1079-33-0CNC(=O)Oc1cccc2sccc12BOTUVXISJHKZKJ-UHFFFAOYSA-NMobam is a carbamate pesticide. Carbamate pesticides are derived from carbamic acid and kill insects in a similar fashion as organophosphate insecticides. They are widely used in homes, gardens and agriculture. The first carbamate, carbaryl, was introduced in 1956 and more of it has been used throughout the world than all other carbamates combined. Because of carbaryl's relatively low mammalian oral and dermal toxicity and broad control spectrum, it has had wide use in lawn and garden settings. Most of the carbamates are extremely toxic to Hymenoptera, and precautions must be taken to avoid exposure to foraging bees or parasitic wasps. Some of the carbamates are translocated within plants, making them an effective systemic treatment. (L795)
1079-33-0DTXSID0042161Greater than 20% soluble in dimethylsulfoxide, acetone, methylethyl ketone, toluidine, triethylene glycol, acetonitrile, dioxane, and methylene chloride; greater than 10% soluble in ethanol, ethyl acetate, ethylene glycol, propanol, and methanol; greater than 5% soluble in benzene and isobutanol; greater than 1% soluble in carbon tetrachloride, glycerin, toluene, and xylene; less than 0.1% soluble in kerosene, heptane, and water
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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 2757; Carbamate pesticide, solid, toxic
UN 2758; Carbamate pesticide, liquid, flammable, toxic, flash point less than 23 °C
UN 2991; Carbamate pesticide, liquid, toxic, flammable, flash point not less than 23 °C
UN 2992; Carbamate pesticide, liquid, toxic
SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal and plant life; and conformance with environmental and public health regulations.
MOBAM, (14)C-labeled in the ring, carbonyl or methyl position, was incubated with rumen bacterial cultures. Strains of genera Anaerovibrio, Bacteroides, Butyrivibrio, Eubacterium, Lachnospira & Ruminococcus were demonstrated to degrade MOBAM. MOBAM was metabolized to 4-hydro-benzothiophene /and CO2/.
(14)C-MOBAM was administered to dairy goats and a lactating cow/. Of carbonyl-(14)C & 38% of methyl-(14)C were exhaled as (14)CO within 24 hr.
Groups of male rats were administered labeled MOBAM by stomach tube. Urine & feces were collected daily. Hydroxybenzothiophene was recovered as the glucuronide & as the sulfate. Other metabolites were found but not identified. After administration of (14)C-MOBAM to dairy goats and a lactating cow, 2 metabolites were found in urine: 4-benzothienyl sulfate & 4-benzothienyl sulfate-1-oxide. These accounted for about 90% of the (14)C excreted in the urine.
In rats dosed with (14)C-ring labeled MOBAM, 76-87% of the label was excreted in 24 hr in urine. Benzenethienyl sulfate & glucuronide accounted for 83-87% of excreted (14)C. Within 24 hr after administration of methyl & carbonyl labeled MOBAM /to a dairy cow and a goat/, the sulfoxide, sulfoxide-4-sulfate, 4-sulfate & 4-glucuronide were identified.
For more Metabolism/Metabolites (Complete) data for MOBAM (7 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)
Within 24 hr after administration of (14)C-labeled MOBAM to a dairy cow ... 86% ... had been excreted in urine .... Approx 12% ... in the feces. In collected urines after administration of methyl and carbonyl labeled MOBAM, the sulfoxide, sulfoxide-4-sulfate, 4-sulfate and 4-glucuronide were identified.
For mobam (USEPA/OPP Pesticide Code: 90401) 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./
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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.
Mobam was among carbamates effective in protecting guinea pigs against soman poisoning. Mobam raised the LD50 of soman by a factor of about 8.
Insecticidal and acaricidal effect of 4-benzothienyl n-methylcarbamate was synergistically enhanced by piperonyl butoxide, sulfoxide or MGK 264.
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; Species: /Anas platyrynchos/ (Mallard) 12 month old male; oral 952 mg/kg (95% confidence limit 357-2535 mg/kg)
LD50;Species: /Tympanuchus phasianellus/ (Sharp-tailed Grouse) male; oral 173 mg/kg (95% confidence limit 99.9-300 mg/kg)
LD50; Species: /Callipepla californica/ (California Quail) 5-6 month old male; oral 463 mg/kg (95% confidence limit 266-805 mg/kg)
LD50; Species: /Coturnix japonica/ (Japanese Quail) 2 month old male; oral 668 mg/kg (95% confidence limit 530-842 mg/kg)
For more Ecotoxicity Values (Complete) data for MOBAM (9 total), please visit the HSDB record page.
TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 195(SRC), determined from a structure estimation method(2), indicates that mobam is expected to have moderate mobility in soil(SRC). Volatilization of mobam from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 1.7X10-9 atm-cu m/mole(SRC), using a fragment constant estimation method(3). Mobam is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 5.3X10-5 mm Hg at 25 °C(SRC), determined from a fragment constant method(4). Mobam had a reported half-life of one to three months in the surface six inches of soil(5).
TERRESTRIAL FATE: .. The half life ... on soil ... is about 30 days ... on a variety of crops the half life is 6-7 days ...
AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 195(SRC), determined from a structure estimation method(2), indicates that mobam is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 1.7X10-9 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). According to a classification scheme(5), an estimated BCF of 13(SRC), from an estimated log Kow of 2.17(6) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Mobam was reported to be stable to hydrolysis at pH 2, have a half-life of 8 days at pH 7 and a half-life of 0.5 days at pH 9(8). After one month in a model aquatic ecosystem, mobam was reported to have a low degree of biodegradability(9).
AQUATIC FATE: A model aquatic ecosystem was constructed in a 15-gallon glass aquarium and consisted of white quartz sand, "standard" reference water, sorghum (Sorghum halpense), salt marsh caterpillar (Estigmene acrea), water flea (Daphnia magna), mosquito larvae (Culex pipiens quinquefasciatus), algae (Oedogonium cardiacum), Physa snails, and mosquito fish (Gambusia affinis)(1). Radio-labeled mobam was reported to have a low degree of biodegradability after 30 days of exposure. Residual and parent materials concentration in water was 8 ppb, in mosquito larvae 154,000 ppb, and in fish 1100 ppb. Mobam was highly toxic to snails(2).
ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), mobam, which has an estimated vapor pressure of 5.3X10-5 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase mobam 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 10 hours(SRC), calculated from its rate constant of 3.5X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Particulate-phase mobam may be removed from the air by wet or dry deposition(SRC). Mobam contains chromophores that absorb at wavelengths >290 nm(4) and, therefore, may be susceptible to direct photolysis by sunlight(SRC).
Mobam 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.
/BIRDS and MAMMALS/ /Acute oral toxicity to birds had the following symptoms:/ asynergy, myasthenia, ataxia, imbalance, goose-stepping ataxia, stumbling or collapse, tremors, lacrimation, foamy salivation, diarrhea, tachypnea, dyspnea, loss of righting reflex, ataxia, tetany, tonic convulsions, clonic convulsions, wing-beat convulsions, and phonation.
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)
Using a structure estimation method based on molecular connectivity indices(1), the Koc of mobam can be estimated to be 195(SRC). According to a classification scheme(2), this estimated Koc value suggests that mobam is expected to have moderate mobility in soil.
/SIGNS AND SYMPTOMS/ Nausea, vomiting, abdominal cramps, diarrhea & excessive salivation ... sweating. Lassitude & weakness. Rhinorrhea and sensation of tightness in chest may occur with inhalation exposure. Blurring or dimness of vision. Miosis ... tearing, ciliary muscle spasm, loss of accommodation and ocular pain. None of these ... signs ... is dependable for diagnosis. Mydriasis may be seen ... Loss of muscle coordination, slurring of speech, fasciculation & twitching of muscles. Difficulty in breathing, excessive secretions of saliva and of resp tract mucus, oronasal frothing, cyanosis, pulmonary rales & rhonchi, and hypertension. ... jerky movements, incontinence, convulsions and coma. Death ... due to resp arrest of central origin, paralysis of resp muscles, intense bronchoconstriction or all three. /Carbaryl/
/CASE REPORTS/ ... Some spraymen /working with MOBAM/ complained of skin irritation and other subjective symptoms that did not prevent continued work, and no rash or other signs were observed.
Insecticide
Contact and residual insecticide /SRP: former use/
In control of general crop pests such as armyworm, grasshopper, white grubs; several citrus, corn, cotton, fruit, household and animal pests. /SRP: former use/
Mobam is widely used as an insecticide or pesticide in homes, gardens and agricultural applications. It is a synthetic compound.
... available as 50 and 80% wettable powders; 2, 5, and 50% dusts; 10% granular formulations; and 48% oil concentrates.
MCA-600
MOS-708
MCA 600
OMS-708
Experimental contact insecticide. Not actively marketed by Mobil Chemical Company.
Effective against cockroaches, flies, mosquitoes, aphids ... and a variety of crop insects. /SRP: former use/