Imiprothrin

Structural formula
Structural formula without information on stereochemistry
General
Non-proprietary name	Imiprothrin
other names	Plump Multicide (2,5-Dioxo-3-prop-2-ynylimidazolidin-1-yl) methyl 2,2-dimethyl-3- (2-methylprop-1-enyl) cyclopropane-1-carboxylate
Molecular formula	C 17 H 22 N 2 O 4
Brief description	golden yellow viscous liquid with a sweet smell
External identifiers / databases
CAS number 72963-72-5 EC number 615-873-9 ECHA InfoCard 100.106.762 PubChem 123622 ChemSpider 110211 Wikidata Q846401
Drug information
Drug class	Pyrethroid - insecticide
Mechanism of action	Opening of the Na + channels
properties
Molar mass	318.373 g mol −1
Physical state	liquid
density	0.979 g / ml
Melting point	25 ° C
boiling point	403.1 ° C at 760 mmHg
solubility	low in water (93.5 mg / l at 25 ° C)
safety instructions
GHS hazard labeling from  Regulation (EC) No. 1272/2008 (CLP) , expanded if necessary Caution H and P phrases H: 302-410 P: 273-301 + 312 + 330
Toxicological data	900 mg kg −1 ( LD 50 ,  female rat ,  oral ) 1800 mg kg −1 ( LD 50 ,  male rat ,  oral ) > 2000 mg kg −1 ( LD 50 ,  rat ,  transdermal )
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Imiprothrin is a synthetic pyrethroid which is mainly used as an insecticide .

It was brought onto the market in 1996 by the Sumitomo company .

Stereochemistry

Imiprothrin is used as a mixture of the two diastereomers (1 R , 3 S ) and (1 R , 3 R ) in a ratio of 20:80.

properties

Imiprothrin has a flash point of 110 ° C.

use

Imiprothrin is mainly used as a contact poison against spiders and crawling insects such as ants , silverfish , cockroaches , crickets and cockroaches . It acts on the nerves of the animals, which leads to a rapid immobilizing effect and, after a short time, to death.

toxicity

Imiprothrin has low toxicity for mammals on. The oral LD ₅₀ is over 1800 mg / kg for male rats and over 900 mg / kg for female rats; the acute dermal LD ₅₀ (24 h) for male and female rats is over 2000 mg / kg. Imiprothrin, however, is extremely harmful and very toxic to fish and other aquatic organisms with long-term effects.

Admission

In Germany, imiprothrin is currently approved as a biocide , product type 18 (insecticides, acaricides and products against other arthropods) until 2029.

Trade names

• Raid Ant Spray , Bayer Blattanex Special Spray , Bayer Garden Special Spray

Individual evidence

1. ↑ ^{a b} Entry on Imiprothrin in the Pharmawiki , accessed on February 8, 2018.
2. ↑ Pesticide Fact Sheet: Imiprothrin. (PDF) epa.gov, accessed on February 8, 2018.
3. ↑ ^{a b} Imiprothrin in the Pesticide Properties DataBase (PPDB); accessed on February 8, 2018.
4. ↑ chemnet.com: Imiprothrin 72963-72-5, Information for Imiprothrin 72963-72-5, Suppliers of Japan Imiprothrin 72963-72-5. chemnet.com; accessed on October 1, 2018
5. ↑ ^{a b c d e f g} Data sheet Imiprothrin from Sigma-Aldrich , accessed on December 30, 2019 ( PDF ).
6. ↑ entry on imiprothrin (ISO); reaction mass of [2,5-dioxo-3- (prop-2-yn-1-yl) imidazolidin-1-yl] methyl (1R, 3S) -2,2-dimethyl-3- (2-methylprop-1 -en-1-yl) cyclopropanecarboxylate and [2,5-dioxo-3- (prop-2-yn-1-yl) imidazolidin-1-yl] methyl (1R, 3R) -2,2-dimethyl-3- (2-methylprop-1-en-1-yl) cyclopropanecarboxylate in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on December 30, 2019. Manufacturers or distributors can expand the harmonized classification and labeling .
7. ↑ ^{a b} entry on imiprothrin. In: Römpp Online . Georg Thieme Verlag, accessed on June 8, 2018.
8. ↑ Approved active substances. reach-clp-biozid-helpdesk.de; accessed on February 8, 2018.