基本情報
- 標準SMILES
C[n+]1ccc(-c2cc[n+](C)cc2)cc1- InChIKey
INFDPOAKFNIJBF-UHFFFAOYSA-N- 分子式
- C12H14N2+2
- 平均分子量
- 186.25 g/mol
- 単同位体質量
- 186.11460129
概要
Paraquat is an organic cation that consists of 4,4'-bipyridine bearing two N-methyl substituents loctated at the 1- and 1'-positions. It has a role as a geroprotector and a herbicide. It derives from a hydride of a 4,4'-bipyridine.
名称と識別子
- 優先名称
- Paraquat
- IUPAC
- 1-methyl-4-(1-methylpyridin-1-ium-4-yl)pyridin-1-ium
- 現地名
- グラモキソン
- 英語名
- Paraquat dichloride
- 分子式
- C12H14Cl2N2
- 分子量
- 257.16
名称と別名
名称をさらに表示
データベース識別子
- CAS
1910-42-5、4685-14-7- PubChem CID
- 15939
- DTXSID
DTXSID3034799- ChEMBL
CHEMBL74469- ChEBI
CHEBI:34905- UNII
- PLG39H7695
- EC Number
- 225-141-7
- Nikkaji
- J913J
物性
構造計算による物性
- XLogP
- 1.7
- 極性表面積
- 7.8 Ų
- 水素結合供与体数
- 0
- 水素結合受容体数
- 0
- 回転可能結合数
- 1
- 重原子数
- 14
- 形式電荷
- 2
- 複雑度
- 145
実験および物理化学的性質
Pesticides
Pesticide -> EPA IRIS
Herbicides
Active substance -> EU Pesticides database: Not approved
Pesticides -> Herbicides, Bipyridyl
Density
1.24
1.24 @ 20°C
Color/Form
Yellow solid
Off-white powder
...a liquid in various strengths... The form marketed in the U.S. has a blue dye to keep it from being confused with beverages, a sharp odor to serve as a warning, and an agent to cause vomiting if someone drinks it.
Yellow-white hygroscopic powder
Solubility
In water, 6.2X10+5 mg/L at 20 °C
Practically insoluble in organic solvents.
Boiling Point
Boiling point (760 mm Hg): Decomposes at 175-180 °C (347-356 °F)
decomposes
Melting Point
Colorless crystals; mp: 300 °C (decomposes); very soluble in water, slightly soluble in lower alcohols. Insoluble in hydrocarbons. Hydrolyzed by alkali. Inactivated by inert clays and anionic surfactants; corrosive to metal; non-volatile /Paraquat dichloride/
A solid. MP: 300 °C (approximate decomposition) /Paraquat dimethyl sulfate/
572 °F (decomposes)
物理化学的性質
- 融点
- 300 °C · >300 °C(lit.)
- 沸点
- 403.89 °C · 403.89°C (rough estimate)
- 比重(密度)
- 1.25 · 1.25
- 蒸気圧
- 0 Pa · 0Pa at 25℃
- 屈折率
- 1.64 · 1.6400 (estimate)
- 貯蔵温度
- Inert atmosphere,Room Temperature
- 溶解性
- Methanol (Sligthly)
- 外見
- 結晶または結晶性粉末
- 色
- ベージュまたはピンクからブラウン
- 臭い (Odor)
- 工業品は特異臭
- 水溶解度
- 溶ける
- Merck
- 7031 · 7031
- 安定性
- 安定。強力な酸化剤とは相容れない。
- LogP
- -4.5 at · -4.5 at 20℃
- CAS データベース
- 1910 · 1910-42-5(CAS DataBase Reference)
- EPAの化学物質情報
- Paraquat dichloride (1910-42-5)
化学的性質
化学的特性off-white powder
安全と法規制
GHS分類
GHS Classification
Danger
H290 (100%): May be corrosive to metals [Warning Corrosive to Metals]
P234, P260, P261, P262, P264, P264+P265, P270, P271, P273, P280, P284, P301+P316, P302+P352, P304+P340, P305+P351+P338, P316, P319, P320, P321, P330, P332+P317, P337+P317, P361+P364, P362+P364, P390, P391, P403+P233, P405, P406, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 28 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Danger
H301: Toxic if swallowed [Danger Acute toxicity, oral]
危険有害性情報
Regulatory Information
Regulation (EC) No 1107/2009 (amended)
2003/112/EC
Paraquat: HSNO Approval: HSR003041 Approved with controls
The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)
Fire Potential
This chemical is a combustible solid.
Non-flammable in aqueous formulations.
Hazards Summary
Contact injuries in workers include skin rashes, burns, eye damage from splashes, nail damage, and nasal bleeding. Parquat absorption through the skin can contribute to systemic toxicity, especially when contacting damaged skin or sensitive areas like the buttocks and genitalia. Toxic ingestion: low doses (<20 mg/kg) cause local irritation to oral and GI mucosa; moderate doses (20-40 mg/kg) cause renal, liver and lung damage with respiratory failure within 2-3 weeks; high doses (>40 mg/kg) cause pulmonary fibroplasia, respiratory failure, and death within 1-7 days. [ACGIH] Highly toxic via ingestion, inhalation, and skin absorption; [Hawley] See Paraquat dichloride.
Special Reports
FAO/WHO; Pesticide Residues in Food - Joint FAO/WHO Meeting on Pesticide Residues: Paraquat (2003) provides documentation of the evaluation by the Joint FAO/WHO Meeting on Pesticide Residues to establish an adi for paraquat.[Available from, as of March 11, 2010: http://www.inchem.org/documents/jmpr/jmpmono/v2003pr08.htm]
USEPA/OPP; Reregistration Eligibility Decision Document - Paraquat Dichloride EPA-738-F-96-018 (August 1997). The RED summarizes the risk assessment conclusions and outlines any risk reduction measures necessary for the pesticide to continue to be registered in the U.S.[Available from, as of June 25, 2015: http://www.epa.gov/pesticides/reregistration/status.htm]
IPCS; Poisons Information Monograph 399: Paraquat (October 2000). A global database with evaluated information on substances (chemicals, pharmaceuticals, poisonous plants, and poisonous and venomous animals) commonly involved in cases of poisoning.[Available from, as of March 5, 2010: http://www.inchem.org/pages/pims.html]
WHO; Environmental Health Criteria No. 39: Paraquat and Diquat (1984)[Available from, as of March 29, 2010: http://www.inchem.org/documents/ehc/ehc/ehc39.htm]
FIFRA Requirements
Tolerances are established for residues of the desiccant, defoliant, and herbicide paraquat (1,1'-dimethyl-4,4'-bipyridinium-ion) derived from application of either the bis(methyl sulfate) or the dichloride salt (both calculated as the cation) in or on the following food commodities:[Table#3463]
Tolerances with regional registration as defined in section 180.1(n), are established for residues of the pesticide paraquat (1,1'-dimethyl-4,4' bipyridinium ion) derived from application of either the bis(methyl sulfate) or the dichloride salt (both calculated as the cation) in or on the following food commodities:[Table#3464]
Classified for restricted use and limited to use by or under the direct supervision of a certified applicator. /Paraquat (dichloride) and paraquat bis (methylsulfate)/[Table#3465]
The Agency has determined that paraquat dichloride products, labeled and used as specified in this Reregistration Eligibility Decision, will not pose unreasonable risks or adverse effects to humans or the environment. Under the Food Quality Protection Act of 1996, the Agency has determined that there is a reasonable certainty that no harm will result to infants and children from aggregate exposure to paraquat dichloride. There are no residential uses of paraquat dichloride, therefore, there are no risks of dermal or inhalation exposure to infants, children or the general population. Additionally, paraquat is not expected to be a contaminant of drinking water. The Agency has also concluded that there are no other chemicals with a common mode of toxicity as that of paraquat. Therefore, the Agency concludes that products containing paraquat dichloride for all uses are eligible for reregistration as specified in this RED. /Paraquat dichloride/
For more FIFRA Requirements (Complete) data for Paraquat (6 total), please visit the HSDB record page.
History and Incidents
A mixture of paraquat and water was applied, by helicopter, to agricultural fields near a residential community and near an associated commercial complex. Drift from the application passed directly over the community, which resulted in resident complaints to the local county agricultural department. A community survey was undertaken to determine what health consequences, if any, resulted from the drift. A comparison of 2 wk self-reported symptom rates between the exposed community and three historical control communities indicated that 10 symptoms were elevated significantly at p< 0.05: cough, diarrhea, eye irritation, headache, nausea, rhinitis, throat irritation, trouble breathing, unusual tiredness, and wheezing. An internal comparison, which predicted symptom rates by an index of paraquat exposure (smelling an unusual odor in the prior 2 wk period), indicated fever (relative risk = 11.97) and nausea (relative risk = 3.75) to have elevated relative risks. Odor perception also predicted the report of a greater than the average number of symptoms. Based upon these findings, it was concluded that these residents probably did experience an increase in health symptoms from the drift.
DOT Emergency Guidelines
/GUIDE 131 FLAMMABLE LIQUIDS - TOXIC/ Fire or Explosion: HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion and poison hazard indoors, outdoors or in sewers. Those substances designated with a (P) may polymerize explosively when heated or involved in a fire. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water. /Bipyridilium pesticide, liquid, flammable, poisonous; Bipyridilium pesticide, liquid, flammable, toxic; Bipyridilium pesticide, liquid, poisonous, flammable; Bipyridilium pesticide, liquid, toxic, flammable/
/GUIDE 131 FLAMMABLE LIQUIDS - TOXIC/ Health: TOXIC; may be fatal if inhaled, ingested or absorbed through skin. Inhalation or contact with some of these materials will irritate or burn skin and eyes. Fire will produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution. /Bipyridilium pesticide, liquid, flammable, poisonous; Bipyridilium pesticide, liquid, flammable, toxic; Bipyridilium pesticide, liquid, poisonous, flammable; Bipyridilium pesticide, liquid, toxic, flammable/
/GUIDE 131 FLAMMABLE LIQUIDS - TOXIC/ Public Safety: CALL Emergency Response Telephone Number on Shipping Paper first. If Shipping Paper not available or no answer, refer to appropriate telephone number listed on the inside back cover. As an immediate precautionary measure, isolate spill or leak area for at least 50 meters (150 feet) in all directions. Keep unauthorized personnel away. Stay upwind. Keep out of low areas. Ventilate closed spaces before entering. /Bipyridilium pesticide, liquid, flammable, poisonous; Bipyridilium pesticide, liquid, flammable, toxic; Bipyridilium pesticide, liquid, poisonous, flammable; Bipyridilium pesticide, liquid, toxic, flammable/
/GUIDE 131 FLAMMABLE LIQUIDS - TOXIC/ Protective Clothing: Wear positive pressure self-contained breathing apparatus (SCBA). Wear chemical protective clothing that is specifically recommended by the manufacturer. It may provide little or no thermal protection. Structural firefighters' protective clothing provides limited protection in fire situations ONLY; it is not effective in spill situations where direct contact with the substance is possible. /Bipyridilium pesticide, liquid, flammable, poisonous; Bipyridilium pesticide, liquid, flammable, toxic; Bipyridilium pesticide, liquid, poisonous, flammable; Bipyridilium pesticide, liquid, toxic, flammable/
For more DOT Emergency Guidelines (Complete) data for Paraquat (16 total), please visit the HSDB record page.
NFPA Hazard Classification
4 - Materials that, under emergency conditions, can be lethal.
0 - Materials that will not burn under typical fire conditions, including intrinsically noncombustible materials such as concrete, stone, and sand.
0 - Materials that in themselves are normally stable, even under fire conditions.
CERCLA Reportable Quantities
Releases of CERCLA hazardous substances are subject to the release reporting requirement of CERCLA section 103, codified at 40 CFR part 302, in addition to the requirements of 40 CFR part 355. Paraquat dichloride is an extremely hazardous substance (EHS) subject to reporting requirements when stored in amounts in excess of its threshold planning quantity (TPQ) of 10 or 10,000 lbs. Extremely hazardous substances that are solids are subject to either of two threshold planning quantities ... The lower quantity applies only if the solid exists in powdered form and has a particle size less than 100 microns; or is handled in solution or in molten form; or meets the criteria for a National Fire Protection Association (NFPA) rating of 2, 3 or 4 for reactivity. If the solid does not meet any of these criteria, it is subject to the upper ... threshold planning quantity ... . /Paraquat dichloride/
安全と保護具
Fire Fighting Procedures
Procedures for bipyridilium pesticides are as follows: Small fires: dry chemical, carbon dioxide, water spray, or foam. Large fires: water spray, fog, or foam. Move container from fire area if you can do so without risk. Fight fire from maximum distance. Dike fire control water for later disposal; do not scatter the material. Poisonous gases are produced in fire. If material or contaminated runoff enters waterways, notify downstream users of potentially contaminated waters. Notify local health and fire officials and pollution control agencies. Containers may explode in fire. From a secure, explosion-proof location, use water spray to cool exposed containers. If cooling streams are ineffective (venting sound increases in volume and pitch, tank discolors or shows any signs of deforming), withdraw immediately to a secure position.
If involved in a fire, control with dry powder or alcohol-resistant foam ... Protective clothing and self-contained breathing apparatus should be worn, to avoid skin contamination and the breathing of toxic fumes. Confine the use of water spray to the cooling of unaffected stock, thus avoiding the accumulation of polluted run-off from the site.
Storage Conditions
This chemical is inactivated by inert clays and anionic surfactants. Store in tightly closed containers in a cool, well-ventilated area away from oxidizers, alkylaryl-sulfonate wetting agents, light. Where possible, automatically pump material from drums or other storage containers to process containers. Sources of ignition such as smoking and open flames are prohibited where this chemical is handled, used, or stored. Metal containers involving the transfer of this chemical should be grounded and bonded. Use only non-sparking tools and equipment, especially when opening and closing containers of this chemical. Wherever this chemical is used, handled, manufactured, or stored, use explosion-proof electrical equipment and fittings.
Store technical material and formulations away from heat, under lock and key, and out of reach of children, animals, and unauthorized personnel. Store in an area designated for pesticide storage, preferably without drains. Store away from foodstuffs and animal feed.
Cleanup Methods
SRP: Wastewater from contaminant suppression, cleaning of protective clothing/equipment, or contaminated sites should be contained and evaluated for subject chemical or decomposition product concentrations. Concentrations shall be lower than applicable environmental discharge or disposal criteria. Alternatively, pretreatment and/or discharge to a permitted wastewater treatment facility is acceptable only after review by the governing authority and assurance that "pass through" violations will not occur. Due consideration shall be given to remediation worker exposure (inhalation, dermal and ingestion) as well as fate during treatment, transfer and disposal. If it is not practicable to manage the chemical in this fashion, it must be evaluated in accordance with EPA 40 CFR Part 261, specifically Subpart B, in order to determine the appropriate local, state and federal requirements for disposal.
Avoid exposure by the use of appropriate protective clothing, gloves, and goggles or masks. Keep spectators away from leaking or spilled product and prevent smoking, and the use of naked flames, in the immediate vicinity ... Prevent liquid from spreading to other cargo, vegetation, or waterways by containing it with the most readily available barrier material, e.g., earth or sand. Absorb spilled liquid and cover contaminated areas with earth, lime, sand, or other absorbent material; sweep up and place in a secure container for subsequent safe disposal. Spillage: Avoid exposure by the use of appropriate protective clothing and face-shield. Empty any product remaining in damaged or leaking containers into a clean empty drum and label. Absorb spillage with lime, damp sawdust, sand, or earth and dispose of safely ... If spillage is large, contain it by building a barrier of earth or sandbags. Decontaminate empty, damaged, or leaking containers with a 10% sodium carbonate solution, added at the rate of at least 1 L per 20 L drum. Puncture or crush containers to prevent reuse.
If paraquat is spilled, ... ventilate area of spill. Collect spilled material in the most convenient and safe manner and deposit in sealed containers for reclamation. Liquid containing paraquat should be absorbed in vermiculite, dry sand, earth, or a similar material.
Disposal Methods
SRP: 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 air, soil or water; effects on animal, aquatic and plant life; and conformance with environmental and public health regulations. If it is possible or reasonable use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination.
SRP: Wastewater from contaminant suppression, cleaning of protective clothing/equipment, or contaminated sites should be contained and evaluated for subject chemical or decomposition product concentrations. Concentrations shall be lower than applicable environmental discharge or disposal criteria. Alternatively, pretreatment and/or discharge to a permitted wastewater treatment facility is acceptable only after review by the governing authority and assurance that "pass through" violations will not occur. Due consideration shall be given to remediation worker exposure (inhalation, dermal and ingestion) as well as fate during treatment, transfer and disposal. If it is not practicable to manage the chemical in this fashion, it must be evaluated in accordance with EPA 40 CFR Part 261, specifically Subpart B, in order to determine the appropriate local, state and federal requirements for disposal.
Paraquat is rapidly inactivated in soil. It is also inactivated by anionic surfactants. Therefore an effective and environmentally safe disposal method would be to mix the product with ordinary household detergent and bury the mixture in clay soil.
If incineration facilities are unavailable for a particular organic or metallo-organic pesticide (except organic mercury, lead, cadmium, and arsenic compounds), additional disposal methods include, soil injection, chemical degradation, burial (in a designated landfill), or well injection. However, persons considering the chemical degradation method should contact EPA's Regional Administrator ... prior to attempting disposal, while the well injection method should only be considered after all reasonable alternative measures have been explored and found to be less satisfactory in terms of environmental protection. If the above approved disposal methods are unavailable, temporary storage of organic and metallo-organic pesticides (except organic mercury, lead, cadmium and arsenic compounds), may be undertaken. /Organic or metallo-organic pesticide/
For more Disposal Methods (Complete) data for Paraquat (7 total), please visit the HSDB record page.
Preventive Measures
SRP: The scientific literature for the use of contact lenses by industrial workers is inconsistent. The benefits or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.
SRP: Contaminated protective clothing should be segregated in a manner such that there is no direct personal contact by personnel who handle, dispose, or clean the clothing. The completeness of the cleaning procedures should be considered before the decontaminated protective clothing is returned for reuse by the workers. Contaminated clothing should not be taken home at the end of shift, but should remain at employee's place of work for cleaning.
Entry Restrictions. For sole-active-ingredient end-use products that contain paraquat the product labeling must be revised to adopt the entry restrictions set forth in this section. Any conflicting entry restrictions on the current labeling must be removed. For multiple-active-ingredient end-use products that contain paraquat the entry restrictions set forth in this section must be compared to the entry restrictions on the current labeling and the more protective must be retained. A specific time period in hours or days is considered more protective than "sprays have dried" or "dusts have settled."
The /USEPA/ is establishing the following entry restrictions for non-Worker Protection Standard occupational uses of paraquat end-use products: Do not enter or allow others to enter the treated area until sprays have dried.
For more Preventive Measures (Complete) data for Paraquat (8 total), please visit the HSDB record page.
Allowable Tolerances
Tolerances are established for residues of the desiccant, defoliant, and herbicide paraquat (1,1'-dimethyl-4,4'-bipyridinium-ion) derived from application of either the bis(methyl sulfate) or the dichloride salt (both calculated as the cation) in or on the following food commodities:[Table#3457]
Tolerances with regional registration as defined in section 180.1(n), are established for residues of the pesticide paraquat (1,1'-dimethyl-4,4' bipyridinium ion) derived from application of either the bis(methyl sulfate) or the dichloride salt (both calculated as the cation) in or on the following food commodities:[Table#3458]
Threshold Limit Values (TLV)
0.05 [mg/m3], inhalable particulate matter, as the cation
8 hr Time Weighted Avg (TWA): 0.5 mg/cu m; 0.1 mg/cu m, respirable fraction.
Excursion Limit Recommendation: Excursions in worker exposure levels may exceed 3 times the TLV-TWA for no more than a total of 30 minutes during a work day, and under no circumstances should they exceed 5 times the TLV-TWA, provided that the TLV-TWA is not exceeded. /Paraquat, incl respirable fraction/
Permissible Exposure Limit (PEL)
0.5 [mg/m3], respirable dust
0.5 mg/m³ (resp dust)
Protective Action Criteria (PAC)
0.15 [mg/m3]
0.25 [mg/m3]
1.5 [mg/m3]
Personal Protective Equipment (PPE)
Wear appropriate personal protective equipment to prevent skin contact. /Paraquat dichloride/
Wear appropiate eye protection to prevent eye contact. /Paraquat dichloride/
Facilities for quickly drenching the body should be provided within the immediate work area for emergency use where there is a possibility of exposure. (Note: It is intended that these facilities provide a sufficient quantity or flow of water to quickly remove the substance from any body areas likely to be exposed. The actual determination of what constitutes an adequate quick drench facility depends on the specific circumstances. In certain instances, a deluge shower should be readily available, whereas in others, the availability of water from a sink or hose could be considered adequate.) /Paraquat dichloride/
The following minimum (baseline) PPE /are required by the USEPA/ for all occupational uses of paraquat end-use products:Mixers and loaders must wear: long-sleeved shirt and long pants, chemical-resistant gloves, shoes plus socks, chemical-resistant apron, face shield. Although there is no direct evidence that occupational handlers have ever ingested a lethal amount of paraquat from a splash or spill, the requirement for a face shield for all mixers and loaders reflects the /USEPA's/ particular concern about accidental swallowing in case of a spill or splash back.
For more Personal Protective Equipment (PPE) (Complete) data for Paraquat (10 total), please visit the HSDB record page.
毒性情報
Body Burden
The concentration of paraquat in urine of hand-operated knapsack sprayers in Malaysian rubber plantations ranged from less than 0.01 mg/L to 0.32 mg/L during continuous spray period. Fourteen days following post-spraying, the urinary paraquat concentration was undetectable (less than 0.01 mg/L) for all sprayers(1).
Interactions
As a result of nuclear power plants accidents such as Chernobyl or Fukushima, some people were exposed to external and internal ionizing radiation (IR). Human brain is highly sensitive to IR during fetal and postnatal period when the molecular processes are not completely finished. Various studies have shown that exposure to low doses of IR causes a higher incidence of cognitive impairment. On the other hand, in industrialized countries, people are daily exposed to a number of toxicant pollutants. Exposure to environmental chemicals, such as paraquat (PQ), may potentiate the toxic effects induced by radiation on brain development. In this study, we evaluated the cognitive effects of concomitant exposure to low doses of internal radiation ((137)Cs) and PQ during neonatal brain development. At the postnatal day 10 (PND10), two groups of mice (C57BL/6J) were exposed to (137)Cs (4000 and 8000 Bq/kg) and/or PQ (7 mg/kg). To investigate the spontaneous behavior, learning, memory capacities and anxiety, behavioral tests were conducted in the offspring at two months of age. The results showed that cognitive functions were not significantly affected when (137)Cs or PQ were administered alone. However, alterations in the working memory and anxiety were detected in mice exposed to (137)Cs combined with PQ.
Superoxide dismutase (SOD), glutathione, and d-propranolol were evaluated for their ability to protect against paraquat dichloride toxicity in rats. SOD significantly prolonged and increased survival of exposed rats.
Female adult beagles (9-14 kg) were continuously infused with 2.5% or 5.0% taurine (into the radial vein at a rate of 0.85 mL/kg/min for 2 hr) 1 min prior to the injection of paraquat (20 mg/kg sc). Other female beagles were infused with either glycine (40 mM/dL) or 0.9% saline solution prior to paraquat challenge. Pharmacokinetic studies revealed that taurine infusion increased the blood concentration of paraquat and reduced the net content in the kidney and to a lesser extent, in the lung. The excretion of paraquat into the urine was unaltered by taurine infusion. All four beagles infused with 5.0% taurine and injected with 20 mg/kg of paraquat showed a stable condition with tail up and flicking during the infusion, whereas all control dogs given saline or glycine were vomiting and the tail was down between the legs. The infusion of 2.5% taurine had protective effects to a lesser extent against these symptoms. Urinary vol in beagles infused with 5.0% taurine and injected with paraquat was 4 times greater than that in animals given saline and the paraquat injection. The tissue/blood ratio of paraquat in beagles infused with taurine before paraquat injection was sharply reduced compared to dogs infused with saline solution or glycine.
The time required for niacin treated rats to reach 50% mortality increased from 60 to 120 hr and the death rate decreased from 75 to 55%. Niacin prevents a decrease of cellular adenine dinucleotide during paraquat poisoning as has been demonstrated in bacteria.
For more Interactions (Complete) data for Paraquat (25 total), please visit the HSDB record page.
Ecotoxicity Values
LD50; Species: Anas platyrhynchos (Mallard) oral 199 mg/kg (95% confidence limit 144-276 mg/kg)
LD50; Species: Anas platyrhynchos (Mallard) percutaneous 600 mg/kg (95% confidence limit 424-848 mg/kg)
LC50; Species: Coturnix japonica (Japanese quail) juvenile 14 days post-hatch; diet 948 ppm for 5 days (95% confidence interval: 768-1168 ppm)
LD50; Species: Drosophila melanogaster (Fruit fly) age 5 days, wild type Oregon-R-strain; environmental exposure route 20 mM for 48 hr
For more Ecotoxicity Values (Complete) data for Paraquat (42 total), please visit the HSDB record page.
Environmental Fate
TERRESTRIAL FATE: Based on a classification scheme(1), Koc values of 15,473-1,000,000(2-7), indicate that paraquat is expected to be immobile in soil(SRC). These values along with field studies and soil column leaching studies have demonstrated that paraquat is strongly adsorbed to soil constituents and does not leach under environmental conditions(8-10). Volatilization of paraquat from moist soil surfaces is not expected(SRC) given an estimated Henry's Law constant of <3.0X10-14 atm-cu m/mole(SRC), based upon its vapor pressure, <7.5X10-8 mm Hg(11), and water solubility, 6.2X10+5 mg/L(11). Paraquat is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(11). The biodegradation of paraquat is very slow because it strongly adsorbs to clay or organic matters in soils making paraquat unavailable to biodegrade(12). When not in the adsorbed-state, paraquat biodegrades(13-15). Some photodegradation may occur on plant leaves or soil surfaces exposed to sunlight(11-12). Field degradation half-lives in soil are reported as 99-4747 days(7,16-17).
AQUATIC FATE: Based on a classification scheme(1), reported Koc values of 15,473-1,000,000(2-7), indicate that paraquat is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(8) based upon an estimated Henry's Law constant of <3.0X10-14 atm-cu m/mole(SRC), derived from its vapor pressure, <7.5X10-8 mm Hg(9), and water solubility, 6.2X10+5 mg/L(9). Paraquat does not undergo hydrolysis based on tests conducted at pH 5, 7 and 9(10). According to a classification scheme(11), BCFs of 0.05-6.9 reported in rainbow trout, green sunfish, bluegill and channel catfish(12-13), suggest bioconcentration in aquatic organisms is low(SRC). Paraquat present in solution in the unabsorbed state may biodegrade easily in water(14). But when paraquat is adsorbed to clay or organic matter in water, biodegradation will be very slow(14-15). Paraquat will be completely removed from most surface waters in 8-12 days due to sorption to suspended solids and sediment in water; after being fixed to sediment and suspended solids, the disappearance of paraquat is slow(7).
FIELD STUDY: Paraquat resides are removed rapidly from water by adsorption on aquatic weeds and by strong adsorption to bottom mud. Decaying weeds also transport paraquat to bottom mud(1).
ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), paraquat, which has a vapor pressure of <7.5X10-8 mm Hg at 25 °C(2), is expected to exist solely in the particulate phase in the ambient atmosphere. Particulate-phase paraquat may be removed from the air by wet and dry deposition(SRC). Paraquat does not contain chromophores that absorb at wavelengths >290 nm(3) and, therefore, is not expected to be susceptible to direct photolysis by sunlight(SRC).
Food Survey Values
In tests on sunflower seeds treated with 0.25 or 0.5 kg paraquat/ha, residues of up to 0.9 mg/kg were found in the whole seed, up to 1.2 mg/kg in sunflower meal, and no residue in the oil(1). Paraquat was detected at 0.05 mg/kg in potatoes treated with paraquat as a desiccant, there was no change after the potatoes had been boiled(1). Paraquat was not detected (detection limit 0.02 mg/kg) in 40 composite vegetable samples from Ontario, Canada collected 1980-1985(2). Paraquat was detected in <2% of raw and processed food commodities analyzed under a regulatory monitoring program run 1978-1986 by The Food and Drug Administration(3-4). Commodities included: fruits, vegetables, grains, milk, dairy products, seafood and a variety of processed foods(3-4).
Paraquat residues detected in food crops 3-21 days after desiccation(1).[Table#3466]
Toxicity Summary
IDENTIFICATION AND USE: Paraquat is available as an odorless yellow solid, or off-white powder. The form marketed in the U.S. is a liquid with a blue dye added to keep it from being confused with beverages, a sharp odor to serve as a warning, and an agent to cause vomiting if someone drinks it. The U.S. Environmental Protection Agency classifies paraquat as "restricted use", so it can only be used by licensed applicators. It is used globally as a non-selective herbicide that kills all green plant tissue it contacts, especially grasses and weeds. It has been used for desiccation of seed crops; weed control in orchards; defoliation and desiccation of cotton; as a harvest aid in soybeans, sugarcane, guar, and sunflowers; and for killing dormant alfalfa and clover, potato vines, and marijuana plants. HUMAN EXPOSURE: Dermal exposure to paraquat usually results in minor skin or eye irritation. Rarely, with heavier exposures resulting from misuse, more serious effects may occur such as blistered or ulcerated skin, loss of fingernails, skin burns, and ulcers of the mouth, nosebleeds, and protracted or even permanent blindness. Several human deaths from ingestion or subcutaneous injection of paraquat have been reported, gradually developing lethal lung damage usually in 3 weeks (progressive fibrosis). It has been estimated that a lethal dose in man is about 14 mL of a 40% solution of paraquat. The symptoms of poisoning include burning of the mouth and throat, nausea and vomiting, respiratory distress, and transient effects on the kidneys, heart, and nervous system. In a study of 30 workers spraying paraquat over a 12 week period, approximately 50% of them had minor irritation of the eyes or nose; 1 worker had an episode of epistaxis. Of 296 spray operators with skin exposure described as gross and prolonged, 55 had damaged fingernails, the most common lesion was transverse white bands of discoloration, but loss of nail surface, transverse ridging, gross deformity of the nail plate, and loss of nails also occurred. Paraquat dichloride was weakly positive in human lymphocytes in culture cytogenetic assay, with and without metabolic activation. ANIMAL STUDIES: Two groups of rats were given a single ip dose of paraquat at 15 mg/kg. Three hr after injection, rats exhibited an uncoordinated gait and/or widely splayed limbs consistent with neurologic impairment. All paraquat-treated rats died within 42 to 96 hr. Toxicity included anorexia, adipsia, diarrhea, hyperpnea, dyspnea, and tachycardia, necrosis of liver, kidney, and GI tract with primary lesions in lungs. Paraquat provoked overt motor impairment (reduced home-cage activity and impaired vertical climbing) and signs of anxiety-like behavior (reduced open field exploration) in wild-type but not interferon-gamma (IFN-gamma) knockout mice. Correspondingly, paraquat promoted somewhat divergent variations in neurochemical activity among wild-type and IFN-gamma null mice at brain sites important for both motor (striatum) and co-morbid affective pathologies (dorsal hippocampus, medial prefrontal cortex, and locus coeruleus). In addition, the herbicide influenced serotonergic and noradrenergic activity within the dorsal hippocampus and medial prefrontal cortex; and elevated noradrenergic activity within the locus coeruleus. Paraquat has been found to have minimal to no genotoxic activity when evaluated in a variety of in vitro and in vivo test systems. In in vitro studies producing weakly positive results, paraquat genotoxicity was accompanied by high cytotoxicity. ECOTOXICITY STUDIES: Effects of the herbicide paraquat were assessed on the green freshwater alga Chlamydomonas reinhardtii. Paraquat concentrations above 0.25 uM induce toxic effects in C. reinhardtii, reflected in a significantly reduced growth rate and cell concentration with a corresponding median effective concentration (EC50) value of 0.26 uM. With increasing paraquat concentrations, an increase in cell volume was registered as well as an increase in reactive oxygen species. Several genes involved in oxidative stress defense mechanisms, such as L-ascorbate peroxidase, glutaredoxin, and a possible glutathione-S-transferase were differentially expressed. Signs of acute intoxication: Polydipsia, regurgitation, swallowing, ataxia, imbalance, wing-drop, hyporeactivity, slowness, asthenia, sitting, running and falling, and possible miosis occurred in birds exposed to paraquat. Polydipsia and regurgitation appeared as soon as 9 min and other signs of intoxication appeared 3 hr after treatment. Mortalities usually occurred between 3 and 20 hr after treatment. Remission took up to 12 days. Paraquat was found to provoke pseudo-feminization of the males during in vivo tests, where eggs were sprayed with 0.4-1.4% aqueous solution of paraquat, and in vitro tests were conducted on cultures prepared 8.5-9 days after the start of the incubation.
Ecotoxicity Excerpts
/BIRDS and MAMMALS/ Adult male bobwhite quail (Colinus virginianus) were fed a diet containing 0, 25 or 100 ppm paraquat dichloride. After 60 days on treated diets, discrimination learning was evaluated with acquisition and reversal tests. The three groups performed similarly on these tests. Dose-related histopathological lesions were not found in liver, kidney or lung tissues. /paraquat dichloride/
/BIRDS and MAMMALS/ Signs of /acute/ intoxication: Polydipsia, regurgitation, swallowing, ataxia, imbalance, wing-drop, hyporeactivity, slowness, asthenia, sitting, running and falling, and possible miosis. Polydipsia and regurgitation appeared as soon as 9 min and other signs of intoxication appeared 3 hr after treatment. Mortalities usually occurred between 3 and 20 hr after treatment; however, one bird died between 1 and 2 days after treatment. Remission took up to 12 days.
/BIRDS and MAMMALS/ The calculated percutaneous LD50 for 10 to 11 month old mallard drakes (n = 8) after a 24 hr dermal foot exposure is 600 mg/kg. Signs observed after dermal treatment included lacrimation, wings spread, using wings to aid pedestrian locomotion, and wing shivers. Mortalities occurred between 5.5 and 21.5 hr after the initiation of treatment. Remission took up to 5 days. When the percutaneous LD50 is compared with the acute oral LD50, paraquat dichloride appears to have a moderate degree of dermal hazard in mallards. /Paraquat dichloride/
/BIRDS and MAMMALS/ The action of paraquat on the urogenital tract in chicken and quail embryos was studied in vivo and in vitro. In in vivo tests, eggs were sprayed with 0.4-1.4% aqueous solution of paraquat, while in vitro tests were conducted on cultures prepared 8.5-9 days after the start of the incubation. Paraquat was found to provoke pseudo-feminization of the males. The testes presented intersexual phenomena, and the regression of the muellerian ducts was inhibited. Considerable reduction of the gonocytes in both male and female embryos, indicative of a reduction of the reproductive function, was observed. Sex- and species-specific differences in the susceptibility to paraquat were demonstrated in in vitro tests.
For more Ecotoxicity Excerpts (Complete) data for Paraquat (21 total), please visit the HSDB record page.
Plant Concentrations
Four days after application of paraquat to pond weeds at 1 mg/L, 25 mg/kg was detected on the plants(1). Paraquat residues in cotton 10 days after dessication at 0.55 kg/ha were: cotton as picked (including trash and balls) 2.00 mg/kg; ginned seed 0.18 mg/kg; mechanically reginned seed 0.08 mg/kg; acid delinated seed 0.05 mg/kg; lint cotton 3.00 mg/kg; trash 3.70 mg/kg; hulls 0.13 mg/kg; meal 0.02 mg/kg(1). Paraquat, used to eradicate marijuana plants, had residual levels of up to 461 mg/kg in treated plants(1).
Paraquat residues detected on standing cotton plant leaves was as follows: <0.01 ppm two days before treatment, 13.1 ppm two days after treatment and 8.2 ppm 6 days after treatment(1). Residues detected on lint (open bolls) was as follows: 0.01 ppm two days before treatment, 22.1 ppm two days after treatment and 3.8 ppm 6 days after treatment(1). Residues detected on seeds (open bolls) was as follows: 0.02 ppm two days before treatment, 0.06 ppm two days after treatment and 0.06 ppm 6 days after treatment(1). Paraquat residues in cotton gin waste ranged from 2.7-5.8 ppm 49 to 171 days after treatment(1). Paraquat residues in harvested seed cotton lint stored in field under tarps was 7.15 ppm 18 days after treatment and 4.85 ppm 49 days after treatment(1); residues in linter seeds was 0.25 ppm 18 days after treatment and 0.18 ppm 49 days after treatment(1).
EPA IRIS Information
Paraquat
Respiratory
4.5 x 10 ^-3 mg/kg-day
法規制情報
FIFRA Requirements
Tolerances are established for residues of the desiccant, defoliant, and herbicide paraquat (1,1'-dimethyl-4,4'-bipyridinium-ion) derived from application of either the bis(methyl sulfate) or the dichloride salt (both calculated as the cation) in or on the following food commodities:[Table#3463]
Tolerances with regional registration as defined in section 180.1(n), are established for residues of the pesticide paraquat (1,1'-dimethyl-4,4' bipyridinium ion) derived from application of either the bis(methyl sulfate) or the dichloride salt (both calculated as the cation) in or on the following food commodities:[Table#3464]
Classified for restricted use and limited to use by or under the direct supervision of a certified applicator. /Paraquat (dichloride) and paraquat bis (methylsulfate)/[Table#3465]
The Agency has determined that paraquat dichloride products, labeled and used as specified in this Reregistration Eligibility Decision, will not pose unreasonable risks or adverse effects to humans or the environment. Under the Food Quality Protection Act of 1996, the Agency has determined that there is a reasonable certainty that no harm will result to infants and children from aggregate exposure to paraquat dichloride. There are no residential uses of paraquat dichloride, therefore, there are no risks of dermal or inhalation exposure to infants, children or the general population. Additionally, paraquat is not expected to be a contaminant of drinking water. The Agency has also concluded that there are no other chemicals with a common mode of toxicity as that of paraquat. Therefore, the Agency concludes that products containing paraquat dichloride for all uses are eligible for reregistration as specified in this RED. /Paraquat dichloride/
For more FIFRA Requirements (Complete) data for Paraquat (6 total), please visit the HSDB record page.
CERCLA Reportable Quantities
Releases of CERCLA hazardous substances are subject to the release reporting requirement of CERCLA section 103, codified at 40 CFR part 302, in addition to the requirements of 40 CFR part 355. Paraquat dichloride is an extremely hazardous substance (EHS) subject to reporting requirements when stored in amounts in excess of its threshold planning quantity (TPQ) of 10 or 10,000 lbs. Extremely hazardous substances that are solids are subject to either of two threshold planning quantities ... The lower quantity applies only if the solid exists in powdered form and has a particle size less than 100 microns; or is handled in solution or in molten form; or meets the criteria for a National Fire Protection Association (NFPA) rating of 2, 3 or 4 for reactivity. If the solid does not meet any of these criteria, it is subject to the upper ... threshold planning quantity ... . /Paraquat dichloride/
State Drinking Water Guidelines
(AZ) ARIZONA 3 ug/L
(FL) FLORIDA 31.5 ug/L
(ME) MAINE 3 ug/L
安全データ
- OEB
- D
- OEL
- TWA: 0.1 mg/m3 (resp) [skin]
- wgk
- 3
- IDLA
- 1 mg/m3
- rtecs
- DW2275000
- ridadr
- UN 2811 6.1/PG 1
- 毒性
- LD50 orally in rats: 125 mg/kg (Conning)
- PRTR法
- 第一種指定化学物質
- hs_code
- 29333990
- risk_code
- 24/25-26-36/37/38-48/25-50/53
- 化審法
- (5)-3722
- 安衛法
- 57,57-2
- hazard_code
- T+,N
- safety_code
- 22-28-36/37/39-45-60-61-28A
- hazard_class
- 6.1(a)
- packing_group
- II
- 毒劇物取締法
- 毒物
- 危険度評価(NFPA 704基準/消防庁データ)
- 人的[青]=2
化学と産業
薬理情報
Mechanism of Action
The innate immune response is important in paraquat-induced acute lung injury, but the exact pathways involved are not elucidated. The objectives of this study were to determine the specific role of the NLRP3 inflammasome in the process. Acute lung injury was induced by administering paraquat (PQ) intraperitoneally. NLRP3 inflammasome including NLRP3, ASC, and caspase-1 mRNA and protein expression in lung tissue and IL-1beta and IL-18 levels in BALF were detected at 4, 8, 24, and 72 hr after PQ administration in rats. Moreover, rats were pretreated with 10, 30, and 50 mg/kg NLRP3 inflammasome blocker glybenclamide, respectively, 1 h before PQ exposure. At 72 hr after PQ administration, lung histopathology changes, NLRP3, ASC, and caspase-1 protein expression, as well as secretion of cytokines including IL-1beta and IL-18 in BALF were investigated. The NLRP3 inflammasome including NLRP3, ASC, caspase-1 expression, and cytokines IL-1beta and IL-18 levels in PQ poisoning rats were significantly higher than that in the control group. NLRP3 inflammasome blocker glybenclamide pretreatment attenuated lung edema, inhibited the NLRP3, ASC, and caspase-1 activation, and reduced IL-1beta and IL-18 levels in BALF. In the in vitro experiments, IL-1beta and IL-18 secreted from RAW264.7 mouse macrophages treated with paraquat were attenuated by glybenclamide. In conclusion, paraquat can induce IL-1beta/IL-18 secretion via NLRP3-ASC-caspase-1 pathway, and the NLRP3 inflammasome is essential for paraquat-induced acute lung injury.
BACKGROUND: Paraquat (PQ) poisoning is a lethal toxicological challenge that served as a disease model of acute lung injury and pulmonary fibrosis, but the mechanism is undetermined and no effective treatment has been discovered. METHODS AND FINDINGS: We demonstrated that PQ injures mitochondria and leads to mtDNA release. The mtDNA mediated PBMC recruitment and stimulated the alveolar epithelial cell production of TGF-beta1 in vitro. The levels of mtDNA in circulation and bronchial alveolar lavage fluid (BALF) were elevated in a mouse of PQ-induced lung injury. DNaseI could protect PQ-induced lung injury and significantly improved survival. Acute lung injury markers, such as TNFalpha, IL-1beta, and IL-6, and marker of fibrosis, collagen I, were downregulated in parallel with the elimination of mtDNA by DNaseI. These data indicate a possible mechanism for PQ-induced, mtDNA-mediated lung injury, which may be shared by other causes of lung injury, as suggested by the same protective effect of DNaseI in bleomycin-induced lung injury model. Interestingly, increased mtDNA in the BALF of patients with amyopathic dermatomyositis-interstitial lung disease can be appreciated. CONCLUSIONS: DNaseI targeting mtDNA may be a promising approach for the treatment of PQ-induced acute lung injury and pulmonary fibrosis that merits fast tracking through clinical trials.
Paraquat (PQ), one of the most widely used herbicides, has been used for several decades in agriculture. Some studies suggest that PQ has effects on the immune system. Moreover, previous studies have shown that PQ imparted some immunosuppressive effects. In the present study, cytotoxicity assays using splenic NK cells from mice treated for 28 days with PQ (at 0.2, 1, and 5 mg/kg) were performed to determine whether PQ altered the function of NK cells. Given that PQ was expected to induce an immunosuppressive effect, it was hypothesized that a gene involved in cellular metal ion homeostasis, metallothionein-1 (MT-1), could play an important role in this outcome. This belief was based on the fact that MT1 encodes a protein responsible for zinc ion homeostasis, and that a reduction in free zinc ion levels impairs NK cell function. The results showed that PQ treatments led to increased MT expression in several organs (liver, kidneys, testes) and in splenocytes, caused a reduction of both free zinc ions in sera and in free intracellular zinc, and reduced the expression of GATA-3, a zinc-finger transcription factor important for maturation and activity of T-cells and NK cells. These results provide a basis for a new molecular mechanism to describe potential immunosuppressive effects of PQ in vivo.
Paraquat (PQ) causes selective degeneration of dopaminergic neurons in the substantia nigra pars compacta, reproducing an important pathological feature of Parkinson disease. Oxidative stress, c-Jun N-terminal kinase activation, and alpha-synuclein aggregation are each induced by PQ, but details of the cell death mechanisms involved remain unclear ... A Bak-dependent cell death mechanism /has been identified/ that is required for PQ-induced neurotoxicity. PQ induced morphological and biochemical features that were consistent with apoptosis, including dose-dependent cytochrome c release, with subsequent caspase-3 and poly(ADP-ribose) polymerase cleavage. Changes in nuclear morphology and loss of viability were blocked by cycloheximide, caspase inhibitor, and Bcl-2 overexpression. Evaluation of Bcl-2 family members showed that PQ induced high levels of Bak, Bid, BNip3, and Noxa. Small interfering RNA-mediated knockdown of BNip3, Noxa, and Bak each protected cells from PQ, but Bax knockdown did not. Finally, ... the sensitivity of Bak-deficient C57BL mice /was tested/ and found ... to be resistant to PQ treatments that depleted tyrosine hydroxylase immuno-positive neurons in the substantia nigra pars compacta of wild-type mice.
For more Mechanism of Action (Complete) data for Paraquat (10 total), please visit the HSDB record page.
Biological Half-Life
Assessment of accumulation of paraquat in the lungs: 3 week inhalation study in rats (15 exposures). ...Lung concentrations in the high dose group peaked on about day 4 (4.71 mg paraquat/l), dropping to about half that concentration with continued dosing. Mean lung weights increased sharply after the fifth exposure in the high dose group to about 170% of controls. The elimination half-life was about 2 days.
... The concentration-time curve in 15 adult patients (not hemodialyzed) was best described by a bi-exponential curve, with the elimination half-lives of the early and late phase being 5 and 84 hours, respectively.
A biexponential body burden curve was observed in hamsters following intratracheal instillation of (14)C paraquat. Elimination rate was slow, beta value of 0.014 hr which corresponds to a half-life of 50 hr.
Half-life for absorption of radioactivity from lung of hamster administered dichloride salt intratracheally was 21 hr.
For more Biological Half-Life (Complete) data for Paraquat (6 total), please visit the HSDB record page.
Metabolism/Metabolites
Paraquat was not metabolized by rats. After oral administration (gastric intubation) of single doses of paraquat dichloride or dimethylsulfate to Wistar strain male and female rats, most of the administered radioactivity (69-96%) was excreted in feces as unchanged paraquat. After subcutaneous injection of these compounds, unchanged paraquat appeared mostly in urine (73-96% of the administered radioactivity). Paraquat used in this study (radiochemical purity: 99-100%) was labeled with (14)C in the methyl groups. The doses used for gastric intubation ranged from 0.5 to 50 mg/kg and for subcutaneous injection, from 12.5 to 24 mg/kg. Most of the radioactivity was detected in feces within 2-3 days after dosing and in urine, within 1 day after dosing. Following oral administration of paraquat, up to 30% of the dose appeared in feces in a degraded form. This was due to the microbial degradation of paraquat in the gut. That microbial degradation of paraquat occurred in feces was shown in an in vitro experiment in which fecal homogenates were incubated with added paraquat for 24 hours. In that experiment, 40-50% of paraquat was destroyed. However, a similar experiment with sterilized fecal homogenates produced only minor loss (trace amounts) of added paraquat. /Paraquat dichloride/
Three Warren hens were given gelatin capsules containing (14)C-ring-labelled paraquat (purity, 99.7%; specific activity, 1.216 x 105 dpm/mg) at a daily dose of 4.52 mg of paraquat ion (0.247 mCi) for 10 days. ...Residues in tissues were generally unchanged paraquat. A small amount of a metabolite, 1-methyl-(4'-pyridyl), was found in the livers and kidneys.
An English white nanny goat was dosed with (14)C-ring-labelled paraquat (purity, 99.7%; specific activity, 2.28 x 104 dpm/ug) in the diet at a dose equivalent to 100 ug of paraquat ion/g of diet ... for 7 days. ... Residues in tissues were generally unchanged paraquat. In the liver, small amounts of 4-(1,2-dihydro-1-methyl-2-oxo-4-pyridyl)-1-methyl pyridinium ion and 1-methyl-4-(4'-pyridyl) pyridinium ion were found. The latter compound was also found in peritoneal fat.
Absorption, Distribution and Excretion
In a fatal case of paraquat poisoning in a pregnant woman, who developed the typical symptoms and signs of paraquat poisoning and at postmortem had the typical lung pathology of paraquat poisoning, the fetal lungs were normal. ...However, ...the details /as reported/ of nine pregnant women who deliberately ingested paraquat, stated that paraquat in one case was concentrated 4-6 times in the fetus. In another of the cases, the amniotic fluid contained paraquat at twice the concentration of that in the maternal blood.
Paraquat was poorly absorbed after oral administration to rats, dogs and mice. Once absorbed, paraquat was rapidly distributed to most tissues but especially to lungs and kidneys. Tissues other than lungs did not retain paraquat.
In a dermal absorption study with healthy adult male volunteers, 0.3% of the applied (14)C-paraquat dichloride was absorbed through the intact skin (forearms, and back of the hands and lower legs) during the 24-hour exposure period. /Paraquat dichloride/
Absorbed paraquat is distributed via the bloodstream to practically all organs and tissues of the body, but no prolonged storage takes place in any tissue. The distribution of paraquat is best described by a three-compartment open model with input to and elimination from the central compartment ... The lung then selectively accumulates paraquat from the plasma, by an energy dependent process.
For more Absorption, Distribution and Excretion (Complete) data for Paraquat (28 total), please visit the HSDB record page.
用途と製造
Uses
Used as a contact herbicide for weed control in grass seed crops and orchards; a crop desiccant and defoliant on cotton and potato vines; harvest aid for soybeans; [HSDB] A quick-acting herbicide; [ACGIH]
Farming (Pesticides) [Category: Industry]
For paraquat (USEPA/OPP Pesticide Code: 061603) there are 0 labels match. /SRP: Not registered for current 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./
For paraquat dichloride (USEPA/OPP Pesticide Code: 061601) 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./ /Paraquat dichloride/
Desiccation of seed crops; noncrop and industrial weed control in bearing and nonbearing fruit orchards, shade trees, and ornamentals. Defoliation and desiccation of cotton. Harvest aid in soybeans, sugarcane, guar, and sunflowers, for pasture renovation, for use in "No-Till" or before planting or crop emergence, dormant alfalfa and clover, directed spray, and for killing potato vines. Eradication of weeds in rubber plantations, coffee plantations, and paddy bund. Talent /trade name/ postemergence in bananas, cocoa, coffee, coconuts, citrus, and sugarcane.
A widely used non-selective herbicide that kills all green plant tissue it contacts, especially grasses and weeds. Has been used to kill marijuana crops.
U.S. Imports
(1972) 3.39 X 10+9 g
(1975) 4.29 X 10+9 g (Dichloride)
Methods of Manufacturing
Paraquat can be prepared by direct quaternization of 4,4'-bipyridyl with methyl chloride or dimethyl sulfate in water.
Paraquat is made by the reaction of 4,4'-bipyridyl with methyl chloride in water. The 4,4'-bipyridyl is made by the reaction of pyridine with sodium in liquid ammonia to give 4,4'-tetrahydrobipyridyl which is oxidized by air to give 4,4'-bipyridyl.
Preparation: ... By reacting aqueous methyl chloride with 4,4'bipyridyl, which is obtained by treating pyridine with sodium in liquid ammonia giving pyridyl radical which dimerizes to tetrahydro-4,4'-bipyridyl and this is oxidized by air, as ... dichloride ... /Dichloride/
Preparation: ... Produced by reaction of 4,4'-bipyridyl with dimethyl sulfate in water. /Paraquat dimethyl sulfate/
Formulations/Preparations
Granular, solid, soluble concentrate.
Premix Partners: Asulam; Diquat Dibromide; Diruon; Monolinuron.
Paraquat Concentrate ES (Syngenta Crop Protection, LLC): Active ingredient: Paraquat dichloride 45.6%. /Paraquat dichloride/
Gramoxone Inteon (Syngenta Crop Protection, LLC): Active ingredient: Paraquat dichloride 30.1%. /Paraquat dichloride/
For more Formulations/Preparations (Complete) data for Paraquat (26 total), please visit the HSDB record page.
General Manufacturing Information
The WHO Recommended Classification of Pesticides by Hazard identifies paraquat (technical grade) as Class II: moderately hazardous; Main Use: herbicide.
The commercial herbicide (ai) is the dichloride salt of paraquat.
Outside USA: The Ministry of Agriculture joint notice 1745 will phase out paraquat completely as of July 1, 2016 ... in China. ... From July 1, 2014 registration and production permits for paraquat aqueous solution will be cancelled. Registration of paraquat aqueous solution produced by paraquat technical enterprise will continue solely for export purpose.
応用分野
解説パラコート,無色の結晶.分解点340 ℃.水溶解度620 g L-1(20 ℃).光化学系Ⅰから電子を受けとり,酸素分子を還元して超酸化物を発生させ,細胞膜を損傷する非選択性除草剤.
用途パラコート,白色結晶で水に溶ける。茎葉に処理することによって植物体内で活性酸素を生成し,ほとんどすべての雑草を枯死させる。土壌中では速やかに分解される。
用途酸化還元酵素又は酵素系の水素(電子)受容体、供与体、中間電子伝達体。
用途ビピリジニウム系除草剤の商品名で,一般名としてパラコートが用いられる。イギリスのICI社が,同系列の除草剤,ジクワットにひきつづいて,1950年代に開発した除草剤である。非選択的,非ホルモン系除草剤で,茎葉散布により接触的に殺草作用を示す。土壌表面で容易に吸着,不活性化するので,果樹園の下草の除草,非農地の除草に適し,水稲刈取り後のミズガヤツリ,マツバイの除草にも用いられる。パラコート, この薬剤は,光合成の明反応系から生ずる励起電子により還元を受け,さらに空気中の酸素により酸化されてもとの構造にもどる際に,生体内に過酸化物が生じ,これが殺草作用の原因となる。
説明Paraquat dichloride is a dark blue liquid, non-combustible, stable herbicide chemical. It is incompatible with strong oxidising agents. On contact with fire paraquat decomposes gives off irritating or toxic fumes (or gases), nitrogen oxides, and hydrogen chloride. Paraquat dichloride contact and storage destroys metal. Paraquat dichloride hydrolyses in alkaline media and reacts with aluminium to produce hydrogen gas. Paraquat (N,N′-dimethyl-4,4′-bipyridinium dichloride) is one of the most widely used herbicides in the world. Paraquat dichloride is a herbicide currently registered to control weeds and grasses in many agricultural and non-agricultural areas. It is used preplant or preemergence on vegetables, grains, cotton, grasses, sugar cane, peanuts, potatoes, and tree plantation areas; post-emergence around fruit crops, vegetables, trees, vines, grains, soybeans, and sugar cane. It is also used on non-crop areas such as public airports, electric transformer stations, and around commercial buildings to control weeds. It has been reported that about seven pesticide products are registered which contain the active ingredient paraquat dichloride and classified as restricted use pesticides (RUPs). Paraquat dichloride and the products are primarily intended for ‘Occupational Use’. In the United States, Paraquat is classified as ‘restricted commercial use’, and people must obtain a license to use the product.
一般的な説明Colorless to yellow crystalline solid. Used as a contact herbicide and desiccant.
調製方法
純化方法Recrystallise the dichloride from MeOH/acetone mixture. It has also been recrystallised three times from absolute EtOH [Bancroft et al. Anal Chem 53 1390 1981]. Dry it at 80o in a vacuum. [Beilstein 23/8 V 30.]
上流・下流製品情報
上流原料
関連反応
関連ノート
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