Product
Supplier
Encyclopedia
Inquiry
Home > Encyclopedia > Forchlorfenuron

Forchlorfenuron

Forchlorfenuron structure

Forchlorfenuron 

structure
  • CAS No:

    68157-60-8

  • Formula:

    C12H10ClN3O

  • Chemical Name:

    Forchlorfenuron

  • Synonyms:

    Urea,N-(2-chloro-4-pyridinyl)-N′-phenyl-;N-(2-Chloro-4-pyridinyl)-N′-phenylurea;1-(2-Chloro-4-pyridyl)-3-phenylurea;N-(2-Chloro-4-pyridyl)-N′-phenylurea;N-Phenyl-N′-(2-chloro-4-pyridyl)urea;4PU30;V 3183;CN 11-3138;Forchlorfenuron;KT 30;CPPU;KT 30 (plant growth regulator);SKW 20010;Fulmet;Sitofex;Chloropyridylphenyl urea;1-(2-Chloropyridin-4-yl)-3-phenylurea

  • Categories:

    Agrochemicals  >  Plant Growth Regulators

Description

Forchlorfenuron is plant growth regulator and cytokinin; can be used to increase fruit size of fruits, such as kiwi fruit and grapes.


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.

Forchlorfenuron Basic Attributes

247.68000

247.68

614-346-0

K62IP7463J

DTXSID1034634

White to off-white crystalline powder

2933399090

Characteristics

54.02000

3.52500

white to off white crystals

1.415 g/cm3

167 °C

308.4ºC at 760 mmHg

140.3ºC

1.705

In water = 39 mg/L (pH 6.4, 21 deg C)

2-8ºC

3.45X10-10 mm Hg at 25 deg C (gas saturation method)

LD50 oral in mouse: > 500mg/kg

Henry's Law constant = 2.86X10-12 atm-cu m/mol at 25 °C

pKa1 = 2.5; pKa2 = 12.25

Stable to heat and light. Not hydrolyzed over 30 days at pH 5, 7 and 9 (25 °C)

Safety Information

UN3077

3

R36/37

26-36

YS7182500

Xi

Product is stable under normal conditions. /Kim Blue Plant Growth Regulator/

P273-P281

H351-H411

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/

Keep away from strong oxidizers such as hydrogen peroxide, bromine, and chromic acid. /Kim Blue Plant Growth Regulator/

USEPA Office of Prevention, Pesticides and Toxic Substances, Pesticide Fact Sheet for Forchlorfenuron (September 2004).[Available from, as of November 21, 2011: http://www.epa.gov/opprd001/factsheets/]

|Warning|H351: Suspected of causing cancer [Warning Carcinogenicity]|P201, P202, P273, P281, P308+P313, P391, P405, and P501|H351 (100%): Suspected of causing cancer [Warning Carcinogenicity]|Aggregated GHS information provided by 201 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H320: Causes eye irritation [Warning Serious eye damage/eye irritation]|P201, P202, P260, P261, P264, P270, P271, P273, P281, P304+P340, P305+P351+P338, P308+P313, P309+P311, P312, P337+P313, P391, P403+P233, P405, and P501

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/

EXTINGUISHING MEDIA: Dry chemical or waterspray or waterfog or CO2 or Foam or Sand/Earth /Kim Blue Plant Growth Regulator/

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/

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.

Toxicity

LD50 Rat (female) oral 4918 mg/kg bw|LD50 Rat (male) oral 4904 mg/kg bw|LD50 Rabbit dermal >2000 mg/kg bw

Forchlorfenuron's production may result in its release to the environment through various waste streams; its use as a plant growth regulator(1) will result in its direct release to the environment(SRC).

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).

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).

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).

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).

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).

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).

Drug Information

Any of the hormones produced naturally in plants and active in controlling growth and other functions. There are three primary classes: auxins, cytokinins, and gibberellins. (See all compounds classified as Plant Growth Regulators.)

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.

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.

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.

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.

/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/

4PU30 cpd

Forchlorfenuron Use and Manufacturing

Uses

Forchlorfenuronis 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 kiwi fruit and grapes.

Applied at 1-1000 ppm, depending on crop.

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.

High-affinity polyclonal antibodies directed against the synthetic cytokinin forchlorfenuron (CPPU) were produced from three immunizing haptens with equivalent spacer arms located at different positions. A competitive immunoassay was developed with a limit of detection in buffer of 12.42 +/- 3.06 ng/L. In addition, the ability of the produced antibodies to recognize a set of synthetic CPPU analogues was studied. It was evidenced that the linker position had a strong impact on the specificity of the generated polyclonals, which were more sensitive to changes at moieties of the target analyte located furthest from the derivatization site of the immunogen. Finally, matrix effects of gold and green kiwifruit over assay parameters were evaluated. Excellent recoveries and low coefficients of variation were found with just a 100-fold dilution of the sample in buffer, hence indicating the effectiveness of the developed immunoassay as an analytical tool for monitoring this agrochemical in kiwifruit samples.|By hplc with uv detection; method validated at the 0.01 ppm level.

Agrochemicals -> Plant Growth Regulators

Computed Properties

Molecular Weight:247.68
XLogP3:2.4
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:2
Exact Mass:247.0512396
Monoisotopic Mass:247.0512396
Topological Polar Surface Area:54
Heavy Atom Count:17
Complexity:256
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Recommended Suppliers of Forchlorfenuron

Scan the QR Code to Share

Feedback & Suggestions
Send Message

Thank you for your feedback. If you require further assistance, please contact us by email at info@echemi.com or call us at +86-532-55729510.