Details
| Stereochemistry | MIXED |
| Molecular Formula | C22H19Cl2NO3 |
| Molecular Weight | 416.297 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 0 / 3 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC1(C)C(C=C(Cl)Cl)C1C(=O)OC(C#N)C2=CC(OC3=CC=CC=C3)=CC=C2
InChI
InChIKey=KAATUXNTWXVJKI-UHFFFAOYSA-N
InChI=1S/C22H19Cl2NO3/c1-22(2)17(12-19(23)24)20(22)21(26)28-18(13-25)14-7-6-10-16(11-14)27-15-8-4-3-5-9-15/h3-12,17-18,20H,1-2H3
Cypermethrin is a synthetic, pyrethroid insecticide that has high insecticidal activity, low avian and mammalian toxicity. Cypermethrin works by quickly affecting the insect’s central nervous system. The major target site of cypermethrin is the sodium channel of the nerve membrane. A sodium channel exposed to cypermethrin can remain open much longer, even up to several seconds. It is used to control many pests including lepidopterous pests of cotton, fruit, and vegetable crops. In veterinary, it is applied topically for the control of ectoparasites such as ticks, fleas, lice and blowflies.
CNS Activity
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: Voltage-dependent sodium channels (ticks and insects) |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Curative | ECTOMETHRIN Approved UseIndicated for the control and treatment of infestations of horn flies, sucking and biting lice, and as repellent of horse flies, flies and mosquitos. |
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| Curative | ECTOMETHRIN Approved UseIndicated for the control and treatment of infestations of horn flies, sucking and biting lice, and as repellent of horse flies, flies and mosquitos. |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Elucidation of tumor-promoting potential of a combination pesticide by short-term, in vivo bioassay. | 2001 |
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| Effect of pyrethroids on carbohydrate metabolic pathways in common carp, Cyprinus carpio. | 2001 Dec |
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| Observations on the biology and control of the chewing louse (Bovicola limbata) of Angora goats in Great Britain. | 2001 Dec 1 |
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| Effects of cypermethrin on antioxidant enzyme activities and lipid peroxidation in liver and kidney of the freshwater fish, Oreochromis niloticus and Cyprinus carpio (L.). | 2001 Nov |
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| Uptake and effects of the cypermethrin-containing sea lice treatment Excis in the marine mussel, Mytilus edulis. | 2002 |
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| Mutagenic potential of cypermethrin in mouse dominant lethal assay. | 2002 |
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| Physical and chemical properties of pyrethroids. | 2002 |
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| Mycorrhizal growth in pure cultures in the presence of pesticides. | 2002 |
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| Isolation and identification of synthetic pyrethroid-degrading bacteria. | 2002 |
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| [Integrated control of main diseases and insects of Dendranthema morifolium]. | 2002 Apr |
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| Pesticide toxicity assessment using an electrochemical biosensor with Pseudomonas putida and a bioluminescence inhibition assay with Vibrio fischeri. | 2002 Apr |
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| Insecticide susceptibility and detoxication enzyme activities among Coptotermes formosanus Shiraki workers sampled from different locations in New Orleans. | 2002 Apr |
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| Cypermethrin induces glutathione S-transferase activity in the shore crab, Carcinus maenas. | 2002 Aug |
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| Broad-spectrum insecticide resistance in obliquebanded leafroller Choristoneura rosaceana (Lepidoptera: Tortricidae) from Michigan. | 2002 Aug |
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| Field-simulator studies of insecticide resistance to dimethylcarbamates and pyrethroids conferred by metabolic- and target site-based mechanisms in peach-potato aphids, Myzus persicae (Hemiptera: Aphididae). | 2002 Aug |
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| Group effects on insecticide toxicity in workers of the Formosan subterranean termite, Coptotermes formosanus Shiraki. | 2002 Aug |
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| Plant allelochemicals differentially regulate Helicoverpa zea cytochrome P450 genes. | 2002 Aug |
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| Spatiotemporal regulation of moesin phosphorylation and rear release by Rho and serine/threonine phosphatase during neutrophil migration. | 2002 Aug 1 |
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| Pyrethroid exposure of the general population-is this due to diet. | 2002 Aug 5 |
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| Carcinogenic and cocarcinogenic potential of cypermethrin on mouse skin. | 2002 Aug 8 |
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| Effect of community-wide use of insecticide-treated nets for 3-4 years on malarial morbidity in Tanzania. | 2002 Dec |
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| In-season changes in resistance to insecticides in Helicoverpa armigera (Lepidoptera: Noctuidae) in India. | 2002 Feb |
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| Linkage of genes for sodium channel and cytochrome P450 (CYP6B10) in Heliothis virescens. | 2002 Feb |
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| Thermal decomposition and isomerization of cis-permethrin and beta-cypermethrin in the solid phase. | 2002 Feb |
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| Partitioning, bioavailability, and toxicity of the pyrethroid insecticide cypermethrin in sediments. | 2002 Jan |
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| Cypermethrin resistance in Angora goat lice? | 2002 Jan 5 |
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| Role of PP2B in cAMP-induced dephosphorylation and translocation of NTCP. | 2002 Jul |
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| Determination of pyrethroid residues in tobacco and cigarette smoke by capillary gas chromatography. | 2002 Jul 26 |
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| Acaricide resistance profiles of single- and multi-host ticks from communal and commercial farming areas in the Eastern Cape and North-West Provinces of South Africa. | 2002 Jun |
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| Evidence for p-glycoprotein modification of insecticide toxicity in mosquitoes of the Culex pipiens complex. | 2002 Jun |
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| Comparison of two bioassay techniques for assessing the acute toxicity of pesticides to chironomid larvae (Diptera: Chironomidae). | 2002 Jun |
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| Cypermethrin-induced plasma membrane perturbation on erythrocytes from rats: reduction of fluidity in the hydrophobic core and in glutathione peroxidase activity. | 2002 Jun 14 |
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| Multiresidue method for the analysis of multiclass pesticides in agricultural products by gas chromatography-tandem mass spectrometry. | 2002 Mar |
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| Human blood and environmental media screening method for pesticides and polychlorinated biphenyl compounds using liquid extraction and gas chromatography-mass spectrometry analysis. | 2002 Mar 25 |
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| Immunotoxicological investigation in rats dosed repeatedly with combinations of cypermethrin, As(III), and Hg(II). | 2002 Mar 5 |
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| [Triatomine: ovicidal action of some pyretroids]. | 2002 May-Jun |
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| Toxic effect of single and binary treatments of synthetic and plant-derived molluscicides against Achatina fulica. | 2002 May-Jun |
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| Monitoring of pesticide residues in Egyptian fruits and vegetables during 1997. | 2002 Nov |
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| Kinetics of distribution of cypermethrin in blood, brain, and spinal cord after a single administration to rabbits. | 2002 Nov |
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| Determination of active ingredient in synthetic pyrethroid formulations by high-performance thin-layer chromatography/densitometry. | 2002 Nov-Dec |
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| Mode of acute action of cypermethrin on peripheral nerves. | 2002 Nov-Dec |
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| Investigation of acute toxicity of beta-cypermethrin on guppies Poecilia reticulata. | 2002 Oct |
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| Determining demographic effects of cypermethrin in the marine copepod Acartia tonsa: stage-specific short tests versus life-table tests. | 2002 Oct |
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| Estrogenicity of organophosphorus and pyrethroid pesticides. | 2002 Oct 11 |
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| Suppression of bloodfeeding by Ochlerotatus dorsalis and Ochlerotatus melanimon on cattle treated with python ear tags. | 2002 Sep |
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| Dynamics of cypermethrin resistance in the field in the horn fly, Haematobia irritans. | 2002 Sep |
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| Toxic effects of cypermethrin on certain hematological aspects of fresh water fish Channa punctatus. | 2002 Sep |
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| Enzyme-linked immunosorbent assay for the pyrethroid deltamethrin. | 2002 Sep 25 |
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| Detection of mutagenic activities of various pesticides in Neurospora crassa. | 2003 Jan |
|
| Induction of sister chromatid exchanges by cypermethrin and carbosulfan in bone marrow cells of mice in vivo. | 2003 Jan |
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WHO-ATC |
P03BA02
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EPA PESTICIDE CODE |
109702
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NCI_THESAURUS |
C737
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QP53AC08
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C017160
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100000169716
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cypermethrin
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CYPERMETHRIN
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SUBSTANCE RECORD
