levels, in ascending concentration, were 0, 1.8, 18.0 and 176 mg/kg/day. No animals died during the study. Abnormal in-life clinical signs were never detected in more than one animal per dosage level and were short in duration; therefore, they were not considered to be compound-related. Mean body weights of treated animals were not significantly different from controls. Tests in hematology, serum chemistry and urinalysis detected few statistically significant differences between treated animals and controls. MCH was significantly lower at 90 days for females fed 5000 ppm; however, lack of any effect in males or in other red cell parameters suggested that the test compound was not the cause. The alterations in SGOT activity, while significant, fit no pattern consistent with any dose-response. Only cholesterol levels in both males and females were consistently higher than controls at 5000 ppm, at both 45 and 90 days (although the increases at 90 days were not statistically significant). Pathological exams identified two alterations which each occurred in treated animals but not in controls: nodules in the duodenum and a dark blue or enlarged spleen. However, there was no dose response for either abnormality and microscopic examination of the tissues did not support a compound-related etiology. Lastly, whether organ weights were normalized to final body weight or brain weight, there were no significant effects in treated animals. ... NOEL (M/F) 500 ppm (based on elevated serum cholesterol levels at 45 and 90 days for animals fed 5000 ppm, with only the 45 day levels being significantly above controls).
/LABORATORY ANIMALS: Subchronic or Prechronic Exposure/Two male and two female Beagle dogs/dose were offered feed containing each of the following concentrations of SKW 20010 (/forchlorfenuron/ purity: 99.4%): 0, 7500, 10000 ppm. The food was offered for one hour/day for 91 consecutive days. Samples of feed taken at weeks 0, 1, 6 and 13 were analyzed chemically to ensure that proper dosage levels were maintained. Consumption of test article for the 7500 and 10000 ppm dosage levels was 173 and 212 mg/kg/day for males and 208 and 232 mg/kg/day for females (means of the 13 weeks). There was no animal mortality. The only compound-related abnormal clinical sign was decreased defecation in all animals fed 10000 ppm and in one male fed 7500 ppm. Both males and females lost weight for the first 3 weeks at the highest dose (mean body weights); the 2 males gained weight thereafter while the females remained essentially constant. At the 7500 ppm level the males' weights remained fairly constant, while the females gained weight (about 33% of the control group's weight gain) after a 2 week lag. Decreased food consumption probably accounted for some of these effects, since it was sporadically lower for both males and females in both dosage groups. Hematology tests detected elevated white cells in males at 7500 and 10000 ppm which was primarily due to an increase in segmented neutrophils. Males also showed elevated reticulocytes for the higher dose. Females exhibited decreased red cells and decreased hematocrit at the higher dose. Although platelet counts were elevated in treated males and females, the changes were not considered compound-related since the values fell within the ranges of historical controls. Leukocyte counts and serum chemistry did not reveal any changes in treated animals which were outside the range of historical controls except for elevated cholesterol in females at 7500 and 10000 ppm (males were also elevated but within historical controls) and elevated total protein in females at 10000 ppm (only the change in protein was statistically significant). The gross pathological exam detected no abnormalities common to the 2 animals in each dosage group. Microscopic examination of fixed tissue was also negative. Lastly, mean liver weights normalized to final body weights were elevated for both sexes at both doses; however, free liver weights were not elevated, indicating that the increase in normalized liver weight was due to decreased animal body weight. The absence of histopathologic lesions in the liver supported this conclusion.
/LABORATORY ANIMALS: Subchronic or Prechronic Exposure/ One male and one female Beagle dog/dose were offered feed containing each of the following concentrations of CN-11-3183 (/forchlorfenuron/ purity: 98.9%): 0, 150, 500, 2500, 7500 ppm. Food containing the test article was offered for 2 hours/day for 10 days, followed by a 5 day interval when feed without test article was mistakenly used, followed again by a 42 day interval of daily compound presentation in the feed. Weekly samples of feed were analyzed chemically to ensure that proper dosage levels were maintained. No animals died during the study and there were no abnormal clinical signs. Similarly, necropsy at study termination revealed no abnormalities common to the different dosage levels. Despite the use of only one male and one female per dose, the data suggest that the subject product did affect body weights and food intake. The male fed 7500 ppm exhibited decreased weight gain relative to the control, not exceeding its starting weight until week 5. Females were more sensitive; animals fed 2500 or 7500 ppm suffered both an early growth delay and a late weight loss. Smaller but similar effects may have been seen in the females fed the two lower doses. Food intake on a grams/animal/day basis was reduced for males at 7500 pm and for females at 7500 and 2500 ppm. When food consumption was normalized to animal weight (grams/kg/day), the compound's effect was only evident at the highest dose of 7500 ppm, again for both sexes.
For more Non-Human Toxicity Excerpts (Complete) data for Forchlorfenuron (19 total), please visit the HSDB record page.
Environmental Abiotic Degradation
The rate constant for the vapor-phase reaction of forchlorfenuron with photochemically-produced hydroxyl radicals has been estimated as 4.8X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 8 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). Forchlorfenuron, at a nominal concentration of 30 ppm, was stable to hydrolysis in pH 5, 7 and 9 aqueous buffer solutions incubated at 25 °C for up to 30 days(2). Forchlorfenuron, at a concentration of 6.7 ug/mL, was photolytically stable in pH5 aqueous buffer solution that was continuously irradiated with a xenon arc lamp and maintained at 25 °C for up to 30 days(2). In the sensitized irradiated solutions, the photolytic half-life was 5 days(2).
Probable Routes of Human Exposure
Workers may be exposed to forchlorfenuron during mixing, loading, application, and post application activities. Handlers may be exposed to forchlorfenuron during mixing, loading, and application activities associated with agricultural crops. Based on the proposed use patterns, short- and intermediate-term dermal and inhalation exposure are expected to occur(1).
Environmental Fate/Exposure Summary
Forchlorfenuron's production may result in its release to the environment through various waste streams; its use as a plant growth regulator will result in its direct release to the environment. If released to air, a vapor pressure of 3.45X10-10 mm Hg at 25 °C indicates forchlorfenuron will exist solely in the particulate phase in the atmosphere. Particulate-phase forchlorfenuron will be removed from the atmosphere by wet or dry deposition. If released to soil, forchlorfenuron is expected to have low to slight mobility based upon a Koc range of 852-3320. Volatilization from moist soil surfaces is not expected to be an important fate process based upon a Henry's Law constant of 2.86X10-12 atm-cu m/mole. Forchlorfenuron is not expected to volatilize from dry soil surfaces based upon its vapor pressure. Microbial degradation might be the major pathway of residue dissipation in soil based on sterilized versus natural soil incubation studies. Dissipation in soil may be slow based on observed half-lives of 578 days in one study, although half-lives of 15.1-121.3 days were observed in another study where dissipation rates depended on soil type and moisture content. If released into water, forchlorfenuron is expected to adsorb to suspended solids and sediment based upon the Koc. Volatilization from water surfaces is not expected to be an important fate process based upon this compound's Henry's Law constant. Hydrolysis and direct photolysis are not expected to be important fate processes, although sensitized photolysis may occur. An anaerobic study in a flooded water-sediment system found a fenchlorfenuron half-life of 226 days; laboratory dissipation half-lives in irrigation water collected from fields where forchlorfenuron was applied ranged from 43.3 to 64.5 days. Occupational exposure to forchlorfenuron may occur during mixing, loading, application, and post application activities. Handlers may be exposed to forchlorfenuron during mixing, loading, and application activities associated with agricultural crops. Based on the proposed use patterns, short- and intermediate-term dermal and inhalation exposure are expected to occur. (SRC)
Regulatorische Informationen
FIFRA Requirements
Tolerances are established for residues of the plant growth regulator forchlorfenuron; N-(2-chloro-4-pyridinyl)-N'-phenylurea in or on the following commodities: [Table#7911]
Time-limited tolerances are established for residues of the plant growth regulator forchlorfenuron; N-(2-chloro-4-pyridinyl)-N'-phenylurea in or on the food commodities: [Table#7912]
Sicherheitsdaten
- wgk
- 3
- ridadr
- UN3077 9/PG 3
- hs_code
- 29333990
- RTECS-Nr.
- YS7182500
- risk_code
- 36/37-51/53-40
- Toxizität
- LD50 oral in mouse: > 500mg/kg
- hazard_code
- Xi,N,Xn
- safety_code
- 26-36-61-46-36/37
- hazard_class
- 9
- packing_group
- III
- Speicherklasse
- 11 - Combustible Solids
- Giftige Stoffe Daten
- 68157-60-8(Hazardous Substances Data)
- Hazard Classifications
- Aquatic Chronic 2Carc. 2
Chemie und Industrie
Pharmakologische Informationen
Mechanism of Action
Septins are filamentous GTPases that associate with cell membranes and the cytoskeleton and play essential roles in cell division and cellular morphogenesis. Septins are implicated in many human diseases including cancer and neuropathies. Small molecules that reversibly perturb septin organization and function would be valuable tools for dissecting septin functions and could be used for therapeutic treatment of septin-related diseases. Forchlorfenuron is a plant cytokinin previously shown to disrupt septin localization in budding yeast. However, it is unknown whether forchlorfenuron directly targets septins and whether it affects septin organization and functions in mammalian cells. Here, we show that forchlorfenuron alters septin assembly in vitro without affecting either actin or tubulin polymerization. In live mammalian cells, forchlorfenuron dampens septin dynamics and induces the assembly of abnormally large septin structures. Forchlorfenuron has a low level of cytotoxicity, and these effects are reversed upon forchlorfenuron washout. Significantly, forchlorfenuron treatment induces mitotic and cell migration defects that phenocopy the effects of septin depletion by small interfering RNA.
It promotes cell division, differentiation and development; induces budding of callus, and controls apical dominance; breaks dormancy of lateral buds and promotes germination; delays ageing process and maintains chlorophyll in excised leaves; regulates the transport of nutrients; promotes fruit formation, etc.
Biological Half-Life
At least 4 Sprague-Dawley rats/sex were dosed orally by gavage with 100 mg/kg of CPPU-UL-phenyl-(14)C (radiochemical purity: 99.16%; specific activity: 28.04 mCi/mmol) fortified with unlabeled Forchlorfenuron technical (purity: 98.2%). ... The excretory half-lives ranged from 13 to 16 hours for both sexes for both the urine and feces.
Metabolism/Metabolites
At least 4 Sprague-Dawley rats/sex were dosed orally by gavage with 100 mg/kg of CPPU-UL-phenyl-(14)C (radiochemical purity: 99.16%; specific activity: 28.04 mCi/mmol) fortified with unlabeled Forchlorfenuron technical (purity: 98.2%). ... The primarily metabolite recovered in the urine was CPPU-sulfate with substitution on the phenyl ring. It represented 84 and 57% of the administered dose for the males and females, respectively. Other metabolites were products of phenyl ring hydroxylations as well. Hydroxyl-CPPU was the predominant metabolite recovered from the feces with 11 and 18% of the administered dose recovered from the males and females, respectively.
Absorption, Distribution and Excretion
In both the main study and the biliary excretion study, at least 4 Sprague-Dawley rats/sex were dosed orally by gavage with 100 mg/kg of CPPU-UL-phenyl-(14)C (radiochemical purity: 99.16%; specific activity: 28.04 mCi/mmol) fortified with unlabeled Forchlorfenuron technical (purity: 98.2%). In the main study, urine, feces and air samples were collected periodically for 7 days post-dose. In the biliary excretion study, bile samples were collected periodically via the bile duct cannula up to 72 hours post-dose. The primary route of excretion was in the urine ((M) urine: 79%, feces: 16%, (F) urine: 68%, feces: 28%). During the 1st 24 hours post-dose, 82% of the radiolabel was recovered from the males and 66% from the females. Less than 0.1% of the administered dose was recovered in the air. The excretory half-lives ranged from 13 to 16 hours for both sexes for both the urine and feces. Recovery in the tissues at 7 days post dose represented less than 1% of the administered dose. In the biliary excretion study, 23 and 20% of the administered radiolabel were recovered in the bile from the males and females, respectively. However, the absorption kinetics could not be readily assessed because no urine or feces samples were collected simultaneously from these study animals.
Absorbed by leaves, stem, cotyledon and germinated seeds.
Verwendung und Herstellung
Uses
For forchlorfenuron (USEPA/OPP Pesticide Code: 288008) ACTIVE products with label matches. /SRP: Registered for use in the U.S. but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses./
Forchlorfenuron is a plant growth regulator registered for use on grapes raisins, and kiwifruit.
Plant growth regulator. Used to increase the size of kiwi fruit and table grapes.
Forchlorfenuron is a diphenylurea-derivative cytokinin growth stimulating substance used as plant growth regulator (PGR) to enhance fruit set, size and increase yields. Forchlorfenuronis is commonly used in horticulture to stimulate the growth of kiwi fruit and grapes.
Formulations/Preparations
Soluble powder.
Gibberellic Acid (Kim-C1, LLC): Forchlorfenuron 98%.
KT-30 Technical (Kim-C1, LLC): Forchlorfenuron 98%.
ABG-3207 Plant Growth Regulator (Kim-C1, LLC): Forchlorfenuron 0.8%.
For more Formulations/Preparations (Complete) data for Forchlorfenuron (6 total), please visit the HSDB record page.
Anwendungen
VerwendenForchlorfenuronis is a diphenylurea-derivative cytokinin. Forchlorfenuronis is used as a plant growth regulator (PGR). Forchlorfenuronis is commonly used in horticulture to stimulate the growth of kiw i fruit and grapes.
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