Bioallethrin

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
ChEBI	CHEBI:39118
ChemSpider	18923353
Jmol interactive 3D	Image Image
PubChem	11442
UNII	G79DM7O471
InChI 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 Key: ZCVAOQKBXKSDMS-AQYZNVCMSA-N 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
SMILES 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
Chemical formula	C19H26O3
Molar mass	302.40794
Pharmacology
ATC code	P03AC02 QP53AC02
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

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

Esbiothrin (CAS number 260359-57-5 ) is a mixture of the same two stereosiomers, 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]

References

1. "Bioallethrin data sheet". Compendium of Pesticide Common Names. Alan Wood. Retrieved 2010-06-29.
2. "Esbiothrin" (PDF). WHO specifications and evaluations for public health pesticides (WHO): 11f.
3. Trademark Status and Document Retrieval: Bioallethrin
4. ChemIdplus: S-Bioallethrin