Pirimicarb

Last updated
Pirimicarb
Pirimicarb.svg
Names
IUPAC name
(2-Dimethylamino-5,6-dimethylpyrimidin-4-yl) N,N-dimethylcarbamate
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.041.285 OOjs UI icon edit-ltr-progressive.svg
KEGG
PubChem CID
UNII
  • InChI=1S/C11H18N4O2/c1-7-8(2)12-10(14(3)4)13-9(7)17-11(16)15(5)6/h1-6H3 X mark.svgN
    Key: YFGYUFNIOHWBOB-UHFFFAOYSA-N X mark.svgN
  • InChI=1/C11H18N4O2/c1-7-8(2)12-10(14(3)4)13-9(7)17-11(16)15(5)6/h1-6H3
    Key: YFGYUFNIOHWBOB-UHFFFAOYAL
  • CC1=C(N=C(N=C1OC(=O)N(C)C)N(C)C)C
Properties
C11H18N4O2
Molar mass 238.29 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Pirimicarb is a selective carbamate insecticide used to control aphids on vegetable, cereal and orchard crops by inhibiting acetylcholinesterase activity [1] but does not affect useful predators such as ladybirds that eat them. [2] It was originally developed by Imperial Chemical Industries Ltd., now Syngenta, at their Jealott's Hill site and first marketed in 1969, four years after its discovery. [3] [4]

Related Research Articles

Imperial Chemical Industries

Imperial Chemical Industries (ICI) was a British chemical company. It was, for much of its history, the largest manufacturer in Britain. It was formed by the merger of four leading British chemical companies in 1926. Its headquarters were at Millbank in London. ICI was a constituent of the FT 30 and later the FTSE 100 indices.

Pesticide Substance used to destroy pests

Pesticides are substances that are meant to control pests. The term pesticide includes all of the following: herbicide, insecticides nematicide, molluscicide, piscicide, avicide, rodenticide, bactericide, insect repellent, animal repellent, antimicrobial, and fungicide. The most common of these are herbicides which account for approximately 80% of all pesticide use. Most pesticides are intended to serve as plant protection products, which in general, protect plants from weeds, fungi, or insects. As an example - The fungus Alternaria is used to combat the Aquatic weed, Salvinia.

Insecticide Pesticide used against insects

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 to be a major factor behind the increase in the 20th-century's agricultural productivity. Nearly all insecticides have the potential to significantly alter ecosystems; many are toxic to humans and/or animals; some become concentrated as they spread along the food chain.

Lindane

Lindane, also known as gamma-hexachlorocyclohexane (γ-HCH), gammaxene, Gammallin and sometimes incorrectly called benzene hexachloride (BHC), is an organochlorine chemical and an isomer of hexachlorocyclohexane that has been used both as an agricultural insecticide and as a pharmaceutical treatment for lice and scabies.

VG (nerve agent)

VG is a "V-series" nerve agent chemically similar to the better-known VX nerve agent. Tetram is the common Russian name for the substance. Amiton was the trade name for the substance when it was marketed as an insecticide by ICI in the mid-1950s.

Agrochemical Any chemical used in agriculture

An agrochemical or agrichemical, a contraction of agricultural chemical, is a chemical product used in agriculture. In most cases, agrichemical refers to pesticides including insecticides, herbicides, fungicides and nematicides. It may also include synthetic fertilizers, hormones and other chemical growth agents, and concerntrated stores of raw animal manure.

Syngenta Global provider of agricultural services and technology

The Syngenta Group is a leading global provider of agricultural science and technology, in particular seeds and crop protection products, with its headquarters in Basel, Switzerland, and further locations in Chicago, Tel Aviv, and Shanghai. Syngenta AG was founded in 2000 by the merger of the agrichemical businesses of Novartis and AstraZeneca, and acquired by China National Chemical Corporation (ChemChina) in 2015. In 2020, the Syngenta Group was formed, bringing together Syngenta, Adama, and the agricultural business of Sinochem under a single entity.

Diquat

Diquat is the ISO common name for an organic dication that, as a salt with counterions such as bromide or chloride is used as a contact herbicide that produces desiccation and defoliation. Diquat is no longer approved for use in the European Union, although its registration in many other countries including the USA is still valid.

In agriculture and horticulture, seed treatment or seed dressing is a chemical, typically antimicrobial or fungicidal, with which seeds are treated prior to planting. Less frequently, insecticides are added. Seed treatments can be an environmentally more friendly way of using pesticides as the amounts used can be very small. It is usual to add colour to make treated seed less attractive to birds, and easier to see and clean up in the case of an accidental spillage. Specialist machinery is required to safely and efficiently apply the chemical to the seed. A seed coating is a thicker form of covering of seed and may contain fertiliser, growth promoters and or seed treatment as well as an inert carrier and a polymer outer shell. The term "seed dressing" is also used to refer to the process of removing chaff, weed seeds and straw from a seed stock.

Azoxystrobin

Azoxystrobin is the ISO common name for an organic compound that is used as a fungicide. It is a broad spectrum systemic active ingredient widely used in agriculture to protect crops from fungal diseases. It was first marketed in 1996 using the brand name Amistar and by 1999 it had been registered in 48 countries on more than 50 crops. In the year 2000 it was announced that it had been granted UK Millennium product status.

Cyhalothrin Synthetic pyrethroid used as insecticide

Cyhalothrin is the ISO common name for an organic compound that, in specific isomeric forms, is used as a pesticide. It is a pyrethroid, a class of synthetic insecticides that mimic the structure and properties of the naturally occurring insecticide pyrethrin which is present in the flowers of Chrysanthemum cinerariifolium. Pyrethroids such as cyhalothrin are often preferred as an active ingredient in agricultural insecticides because they are more cost-effective and longer acting than natural pyrethrins. λ-and γ-cyhalothrin are now used to control insects and spider mites in crops including cotton, cereals, potatoes and vegetables.

Pirimiphos-methyl

Pirimiphos-methyl, marketed as Actellic, and Sybol is a phosphorothioate used as an insecticide. It was originally developed by Imperial Chemical Industries Ltd., now Syngenta, at their Jealott's Hill site and first marketed in 1977, ten years after its discovery.

Jealotts Hill Human settlement in England

Jealott's Hill is a village in the county of Berkshire, England, within the civil parish of Warfield. The settlement is on the A3095 road approximately 3 miles (5 km) north of Bracknell. The nearest railway station is in Bracknell. The name of the hill is reported to have derived from the surname of a 14th-century landowner, Roger Jolyl. This name evolved into "Joyliff's Hill" and then, on Henry Walter's Map of Windsor Forest, 1823, became "Jealous Hill". This changed again to "Jealot's Hill" on John Snare's 1846 map and by the 1920s the modern spelling was established.

Thiamethoxam

Thiamethoxam is a systemic insecticide in the class of neonicotinoids. It has a broad spectrum of activity against many types of insects.

Tefluthrin Synthetic pyrethroid used as insecticide

Tefluthrin is the ISO common name for an organic compound that is used as a pesticide. It is a pyrethroid, a class of synthetic insecticides that mimic the structure and properties of the naturally occurring insecticide pyrethrin which is present in the flowers of Chrysanthemum cinerariifolium. Pyrethroids such as tefluthrin are often preferred as active ingredients in agricultural insecticides because they are more cost-effective and longer acting than natural pyrethrins. It is effective against soil pests because it can move as a vapour without irreversibly binding to soil particles: in this respect it differs from most other pyrethroids.

Mesotrione Chemical compound used as an herbicide

Mesotrione is the ISO common name for an organic compound that is used as a selective herbicide, especially in maize. It inhibits the enzyme 4-hydroxyphenylpyruvate dioxygenase (HPPD) and is sold under brand names including Callisto and Tenacity. It was first marketed by Syngenta in 2001.

Bupirimate

Bupirimate is an active ingredient of plant protection products, which has an effect as a fungicide. It belongs to the chemical family of pyrimidine sulfamates. Bupirimate has translaminar mobility and systemic translocation in the xylem. It acts mainly by inhibiting sporulation and is used for control of powdery mildew of apples, pears, stone fruit, cucurbits, roses and other ornamentals, strawberries, gooseberries, currants, raspberries, hops, beets and other crops. Bupirimate is not an insecticide. It is of low mammalian toxicity and is non-toxic to bees. However, it is used in many products which also contain insecticides.

The Insecticide Resistance Action Committee (IRAC) was formed in 1984 and works as a specialist technical group of the industry association CropLife to be able to provide a coordinated industry response to prevent or delay the development of insecticide resistance in insect and mite pests. IRAC strives to facilitate communication and education on insecticide and traits resistance as well as to promote the development and facilitate the implementation of insecticide resistance management strategies.

Fomesafen Herbicide

Fomesafen is the ISO common name for an organic compound used as an herbicide. It acts by inhibiting the enzyme protoporphyrinogen oxidase which is necessary for chlorophyll synthesis. Soybeans naturally have a high tolerance to fomesafen, via metabolic disposal by glutathione S-transferase. As a result, soy is the most common crop treated with fomesafen, followed by other beans and a few other crop types. It is not safe for maize/corn or other Poaceae.

Fluazifop

Fluazifop is the ISO common name for an organic compound that is used as a selective herbicide. The active ingredient is the 2R enantiomer at its chiral centre and this material is known as fluazifop-P when used in that form. More commonly, it is sold as its butyl ester, fluazifop-P butyl with the brand name Fusilade.

References

  1. McGregor, D. B. (2006), Pesticide Residues in Food - 2004, Food and Agriculture Organization, World Health Organization, p. 207, ISBN   92-4-166520-3 , retrieved 2008-05-08
  2. Clayden; Greeves; Warren (2001). Organic chemistry . Oxford university press. p.  178. ISBN   978-0-19-850346-0.
  3. "Syngenta: Celebrating 75 years of scientific excellence at Jealott's Hill International Research Centre" (PDF). Archived from the original (PDF) on October 11, 2007. Retrieved June 26, 2012.
  4. Snell, B.K.; et al. (1978). "Chapter 11: Pyrimidine insecticides". In Peacock, F.C. (ed.). Jealott's Hill: Fifty years of Agricultural Research 1928-1978. Imperial Chemical Industries Ltd. pp. 98–109. ISBN   0901747017.