Bioallethrin

Last updated
Bioallethrin
Bioallethrin structure.svg
Names
IUPAC name
(RS)-3-allyl-2-methyl-4-oxocyclopent-2-enyl (1R,3R)-2,2-dimethyl -3-(2-methylprop-1-enyl)cyclopropanecarboxylate
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.008.677 OOjs UI icon edit-ltr-progressive.svg
PubChem CID
UNII
  • InChI=1S/C19H26O3/c1-7-8-13-12(4)16(10-15(13)20)22-18(21)17-14(9-11(2)3)19(17,5)6/h7,9,14,16-17H,1,8,10H2,2-6H3/t14-,16?,17+/m1/s1 Yes check.svgY
    Key: ZCVAOQKBXKSDMS-AQYZNVCMSA-N Yes check.svgY
  • InChI=1/C19H26O3/c1-7-8-13-12(4)16(10-15(13)20)22-18(21)17-14(9-11(2)3)19(17,5)6/h7,9,14,16-17H,1,8,10H2,2-6H3/t14-,16?,17+/m1/s1
    Key: ZCVAOQKBXKSDMS-AQYZNVCMBM
  • CC1=C(C(=O)CC1OC(=O)C2C(C2(C)C)C=C(C)C)CC=C
  • C/C(C)=C/[C@@H]2[C@@H](C(=O)OC1CC(=O)C(\CC=C)=C1\C)C2(C)C
Properties
C19H26O3
Molar mass 302.40794
Pharmacology
P03AC02 ( WHO ) QP53AC02 ( WHO )
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Yes check.svgY  verify  (what is  Yes check.svgYX mark.svgN ?)

Bioallethrin is the ISO common name for an ectoparasiticide. It consists of two of the eight stereoisomers of allethrin in any ratio.

Esbiothrin (CAS number 260359-57-5 ) is a mixture of the same two stereoisomers, but in an approximate ratio of R:S = 1:3. [1] "Esbiothrin" (PDF). WHO Specifications and Evaluations for Public Health Pesticides. WHO: 11f. Archived from the original (PDF) on 2017-01-10. Retrieved 2014-03-23.

Esbioallethrin or S-bioallethrin (CAS number 28434-00-6 ) is the pure S-form (that is, the wedge in the structure as shown in the box points down). [2]

The name bioallethrin was a common name approved by the British Standards Institution and published in [3] . BS 1831 has been withdrawn, and the common name has been adopted by ISO. It is also included in [4] and earlier editions.

References

  1. ↑ "Esbiothrin" (PDF). WHO Specifications and Evaluations for Public Health Pesticides. WHO: 11f. Archived from the original (PDF) on 2017-01-10. Retrieved 2014-03-23.
  2. ↑ ChemIdplus: S-Bioallethrin
  3. ↑ Recommended Common Names for Pesticides (BS 1831:1969)
  4. ↑ British Approved Names 2017


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