4-ジメチルアミノ-3-メチルフェニル=N-メチルカルバマート

Pesticides -> Carbamate Insecticides

Pesticide (Aminocarb) -> USDA PDB

log Kow 1.90

1.73

1.9

WHITE CRYSTALLINE SOLID

TAN CRYSTALS

SLIGHTLY SOL IN WATER; SOL IN POLAR ORG SOLVENTS; MODERATELY SOL IN AROMATIC SOLVENTS

water solubility = 915 mg/l @ 20 °C

Solubility in water, g/100ml at 20 °C: 0.09 (very poor)

93-94 °C

93 °C

0.00000188 [mmHg]

Vapor pressure, Pa at 20 °C: 0.0023

White solid; [ICSC] Colorless solid; [MSDSonline]

WHITE CRYSTALS.

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+H311 (36.8%): Toxic if swallowed or in contact with skin [Danger Acute toxicity, oral; acute toxicity, dermal]

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)

A cholinesterase inhibitor that may have nervous system effects causing convulsions and respiratory failure; Can be absorbed through skin; May also cause long term effects to nervous system and liver; [ICSC] No significant adverse effects in rats fed 200 mg/kg diet for 2 years; [HSDB] No inhibition of brain cholinesterase activity or histopathological tissue changes observed in feeding studies with rats; In a three generation study with rats a decrease in litter size and mean pup weight was observed, but no adverse morphological tissue changes; Changes to liver observed in long term studies with rats and dogs; No evidence of delayed neurotoxicity in hens; Mortality from lethal doses usually occurred within half hour; Sub-lethal dosing recovery often within three hours; [Reference #1] See CARBAMATE INSECTICIDES.

As the federal pesticide law FIFRA directs, EPA is conducting a comprehensive review of older pesticides to consider their health and environmental effects and make decisions about their future use. Under this pesticide reregistration program, EPA examines health and safety data for pesticide active ingredients initially registered before November 1, 1984, and determines whether they are eligible for reregistration. In addition, all pesticides must meet the new safety standard of the Food Quality Protection Act of 1996. Pesticides for which EPA had not issued Registration Standards prior to the effective date of FIFRA, as amended in 1988, were divided into three lists based upon their potential for human exposure and other factors, with List B containing pesticides of greater concern and List D pesticides of less concern. Aminocarb is found on List B. Case No: 2015; Pesticide type: Insecticide; Case Status: No products containing the pesticide are actively registered ... The case /is characterized/ as "cancelled." Under FIFRA, pesticide producers may voluntarily cancel their registered products. EPA also may cancel pesticide registrations if registrants fail to pay required fees or make/meet certain reregistration commitments, or if EPA reaches findings of unreasonable adverse effects.; Active ingredient (AI): 4-(Dimethylamino)-m-totyl methylcarbamate; AI Status: The active ingredient is no longer contained in any registered pesticide products ... "cancelled."

Aminocarb

Marine pollutant

Acute Tox. 3 (90.8%)

Acute toxicity - category 3

Acute Tox. 3 *

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.

UN 2758; Carbamate pesticide, liquid, not otherwise specified (cmpd and preparations)

UN 2757; Carbamate pesticide, liquid or solid, not otherwise specified (cmpd and preparations)

UN 2758; Carbamate pesticides, liquid, flammable, toxic, not otherwise specified, flash point less than 23 °C

UN 2991; Carbamate pesticides, liquid, toxic, flammable, not otherwise specified, flash point 23 °C or more

For more Shipping Name/ Number DOT/UN/NA/IMO (Complete) data for AMINOCARB (7 total), please visit the HSDB record page.

Fresh air, rest. Half-upright position. Refer for medical attention.

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

Rinse with plenty of water (remove contact lenses if easily possible). Refer for medical attention.

Rinse mouth. Refer for medical attention .

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]

Hydrolysis: Mix aminocarb with excess CaO /calcium oxide/ or NaOH /sodium hydroxide/ and sand or other adsorbent in a pit or trench at least 0.5 m deep in a clay soil. NaOH or Na2CO3 /sodium carbonate/ can also be added to the mixture to help speed the reactions when CaO is used as the main alkali. The amt of CaO or NaOH to use depends on the amt of pesticide to be disposed of and, to some extent, the concentration of active ingredient in the pesticide and the actual chemical nature of the active ingredient. A practical guideline, in the absence of specific directions, is to use an approx volume or weight of alkali from one-half of to the same as that of the pesticide. For dilute formulations, such as a 1% soln or dust, the amount of CaO of NaOH can be reduced by one-half. For very concentrated pesticides (over 80% active ingredient) the amount of CaO or NaOH can be doubled, but the concentrate should be mixed first with water (or soapy water) before reaction with the alkali. For safety, a preliminary test should be made in which very small amt of the pesticide and alkali are mixed and observed briefly to make sure it does not react too vigorously. Sizable quantities of pesticides can be disposed of in several smaller batches, rather than all at once, for added safety. Recommendable methods: Incineration & landfill. Peer-review: Large amt should be incinerated in a unit with effluent gas scrubbing. (Peer-review conclusions of an IRPTC expert consultation (May 1985))

Personal protection: particulate filter respirator adapted to the airborne concentration of the substance. Do NOT let this chemical enter the environment. Do NOT wash away into sewer. Sweep spilled substance into covered containers. If appropriate, moisten first to prevent dusting. Carefully collect remainder. Then store and dispose of according to local regulations.

If the compound has been ingested, rapid gastric lavage should be performed using 5% sodium bicarbonate. For skin contact, the skin should be washed with soap and water. If the compound has entered the eyes, they should be washed with large quantities of isotonic saline or water. In serious cases, atropine and/or pralidoxime should be administered. Anti-cholinergic drugs work to counteract the effects of excess acetylcholine and reactivate AChE. Atropine can be used as an antidote in conjunction with pralidoxime or other pyridinium oximes (such as trimedoxime or obidoxime), though the use of '-oximes' has been found to be of no benefit, or possibly harmful, in at least two meta-analyses. Atropine is a muscarinic antagonist, and thus blocks the action of acetylcholine peripherally.

Acute exposure to cholinesterase inhibitors can cause a cholinergic crisis characterized by severe nausea/vomiting, salivation, sweating, bradycardia, hypotension, collapse, and convulsions. Increasing muscle weakness is a possibility and may result in death if respiratory muscles are involved. Accumulation of ACh at motor nerves causes overstimulation of nicotinic expression at the neuromuscular junction. When this occurs symptoms such as muscle weakness, fatigue, muscle cramps, fasciculation, and paralysis can be seen. When there is an accumulation of ACh at autonomic ganglia this causes overstimulation of nicotinic expression in the sympathetic system. Symptoms associated with this are hypertension, and hypoglycemia. Overstimulation of nicotinic acetylcholine receptors in the central nervous system, due to accumulation of ACh, results in anxiety, headache, convulsions, ataxia, depression of respiration and circulation, tremor, general weakness, and potentially coma. When there is expression of muscarinic overstimulation due to excess acetylcholine at muscarinic acetylcholine receptors symptoms of visual disturbances, tightness in chest, wheezing due to bronchoconstriction, increased bronchial secretions, increased salivation, lacrimation, sweating, peristalsis, and urination can occur. Chronically high (>10 years) exposure leads to neuropsychological consequences including disturbances in perception and visuo-motor processing (A15321).

LD50 PHEASANT ORAL 42.4 MG/KG (95% CONFIDENCE LIMIT 33.7-53.4) MALES 3-4 MO OLD, ACUTE /PURITY 97%/

LD50 MALLARD ORAL 22.5 MG/KG (95% CONFIDENCE LIMIT 17.8-28.3) MALES 8 MO OLD, ACUTE /PURITY 97%/

LC50 Gammarus fasciatus (scud) 12 ug/l/96 hr @ 21 °C, mature stage, (95% confidence limit 8.2-18 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. /98% Technical material/

LC50 Salmo clarki (cutthroat trout) 31000 ug/l/96 hr tested in hard water @ 10 °C, wt 0.8 g,(95% confidence limit 18000-52400 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. /98% Technical material/

For more Ecotoxicity Values (Complete) data for AMINOCARB (36 total), please visit the HSDB record page.

TERRESTRIAL FATE: Based on degradation studies in water(1), both biodegradation and hydrolysis may be the major processes for the degradation of aminocarb from soil(SRC). Because of the inability of sunlight to penetrate beyond soil surface, photolysis will not be important beyond the top layers of soil(SRC). Based on low estimated values for vapor pressure (1.88X10-6 mm Hg) and Henry's Law constant (5.64X10-10 atm cu m/mole), volatilization of aminocarb from dry and wet soil should not be important(SRC). The estimated Koc value of 100-210 indicates that aminocarb should exhibit high to moderate leaching in soil(4,SRC). The persistence of aminocarb in soil will depend on the soil type, moisture content, pH and the temperature of soil(2). In a conifer forest soil (sandy loam) of pH 6.2 and temperatures of 10-22.3 °C, the persistence of aminocarb did not exceed 8 days(3).

AQUATIC FATE: Aminocarb will degrade by a combination of hydrolysis, photolysis and biodegradation in water(1). The half-life of aminocarb in a creek water from Moncton, New Brunswick, Canada with a natural pH of 6.52 was 11.5 days(1). The hydrolysis of aminocarb in water will be faster at higher pH(1). In 14 days, 90% aminocarb degraded in Little Miami River water from Ohio and it was totally degraded in less than 4 weeks(2). Under field application conditions, residues of aminocarb disappeared rapidly (3-25 hrs) from water, sediment and fish(3). The log BCF value of less than 5(4-6) indicates that bioconcentration of aminocarb in aquatic organisms will not be important(SRC).

ATMOSPHERIC FATE: Based on a vapor pressure of 1.88X10-6 mm Hg estimated from Henry's Law constant(1) and water solubility(2), aminocarb may be present partially in the vapor phase and partially in the particulate form in air(3,SRC). Based on an estimation method(4), vapor phase aminocarb may be removed from the atmosphere with a half-life of less than 1 hr. due to reaction with photochemically produced hydroxyl radicals(SRC). Partial removal of particulate aminocarb from the air may occur by dry deposition(SRC). Both vapor and particle phase aminocarb may be partly removed from the atmosphere by wet deposition(SRC).

The substance can be absorbed into the body through the skin and by ingestion.

Inhalation (L793) ; oral (L793); dermal (L793)

Aminocarb is a cholinesterase or acetylcholinesterase (AChE) inhibitor. Carbamates form unstable complexes with chlolinesterases by carbamoylation of the active sites of the enzymes. This inhibition is reversible. A cholinesterase inhibitor suppresses the action of acetylcholine esterase. Because of its essential function, chemicals that interfere with the action of acetylcholine esterase are potent neurotoxins, causing excessive salivation and eye-watering in low doses. Headache, salivation, nausea, vomiting, abdominal pain and diarrhea are often prominent at higher levels of exposure. Acetylcholine esterase breaks down the neurotransmitter acetylcholine, which is released at nerve and muscle junctions, in order to allow the muscle or organ to relax. The result of acetylcholine esterase inhibition is that acetylcholine builds up and continues to act so that any nerve impulses are continually transmitted and muscle contractions do not stop.

See Ingestion.

MAY BE ABSORBED! See Ingestion.

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

As with organophosphates, the signs and symptoms are based on excessive cholinergic stimulation. Unlike organophosphate poisoning, carbamate poisonings tend to be of shorter duration because the inhibition of nervous tissue acetylcholinesterase is reversible, and carbamates are more rapidly metabolized. Muscle weakness, dizziness, sweating and slight body discomfort are commonly reported early symptoms. Headache, salivation, nausea, vomiting, abdominal pain and diarrhea are often prominent at higher levels of exposure. Contraction of the pupils with blurred vision, incoordination, muscle twitching and slurred speech have been reported. (L795)

Based on regression equations(3) and the water solubility of 915 mg/l(1) and a log Kow value of 1.734(2), the estimated log Koc for aminocarb is in the range 2.01-2.32(SRC). According to a suggested classification scheme(4), this range of log Koc values indicates that aminocarb is moderately to highly mobile in soil(4). Conversely, it would be weakly to moderately sorbed to suspended soils and sediment in water(SRC).

As the federal pesticide law FIFRA directs, EPA is conducting a comprehensive review of older pesticides to consider their health and environmental effects and make decisions about their future use. Under this pesticide reregistration program, EPA examines health and safety data for pesticide active ingredients initially registered before November 1, 1984, and determines whether they are eligible for reregistration. In addition, all pesticides must meet the new safety standard of the Food Quality Protection Act of 1996. Pesticides for which EPA had not issued Registration Standards prior to the effective date of FIFRA, as amended in 1988, were divided into three lists based upon their potential for human exposure and other factors, with List B containing pesticides of greater concern and List D pesticides of less concern. Aminocarb is found on List B. Case No: 2015; Pesticide type: Insecticide; Case Status: No products containing the pesticide are actively registered ... The case /is characterized/ as "cancelled." Under FIFRA, pesticide producers may voluntarily cancel their registered products. EPA also may cancel pesticide registrations if registrants fail to pay required fees or make/meet certain reregistration commitments, or if EPA reaches findings of unreasonable adverse effects.; Active ingredient (AI): 4-(Dimethylamino)-m-totyl methylcarbamate; AI Status: The active ingredient is no longer contained in any registered pesticide products ... "cancelled."

YIELDS 4-DIMETHYLAMINO-3-METHYLPHENYL N-HYDROXYMETHYLCARBAMATE & 3-METHYL-4-METHYLAMINOPHENYL N-METHYLCARBAMATE IN MAN & IN RAT.

AFTER TREATMENT OF GROWING BEAN LEAVES WITH LABELED MATACIL, @ LEAST 8 COMPOUNDSWERE DETECTED. OF THESE, 4 ... IDENTIFIED AS 4-FORMAMIDO-, 4-METHYLFORMAMIDO-, 4-AMINO, & 4-METHYLAMINO-3-CRESYLMETHYLCARBAMATES.

AFTER EXPOSURE OF FLIES TO LABELED MATACIL, (14)CO2 AROSE THROUGH N-DEALKYLATION& HYDROLYSIS TO RESPECTIVE PHENOL & METHYLCARBAMIC ACID. LATTER DECOMP TO CO2 VIA FORMATE ... INCUBATION ... WITH FLY HOMOGENATES & NADPH2 GAVE RISE TO 4-FORMAMIDO-, 4-METHYLFORMAMIDO-, 4-AMINO-, & 4-METHYLAMINO-3-CRESYL METHYLCARBAMATES.

WHEN LABELED MATACIL WAS ADMIN TO RATS, (14)CO2 WAS OBSERVED. AFTER INCUBATION WITH RAT LIVER MICROSOME-NADPH SYSTEM, MATACIL WAS DEGRADED TO N-HYDROXYMETHYL MATACIL, 4-AMINO-3-CRESYL N-METHYLCARBAMATE, 4-METHYLAMINO-3-CRESYL N-METHYLCARBAMATE.

For more Metabolism/Metabolites (Complete) data for AMINOCARB (6 total), please visit the HSDB record page.

The carbamates are hydrolyzed enzymatically by the liver; degradation products are excreted by the kidneys and the liver. (L793)

THESE CMPD ARE RAPIDLY METABOLIZED & EXCRETED IN URINE. /CARBAMATES/

Readily absorbed through intact skin ... .

Uptake and clearance of aminocarb by Caecidolea racovitzai racovitzai were shown to be proportional to exposure temp, indicating that they may be active processes. Control of clearance may be a function of the rate of metab of aminocarb in vivo. Both uptake and clearance were shown to occur in two compartments.

Penetration of the blood-brain barrier by the carbamates is insignificant; for this reason, fewer CNS symptoms occur. /Carbamate pesticides/

For more Absorption, Distribution and Excretion (Complete) data for AMINOCARB (6 total), please visit the HSDB record page.

Used as insecticide for control of forest pests and chewing insects in cotton and field crops; Discontinued in 1989 by Bayer AG; [HSDB]

Cancelled--no longer registered as a pesticide for use in the US; [HSDB]

Farming (Pesticides) [Category: Industry]

For Aminocarb (USEPA/OPP Pesticide Code: 044401) 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./

The active ingredient is no longer contained in any registered pesticide products ... "cancelled."

100% AS AN INSECTICIDE IN CONTROL OF FOREST PESTS INCL SPRUCE WEBWORM & JACK PINE BUDWORM (1974) /FORMER USE/

USEPA/OPP Pesticide Code 044401; Trade Names: Matacil, Bay 44646, A-363, ENT-25784.

WETTABLE POWDER

A NON-SYSTEMIC INSECTICIDE, MAINLY USED AGAINST LEPIDOPTEROUS LARVAE AND OTHER CHEWING INSECTS; GENERALLY RECOMMENDED AT 75 G AI/100 L.

SOME ACARICIDAL ACTIVITY. GROUND AND AERIAL APPLICATIONS OF ULTRA-LOW VOL SPRAYS AT RATES OF 1-3 OZ ACTIVE INGREDIENT PER ACRE PROVIDES EFFECTIVE CONTROL OF JACK PINE BUDWORM AND SPRUCE BUDWORM.

Discontinued 1989 by Bayer AG.