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Details

Stereochemistry ACHIRAL
Molecular Formula C20H9Cl3F5N3O3
Molecular Weight 540.655
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CHLORFLUAZURON

SMILES

FC1=CC=CC(F)=C1C(=O)NC(=O)NC2=CC(Cl)=C(OC3=NC=C(C=C3Cl)C(F)(F)F)C(Cl)=C2

InChI

InChIKey=UISUNVFOGSJSKD-UHFFFAOYSA-N
InChI=1S/C20H9Cl3F5N3O3/c21-10-5-9(30-19(33)31-17(32)15-13(24)2-1-3-14(15)25)6-11(22)16(10)34-18-12(23)4-8(7-29-18)20(26,27)28/h1-7H,(H2,30,31,32,33)

HIDE SMILES / InChI
Chlorfluazuron is a benzoylurea fluorinated nitrogen heterocyclic insect growth regulator with unique mechanism of action, high efficiency, low toxicity and being environmentally friendly. Chlorfluazuron inhibits biosynthesis of chitin of an important constituent in insect cuticle, loses cuticle elasticity and firmness and results in abortive molting. Chlorfluazuron is registered for use in Australia, Vietnam and the Philippines, but not in the USA or the EU.

Approval Year

PubMed

PubMed

TitleDatePubMed
The inhibition of major human hepatic cytochrome P450 enzymes by 18 pesticides: comparison of the N-in-one and single substrate approaches.
2013-08
Characterization of human cytochrome P450 induction by pesticides.
2012-03-29
Combination of ultrasound-assisted ionic liquid dispersive liquid-phase microextraction and high performance liquid chromatography for the sensitive determination of benzoylureas pesticides in environmental water samples.
2010-12
[Determination of benzoylurea and bishydrazide pesticide residues in vegetables by ultra performance liquid chromatography-tandem mass spectrometry with matrix solid phase dispersion].
2010-04
Toxic effect and biochemical study of chlorfluazuron, oxymatrine, and spinosad on honey bees (Apis mellifera).
2010-04
Synthesis and insecticidal activity of heptafluoroisopropyl-containing benzoylphenylurea structures.
2010-03-10
Does phenoloxidase contributed to the resistance? Selection with butane-fipronil enhanced its activities from diamondback moths.
2009
Effectiveness of pressurized liquid extraction and solvent extraction for the simultaneous quantification of 14 pesticide residues in green tea using GC.
2008-06
Post-harvest HPLC determination of chlorfluazuron residues in pears treated with different programs.
2007-07
Enhancement of the biological activity of nucleopolyhedrovirus through disruption of the peritrophic matrix of insect larvae by chlorfluazuron.
2007-01
Laboratory evaluation of five chitin synthesis inhibitors against the colorado potato beetle, Leptinotarsa decemlineata.
2007
Selectivity of pesticides used on cotton (Gossypium hirsutum) to Trichogramma pretiosum reared on two laboratory-reared hosts.
2006-01
Genomic organization and developmental expression of glutathione S-transferase genes of the diamondback moth, Plutella xylostella.
2006
Evaluation of estrogenic activities of pesticides using an in vitro reporter gene assay.
2005-08
Evaluation of selective toxicity of five pesticides against Plutella xylostella (Lep: Plutellidae) and their side-effects against Cotesia plutellae (Hym: Braconidae) and Oomyzus sokolowskii (Hym: Eulophidae).
2004-12
Rapid report acetamiprid resistance and cross-resistance in the diamondback moth, Plutella xylostella.
2004-09
Toxicological efficacy of some indigenous dill compounds against the flesh fly, Parasarcophaga dux Thomson.
2004-04
Field evaluation of the bait toxicant chlorfluazuron in eliminating Coptotermes acinaciformis (Froggatt) (Isoptera: Rhinotermitidae).
2003-12
Novaluron (Rimon), a novel IGR: potency and cross-resistance.
2003-12
Comparative toxicity and biochemical responses of certain pesticides to the mature earthworm Aporrectodea caliginosa under laboratory conditions.
2003-10
Monitoring of pesticide residues on cucumber, tomatoes and strawberries in Gaza Governorates, Palestine.
2002-02
Effects of various insecticides on the development of the egg parasitoid Trichogramma dendrolimi (Hymenoptera: Trichogrammatidae).
2001-12
Bait matrix for delivery of chitin synthesis inhibitors to the formosan subterranean termite (Isoptera: Rhinotermitidae).
2001-04
Patents
Name Type Language
CHLORFLUAZURON
ISO  
Common Name English
ATABRON
Preferred Name English
N-(((3,5-DICHLORO-4-((3-CHLORO-5-(TRIFLUOROMETHYL)-2-PYRIDINYL)OXY)PHENYL)AMINO)CARBONYL)-2,6-DIFLUOROBENZAMIDE
Systematic Name English
CFZ
Common Name English
1-(3,5-DICHLORO-4-(3-CHLORO-5-TRIFLUOROMETHYL-2-PYRIDYLOXY)PHENYL)-3-(2,6-DIFLUOROBENZOYL)UREA
Systematic Name English
CHLORFLUAZURON [ISO]
Common Name English
UC-62644
Code English
BENZAMIDE, N-(((3,5-DICHLORO-4-((3-CHLORO-5-(TRIFLUOROMETHYL)-2-PYRIDINYL)OXY)PHENYL)AMINO)CARBONYL)-2,6-DIFLUORO-
Systematic Name English
Classification Tree Code System Code
EPA PESTICIDE CODE 108202
Created by admin on Mon Mar 31 21:41:24 GMT 2025 , Edited by admin on Mon Mar 31 21:41:24 GMT 2025
Code System Code Type Description
CAS
71422-67-8
Created by admin on Mon Mar 31 21:41:24 GMT 2025 , Edited by admin on Mon Mar 31 21:41:24 GMT 2025
PRIMARY
EPA CompTox
DTXSID5041772
Created by admin on Mon Mar 31 21:41:24 GMT 2025 , Edited by admin on Mon Mar 31 21:41:24 GMT 2025
PRIMARY
ALANWOOD
chlorfluazuron
Created by admin on Mon Mar 31 21:41:24 GMT 2025 , Edited by admin on Mon Mar 31 21:41:24 GMT 2025
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CHEBI
39370
Created by admin on Mon Mar 31 21:41:24 GMT 2025 , Edited by admin on Mon Mar 31 21:41:24 GMT 2025
PRIMARY
PUBCHEM
91708
Created by admin on Mon Mar 31 21:41:24 GMT 2025 , Edited by admin on Mon Mar 31 21:41:24 GMT 2025
PRIMARY
FDA UNII
Q42JG8449K
Created by admin on Mon Mar 31 21:41:24 GMT 2025 , Edited by admin on Mon Mar 31 21:41:24 GMT 2025
PRIMARY