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Aldicarb

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Aldicarb
Skeletal formula of aldicarb
Skeletal formula of aldicarb
Ball-and-stick model of aldicarb
Ball-and-stick model of aldicarb
Names
IUPAC name
2-methyl-2-(methylthio)propanal O-(N-methylcarbamoyl)oxime
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.003.749 Edit this at Wikidata
  • InChI=1/C7H14N2O2S/c1-7(2,12-4)5-9-11-6(10)8-3/h5H,1-4H3,(H,8,10)/b9-5+
    Key: QGLZXHRNAYXIBU-WEVVVXLNBS
  • O=C(O\N=C\C(SC)(C)C)NC
Properties
C7H14N2O2S
Molar mass 190.27 g/mol
Density 1.195 g/cm³
Melting point 100 °C (212 °F; 373 K)
Boiling point Decomposes before boiling point
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

Aldicarb is a carbamate insecticide with structural formula: 2-methyl-2-(methylthio)propanal O-(N-methylcarbamoyl)oxime. Aldicarb is the active substance in Temik pesticide, which is effective against thrips, aphids, spider mites, lygus, fleahoppers, and leafminers but is primarily used as a nematicide.[1] Aldicarb is a cholinesterase inhibitor which prevents the breakdown of acetylcholine in the synapse. In case of severe poisoning, the victim dies of respiratory failure.

Regulatory status

Aldicarb is approved by the USEPA for use by professional pesticide applicators on a variety of crops, including cotton, beans, and others. It is not approved for household use.[2]

"Tres Pasitos", a mouse, rat, and roach killer that contains high concentrations of aldicarb, has been illegally imported into the United States from Mexico and other Latin American countries. The product is highly toxic to animals and people, and according to the EPA "should never be used in [the] home."[3]

Toxicity in mammals

Aldicarb is a fast-acting cholinesterase inhibitor, causing rapid accumulation of acetylcholine at the synaptic cleft. It is widely used to study cholinergic neurotransmission in simple systems such as the nematode C. elegans.

Exposure to high amounts of aldicarb can cause weakness, blurred vision, headache, nausea, tearing, sweating, and tremors in humans. Very high doses can be fatal to humans because it can paralyze the respiratory system.[3]

It has a LD50 of 0.5 - 1.5 mg/kg when in liquid form and a LD50 of 7 mg/kg when in solid form.

References

  1. ^ "Temik". Bayer CropScience. Retrieved 2008-01-11. {{cite web}}: External link in |publisher= (help)
  2. ^ "Aldicarb". Pesticide Information Profiles. The Extension Toxicology Network. June 1996. Retrieved 2007-08-13. {{cite web}}: External link in |publisher= (help)
  3. ^ a b EPA Illegal Pesticide Products, US Environmental Protection Agency