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^Y
ChemSpider	18923353^Y
Jmol interactive 3D	Image Image
PubChem	11442
UNII	G79DM7O471^Y
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^Y Key: ZCVAOQKBXKSDMS-AQYZNVCMSA-N^Y 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).
Y verify (what is ^YN ?)
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

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

Pest control: insecticides

Carbamates	Aldicarb Bendiocarb Carbaryl Carbofuran Ethienocarb Fenobucarb Oxamyl Methomyl Propoxur

Inorganic compounds	Aluminium phosphide Boric acid Chromated copper arsenate Copper(II) arsenate Copper(I) cyanide Diatomaceous earth Lead hydrogen arsenate Paris Green Scheele's Green

Insect growth regulators	Benzoylureas Diflubenzuron Flufenoxuron Hydroprene Lufenuron Methoprene Pyriproxyfen

Neonicotinoids	Acetamiprid Clothianidin Dinotefuran Imidacloprid Nitenpyram Nithiazine Thiacloprid Thiamethoxam

Organochlorides	Aldrin Beta-HCH Carbon tetrachloride Chlordane Cyclodiene 1,2-DCB 1,4-DCB 1,1-DCE 1,2-DCE DDD DDE DDT Dicofol Dieldrin Endosulfan Endrin Heptachlor Kepone Lindane Methoxychlor Mirex Tetradifon Toxaphene

Organophosphorus	Acephate Azamethiphos Azinphos-methyl Bensulide Chlorethoxyfos Chlorfenvinphos Chlorpyrifos Chlorpyrifos-methyl Coumaphos Demeton-S-methyl Diazinon Dicrotophos Diisopropyl fluorophosphate Dimethoate Dioxathion Disulfoton Ethion Ethoprop Fenamiphos Fenitrothion Fenthion Fosthiazate Isoxathion Malathion Methamidophos Methidathion Mevinphos Monocrotophos Naled Omethoate Oxydemeton-methyl Parathion Parathion-methyl Phenthoate Phorate Phosalone Phosmet Phoxim Pirimiphos-methyl Quinalphos Temefos Tebupirimfos Terbufos Tetrachlorvinphos Tribufos Trichlorfon

Pyrethroids	Acrinathrin Allethrins Bifenthrin Bioallethrin Cyfluthrin Cyhalothrin Cypermethrin Cyphenothrin Deltamethrin Empenthrin Esfenvalerate Etofenprox Fenvalerate Flumethrin Imiprothrin Metofluthrin Permethrin Phenothrin Prallethrin Pyrethrin (I, II; chrysanthemic acid) Pyrethrum Resmethrin Silafluofen Tefluthrin Tetramethrin Tralomethrin Transfluthrin

Ryanoids	Chlorantraniliprole Cyantraniliprole Flubendiamide Ryanodine Ryanodol

Other chemicals	Amitraz Azadirachtin Chlordimeform Chlorfenapyr Cyromazine Fenazaquin Fenoxycarb Fipronil Hydramethylnon Indoxacarb Limonene Pyridaben Pyriprole Ryanodine Sesamex Spinosad Sulfluramid Tebufenozide Tebufenpyrad Veracevine Xanthone

Metabolites	Oxon Malaoxon Paraoxon TCPy

Biopesticides	Bacillus thuringiensis Baculovirus Beauveria bassiana Beauveria brongniartii Metarhizium acridum Metarhizium anisopliae Nomuraea rileyi Lecanicillium lecanii Paecilomyces fumosoroseus Paenibacillus popilliae Purpureocillium lilacinum

Ectoparasiticides / arthropod (P03A)

Insecticide/pediculicide

Chlorine-containing products	Lindane

Chloride channel	Ivermectin

Organophosphate	Malathion

Acaricide/miticide/scabicide

Pyrethrines	Permethrin^# Pyrethrum Phenothrin Bioallethrin

Chloride channel	Ivermectin

Sulfur-containing products	Disulfiram Dixanthogen Mesulfen Thiram

Chlorine-containing products	Lindane

Benzoate	Benzyl benzoate^#

Organophosphate	Malathion

Other/ungrouped	Dimethicone Quassia toluidine (Crotamiton)

^#WHO-EM
^‡Withdrawn from market
Clinical trials:
- ^†Phase III
- ^§Never to phase III

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