CYFLUTHRIN

Details

Stereochemistry	MIXED
Molecular Formula	C22H18Cl2FNO3
Molecular Weight	434.288
Optical Activity	UNSPECIFIED
Defined Stereocenters	0 / 3
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC1(C)C(C=C(Cl)Cl)C1C(=O)OC(C#N)C2=CC=C(F)C(OC3=CC=CC=C3)=C2

InChI

InChIKey=QQODLKZGRKWIFG-UHFFFAOYSA-N

InChI=1S/C22H18Cl2FNO3/c1-22(2)15(11-19(23)24)20(22)21(27)29-18(12-26)13-8-9-16(25)17(10-13)28-14-6-4-3-5-7-14/h3-11,15,18,20H,1-2H3

HIDE SMILES / InChI

Molecular Formula	C22H18Cl2FNO3
Molecular Weight	434.288
Charge	0
Count

Stereochemistry	MIXED
Additional Stereochemistry	No
Defined Stereocenters	0 / 3
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/2885266 | https://www.environmentalscience.bayer.com.au/pest-management/products/temprid-75-1l https://www.cdpr.ca.gov/docs/emon/pubs/fatememo/cyflthrn.pdf

Cyfluthrin, a pyrethroid, is one of the components of Temprid, which is used as an insecticide to control most insect pests. Cyfluthrin acts as a stomach poison and through contact and stomach poisoning, it attacks the nervous system; resulting in swift debilitation and has a long residual effect. Target insects include ants, silverfish, cockroaches, grain beetles.

Approval Year

PubMed

Title	Date	PubMed
Maternal hair--an appropriate matrix for detecting maternal exposure to pesticides during pregnancy.	2006-07	16584725
Strategies for reducing the risk of Lyme borreliosis in North America.	2006-05	16524769
Biomarker of pyrethrum exposure.	2006-04-10	16257148
Screening of pesticide residues in soil and water samples from agricultural settings.	2006-03-24	16563153
Structure-activity relationships for the action of 11 pyrethroid insecticides on rat Na v 1.8 sodium channels expressed in Xenopus oocytes.	2006-03-15	16051293
Pyrethroid insecticides and sediment toxicity in urban creeks from California and Tennessee.	2006-03-01	16568790
Establishment of baseline susceptibility data to various insecticides for Homalodisca coagulata (Homoptera: Cicadellidae) by comparative bioassay techniques.	2006-02	16573335
Comparison of different mass spectrometric detection techniques in the gas chromatographic analysis of pyrethroid insecticide residues in soil after microwave-assisted extraction.	2006-02	16362291
Bionomics of Anopheles stephensi Liston in the malarious area of Hormozgan province, southern Iran, 2002.	2006-02	16329986
Deltamethrin, a pyrethroid insecticide, is a potent inducer for the activity-dependent gene expression of brain-derived neurotrophic factor in neurons.	2006-01	16166269
Aquatic toxicity due to residential use of pyrethroid insecticides.	2005-12-15	16475366
Pyrethroid insecticide-resistant strain of Aedes aegypti from Cuba induced by deltamethrin selection.	2005-12	16506569
[Use of agricultural insecticides in Benin].	2005-12	16425724
Biodegradation of beta-cyfluthrin by Pseudomonas stutzeri strain S1.	2005-12	15865349
Monitoring of insecticides resistance in main malaria vectors in a malarious area of Kahnooj district, Kerman province, southeastern Iran.	2005-09	16294808
Monitoring Tribolium castaneum (Coleoptera: Tenebrionidae) in pilot-scale warehouses treated with residual applications of (S)-hydroprene and cyfluthrin.	2005-08	16156595
Genotoxic effects of pentachlorophenol, lindane, transfluthrin, cyfluthrin, and natural pyrethrum on human mucosal cells of the inferior and middle nasal conchae.	2005-06-01	15921213
Effects of beta-cyfluthrin on white and sepia mutants of Drosophila melanogaster.	2005-06	16334267
Chiral stability of synthetic pyrethroid insecticides.	2005-05-18	15884802
[Status of resistance to insecticides in field strains of the Blatella germanica species (Dictyoptera: Blattellidae) from Pinar del Río municipality].	2005-04-27	15849926
[Levels of resistance to insecticides and their mechanisms in 2 strains of Aedes aegypti from Panama].	2005-04-27	15849925
Differential sensitivity of three cyanobacterial and five green algal species to organotins and pyrethroids pesticides.	2005-04-01	15833245
Use and toxicity of pyrethroid pesticides in the Central Valley, California, USA.	2005-04	15839572
Bed bug infestations in an urban environment.	2005-04	15829190
Toxicity of insecticides in a glass-vial bioassay to adult brown, green, and southern green stink bugs (Heteroptera: Pentatomidae).	2005-02	15765680
Developmental neurotoxicity of pyrethroid insecticides: critical review and future research needs.	2005-02	15687048
Influence of pyrethroids and piperonyl butoxide on the Ca(2+)-ATPase activity of rat brain synaptosomes and leukocyte membranes.	2005-02	15652757
Maps of the Sri Lanka malaria situation preceding the tsunami and key aspects to be considered in the emergency phase and beyond.	2005-01-27	15676073
Simultaneous determination of pyrethroid and pyrethrin metabolites in human urine by gas chromatography-high resolution mass spectrometry.	2005-01-25	15639450
Dissipation of beta-cyfluthrin in water as affected by sediment, pH, and temperature.	2005-01	15768496
Laboratory study to investigate the efficacy of cyfluthrin EW treated nets against phlebotomine sandflies.	2005	16244400
Pyrethroids used indoor-ambient monitoring of pyrethroids following a pest control operation.	2005	15971858
Separation and aquatic toxicity of enantiomers of synthetic pyrethroid insecticides.	2005	15806620
Effect of delayed toxicity of chemical barriers to control Argentine ants (Hymenoptera: Formicidae).	2004-12	15666760
Reduced bio-efficacy of permethrin EC impregnated bednets against an Anopheles gambiae strain with oxidase-based pyrethroid tolerance.	2004-11-29	15569394
Negative ion chemical ionization-gas chromatographic-mass spectrometric determination of residues of different pyrethroid insecticides in whole blood and serum.	2004-11-13	15538961
Resistance and synergistic effects of insecticides in Bactrocera dorsalis (Diptera: Tephritidae) in Taiwan.	2004-10	15568360
Effect of horizontal transfer of barrier insecticides to control Argentine ants (Hymenoptera: Formicidae).	2004-10	15568359
Identification, expression, and purification of a pyrethroid-hydrolyzing carboxylesterase from mouse liver microsomes.	2004-07-09	15123619
Insecticide and community interventions to control Triatoma dimidiata in localities of the State of Veracruz, Mexico.	2004-06	15322635
Comparison of susceptibility of pest Euschistus servus and predator Podisus maculiventris (Heteroptera: Pentatomidae) to selected insecticides.	2004-06	15279256
Re-infestation of houses by Triatoma dimidiata after intra-domicile insecticide application in the Yucatán peninsula, Mexico.	2004-05	15273795
Impacts of residual insecticide barriers on perimeter-invading ants, with particular reference to the odorous house ant, Tapinoma sessile.	2004-04	15154488
Contact and leaf residue activity of insecticides against the sweet Corn pest Euxesta stigmatias (Diptera: Otitidae).	2004-04	15154473
Development of a novel self-medicating applicator for control of internal and external parasites of wild and domestic animals.	2004-03	15185574
Bioefficacy of cyfluthrin (SOLFAC EW050) impregnated bed-nets against Anopheles gambiae in southern Cameroon.	2004-03	15088705
5-HT loss in rat brain by type II pyrethroid insecticides.	2003-10	15747775
Susceptibility status of Japanese encephalitis vectors in Kurnool and Mehboobnagar districts of Andhra Pradesh, India.	2003-06	15562958
IPM-compatibility of foliar insecticides for citrus: indices derived from toxicity to beneficial insects from four orders.	2003	15841234
[Recent observations on the sensitivity to pyrethroids and DDT of Anopheles arabiensis and Anopheles funestus in the central Highlands of Madagascar; preliminary results on the absence of the kdr mutation in An. arabiensis].	2003	15678819

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:22:31 GMT 2025` Edited by `admin` on `Mon Mar 31 18:22:31 GMT 2025`
Record UNII	SCM2QLZ6S0
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

CYANO(4-FLUORO-3-PHENOXYPHENYL)METHYL 3-(2,2-DICHLOROETHENYL)-2,2-DIMETHYLCYCLOPROPANECARBOXYLATE

Preferred Name

English

CYFLUTHRIN

Common Name

English

CYFLUTHRIN [MI]

Common Name

English

3-(2,2-DICHLOROETHENYL)-2,2-DIMETHYLCYCLOPROPANECARBOXYLIC ACID CYANO(4-FLUORO-3-PHENOXYPHENYL)METHYL ESTER

Systematic Name

English

CYFLUTHRIN [MART.]

Common Name

English

(RS)-.ALPHA.-CYANO-4-FLUORO-3-PHENOXYBENZYL (1RS,3RS; 1RS,3SR)-3-(2,2-DICHLOROVINYL)-2,2-DIMETHYLCYCLOPROPANECARBOXYLATE

Common Name

English

BAY VL 1704

Code

English

CYFLUTHRIN [JAN]

Common Name

English

CYFLUTHRIN [ISO]

Common Name

English

CYFOXYLATE

Common Name

English

BAY-VL-1704

Code

English

CYFLUTHRIN [HSDB]

Common Name

English

FCR-1272

Code

English

(R,S)-.ALPHA.-CYANO-4-FLUORO-3-PHENOXYBENZYL-(1R,S)-CIS,TRANS-3-(2,2-DICHLOROVINYL)-2,2-DIMETHYLCYCLOPROPANECARBOXYLATE

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C737