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Mecarbam (ISO)

Mecarbam

HCID 17434
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Grundinformationen

CAS
2595-54-2
Standard-SMILES
CCOC(=O)N(C)C(=O)CSP(=S)(OCC)OCC
InChIKey
KLGMSAOQDHLCOS-UHFFFAOYSA-N
Summenformel
C10H20NO5PS2
Durchschnittliche Molmasse
329,4 g/mol
Monoisotopische Masse
329,05205208

Überblick

Mecarbam is an organic thiophosphate that is O,O-diethyl hydrogen phosphorodithioate in which the hydrogen attached to a sulfur is replaced by a 2-[(ethoxycarbonyl)(methyl)amino]-2-oxoethyl group. It has a role as an acaricide, an agrochemical and an EC 3.1.1.7 (acetylcholinesterase) inhibitor. It is a carbamate ester, an organothiophosphate insecticide and an organic thiophosphate.

Namen und Bezeichner

Bevorzugter Name
Mecarbam
IUPAC
ethyl N-(2-diethoxyphosphinothioylsulfanylacetyl)-N-methylcarbamate
Lokaler Name
Mecarbam (ISO)
Englischer Name
MECARBAM
Summenformel
C10H20NO5PS2
Molmasse
329.37

Namen und Synonyme

MECARBAM2595-54-2MarfotoksMurfotoxMercarbamMurphotoxCriotoxPestanMecarbameAFOSDTXSID0042117TD 72
Weitere Namen anzeigen
phosphorodithioatep474mc474ms1053ms1143muratoxmurutox
MC 474MS 1053MS 11437-Oxa-5-thia-2-aza-6-phosphanonanoic acid, 6-ethoxy-2-methyl-3-oxo-, ethyl ester, 6-sulfideP 474O,O-Diethyl S-(N-ethoxycarbonyl-N-methylcarbamoylmethyl) phosphorodithioateTD-72U6N6869C7Z

Datenbank-Bezeichner

CAS
2595-54-2
PubChem CID
17434
DTXSID
DTXSID0042117
ChEMBL
CHEMBL1417951
ChEBI
CHEBI:38718
UNII
U6N6869C7Z
EC Number
219-993-9
Nikkaji
J3.032E

Eigenschaften

Berechnete Struktureigenschaften

XLogP
2,4
Polarare Oberfläche (TPSA)
122 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
7
Frei drehbare Bindungen
9
Schwere Atome
19
Formalladung
0
Komplexität
343

Experimentelle und physikochemische Eigenschaften

Pesticides · 4 Einträge

Acaricides, Insecticides

Active substance -> EU Pesticides database: Not approved

Pesticides -> Organophosphate Insecticides

Pesticide (Mecarbam) -> USDA PDB

LogP2.29 (estimated)
Density · 3 Einträge

1.222 @ 20 °C/20 °C

1.2 g/cm³

Relative density of the vapour/air-mixture at 20 °C (air = 1): 1.02

Color/Form · 2 Einträge

COLORLESS OILY LIQ WHEN PURE

Light brown to pale yellow oil (tech., pale yellow to brown oil)

Solubility · 3 Einträge

AT ROOM TEMP LESS THAN 1 G/L WATER; LESS THAN 50 G/KG IN ALIPHATIC HYDROCARBONS; MISCIBLE WITH ALCOHOLS, AROMATIC AND CHLORINATED HYDROCARBONS, KETONES, ESTERS AT ROOM TEMPERATURE

1 mg/mL at 21 °C

Solubility in water, g/100ml at 21 °C: 0.1

Boiling Point · 2 Einträge

144 °C @ 0.02 mm Hg

at 0.003kPa: 144 °C

Melting Point · 2 Einträge

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

Danger

H301: Toxic if swallowed [Danger Acute toxicity, oral]

P262, P264, P270, P273, P280, P301+P316, P302+P352, P316, P321, P330, P361+P364, P391, P405, and P501 (click each P-code to see the statement)

Danger

H301 (97.6%): Toxic if swallowed [Danger Acute toxicity, oral]

P262, P264, P270, P273, P280, P301+P316, P302+P352, P316, P321, P330, P361+P364, P391, P405, and P501 (click each P-code to see the statement)

Gefahrenhinweise

Regulatory Information2002/2076
Fire HazardsCombustible. Liquid formulations containing organic solvents may be flammable. Gives off irritating or toxic fumes (or gases) in a fire.
Hazards Summary · 1 Eintrag

Very toxic cholinesterase inhibitor; May be restrictions on use; [Hawley] Has caused delayed neuropathy in humans; Depressed cholinesterase activity in animal studies by ingestion and inhalation; No gross or histopathological changes observed in two year feeding study with dogs; No evidence of reproductive or teratogenic effects in study with rats; [HSDB] Effects in dermal exposure study with rats include reduced growth rate and food consumption, inhibition of cholinesterase activity, and hematological changes (females); No adverse histopathological changes observed; No evidence of teratogenicity or delayed neurotoxicity in animal studies; [Reference #1] A severe skin irritant; [MSDSonline] 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]

Chemie und Industrie

Pharmakologische Informationen

Mechanism of Action · 2 Einträge

Parathion & its relatives are known to inhibit the enzyme cholinesterase in all parts of the body by phosphorylating the active site. /Parathion & other cholinesterase inhibitor pesticides/

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 ganglionc stimulation or blockade ... /Cholinesterase inhibitor pesticides/

Metabolism/Metabolites · 1 Eintrag

Rats metabolized mecarbam primarily by hydrolysis, oxidative desulfuration and degradation of the carbamoyl moiety; O-deethylation was a minor pathway. At least 10 nonconjugated metabolites and 1 conjugate were found in the urine, but little or no unchanged mecarbam. Mecarbam orally administered to a lactating goat was metabolized mainly at the carbamoyl moiety, with minor O-deethylation; at least 6 nonconjugated metabolites appeared in the urine.

Absorption, Distribution and Excretion · 2 Einträge

Following single oral doses of (14)C mecarbam to rats, tissue levels were highest in the liver and kidneys; some label was still found in the stomach up to 48 hr after administration. In rats given radiolabeled mecarbam iv, residues declined most rapidly during the first 40 min after administration; removal from the blood was nearly complete in 6 hr. Rats given single oral doses of radiolabeled mecarbam eliminated about 80-92% of the dose in the urine, 2-3% in the feces, and 0.2-5% as exhaled (14)CO2 within 48 hr. Urinary radioactivity was associated mainly with seven major polar metabolites; little or no unchanged mecarbam was found in the urine. Mecarbam in the diet of cows for days at 10 ppm was excreted in the milk at levels not exceeding 10 ppm.

- A suicidal poisoning committed by a 19-year-old pregnant woman, who ingested an unknown quantity of an aqueous solution mecarbam (trade name includes Murfotox) containing 68 g/l of S-(N-ethoxycarbonyl-N-methylcarbamoyl methyl) O,O-diethyl phosphorodithioate (CR Worthing (Ed), The Pesticide Manual, 6th end, BCPC, 1980) is described. The pesticide crossed the placental Barrier and caused the death of the fetus. Toxicologic analysis of mecarbam in several tissues and fluids of mother-fetus revealed its distribution. The analysis was performed by thin-layer chromatography and gas-1iquid chromatography. The case described serves to point out the ease with which mecarbam crossed the placental barrier, its high concentration in the lungs and the considerably higher concentrations in fetal than in mother's tissues.

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< 25 °C

9 °C

Vapor DensityRelative vapor density (air = 1): 11.4
Vapor Pressure · 2 Einträge

Negligible at room temp

Vapor pressure at 20 °C: negligible

Refractive IndexINDEX OF REFRACTION: 1.5138 @ 20 °C/D
Physical Description · 3 Einträge

Colorless or light brown to pale yellow liquid; [HSDB] Light yellow oily liquid; [MSDSonline]

Solid

OILY COLOURLESS LIQUID.

Stability/Shelf LifeHYDROLYZED BELOW PH 3

Physikochemische Eigenschaften

Schmelzpunkt
25 ℃ · <25℃
Siedepunkt
144 °C · 144°C
Dichte
1.222 g/cm3 · 1.222 g/cm3 (20 ºC)
Dampfdruck
5 · 5×10-5 Pa (20 °C, est.)
Brechungsindex
1.5138 · 1.5138 (589.3 nm 20℃)
Flammpunkt
100 °C · >100 °C
storage temp.
4 °C · APPROX 4°C
Aggregatzustand
liquid
Wasserlöslichkeit
850 mg · 850 mg l-1 (est .)
pka
-2.42 · -2.42±0.70(Predicted)
BRN
1888011 · 1888011
Henry's Law Constant
1.1 · 1.1×104 mol/(m3Pa) at 25℃, HSDB (2015)
Major Application
agricultureenvironmental
InChI
1S/C10H20NO5PS2/c1-5-14-10(13)11(4)9(12)8-19-17(18,15-6-2)16-7-3/h5-8H2,1-4H3
InChIKey
KLGMSAOQDHLCOS-UHFFFAOYSA-N
SMILES
CCOC(=O)N(C)C(=O)CSP(=S)(OCC)OCC
EPA chemische Informationen
Mecarbam (2595-54-2)
EC ClassificationSymbol: T, N; R: 24/25-50/53; S: (1/2)-36/37-45-60-61
UN ClassificationUN Hazard Class: 6.1; UN Pack Group: II
Special ReportsMACHEMER LH, PICKEL M; TOXICOLOGY 91 (1) 29-36 (1994). HEALTH SURVEILLANCE OF PESTICIDE WORKERS A MANUAL FOR OCCUPATIONAL HEALTH PROFESSIONALS CARBAMATE INSECTICIDES.
Chemical DangersDecomposes on burning. This produces toxic and corrosive fumes including phosphorus oxides, nitrogen oxides and sulfur oxides. Reacts with strong bases and strong oxidants.
Packaging and LabellingDo not transport with food and feedstuffs.
DOT Emergency Guidelines · 5 Einträge

/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. /Organophosphorus pesticide, liquid, flammable, poisonous; Organophosphorus pesticide, liquid, flammable, toxic; Organophosphorus pesticide, liquid, poisonous, flammable; Organophosphorus pesticide, liquid, toxic, flammable/

/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. /Organophosphorus pesticide, liquid, flammable, poisonous; Organophosphorus pesticide, liquid, flammable, toxic; Organophosphorus pesticide, liquid, poisonous, flammable; Organophosphorus pesticide, liquid, toxic, flammable/

/GUIDE 131: FLAMMABLE LIQUIDS-TOXIC/ Public Safety: CALL Emergency Response Telephone Number ... . 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. /Organophosphorus pesticide, liquid, flammable, poisonous; Organophosphorus pesticide, liquid, flammable, toxic; Organophosphorus pesticide, liquid, poisonous, flammable; Organophosphorus 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. /Organophosphorus pesticide, liquid, flammable, poisonous; Organophosphorus pesticide, liquid, flammable, toxic; Organophosphorus pesticide, liquid, poisonous, flammable; Organophosphorus pesticide, liquid, toxic, flammable/

For more DOT Emergency Guidelines (Complete) data for MECARBAM (16 total), please visit the HSDB record page.

DOT Hazard Classification · 2 Einträge

Mecarbam

Marine pollutant

Hazard Classes and Categories · 5 Einträge

Acute Tox. 3 (97.6%)

Acute toxicity - category 3

Acute toxicity (Oral) - Category 2

Acute toxicity (Oral) - Category 2

Acute Tox. 3 *

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.

Sicherheit und Schutzausrüstung

Fire FightingUse water spray, foam, powder, carbon dioxide.
First Aid Measures · 4 Einträge

Refer immediately for medical attention.

Remove contaminated clothes. Rinse and then wash skin with water and soap. Refer immediately for medical attention.

Rinse with plenty of water (remove contact lenses if easily possible).

Rinse mouth. Refer immediately for medical attention.

Safe StorageProvision to contain effluent from fire extinguishing. Separated from strong bases, strong oxidants and food and feedstuffs. Well closed. Store in an area without drain or sewer access.
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/

Disposal Methods · 1 Eintrag

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.

Spillage DisposalPersonal protection: self-contained breathing apparatus. Do NOT let this chemical enter the environment. Absorb liquid in sand or inert absorbent. Carefully collect remainder. Store and dispose of according to local regulations.
Preventive Measures · 5 Einträge

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/

Small packages of pesticides are preferable for individual application in order to limit the quantities to be weighed & metered. A special vessel with long stirring rod for dilution & suspension of the poison must be available in order to reduce manual handling to a minimum. The strict observance of hygiene rules--no smoking & no food intake during work. Thorough washing with soap after work, changing protective clothing before going home--is of utmost importance. /Organophosphorus pesticides/

Containers ... should be cleaned with a suspension of bleaching powder in water or with other alkaline soln after soaking for 24 hr and then be rinsed with hot water. /Organophosphorus pesticides/

For more Preventive Measures (Complete) data for MECARBAM (8 total), please visit the HSDB record page.

Eye PreventionWear safety spectacles or eye protection in combination with breathing protection.
Fire PreventionNO open flames.
Inhalation RiskA harmful contamination of the air will not or will only very slowly be reached on evaporation of this substance at 20 °C; on spraying or dispersing, however, much faster.
Skin PreventionProtective gloves.

Toxikologische Informationen

Environmental Fate · 5 Einträge

AT RECOMMENDED RATES OF USE IT PERSISTS IN SOIL FOR 4-6 WEEKS.

TERRESTRIAL FATE: Based on a recommended classification scheme(1), an estimated Koc value of 420(SRC), determined from an estimated log Kow(2,SRC) and a recommended regression-derived equation(3), suggests that mecarbam will have moderate mobility in soil(SRC). Mecarbam added to a loam soil in a closed system had a half-life of 77 days(4); when added to field sites, an average half-life of 13 days was reported during June-July(4). Degradation was considerably slower from August through October(4). Both biodegradation and hydrolysis are expected to contribute to mecarbam's degradation in soil(SRC). Mecarbam may hydrolyze slowly in moist soil; a half-life of 5.9 hours was measured for mecarbam at 70 °C in an ethanol-pH 6.0 buffer solution (20:80)(5). At 20 °C this rate should be several hundred times slower(5). Volatilization of mecarbam should not be important from moist soil surfaces(SRC) given an estimated Henry's Law constant of 9.0X10-10 atm-cu m/mole(6,SRC), but may be important from dry soil surfaces(SRC) based on an estimated vapor pressure of 1.3 mm Hg(7,SRC).

AQUATIC FATE: If released to water, mecarbam may hydrolyze slowly; a half-life of 5.9 hours was measured for this compound at 70 °C in an ethanol-pH 6.0 buffer solution (20:80)(1). At 20 °C this rate should be several hundred times slower(1). Based on field studies in soil, biodegradation may also be an important fate process. In field studies, this compound had a half-life of 13 days in soil(2). Based on a recommended classification scheme(3), an estimated Koc value of 420(SRC), determined from an estimated log Kow(4,SRC) and a recommended regression-derived equation(5), indicates that mecarbam should not adsorb to suspended solids and sediment(SRC) in the water. Mecarbam will not volatilize from water surfaces based on an estimated Henry's Law constant of 9.0X10-10 atm-cu m/mole(SRC), developed using a fragment constant estimation method(6). According to a classification scheme(7), an estimated BCF value of 32(5,SRC), from an estimated log Kow(4,SRC), suggests that bioconcentration in aquatic organisms is moderate, not high(SRC) .

ATMOSPHERIC FATE: According to a suggested classification scheme(1), an estimated vapor pressure of 1.3 mm Hg at 25 °C(2,SRC) indicates that mecarbam will exist mainly in the vapor phase in the ambient atmosphere. Vapor-phase mecarbam 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 3 hours(3,SRC).

COMPARISON OF DISAPPEARANCE OF 8 ORGANOPHOSPHORUS INSECTICIDES FROM SOIL IN LAB & IN OUTDOOR EXPERIMENTS USING GAS CHROMATOGRAPHY: MECARBAM T/2 LAB= 77 DAYS; T/2 OUTDOOR= 13 DAYS. MECARBAM WAS OF INTERMEDIATE PERSISTENCE AMONG THOSE TESTED.

Food Survey Values · 1 Eintrag

Farm products from the Region of Murcia were tested for the presence of 20 organophosphorus pesticides; the calculated daily ingestion of mecarbam in 1985-1986 was calculated as 2290 ng/person, mainly from citrus fruits(1). Mecarbam was detected at unreported concentrations and sources during a study of 27,065 samples of foods collected in the USA during 1988-1989(2). During the 1989(3) and 1990(4) FDA pesticide residue monitoring program, mecarbam was detected at unreported concentrations.

Adverse EffectsNeurotoxin - Predominantly motor
Exposure RoutesThe substance can be absorbed into the body by inhalation of its aerosol, through the skin and by ingestion.
Plant ConcentrationsTHE ADHESION & RESIDUE OF INSECTICIDE APPLIED TO MULBERRY TREE LEAVES WERE STUDIED. FOR MECARBAM, INITIAL AMT WAS 27.9 PPM & AFTER 20 DAYS RESIDUAL AMT WAS 0.05 PPM.
Signs and Symptoms · 3 Einträge

Dizziness. Nausea. Muscle twitching. Sweating. Pupillary constriction. Muscle cramps. Excessive salivation. Vomiting. Diarrhoea. Laboured breathing. Convulsions. Cough. Blurred vision. Unconsciousness.

See Inhalation.

See Inhalation.

ICSC Environmental Data · 1 Eintrag

The substance is very toxic to aquatic organisms. This substance may be hazardous to the environment. Special attention should be given to bees. This substance does enter the environment under normal use. Great care, however, should be taken to avoid any additional release, for example through inappropriate disposal.

Medical Surveillance · 1 Eintrag

Workers handling & applying pesticides must undergo an annual medical examination at the beginning of each agricultural season. Contraindications for work with OPP /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 OPP until this activity is completely restored. Persons with initial signs of indisposition should cease work with pesticides. /Organophosphorus pesticides/

Soil Adsorption/Mobility · 1 Eintrag

The Koc of mecarbam is estimated as approximately 420(SRC), using an estimated log Kow of 2.29(1,SRC) and a regression-derived equation(2,SRC). According to a recommended classification scheme(3), this estimated Koc value suggests that mecarbam has moderate mobility in soil(SRC).

Human Toxicity Excerpts · 5 Einträge

CHOLINESTERASE INHIBITION...

Delayed neurotoxic effects resulting from demyelination in the spinal cord and peripheral motor nerves has been described following exposure to tri-o-cresyl phosphate, leptophos and mecarbam.

All the organophosphorus insecticides have a cumulative effect by progressive inhibition of cholinesterase ... /Organophosphorus insecticides/

The symptoms of chronic poisoning due to organophosphorus pesticides include headache, weakness, feeling of heaviness in head, decline of memory, quick onset of fatigue, disturbed sleep, loss of appetite, & loss of orientation. Psychic disorders, nystagmus, trembling of the hands & other nervous system disorders can be observed in certain cases. Sometimes neuritis, paresis & paralysis develop. /Organophosphorus pesticides/

For more Human Toxicity Excerpts (Complete) data for MECARBAM (8 total), please visit the HSDB record page.

Artificial Pollution SourcesMecarbam's possible production and use as an insecticide and acaricide(1) may result in its direct release to the environment through various waste streams(SRC).
Environmental Biodegradation · 1 Eintrag

Mecarbam added to a loam soil in a closed system had a half-life of 77 days(1); when added to field sites, an average half-life of 13 days was reported during June-July(1). The rate of degradation slowed considerably during August-September and was very low for October-November(1). Mecarbam residues remaining after 10 months averaged 4%(1). Degradation of this compound may have been due to both biodegradation and hydrolysis(SRC). Mecarbam added to a composite soil had a Ks value of 0.0495, where the Ks value is a constant which measures the rate of dissipation of mecarbam(2).

Sicherheitsdaten

wgk
3
ridadr
3018
hs_code
29309090
RTECS-Nr.
FB3850000
risk_code
24/25-50/53-36-20/21/22-11
Toxizität
LD50 oral in rabbit: 60mg/kg
hazard_code
T,N,Xn,F
safety_code
36/37-45-60-61-36-26-16
hazard_class
6.1(a)
packing_group
II
Speicherklasse
6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
Giftige Stoffe Daten
2595-54-2(Hazardous Substances Data)
Hazard Classifications
Acute Tox. 2 InhalationAcute Tox. 2 OralAcute Tox. 3 DermalAquatic Acute 1Aquatic Chronic 1
Cellular LocationsMembrane

Verwendung und Herstellung

Uses · 3 Einträge

Used as insecticide and acaricide for rice, tea, fruits, and vegetables; [HSDB]

Farming (Pesticides) [Category: Industry]

INSECTICIDE & ACARICIDE

Methods of ManufacturingBY THE REACTION OF O,O-DIETHYL DITHIOPHOSPHORIC ACID WITH N-CHLOROACETYL-N-METHYL ETHYLCARBAMATE IN PRESENCE OF AN ACID-BINDING AGENT.
Formulations/Preparations · 2 Einträge

INCLUDE: 'MURFOTOX' EMULSIFIABLE CONCN (500, 680 & 900 G AI/L); WP (250 G/KG); DUST (15 & 40 G/KG); 'MURFOTOX OIL' (50 G/L) IN PETROLEUM OIL; 'PESTAN' EC (400 G/L).

Technical grade has purity greater than or equal to 85%

General Manufacturing Information · 5 Einträge

The WHO Recommended Classification of Pesticides by Hazard identifies Mecarbam (technical grade) as Class IB: highly hazardous; Main Use: insecticide.

INCOMPATIBILITIES: COMPATIBLE WITH ALL BUT HIGHLY ALKALINE PESTICIDES.

MIN NUMBER OF WK BETWEEN PESTICIDE APPLICATION & TEA HARVEST IN JAPAN IS OFFICIALLY FIXED, BASED ON RESULTS OF ORGANOLEPTIC TESTS ON TREATED & PROCESSED TEA LEAVES. INTERVAL IS 2 WK FOR MECARBAM.

TOXICITY & ANTICHOLINESTERASE ACTIVITY OF 25 ORGANOPHOSPHATE INSECTICIDES WERE COMPARED IN RICE STEM BORERS. STUDY INCL MECARBAM.

For more General Manufacturing Information (Complete) data for MECARBAM (8 total), please visit the HSDB record page.

Anwendungen

BeschreibungMecarbam is a pale yellow to light brown oil, bp 144 C/0.02 mm Hg. It is slightly soluble in water (

VerwendenMecarbam is an organothiophosphate acaricides used to control powdery mildew of cucumbers.

Ergänzende Hinweise

DefinitionChEBI: An organic thiophosphate that is O,O-diethyl hydrogen phosphorodithioate in which the hydrogen attached to a sulfur is replaced by a 2-[(ethoxycarbonyl)(methyl)amino]-2-oxoethyl group.