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Dichlofenthion (ISO)

Dichlofenthion

HCID 7328
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Grundinformationen

CAS
97-17-6
Standard-SMILES
CCOP(=S)(OCC)Oc1ccc(Cl)cc1Cl
InChIKey
WGOWCPGHOCIHBW-UHFFFAOYSA-N
Summenformel
C10H13Cl2O3PS
Durchschnittliche Molmasse
315,15 g/mol
Monoisotopische Masse
313,9700078

Überblick

Dichlofenthion is an organic thiophosphate.

Namen und Bezeichner

Bevorzugter Name
Dichlofenthion
IUPAC
(2,4-dichlorophenoxy)-diethoxy-sulfanylidene-λ5-phosphane
Lokaler Name
Dichlofenthion (ISO)
Englischer Name
Dichlofenthion
Summenformel
C10H13Cl2O3PS
Molmasse
315.15

Namen und Synonyme

DICHLOFENTHION97-17-6HexanemaMobilawnNemacideECP (pesticide)Tri-vc 13Nemacide VC-13v-C-13VC13 NemacideV-C 13VC 13
Weitere Namen anzeigen
ECPvc13RNS3RNASE3v-c1-13V-Cl 13hexnemaNSC3130
DTXSID8040274ENT 17470Diethyl 2,4-dichlorophenyl phosphorothionateO-2,4-Dichlorophenyl O,O-diethyl phosphorothioateO-(2,4-Dichlorophenyl) O,O-Diethyl phosphorothioateNSC-52964O-(2,4-Dichlorophenyl)-O,O-diethyl phosphorothioic acidO,O-Diethyl O-(2,4-dichlorophenyl) phosphorothioate

Datenbank-Bezeichner

CAS
97-17-6
PubChem CID
7328
DTXSID
DTXSID8040274
ChEMBL
CHEMBL1396626
ChEBI
CHEBI:81730
UNII
64234GT8TT
EC Number
202-564-5
Nikkaji
J3.976D

Eigenschaften

Berechnete Struktureigenschaften

XLogP
5,1
Polarare Oberfläche (TPSA)
59,8 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
4
Frei drehbare Bindungen
6
Schwere Atome
17
Formalladung
0
Komplexität
270

Experimentelle und physikochemische Eigenschaften

Pesticides · 4 Einträge

Insecticides

Active substance -> EU Pesticides database: Not approved

Pesticides -> Organophosphate Insecticides

Pesticide (Dichlofenthion) -> USDA PDB

LogP · 2 Einträge

LogP= 5.14

5.14

Density1.300 @ 20 °C
Color/FormCOLORLESS LIQUID
Solubility · 3 Einträge

MISCIBLE WITH MOST ORGANIC SOLVENTS; SLIGHTLY SOLUBLE IN WATER.

SOL IN ETHANOL, ETHER, BENZENE

SOLUBILITY IN WATER: 0.245 MG/L @ 25 °C; MISCIBLE WITH KEROSENE

Endocrine DisruptorsPotential endocrine disrupting compound
Boiling Point164-169 °C @ 0.1 MM HG
DecompositionWHEN HEATED TO DECOMP...EVOLVES HIGHLY TOXIC /HYDROGEN CHLORIDE/ FUMES. SOME ORGANIC DECOMP TO YIELD PHOSGENE. /CHLORIDES/
Vapor Pressure

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 6 Einträge

Warning

H302: Harmful if swallowed [Warning Acute toxicity, oral]

P264, P270, P273, P301+P317, P330, P391, and P501 (click each P-code to see the statement)

Danger

H301 (45.5%): Toxic if swallowed [Danger Acute toxicity, oral]

P203, P260, P261, P262, P264, P270, P271, P273, P280, P301+P316, P301+P317, P302+P352, P304+P340, P316, P317, P318, P319, P321, P330, P361+P364, P391, P405, and P501 (click each P-code to see the statement)

Gefahrenhinweise

Regulatory Information2002/2076
Other Safety InformationIMAP assessments - Phosphorothioic acid, O-(2,4-dichlorophenyl) O,O-diethyl ester: Environment tier I assessment
Hazards Summary · 1 Eintrag

A cholinesterase inhibitor; [Merck Index] No significant decrease in cholinesterase activity or toxic symptoms were observed in 90 day feeding study with dogs at 0.75 mg/kg bw; [HSDB] The average of two baseline respective cholinesterase activity determinations three days apart, with no exposures to enzyme inhibiting pesticides for at least 30 days, is recommended for each worker prior to exposure to cholinesterase inhibitors because of large inter-individual differences in published baseline values. To be established at least once a year. Removal from workplace exposures is recommended until the cholinesterase activity returns to within 20% of baseline. [TLVs and BEIs]

Special Reports · 2 Einträge

Toxicology Review: Residue Reviews 46: 1 (1973)

Li S-Q et al; Structure-activity relationship analysis of mutagenicity of organophosphorus pesticides and their molecular mechanism. Zhongguo Yaolixue Yu Dulixue Zazhi 7 (2): 93-9 (1993). Whole structure patternization multivariant discriminant analysis was established for studying the structure-activity relationship of mutagenicity of organophosphorus pesticides, of which the 3 constituents were patternized in subtype patterns, and then 36 categories of structural patterns of OPPs were constructed.

Chemie und Industrie

Pharmakologische Informationen

Mechanism of Action · 5 Einträge

The cardiovascular actions of anticholinesterase agents are complex, since they reflect both ganglionic and postganglionic effects of accumulated ACh on the heart and blood vessels. The predominant effect on the heart from the peripheral action of accumulated ACh is bradycardia, resulting in a fall in cardiac output. Higher doses usually cause a fall in blood pressure, often as a consequence of effects of anticholinesterase agents on the medullary vasomotor centers of the CNS. /Anticholinesterase agents/

Organophosphorus derivatives act by combining with and inactivating the enzyme acetylcholinesterase. ... The inactivation of cholinesterase by cholinesterase inhibitor pesticides allows the accumulation of large amounts of acetylcholine, with resultant widespread effects that may be ... separated into 4 categories: (1) Potentiation of postganglionic parasympathetic activity. ... (2) Persistent depolarization of skeletal muscle ... (3) Initial stimulation following depression of cells of central nervous system ... (4) Variable ganglionic stimulation or blockade ... /Cholinesterase inhibitor pesticides/

The main feature of the toxic mechanism of organophosphorus pesticides is inhibition of the esterase enzyme activity, in particular of cholinesterase, which plays an important physiological part. Organophosphorus pesticides can also indirectly interact with the biochemical receptors of acetylcholine. /Organophosphorus pesticides/

... The serum cholinesterase activity of 14 men and 16 women at seven approximately equal intervals throughout one 24 hr day was measured. The lowest average value, ... was 92% of the mean of all values at other sampling times. The next lowest value was 98.7% of the same mean. /It was/ concluded that the small variation observed did not take the form of a regular curve but was entirely individual without correspondence to hour. /Organic phosphorus pesticides/

For more Mechanism of Action (Complete) data for DICHLOFENTHION (6 total), please visit the HSDB record page.

Metabolism/Metabolites · 5 Einträge

WHEN NEMATOCIDE WAS FED TO LAYING HENS...METABOLITE 2,4-DICHLOROPHENOL WAS FOUND IN LIVER & YOLK.

... Oxidation to the phosphate, dealkylation, and hydrolytic cleavage of the dichlorophenol moiety.

Plasma and tissue enzymes are responsible for hydrolysis /of organophosphorus compounds/ to the corresponding phosphoric and phosphonic acids. However, oxidative enzymes are also involved in the metabolism of some organophosphorus compounds. /Anticholinesterase agents/

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· 2 Einträge

0.00056 [mmHg]

5.6X10-4 mm Hg at 20 °C

Refractive IndexINDEX OF REFRACTION: 1.5291 @ 25 °C/D
Physical DescriptionColorless liquid; [Hawley]
Stability/Shelf Life · 3 Einträge

NON-VOLATILE

IT IS STABLE TO HYDROLYSIS EXCEPT UNDER STRONGLY ALKALINE CONDITIONS; HEATING AT 175 °C FOR 465 MIN CONVERTED 42% TO THE S-ETHYL ISOMER...

DETERIORATES SLOWLY IN AIR AT 150 °C

Physikochemische Eigenschaften

Siedepunkt
0.1 · bp0.1 164-169°
Dichte
20 · d20 1.300
Brechungsindex
25 · nD25 1.5291
Flammpunkt
100 °C · 100 °C
storage temp.
0 · 0-6°C
Löslichkeit
Chloroform (Slightly), Ethyl Acetate (Slightly)
Aggregatzustand
Liquid
Farbe
Transparent
Geruch (Odor)
Peculiar odor
Biologische Quelle
rabbit
Wasserlöslichkeit
245 ug/L · 245ug/L(25 ºC)
Merck
13 · 13,3069
BRN
1993440 · 1993440
Henry's Law Constant
1 · 1.0×10-2 mol/(m3Pa) at 25℃, Duchowicz et al. (2020)
EPA chemische Informationen
Dichlofenthion (97-17-6)
DOT Hazard Classification · 2 Einträge

Dichlofenthion

Severe marine pollutant

Other Hazardous Reactions · 2 Einträge

...SHOCK CAN SHATTER CONTAINER, RELEASING CONTENTS. /PARATHION/

A portion of even the most flammable materials is likely to be lost by vaporization. ... The smoke from an open fire used to destroy pesticides will contain some of the poison. Burning should be attempted only in an isolated place. Inhalation of smoke must be avoided. /Pesticides/

Hazard Classes and Categories · 4 Einträge

Acute Tox. 3 (45.5%)

Acute toxicity - category 4

Acute toxicity (Oral) - Category 3

Acute Tox. 4 *

Standard Transportation Number · 6 Einträge

49 216 74; Organophosphorus pesticide, liquid, not otherwise specified (compounds and preparations) (insecticides, other than agricultural, NEC)

49 216 75; Organophosphorus pesticide, liquid, not otherwise specified (compounds and preparations) (agricultural insecticides, NEC, liquid)

49 105 44; Organophosphorus pesticide, liquid, not otherwise specified (compounds and preparations) (insecticides, other than agricultural, NEC)

49 105 45; Organophosphorus pesticide, liquid, not otherwise specified (compounds and preparations) (agricultural insecticides, NEC, liquid)

49 216 76; Organophosphorus pesticide, solid, not otherwise specified (compounds and preparations) (insecticides, other than agricultural, NEC)

49 216 77; Organophosphorus pesticide, solid, not otherwise specified (compounds and preparations) (agricultural insecticides, NEC, other than liquid)

Shipment Methods and Regulations · 3 Einträge

No person may /transport,/ offer or accept a hazardous material for transportation in commerce unless that person is registered in conformance ... and the hazardous material is properly classed, described, packaged, marked, labeled, and in condition for shipment as required or authorized by ... /the hazardous materials regulations (49 CFR 171-177)./

The International Air Transport Association (IATA) Dangerous Goods Regulations are published by the IATA Dangerous Goods Board pursuant to IATA Resolutions 618 and 619 and constitute a manual of industry carrier regulations to be followed by all IATA Member airlines when transporting hazardous materials.

The International Maritime Dangerous Goods Code lays down basic principles for transporting hazardous chemicals. Detailed recommendations for individual substances and a number of recommendations for good practice are included in the classes dealing with such substances. A general index of technical names has also been compiled. This index should always be consulted when attempting to locate the appropriate procedures to be used when shipping any substance or article.

Shipping Name/ Number DOT/UN/NA/IMO · 5 Einträge

UN 3018; Organophosphorus pesticides, liquid, toxic, not otherwise specified

UN 3017; Organophosphorus pesticides, liquid, toxic, flammable, not otherwise specified, flashpoint between 23 °C and 61 °C

UN 2783; Organophosphorus pesticides, solid, toxic, not otherwise specified

UN 2784; Organophosphorus pesticides, liquid, flammable, toxic, not otherwise specified, flashpoint less than 23 °C

For more Shipping Name/ Number DOT/UN/NA/IMO (Complete) data for DICHLOFENTHION (6 total), please visit the HSDB record page.

Hazardous Reactivities and Incompatibilities...ON CONTACT WITH ACIDS OR ACID FUMES...EVOLVES HIGHLY TOXIC CHLORIDE FUMES. /CHLORIDES/

Sicherheit und Schutzausrüstung

Exposure Control and Personal Protection · 1 Eintrag

Biological Exposure Indices (BEI) [ACGIH] - Acetylcholinesterase activity in red blood cells = 70% of individual's baseline; Butylcholinesterase activity in serum or plasma = 60% of individual's baseline; Sample at end of shift; [TLVs and BEIs]

Fire Fighting Procedures · 2 Einträge

If material on fire or involved in fire: Do not extinguish fire unless flow can be stopped. Solid streams of water may be ineffective. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible. Use "alcohol" foam, carbon dioxide or dry chemical. /Organophosphorus pesticides, liquid, NOS/

If material on fire or involved in fire: Extinguish fire using agent suitable for type of surrounding fire. (Material itself does not burn or burns with difficulty.) Use water in flooding quantities as fog. Use "alcohol" foam, carbon dioxide or dry chemical. /Organophosphorus pesticides, solid, NOS/

Storage Conditions · 3 Einträge

Rooms used for storage only should be soundly constructed & fitted with secure locks. Floors should be kept clear & pesticides clearly identified. If repacking is carried out in storage rooms, adequate light should be available; floors should be impervious & sound ... . /Pesticides/

Pesticides containers must be provided with labels indicating the degree of toxicity of the product they contain. The labels must not only give a short description of how to use the prepn, but also state basic precautions to be taken when applying it. /Organophosphorus pesticides/

Pesticides of any degree of toxicity should be transported in containers which are clearly labelled, leak-proof, and not easily damaged. They should never be transported /or stored/ beside, or above any type of food, and all spillages should be immediately reported. /Pesticides/

Disposal Methods · 4 Einträge

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

It is stable to hydrolysis except under strongly alkaline conditions. On heating @ 175 °C for 8 hr, 42% is converted into the O,S-diethyl isomer. Recommendable method: Incineration. Peer review: Incinerate @ high temp in a unit with effluent gas scrubbing. (Peer-review conclusions of an IRPTC expert consultation (May 1985))

All organic pesticides, whether of botanical or synthetic origin, can be destroyed by incineration. /Organic pesticides/

Manufacturers or formulators of very large amounts of pesticides may find it advantageous to build incinerators adequate to destroy all organic pesticides and equipped with scrubbers to remove acid wastes. /Organic pesticides/

Preventive Measures · 5 Einträge

/IT IS/ NECESSARY TO PREVENT INHALATION & SKIN CONTAMINATION. /PARATHION/

Avoid contact with...eyes...

In some situations where personnel may become accidently contaminated ... it is necessary to provide shower bath in addition to the usual washing facilities. Special arrangements for cleaning clothing & overalls may be necessary ... /Pesticides/

Special aircraft should preferably be used for spraying or dusting toxic organophosphorus pesticides. ... aerial spraying or dusting gives rise to clouds which spread over larger surfaces than clouds produced by ground application. Aerial spraying should therefore be carried out on windless days only. Residential areas, water supply sources, etc must be avoided. ... When aircraft approaches, signalmen /guiding the aircraft/ should leave the windward side. ... The local population should be informed about the site & time of aerial pesticide treatment. Access of unauthorized persons & especially children to the area to be treated must be ... forbidden. Warning signs should be placed at the limits of the area. Ground spraying must be carried out with compressed-air spraying equipment towed by tractors with closed cabs. /Organophosphorus pesticides/

For more Preventive Measures (Complete) data for DICHLOFENTHION (10 total), please visit the HSDB record page.

Personal Protective Equipment (PPE) · 2 Einträge

Respiratory protection (supplied-air respirator with full facepiece or self-contained breathing apparatus) should be available where these compounds are manufactured or used and should be worn in case of emergency and overexposure. /Phosphorus compounds/

WORKERS HANDLING AND APPLYING ORGANOPHOSPHATE PESTICIDES (OPP) MUST ... BE GIVEN PERSONAL PROTECTIVE EQUIPMENT COMPRISING OVERALLS MADE OF A TIGHT FABRIC OR POLYVINYL CHLORIDE, GLOVES, AND RUBBER BOOTS. THEY MUST WEAR A RESPIRATOR WITH AN ACTIVATED-CARBON GAS FILTER CARTRIDGE AFFORDING PROTECTION FOR A DETERMINED NUMBER OF WORKING HOURS. THE EYES SHOULD BE PROTECTED BY GOGGLES. THE SIGNALMEN FOR AERIAL DUSTING OPERATIONS SHOULD BE EQUIPPED WITH A HAT AND CAPE MADE OF POLYVINYL CHLORIDE OR A FABRIC IMPREGNATED WITH A WATER REPELLENT. /PESTICIDES, ORGANOPHOSPHORUS/

Toxikologische Informationen

Interactions · 4 Einträge

Some phenothiazines may antagonize & some may potentiate the toxic anticholinesterase effects of ... /organophosphorus insecticides/. /Organophosphate cholinesterase inhibitors/

In long term therapy, adrenocorticoids antagonize the antiglaucoma effects of anticholinesterases (incr ocular pressure). ... Anticholinergics antagonize the miotic (antiglaucoma) & other muscarinic effects of anticholinesterases on the autonomic & central nervous systems. Tricyclic antidepressants (anticholinergic effects) antagonize the antiglaucoma (miotic) effects of anticholinesterases in glaucoma. ... Antihistamines with anticholinergic effects antagonize the miotic (antiglaucoma) & CNS effects of anticholinesterases. Anticholinesterases potentiate tranquilizing & behavioral changes induced by antihistamines. The actions of anticholinesterase agents on autonomic effector cells, & to some extent those on CNS, are antagonized by atropine, an antidote of choice. Barbiturates are potentiated by anticholinesterases. ... Dexpanthenol potentiates the effects of anticholinesterases. Fluorophosphate insecticides potentiate the effects of other anticholinesterases. /Anticholinesterases/

BARBITURATES ARE POTENTIATED BY ANTICHOLINESTERASES. ALTHOUGH BARBITURATES MAY BE USED CAUTIOUSLY IN TREATING CONVULSIONS, EXTREME CARE IS ESSENTIAL IN HANDLING POISONINGS DUE TO ANTICHOLINESTERASES, PARTICULARLY ORGANOPHOSPHORUS PESTICIDES. ECHOTHIOPHATE, A CHOLINESTERASE INHIBITOR USED AS MIOTIC, POTENTIATES OTHER SUCH INHIBITORS ... USED FOR OTHER PURPOSES (ADDITIVE EFFECTS) OR POSSIBLY SYNERGISTIC. THOSE EXPOSED TO ORGANOPHOSPHATE INSECTICIDES MUST TAKE STRICT PRECAUTIONS. ... ORGANOPHOSPHORUS INSECTICIDES: ADDITIVE ANTICHOLINESTERASE EFFECTS. HAZARDOUS. PATIENTS ON ANTICHOLINESTERASES (EVEN TOPICAL, SUCH AS EYE DROPS) SHOULD AVOID AREAS WHERE ORGANOPHOSPHORUS INSECTICIDES ... RECENTLY ... USED. /ANTICHOLINESTERASE/

ANTICHOLINESTERASE (ORGANOPHOSPHORUS) INSECTICIDES ANTAGONIZE POLARIZING MUSCLE RELAXANTS. PHENOTHIAZINES /AND THIOXANTHENES/: ... MAY ENHANCE TOXIC EFFECTS OF ORGANOPHOSPHORUS INSECTICIDES. /INSECTICIDES, ORGANOPHOSPHORUS/

Ecotoxicity Values · 5 Einträge

LC50 Gammarus fasciatus 110 ug/L/96 hr at 15 °C, mature (95% confidence limit 80-150 ug/L). Static bioassay without aeration, pH 7.2-7.5, water hardness 40-50 mg/l as calcium carbonate and alkalinity of 30-35 mg/l. /Technical material, 100%/

LC50 Gammarus lacustris 56 ug/L/96 hr at 15 °C, mature (95% confidence limit 40-78 ug/L). Static bioassay without aeration, pH 7.2-7.5, water hardness 40-50 mg/l as calcium carbonate and alkalinity of 30-35 mg/l. /Technical material, 100%/

LC50 Pteronarcys californica 4.1 ug/L/96 hr at 15 °C, second yr class (95% confidence limit 3.4-5.0 ug/L). Static bioassay without aeration, pH 7.2-7.5, water hardness 40-50 mg/l as calcium carbonate and alkalinity of 30-35 mg/l. /Technical material, 100%/

LC50 Salmo clarki (cutthroat trout) 640 ug/L/96 hr at 13 °C, wt 1.0 g (95% confidence limit 550-740 ug/L). Static bioassay without aeration, pH 7.2-7.5, water hardness 40-50 mg/l as calcium carbonate and alkalinity of 30-35 mg/l. /Technical material, 100%/

For more Ecotoxicity Values (Complete) data for DICHLOFENTHION (9 total), please visit the HSDB record page.

Environmental Fate · 3 Einträge

TERRESTRIAL FATE: Based on a recommended classification scheme(1), an estimated Koc value of 15,000(SRC), determined from a measured log Kow(2) and a recommended regression-derived equation(3), indicates that dichlofenthion will be immobile in soil(SRC). Volatilization of dichlofenthion may be important from moist soil surfaces(SRC) given an estimated Henry's Law constant of 9.5X10-4 atm-cu m/mole(SRC), calculated from experimental values for vapor pressure(4) and water solubility(5). Volatilization from dry soil surfaces(SRC) is not expected, based on dichlofenthion's measured vapor pressure(4).

AQUATIC FATE: Based on a recommended classification scheme(1), an estimated Koc value of 15,000(SRC), determined from a measured log Kow(2) and a recommended regression-derived equation(1), indicates that dichlofenthion should adsorb to suspended solids and sediment in the water(SRC). Dichlofenthion may volatilize from water surfaces based on an estimated Henry's Law constant of 9.5X10-4 atm-cu m/mole(SRC), calculated from experimental values for vapor pressure(3) and water solubility(4). Estimated half-lives for a model river and model lake are 7 hours and 8 days, respectively(1,SRC). An estimated BCF value of 4700(1,SRC), from a measured log Kow(2), suggests that dichlofenthion will bioconcentrate in aquatic organisms(SRC), according to a recommended classification scheme(5).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), dichlofenthion, which has a measured vapor pressure of 5.6X10-4 mm Hg at 20 °C(2), will exist both the vapor and particulate phases in the ambient atmosphere. Vapor-phase dichlofenthion is degraded in the atmosphere by reaction with photochemically produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be about 4 hours(3,SRC). Particulate phase dichlofenthion may be physically removed from air by dry deposition(SRC).

Adverse EffectsOther Poison - Organophosphate
Animal ConcentrationsDichlorfenthion is included in the EPA's database of compounds identified in human biological media (tissues and body fluids)(1).
Acute Toxicity LinkChemical: DICHLOFENTHION
Medical Surveillance · 3 Einträge

Workers handling & applying pesticides must undergo an annual medical examination at the beginning of each agricultural season. Contraindications for work with /organophosphorus pesticides/ are organic diseases of the central nervous system, mental disorders & epilepsy, pronounced endocrine & vegetative disorders, pulmonary tuberculosis, bronchial asthma, chronic respiratory diseases, cardiovascular diseases & circulatory disorders, gastrointestinal diseases (peptic ulcer), gastroenterocolitis, diseases of liver & kidneys, eye diseases (chronic conjunctivitis & keratitis). The blood cholinesterase activity must be determined before work starts. In the event of prolonged work periods, this activity should be determined at intervals of 3-4 days. Persons exhibiting a fall in cholinesterase activity of 25% or more must be transferred to other work where they are not exposed to organophosphorus pesticides until this activity is completely restored. Persons with initial signs of indisposition should cease work with pesticides. /Organophosphorus pesticides/

A final diagnosis of mild to moderate acute organophosphate pesticide poisoning is rarely justified unless all of the following five conditions are present: 1. A definite history of exposure to an organophosphate pesticide. 2. A latent interval of not more than a few hours between that last exposure and the onset of illness. 3. A clinical picture in which most or all of the following signs or symptoms are present: headache, blurred vision, weakness, tightness in chest, and constricted pupils. 4. Reduction of plasma and RBC cholinesterase activity to a level substantially below 50% of baseline values. Because of the wide normal range of RBC cholinesterase in the population, symptoms may be present with reported "normal" levels. 5. An acute illness that is not substantially longer than 48 hours. The classic presentation for acute organophosphate toxicity includes history, evidence of exposure to organophosphate (garlic odor), signs/symptoms of cholinergic excess, improvement with atropine or pralidoxime, and inhibition of cholinesterase in blood. /Organophosphate pesticide poisoning/

... Surveillance of workers could be carried out through measurement of blood or urinary levels of the cmpd to which they are exposed, or through measurement of a metabolite. /Organic phosphorus pesticides/

Soil Adsorption/Mobility · 1 Eintrag

The Koc of dichlofenthion is estimated as approximately 15,000(SRC), using a measured log Kow of 5.14(1) and a regression-derived equation(2,SRC). According to a recommended classification scheme(3), this estimated Koc value suggests that dichlofenthion will be immobile in soil(SRC).

Atmospheric ConcentrationsDichlofenthion was detected in the air of a pesticide formulation plant in South Florida at 10.3 ng/cu m(1).
Human Toxicity Excerpts · 5 Einträge

.../SINCE TOXICITY IS INDIRECT RESULT OF CHOLINESTERASE INHIBITION,/ A POISONED TISSUE IS UNABLE TO PREVENT LOCAL ACCUMULATION OF ACETYLCHOLINE, WHICH ACTS AS EXCITATORY SUBSTANCE IN LOW CONCN & PARALYTIC SUBSTANCE IN HIGH CONCN. /PARATHION/

...IN 5 CASES OF ATTEMPTED SUICIDE BY INGESTION OF DICHLOFENTHION, SEVERE CHOLINERGIC CRISES DID NOT APPEAR UNTIL 40 TO 48 HR BUT THEY PERSISTED FOR 5 TO 48 DAYS IN THE 3 SURVIVORS... THIS EXTREMELY LONG COURSE WAS ASSOCIATED WITH PERSISTENT RESIDUES OF THIS INSECTICIDE IN BLOOD & FAT OF PATIENTS.

Two men, aged 76 and 79 yr, died; two other men, aged 25 and 62 yr, and a 52 yr old woman survived. The interval from ingestion to hospitalization varied from 2 hr or less to 24 hr in four cases and was unclear in the fifth case. In four instances, typical cholinergic signs were present when the patient entered hospital. The 25 yr old man was cold and sweating and exhibited fecal and urinary incontinence; miosis was evident, and rhonchi were audible in both lungs . The other three were somewhat less severely affected when first seen. All were conscious, although the 76 yr old man, who had ingested chlordiazepoxide and diazepam as well as dichlofenthion, was disoriented and the 52 yr old woman, who had ingested a bottle of whiskey as well as dichlofenthion, was combative. The 62 yr old man showed no abnormal sign on admission, and he showed no clear anticholinesterase signs for 29 hr after ingestion. However, all of the patients showed one or more marked, delayed exacerbations.

In four cases, the patient became distinctly worse 19-57 hr after ingestion. Two of them died during the third day of illness. The others had recurring crises, each of which responded to treatment. The fifth patient apparently became worse more gradually, but for many days she had a recurrence of cramps and difficulty secondary to profuse bronchial secretions whenever her atropine therapy was reduced; it finally was tapered off and discontinued 45 days after ingestion. The surviving patients received total doses of only 84, 659.6, and 33 mg of atropine sulfate and only 2, 1, and 5 gm of pralidoxime chloride. ... Poisoning by dichlofenthion was characterized by relatively mild but prolonged illness in those who survived.

For more Human Toxicity Excerpts (Complete) data for DICHLOFENTHION (21 total), please visit the HSDB record page.

Artificial Pollution SourcesIf dichlofenthion were produced and uesd, its direct release to the environment would be possible. (SRC)
Sediment/Soil Concentrations · 2 Einträge

Duration of nematicidal activity in soil 1-2 yr.

Soil was collected from 28 farms in southwestern Ontario during October 1976; 11 of the 28 samples contained dichlofenthion at concentrations ranging from a trace to 0.31 ppm(1).

Sicherheitsdaten

wgk
3
ridadr
2783
hs_code
2920190013
RTECS-Nr.
TF0350000
risk_code
22-50/53
Toxizität
LD50 in male, female rats (mg/kg): 185, 172 orally; 576, 355 dermally (Gaines, Linder)
hazard_code
Xn,N
safety_code
60-61
hazard_class
6.1(b)
packing_group
III
Speicherklasse
10 - Combustible liquids
Giftige Stoffe Daten
97-17-6(Hazardous Substances Data)

The organophosphorus anticholinesterase agents are hydrolyzed in the body by a group of enzymes known as A-esterases or paroxonase, and by the cytochrome p-450 systems. Considerable variability exists in the human population for organophosphate metabolism by these routes. The A-esterases are found in plasma and in the hepatic endoplasmic reticulum and can hydrolyze a large number of organophosphorus compounds ... by splitting the anhydride, P-F, P-CN, or ester bond. /Anticholinesterase agents/

These chemicals are detoxified by cytochrome p450-mediated monooxygenases in the liver, but some metabolites are more toxic than parent cmpd ... Metabolites usually are detected from 12 to 48 hr postexposure. /Organophosphate cmpd/

Absorption, Distribution and Excretion · 5 Einträge

/IN CATTLE SPRAYED WITH & SHEEP & GOATS DIPPED IN SOLN OF VC-13/... NON-HYDROLYZED VC-13 RESIDUES WERE GREATEST IN FAT & FATTY TISSUES...FREE 2,4-DICHLOROPHENOL, HYDROLYSIS PRODUCT OF VC-13, OCCURRED PRIMARILY IN THE KIDNEY AND LIVER. RESIDUES /NON-HYDROLYZED/ WERE AT MAXIMUM AT 7 DAYS AFTER EXPOSURE; DECLINED GRADUALLY; & WERE ELIMINATED IN 6 WEEKS BY CATTLE AND IN 8 WEEKS BY SHEEP AND GOATS.

Percutaneous absorption is a potential danger. It is stored in and slowly released from body fat depots. As a result symptoms may be delayed hr or days after a single dose or recurrent attacks may occur. Dichlofenthion has been identified in fat biopsies, serum and urine up to 48 days after exposure.

DICHLOFENTHION HAS A HIGHER OCTANOL/WATER PARTITION COEFFICIENT THAN MOST ORGANOPHOSPHORUS INSECTICIDES, & PROLONGED COURSE OF POISONINGS.../IS/ DUE TO A SLOW RELEASE OF THE INSECTICIDE FROM ADIPOSE TISSUE RESERVOIRS.

The concn of dichlofenthion in the tissues of a man who died on the 3rd day after ingesting dichlofenthion were 19 and 0.83 ppm in serum and kidney, respectively. In a similar case the values were 174 ppm in fat, 37 ppm in bile, 4 ppm in liver, and 1.3 ppm in kidney.

For more Absorption, Distribution and Excretion (Complete) data for DICHLOFENTHION (12 total), please visit the HSDB record page.

Verwendung und Herstellung

Uses · 3 Einträge

Used as pesticide (may be restricted); [Hawley] Used as nematocide and insecticide; [Merck Index]

Farming (Pesticides) [Category: Industry]

NEMATOCIDE & INSECTICIDE

Methods of Manufacturing · 2 Einträge

PREPD FROM O,O-DIETHYLPHOSPHOROCHLORIDOTHIOATE, 2,4-DICHLOROPHENOL & SODIUM HYDROXIDE).

PRODUCED BY THE REACTION OF O,O-DIETHYL PHOSPHOROCHLORIDOTHIOATE WITH 2,4-DICHLOROPHENOL IN BUTANONE IN PRESENCE OF ANHYDROUS SODIUM CARBONATE...

Formulations/Preparations · 5 Einträge

'MOBILAWN': EC (250 & 750 G AI/L); GRANULES (100 G/KG).

V-C 13 NEMACIDE: 80% AI AND 20% EMULSIFIER.

EMULSIFIABLE CONCENTRATE

TECHNICAL PRODUCT IS OF 95-97% PURITY.

Mixed formulations: (dichlofenthion +) thiram

Use ClassificationINSECTICIDES
General Manufacturing Information · 4 Einträge

The WHO Recommended Classification of Pesticides by Hazard identifies Dichlofenthion (technical grade) as an active ingredient believed to be obsolete or discontinued for use as a pesticide.

.../IT/ WAS FIRST REPORTED AS NEMATICIDE BY MANZELLI, MA, PL DIS REPTR, 1955, 39, 400. IT WAS INTRODUCED, IN 1956, BY VIRGINIA-CAROLINA CHEMICAL CORPORATION UNDER CODE NAME 'V-C 13 NEMACIDE', & PROTECTION OF US PATENT 2,761,806. ... DICHLOROFENTHION IS NON-SYSTEMIC NEMATICIDE & SOIL INSECTICIDE RECOMMENDED FOR SOIL USE @ 16.8-280 KG AI/ACRE... RATES AGAINST SOIL INSECTS ARE AT THE LOW, & AGAINST NEMATODES @ HIGH ENDS OF THIS RANGE.

CONTROLS NON-CYST FORMING NEMATODES ON ORNAMENTALS & TURF WITHOUT DAMAGE TO PLANTS. ESTABLISHED SHRUBS SUCH AS BOXWOOD, JAPANESE HOLLY, ETC, CAN BE TREATED TO CONTROL NEMATODES WITHOUT PHYTOTOXICITY. INSECTICIDE USES INCLUDE CONTROL OF LAWN CINCH BUGS ON ST AUGUSTINE GRASS. USED FOR NEMATODE CONTROL ON AFRICAN VIOLETS.

Miscible with other emulsifiable concentrates

Anwendungen

VerwendenNematocide, insecticide.

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

2,4-Dichlorphenol