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Permethrin

 

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Permethrin



 
 
Permethrin is a common synthetic
Chemical synthesis

In chemistry, chemical synthesis is purposeful execution of chemical reactions in order to get a product , or several products. This happens by physics and chemical manipulations usually involving one or more reactions....
 chemical, widely used as an insecticide
Insecticide

An insecticide is a pesticide used against insects in all developmental forms. They include ovicides and larvicides used against the Egg and larvae of insects respectively....
, acaricide, and insect repellent
Insect repellent

An insect repellent is a substance applied to skin, clothing, or other surfaces which discourages insects from landing or climbing on that surface....
. It belongs to the family of synthetic chemicals called pyrethroid
Pyrethroid

A pyrethroid is a synthetic chemical compound similar to the natural chemical pyrethrins produced by the flowers of pyrethrums . Pyrethroids are common in commercial products such as household insecticides and insect repellents....
s and functions as a neurotoxin
Neurotoxin

A neurotoxin is a toxin that acts specifically on nerve cells , usually by interacting with membrane proteins such as ion channels.Some sources are more general, and define the effect of neurotoxins as occurring at nerve tissue....
, affecting neuron
Neuron

Neurons are responsive cell in the nervous system that process and transmit information by electrochemical Signal . They are the core components of the brain, the vertebrate spinal cord, the invertebrate ventral nerve cord, and the peripheral nerves....
 membrane
Cell membrane

The cell membrane is the interface between the cellular machinery inside the cell and the fluid outside.It is a semipermeable lipid bilayer found in all cell ....
s by prolonging sodium channel activation. It is not known to harm most mammals or birds, but is highly toxic to fish and cats. It generally has a low mammalian toxicity and is poorly absorbed by skin.

Uses
In agriculture, permethrin is mainly used on cotton
Cotton

Cotton is a soft, staple fiber that grows in a form known as a boll around the seeds of the cotton plant a shrub native to tropical and subtropical regions around the world, including the Americas, India and Africa....
, wheat
Wheat

Wheat , is a worldwide cultivated Poaceae from the Levant region of the Middle East. Globally, after maize, wheat is the second most-produced food among the cereal just above rice....
, maize
Maize

Maize , known as corn in some countries, is a cereal domesticated in Mesoamerica and subsequently spread throughout the American continents....
, and alfalfa
Alfalfa

Alfalfa is a flowering plant in the pea family Fabaceae cultivated as an important forage crop. In the United Kingdom, Australia and New Zealand it is known as lucerne and as lucerne grass in south Asia....
 crops, and is also used to kill parasites on chicken
Chicken

The chicken is a Domestication fowl. Recent evidence suggests that domestication of the chicken was under way in Vietnam over 10,000 years ago....
s and other poultry
Poultry

Poultry is the category of domesticated birds which some people keep for the purpose of collecting their egg , or kill for their meat and/or feathers....
.






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Encyclopedia


Permethrin is a common synthetic
Chemical synthesis

In chemistry, chemical synthesis is purposeful execution of chemical reactions in order to get a product , or several products. This happens by physics and chemical manipulations usually involving one or more reactions....
 chemical, widely used as an insecticide
Insecticide

An insecticide is a pesticide used against insects in all developmental forms. They include ovicides and larvicides used against the Egg and larvae of insects respectively....
, acaricide, and insect repellent
Insect repellent

An insect repellent is a substance applied to skin, clothing, or other surfaces which discourages insects from landing or climbing on that surface....
. It belongs to the family of synthetic chemicals called pyrethroid
Pyrethroid

A pyrethroid is a synthetic chemical compound similar to the natural chemical pyrethrins produced by the flowers of pyrethrums . Pyrethroids are common in commercial products such as household insecticides and insect repellents....
s and functions as a neurotoxin
Neurotoxin

A neurotoxin is a toxin that acts specifically on nerve cells , usually by interacting with membrane proteins such as ion channels.Some sources are more general, and define the effect of neurotoxins as occurring at nerve tissue....
, affecting neuron
Neuron

Neurons are responsive cell in the nervous system that process and transmit information by electrochemical Signal . They are the core components of the brain, the vertebrate spinal cord, the invertebrate ventral nerve cord, and the peripheral nerves....
 membrane
Cell membrane

The cell membrane is the interface between the cellular machinery inside the cell and the fluid outside.It is a semipermeable lipid bilayer found in all cell ....
s by prolonging sodium channel activation. It is not known to harm most mammals or birds, but is highly toxic to fish and cats. It generally has a low mammalian toxicity and is poorly absorbed by skin.

Uses


In agriculture, permethrin is mainly used on cotton
Cotton

Cotton is a soft, staple fiber that grows in a form known as a boll around the seeds of the cotton plant a shrub native to tropical and subtropical regions around the world, including the Americas, India and Africa....
, wheat
Wheat

Wheat , is a worldwide cultivated Poaceae from the Levant region of the Middle East. Globally, after maize, wheat is the second most-produced food among the cereal just above rice....
, maize
Maize

Maize , known as corn in some countries, is a cereal domesticated in Mesoamerica and subsequently spread throughout the American continents....
, and alfalfa
Alfalfa

Alfalfa is a flowering plant in the pea family Fabaceae cultivated as an important forage crop. In the United Kingdom, Australia and New Zealand it is known as lucerne and as lucerne grass in south Asia....
 crops, and is also used to kill parasites on chicken
Chicken

The chicken is a Domestication fowl. Recent evidence suggests that domestication of the chicken was under way in Vietnam over 10,000 years ago....
s and other poultry
Poultry

Poultry is the category of domesticated birds which some people keep for the purpose of collecting their egg , or kill for their meat and/or feathers....
. It is also extensively used in Europe as a timber treatment against wood boring beetle (woodworm
Woodworm

A woodworm is not a specific species . It is the larval stage of certain wood-boring beetles including:*Ambrosia beetles *Bark borer beetle / Waney edge borer ...
). Its use is controversial since, as a broad-spectrum chemical, it kills indiscriminately; as well as the intended pests, it can harm beneficial insects including honey bee
Honey bee

Honey bees are a subset of bees, primarily distinguished by the production and storage of honey and the construction of wiktionary:perennial, Colony nests out of beeswax....
s, aquatic life, and small mammals such as mice
Mouse

A mouse is a small animal that belongs to one of numerous species of rodents. The best known mouse species is the House Mouse . It is also a popular pet....
.

Recently, in South Africa
South Africa

The Republic of South Africa, also known by Official names of South Africa, is a country located at the southern tip of the continent of Africa....
, residues of permethrin were found in breast milk, together with DDT, in an area that experienced DDT
DDT

DDT is one of the best known synthetic pesticides. It is a chemical with a long, unique, and controversial history.First synthesized in 1874, DDT's insecticidal properties were not discovered until 1939....
 treatment for malaria control, as well as the use of pyrethroids in small-scale agriculture.

Permethrin is toxic to cats and many cats die each year after being given flea treatments intended for dogs, or by contact with dogs who have recently been treated with permethrin.

Permethrin is also used in healthcare, to eradicate parasites such as head lice and mites responsible for scabies
Scabies

Scabies is a contagious Parasitism skin infection characterized by superficial burrows, intense pruritus and secondary infection. It is etiology by the mite Sarcoptes scabiei....
, and in industrial and domestic settings to control pests such as ant
Ant

Ants are Eusociality insects of the family Formicidae, and along with the related wasps and bees, they belong to the order Hymenoptera. Ants evolution from wasp-like ancestors in the mid-Cretaceous period between 110 and 130 million years ago and Evolutionary radiation after the rise of flowering plants....
s and termite
Termite

The termites are a group of social insects usually classified at the Taxonomy of Order Isoptera . As truly social animals, they are termed eusocial along with the ants and some bees and wasps which are all placed in the separate Order Hymenoptera....
s. However, the British National Formulary
British National Formulary

The British National Formulary contains a wide spectrum of information on Medical prescription and pharmacology, among others indications, side effects and costs of the medical prescription of all medications available on the National Health Service....
 states that permethrin has low efficacy in eradicating head lice.

Permethrin kills ticks on contact with treated clothing. According to the Connecticut Department of Public Health, it "has low mammalian toxicity, is poorly absorbed through the skin and is rapidly inactivated by the body. Skin reactions have been uncommon." Permethrin is also used on humans for lice or scabies, the common prescription is Pertmethrin with 5% concentration for scabies, and OTC (over the counter) treatment for head lice/crabs is usually permethrin with 1% concentration.

Permethrin is used in tropical areas to prevent mosquito
Mosquito

Mosquitoes are common flying insects in the family Culicidae that are found around the world. There are about 3,500 species. They have a pair of scaled wings, a pair of halteres, a slender body, and six long legs....
-borne disease such as dengue fever
Dengue fever

Dengue fever and dengue hemorrhagic fever are acute fever tropical diseases, found in the tropics and Africa, and caused by four closely related virus serotypes of the genus Flavivirus, family Flaviviridae....
 and malaria
Malaria

Malaria is a Vector -borne infectious disease caused by protozoan parasites. It is widespread in Tropics and subtropical regions, including parts of the Americas, Asia, and Africa....
. Mosquito nets used to cover beds may be treated with a solution of permethrin. This increases the effectiveness of the bed net by killing parasitic insects before they are able to find gaps or holes in the net. Malaria kills 1-3 million people per year, and permethrin is believed to have very low if any toxicity in humans. Military personnel training in malaria-endemic areas may be instructed to treat their uniforms with permethrin as well. An application should last several washes.

Stereochemistry

Permethrin has four stereoisomers
Stereoisomerism

Stereoisomers are isomer that have the same molecular formula and sequence of bonded atoms , but which differ in the three dimensional orientations of their atoms in space....
 (two enantiomeric pairs
Enantiomer

In chemistry, an enantiomer is one of two stereoisomers that are Superpose complete mirror images of each other, much as one's left and right Chirality are "the same" but opposite....
), arising from the two stereocentres
Stereocenter

A stereocenter, or stereogenic center, is any point, though not necessarily an atom, in a molecule bearing groups such that an interchanging of any two groups leads to a stereoisomer ....
 in the cyclopropane
Cyclopropane

Cyclopropane is a cycloalkane molecule with the molecular formula C3H6, consisting of three carbon atoms linked to each other to form a ring, with each carbon atom bearing two hydrogen atoms....
 ring. The trans
Trans

Trans is a Latin noun or prefix, meaning "across", "beyond" or "on the opposite side".Trans may refer to:...
 enantiomeric pair is known as transpermethrin.

Toxicity

Permethrin is extremely toxic to fish. Extreme care must be taken when using products containing permethrin near water sources. Permethrin is also highly toxic to cats. Flea and tick repellent formulas intended (and labeled) for dogs may contain permethrin (like k-9 Advantix and Advantage Multi for Dogs) and cause feline permethrin toxicosis in cats: specific flea and tick control formulas intended for feline use, such as those containing fipronil
Fipronil

Fipronil is a broad spectrum insecticide that disrupts the insect central nervous system by blocking the passage of chloride ions through the GABA receptor and glutamate-gated chloride channels , components of the central nervous system....
, should therefore be used for cats instead.

Permethrin is classified by the US EPA a likely human carcinogen, based on reproducible studies in which mice fed permethrin developed liver and lung tumors. Carcinogenic action in nasal mucosal cells for inhalation exposure is suspected due to observed genotoxicity in human tissue samples, and in rat livers the evidence of increased preneoplastic lesions lends concern over oral exposure.

See also

  • Methoprene
    Methoprene

    Methoprene is a juvenile hormone analog which can be used as an insecticide that acts as a growth regulator. Methoprene is essentially nontoxic to humans when ingested or inhaled....


External links