Empenthrin (also called vaporthrin) is a synthetic pyrethroid used in insecticides. It is active against broad spectrum of flying insects including moths and other pests damaging textile.[1] It has low acute mammalian toxicity (its oral LD50 is above 5000 mg/kg in male rats, above 3500 mg/kg in female rats and greater than 3500 mg/kg in mice).[2] It is however very toxic to fish and other aquatic organisms (96-hour LC50 in Oncorhynchus mykiss is 1.7 μg/L, 48-hour EC50 in Daphnia magna is 20 μg/L).[1]

Empenthrin
Names
IUPAC name
(E)-(RS)-1-Ethynyl-2-methylpent-2-enyl (1RS,3RS;1RS,3SR)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate
Other names
Vaporthrin
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.053.759 Edit this at Wikidata
KEGG
UNII
  • InChI=1S/C18H26O2/c1-8-10-13(5)15(9-2)20-17(19)16-14(11-12(3)4)18(16,6)7/h2,10-11,14-16H,8H2,1,3-7H3/b13-10+ ☒N
    Key: YUGWDVYLFSETPE-JLHYYAGUSA-N ☒N
  • InChI=1/C18H26O2/c1-8-10-13(5)15(9-2)20-17(19)16-14(11-12(3)4)18(16,6)7/h2,10-11,14-16H,8H2,1,3-7H3/b13-10+
    Key: YUGWDVYLFSETPE-JLHYYAGUBJ
  • CCC=C(C)C(C#C)OC(=O)C1C(C1(C)C)C=C(C)C
Properties
C18H26O2
Molar mass 274.404 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Empenthrin preparation against clothing moths

References

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  1. ^ a b "empenthrin". PPDB: Pesticide Properties DataBase. University of Hertfordshire. Retrieved 2020-07-29.
  2. ^ Hideo Kaneko; Shinobu Kawaguchi; Yoshinori Misaki; Y Koyama; A Nakayama; H Kawasaki; A Hirohashi; A Yoshitake; H Yamada (Nov 1992). "MAMMALIAN TOXICITY OF EMPENTHRIN (VAPORTHRINR, S-2852F)". The Journal of Toxicological Sciences (in Japanese). 17 (Supplement 3). Japan: The Japanese Society of Toxicology: 313–334. doi:10.2131/jts.17.supplementiii_313. PMID 1293329.