Diflubenzuron

Diflubenzuron
Names


IUPAC name N-[(4-Chlorophenyl)carbamoyl]-2,6-difluorobenzamide
Other names Dimilin
Identifiers
CAS Number	35367-38-5^Y
3D model (Jmol)	Interactive image
ChEBI	CHEBI:34703^Y
ChEMBL	ChEMBL49338^Y
ChemSpider	34065^Y
ECHA InfoCard	100.047.740
KEGG	C14427^Y
PubChem	37123
UNII	J76U6ZSI8D^Y
InChI InChI=1S/C14H9ClF2N2O2/c15-8-4-6-9(7-5-8)18-14(21)19-13(20)12-10(16)2-1-3-11(12)17/h1-7H,(H2,18,19,20,21)^Y Key: QQQYTWIFVNKMRW-UHFFFAOYSA-N^Y
SMILES Clc2ccc(NC(=O)NC(=O)c1c(F)cccc1F)cc2
Properties^[1]
Chemical formula	C₁₄H₉ClF₂N₂O₂
Molar mass	310.68 g·mol⁻¹
Solubility in water	0.08 mg/L
Solubility in other solvents	DMSO: 12 g/100 g Acetone 0.615 g/100 g Methanol: 0.09 g/100 g
Pharmacology
ATCvet code	QP53BC02 (WHO)
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

Diflubenzuron is a benzoylurea-type insecticide of the benzamide class. It is used in forest management and on field crops^[2] to selectively control insect pests, particularly forest tent caterpillar moths, boll weevils, gypsy moths, and other types of moths.^[1] The mechanism of action of diflubenzuron involves inhibiting the production of chitin which is used by an insect to build its exoskeleton.^[1]

Environmental Toxicity

Diflubenzuron has been evaluated by the United States Environmental Protection Agency (EPA), and it is classified as non-carcinogenic. While 4-Chloroaniline, a metabolite of diflubenzuron, has been classified as a Carcinogen, it is not present in diflubenzuron. 4-Chloroanaline is produced after diflubenzuron has been ingested, and the body changes a small fraction of it to the metabolite. Diflubenzuron has been tested, and the small amount converted to 4-chloroanilnine after ingestion does not cause cancer.^[3]

References

1 2 3 Diflubenzuron Pesticide Information Profile, Extension Toxicology Network
↑ Johnson, Douglas (2016). "Insecticide Recommendations for Soybeans - 2016" (PDF). Cooperative Extension Service. University of Kentucky: College of Agriculture, Food and Environment. Retrieved 16 February 2016.
↑ "Reregistration Eligibility Decision Diflubenzuron" (PDF). Environmental Protection Agency. Retrieved 16 November 2016.

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 Fenpropathrin 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	Afoxolaner Amitraz Azadirachtin Buprofezin Chlordimeform Chlorfenapyr Cyromazine Fenazaquin Fenoxycarb Fipronil Fluralaner Hydramethylnon Indoxacarb Limonene Lotilaner Pyridaben Pyriprole Ryanodine Sarolaner Sesamex Spinosad Sulfluramid Tebufenozide Tebufenpyrad Veracevine Xanthone Metaflumizone

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

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