Aldicarb
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Aldicarb is a
carbamate In organic chemistry, a carbamate is a category of organic compounds with the general formula and structure , which are formally derived from carbamic acid (). The term includes organic compounds (e.g., the ester ethyl carbamate), formall ...
insecticide Insecticides are substances used to kill insects. They include ovicides and larvicides used against insect eggs and larvae, respectively. Insecticides are used in agriculture, medicine, industry and by consumers. Insecticides are claimed t ...
which is the active substance in the pesticide Temik. It is effective against
thrips Thrips (order Thysanoptera) are minute (mostly long or less), slender insects with fringed wings and unique asymmetrical mouthparts. Different thrips species feed mostly on plants by puncturing and sucking up the contents, although a few are ...
,
aphid Aphids are small sap-sucking insects and members of the superfamily Aphidoidea. Common names include greenfly and blackfly, although individuals within a species can vary widely in color. The group includes the fluffy white woolly aphids. A t ...
s,
spider mite Spider mites are members of the Tetranychidae family, which includes about 1,200 species. They are part of the subclass Acari (mites). Spider mites generally live on the undersides of leaves of plants, where they may spin protective silk webs, a ...
s, lygus, fleahoppers, and leafminers, but is primarily used as a
nematicide A nematicide is a type of chemical pesticide used to kill plant-parasitic nematodes. Nematicides have tended to be broad-spectrum toxicants possessing high volatility or other properties promoting migration through the soil. Aldicarb (Temik), a ca ...
. Aldicarb is a
cholinesterase The enzyme cholinesterase (EC 3.1.1.8, choline esterase; systematic name acylcholine acylhydrolase) catalyses the hydrolysis of choline-based esters: : an acylcholine + H2O = choline + a carboxylate Several of these serve as neurotransmitters ...
inhibitor which prevents the breakdown of acetylcholine in the synapse. In case of severe poisoning, the victim dies of respiratory failure. Aldicarb was first synthesized in 1965 by Payne and Weiden, and was sold on the market for the first time in 1970. The synthesis of aldicarb results in both the E and Z isomers. 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. Aldicarb is effective where resistance to
organophosphate In organic chemistry, organophosphates (also known as phosphate esters, or OPEs) are a class of organophosphorus compounds with the general structure , a central phosphate molecule with alkyl or aromatic substituents. They can be considered ...
insecticide Insecticides are substances used to kill insects. They include ovicides and larvicides used against insect eggs and larvae, respectively. Insecticides are used in agriculture, medicine, industry and by consumers. Insecticides are claimed t ...
s has developed, and is extremely important in
potato The potato is a starchy food, a tuber of the plant ''Solanum tuberosum'' and is a root vegetable native to the Americas. The plant is a perennial in the nightshade family Solanaceae. Wild potato species can be found from the southern Uni ...
production, where it is used for the control of soil-borne
nematode The nematodes ( or grc-gre, Νηματώδη; la, Nematoda) or roundworms constitute the phylum Nematoda (also called Nemathelminthes), with plant- parasitic nematodes also known as eelworms. They are a diverse animal phylum inhabiting a bro ...
s and some foliar pests. Its high level of solubility restricts its use in certain areas where the
water table The water table is the upper surface of the zone of saturation. The zone of saturation is where the pores and fractures of the ground are saturated with water. It can also be simply explained as the depth below which the ground is saturated. T ...
is close to the surface.


Regulatory status

In the United States, aldicarb was approved by the EPA for use by professional pesticide applicators on a variety of crops, including cotton, beans, and others. It is not approved for household use. The EPA started limiting the main aldicarb pesticide, Temik 15G, in 2010, requiring an end to distribution by 2017. Discontinuation of the use on citrus and potatoes began in 2012, with a complete phase out of the product expected by 2018. A new aldicarb pesticide named AgLogic 15G, was approved by the EPA in December 2011 and is said to be entering the market in 2015. 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 hehome."Avoid Illegal Household Pesticide Products
US Environmental Protection Agency
Most commonly, aldicarb causes toxic symptoms when it is ingested through food that has been tainted with the insecticide. Once in the body, aldicarb is broken down into aldicarb sulfone and aldicarb sulfoxide. Hydrolysis of aldicarb leads to aldicarb oximes and aldicarb nitriles to reverse the toxicity. Aldicarb 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 The Emergency Planning and Community Right-to-Know Act of 1986 is a United States federal law passed by the 99th United States Congress located at Title 42, Chapter 116 of the U.S. Code, concerned with emergency response preparedness. On October ...
(42 U.S.C. 11002), and is subject to strict reporting requirements by facilities which produce, store, or use it in significant quantities.


History

Aldicarb is manufactured by
Bayer CropScience Bayer AG (, commonly pronounced ; ) is a German multinational pharmaceutical and biotechnology company and one of the largest pharmaceutical companies in the world. Headquartered in Leverkusen, Bayer's areas of business include pharmaceutica ...
, but was formerly owned and produced by
Union Carbide Union Carbide Corporation is an American chemical corporation wholly owned subsidiary (since February 6, 2001) by Dow Chemical Company. Union Carbide produces chemicals and polymers that undergo one or more further conversions by customers befo ...
. Union Carbide's agricultural chemicals division was sold to
Rhône-Poulenc Rhône-Poulenc () was a French chemical and pharmaceutical company founded in 1928. In 1999 it merged with Hoechst AG to form Aventis. As of 2015, the pharmaceutical operations of Rhône-Poulenc are part of Sanofi and the chemicals divisions a ...
. Later,
Aventis Sanofi S.A. is a French multinational pharmaceutical and healthcare company headquartered in Paris, France. Originally, the corporation was established in 1973 and merged with Synthélabo in 1999 to form Sanofi-Synthélabo. In 2004, Sanofi-Sy ...
Cropscience was formed from
Hoechst AG Hoechst AG () was a German chemicals then life-sciences company that became Aventis Deutschland after its merger with France's Rhône-Poulenc S.A. in 1999. With the new company's 2004 merger with Sanofi-Synthélabo, it became a subsidiary of th ...
and Rhone-Poulenc Agrochemical, which lasted until Bayer acquired it in 2002. In August 1979, groundwater wells in Suffolk County, NY were contaminated with aldicarb residue due to irrigated potato fields nearby. Of the approximately 8,400 wells tested, 13.5% contained more than 7 ug/L of aldicarb, which exceeds standard guidelines. In July 1985, aldicarb present in watermelons grown in California caused an outbreak of pesticide food poisoning which affected over 2,000 people, and led to a temporary ban on watermelon sales. In November 2009, corn treated with Temik was placed in and around
peanut The peanut (''Arachis hypogaea''), also known as the groundnut, goober (US), pindar (US) or monkey nut (UK), is a legume crop grown mainly for its edible seeds. It is widely grown in the tropics and subtropics, important to both small an ...
fields in
Eastland County, Texas Eastland County is a county located in central West Texas. As of the 2020 census, its population was 17,725. The county seat is Eastland. The county was founded in 1858 and later organized in 1873. It is named for William Mosby Eastland, a ...
, near the town of
Cisco Cisco Systems, Inc., commonly known as Cisco, is an American-based multinational digital communications technology conglomerate corporation headquartered in San Jose, California. Cisco develops, manufactures, and sells networking hardware, ...
. The corn was eaten by feral hogs,
deer Deer or true deer are hoofed ruminant mammals forming the family Cervidae. The two main groups of deer are the Cervinae, including the muntjac, the elk (wapiti), the red deer, and the fallow deer; and the Capreolinae, including the re ...
, and other animals, prompting the
Texas Parks and Wildlife Department The Texas Parks & Wildlife Department (TPWD) is a Texas state agency that oversees and protects wildlife and their habitats. In addition, the agency is responsible for managing the state's parks and historical areas. Its mission is to manage ...
to issue a
hunting Hunting is the human activity, human practice of seeking, pursuing, capturing, or killing wildlife or feral animals. The most common reasons for humans to hunt are to harvest food (i.e. meat) and useful animal products (fur/hide (skin), hide, ...
ban.


Toxicity in mammals

Aldicarb is a fast-acting cholinesterase inhibitor, causing rapid accumulation of acetylcholine at the synaptic cleft. The aldicarb structure is similar to that of acetylcholine, therefore improving its binding to acetylcholinesterase in the body. It is widely used to study cholinergic neurotransmission in simple systems such as the nematode ''
C. elegans ''Caenorhabditis elegans'' () is a free-living transparent nematode about 1 mm in length that lives in temperate soil environments. It is the type species of its genus. The name is a blend of the Greek ''caeno-'' (recent), ''rhabditis'' (r ...
''. 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. In
South Africa South Africa, officially the Republic of South Africa (RSA), is the southernmost country in Africa. It is bounded to the south by of coastline that stretch along the South Atlantic and Indian Oceans; to the north by the neighbouring coun ...
(where Aldicarb is popularly known as Two Step) it is widely used by burglars to poison dogs.


References


External links

* {{Consumer Food Safety Acetylcholinesterase inhibitors Carbamate insecticides Oxime carbamates Thioethers Nematicides Insecticides