Acrinathrin

Acrinathrin (Rufast and other trade names) is a pyrethroid insecticide and acaricide derived from hexafluoro-2-propanol. In beekeeping, it is used to control the mite Varroa jacobsoni, though resistance is developing.[1]

Acrinathrin
Names
Preferred IUPAC name
(S)-Cyano(3-phenoxyphenyl)methyl (1R,3S)-3-{(1Z)-3-[(1,1,1,3,3,3-hexafluoropropan-2-yl)oxy]-3-oxoprop-1-en-1-yl}-2,2-dimethylcyclopropane-1-carboxylate
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.126.096
UNII
  • InChI=1S/C26H21F6NO5/c1-24(2)18(11-12-20(34)38-23(25(27,28)29)26(30,31)32)21(24)22(35)37-19(14-33)15-7-6-10-17(13-15)36-16-8-4-3-5-9-16/h3-13,18-19,21,23H,1-2H3/b12-11-/t18-,19+,21-/m0/s1
    Key: YLFSVIMMRPNPFK-WEQBUNFVSA-N
  • InChI=1/C26H21F6NO5/c1-24(2)18(11-12-20(34)38-23(25(27,28)29)26(30,31)32)21(24)22(35)37-19(14-33)15-7-6-10-17(13-15)36-16-8-4-3-5-9-16/h3-13,18-19,21,23H,1-2H3/b12-11-/t18-,19+,21-/m0/s1
    Key: YLFSVIMMRPNPFK-WEQBUNFVBO
  • CC1(C)[C@@H](/C=C\C(=O)OC(C(F)(F)F)C(F)(F)F)[C@H]1C(=O)O[C@H](C#N)c1cccc(Oc2ccccc2)c1
Properties
C26H21F6NO5
Molar mass 541.446 g·mol−1
Pharmacology
QP53AC15 (WHO)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

References
  1. Milani, Norberto (1999). "The resistance of Varroa jacobsoni Oud. To acaricides". Apidologie. 30 (2–3): 229–234. doi:10.1051/apido:19990211.


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