Aldicarb
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| Names | |
|---|---|
| IUPAC name
2-Methyl-2-(methylthio)propanal O-(N-methylcarbamoyl)oxime | |
| Other names
Temik | |
| Identifiers | |
116-06-3  | |
| 3D model (Jmol) | Interactive image |
| ChEMBL | ChEMBL91732 |
| ChemSpider | 7844539 |
| ECHA InfoCard | 100.003.749 |
| KEGG | C11015 |
| PubChem | 9570071 |
| UNII | 8V071SH05P |
| |
| |
| Properties | |
| C7H14N2O2S | |
| Molar mass | 190.26 g·mol−1 |
| 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). | |
verify (what is  ?) | |
| Infobox references | |
Aldicarb is a carbamate insecticide which is the active substance in the pesticide Temik. It 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.
Aldicarb is one of the most widely used pesticides internationally, and is also one of the most environmentally toxic. Aldicarb poisoning from agricultural water runoff has led to the destruction of healthy ecosystems and the irreversible poisoning of fertile agricultural land. Poisoning from this pesticide is also believed to be linked to high cancer rates in communities located around the Aral Sea.
Aldicarb is effective where resistance to organophosphate insecticides has developed, and is extremely important in potato production, where it is used for the control of soil-borne nematodes and some foliar pests. Its high level of solubility restricts its use in certain areas where the water table is close to the surface.
Regulatory status
Aldicarb was 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]
Aldicarb was one of the "dirty dozen" pesticides that the environmental group Pesticide Action Network North America targeted in 1985. EPA put a ban on the main aldicarb pesticide, Temik 15G (Produced by Bayer CropScience), in 2010, requiring an end to distribution by 2017. Use on citrus and potatoes was banned beginning in 2012, with a complete phase out of the product expected by 2018.[3] Despite this, a new aldicarb pesticide named Meymik 15G, produced by AgLogic Chemical, was approved by the EPA in December 2011 and is said to be entering the market in 2015.[4] It will be registered for use on cotton, dry beans, peanuts, soybeans, sugar beets, and sweet potatoes.
"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."[5]
It is classified as an extremely hazardous substance in the United States as defined in Section 302 of the U.S. Emergency Planning and Community Right-to-Know Act (42 U.S.C. 11002), and is subject to strict reporting requirements by facilities which produce, store, or use it in significant quantities.[6]
History
Aldicarb is manufactured by Bayer CropScience, but was formerly owned and produced by Union Carbide. Union Carbide's agricultural chemicals division was sold to Rhône-Poulenc. Later, Aventis Cropscience was formed from Hoechst AG and Rhone-Poulenc Agrochemical, which lasted until Bayer acquired it in 2002.
In November 2009, corn treated with Temik was placed in and around peanut fields in Eastland County, Texas, near the town of Cisco. The corn was eaten by feral hogs, deer, and other animals, prompting the Texas Parks and Wildlife Department to issue a hunting ban.[7]
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. High doses can be fatal to humans because it can paralyze the respiratory system.[5]
In South Africa (where Aldicarb is popularly known as Two Step) it is widely used by burglars to poison dogs.[8][9][10]
References
- ↑ "Temik". Bayer CropScience. Retrieved 2011-04-01. External link in
|publisher=(help) - ↑ "Aldicarb". Pesticide Information Profiles. The Extension Toxicology Network. June 1996. Retrieved 2007-08-13. External link in
|publisher=(help) - ↑ "Toxic Pesticide Banned after Decades of Use". Scientific American. August 18, 2010. Retrieved 2012-12-03.
- ↑ "AgLogic/Meymik 15 G Homepage". AgLogic. AgLogic Chemical. 2014. Retrieved 2015-10-02.
- 1 2 EPA Illegal Pesticide Products, US Environmental Protection Agency
- ↑ "40 C.F.R.: Appendix A to Part 355—The List of Extremely Hazardous Substances and Their Threshold Planning Quantities" (PDF) (July 1, 2008 ed.). Government Printing Office. Retrieved October 29, 2011.
- ↑ Authorities Investigate Contaminated Corn in Eastland County, Texas Parks and Wildlife Department, Nov. 5, 2009
- ↑ Criminals target dogs with poison, IOL News, June 11, 2006
- ↑ Temik: killer on the loose, Health24, June 15, 2010
- ↑ Dog poisoning with the intention to break into houses, South Africa Today, July 10, 2014
External links
- Aldicarb in the Pesticide Properties DataBase (PPDB)