Bioallethrin

Bioallethrin is a brand name for an ectoparasiticide. It consists of two of the eight stereoisomers of allethrin I in an approximate ratio of 1:1.[1][2] The name Bioallethrin is a registered trademark of Sumitomo Chemical.[3]

Bioallethrin
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
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 checkY
    Key: ZCVAOQKBXKSDMS-AQYZNVCMSA-N checkY
  • 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).
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Infobox references

Esbiothrin (CAS number 260359-57-5 ) is a mixture of the same two stereoisomers, but in an approximate ratio of R:S = 1:3.[2]

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).[4]

The name bioallethrin is a common name approved by the British Standards Institution and published in.[5] It is also included in [6] and earlier editions.

References
  1. "Bioallethrin". DrugBank. Retrieved 2019-01-22.
  2. "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.
  3. Trademark Status and Document Retrieval: Bioallethrin
  4. ChemIdplus: S-Bioallethrin
  5. Recommended Common Names for Pesticides (BS 1831:1969)
  6. British Approved Names 2017


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