Allethrins

Allethrin I (R = −CH ₃ )
Allethrin II (R = −COOCH ₃ )

The allethrins are a group of related synthetic chemical compounds that are insecticidal . They are among the synthetic pyrethroids , which have a similar chemical structure to the pyrethroids occurring in nature ( chrysanthemums ). The first pyrethroid allethrins were discovered by Milton S. Schechter in 1949 in the United States .

The compounds have low toxicity to humans and birds and are used in many household insecticides such as raid and also in mosquito coils. Insects that are exposed to the poison are paralyzed before they die due to the destroyed functionality of the nerves.

Allethrins are also used in nature as a very low-dose spray against mosquitoes .

Stereochemistry

Bioallethrin® :
( RS ) -3-Allyl-2-methyl-4-oxocyclopent-2-enyl- (1 R , 3 R ) -2,2-dimethyl-3- (2-methylprop-1-enyl) cyclopropanecarboxylate ( IUPAC )

Each allethrin consists of eight possible stereoisomers . There are also stereoselective variants:

Bioallethrin® is a 1: 1 mixture of two of the eight stereoisomers.

Esbiothrin consists of the same two stereoisomers in a ratio of ( R ) :( S ) = 1: 3.

Esbioallethrin or S-Bioallethrin is the pure ( S ) form of Bioallethrin® / Esbiothrin.

swell

• Oregon State University (1996). Allethrin . Retrieved October 25, 2005
• Illinois Department of Public Health: Pyrethroid Insecticides Fact Sheet . Retrieved October 25, 2005
• World Health Organization (WHO): d-Allethrin (PDF; 94 kB). Retrieved October 25, 2005

Web links

• Pyrethrins and Pyrethroids Fact Sheet - National Pesticide Information Center (PDF; 211 kB)
• Allethrin Pesticide Information Profile - Extension Toxicology Network

Individual evidence

1. ↑ Bioallethrin data sheet . In: Compendium of Pesticide Common Names . Alan Wood. Retrieved June 29, 2010.
2. ↑ ^{a b} Esbiothrin . In: WHO (Ed.): WHO specifications and evaluations for public health pesticides . August, p. 11f.
3. ↑ External identifiers or database links for S-Bioallethrin : CAS number: 28434-00-6, EC number: 249-013-5, ECHA InfoCard: 100.044.542 , GESTIS substance database : 490679 , PubChem : 62829 , ChemSpider : 56563 , Wikidata : Q14715593 .