| Name | sodium channel (protein family or complex) |
|---|---|
| Synonyms | Sodium channel |
| Name | cypermethrin |
|---|---|
| CAS | cyano(3-phenoxyphenyl)methyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylate |
| PubMed | Abstract | RScore(About this table) | |
|---|---|---|---|
| 9863771 | Smith TJ, Soderlund DM: Action of the pyrethroid insecticide cypermethrin on rat brain IIa channels expressed in xenopus oocytes. Neurotoxicology. 1998 Dec;19(6):823-32. Concentration-response curves obtained using normalized tail current amplitude as an index of the extent of sodium channel modification by cypermethrin revealed that coexpression of the rat brain IIa alpha subunit with the rat beta1 subunit increased the apparent affinity of the sodium channel binding site for cypermethrin by more than 20-fold. |
88(1,1,2,3) | Details |
| 18538810 | Meacham CA, Brodfuehrer PD, Watkins JA, Shafer TJ: Developmentally-regulated sodium channel subunits are differentially sensitive to alpha-cyano containing pyrethroids. Toxicol Appl Pharmacol. 2008 Sep 15;231(3):273-81. Epub 2008 Apr 29. Cypermethrin, beta-cyfluthrin, esfenvalerate and fenpropathrin all modified sodium channel function; effects were significantly greater on Na (v) 1.3/beta (3) than on Na (v) 1.2/beta (1) channels. |
82(1,1,1,2) | Details |
| 16465743 | Rosario-Cruz R, Guerrero FD, Miller RJ, Rodriguez-Vivas RI, Dominguez-Garcia DI, Cornel AJ, Hernandez-Ortiz R, George JE: Roles played by esterase activity and by a sodium channel mutation involved in pyrethroid resistance in populations of Boophilus microplus (Acari: Ixodidae) collected from Yucatan, Mexico. J Med Entomol. 2005 Nov;42(6):1020-5. It was concluded that within the B. microplus populations studied, resistance to flumethrin, deltamethrin, or cypermethrin was because of the novel sodium channel mutation --> amino acid substitution in the S6 transmembrane segment of domain III), and there was a correlation between tick mortality by pyrethroid exposure (larval survival) and the presence of R allele. |
8(0,0,1,3) | Details |
| 8236249 | Eells JT, Rasmussen JL, Bandettini PA, Propp JM: Differences in the neuroexcitatory actions of pyrethroid insecticides and sodium channel-specific neurotoxins in rat and trout brain synaptosomes. Toxicol Appl Pharmacol. 1993 Nov;123(1):107-19. Type II (deltamethrin, cypermethrin) pyrethroids produced similar depolarizing responses in rat and trout synaptosomes; however, the 1R-cis-alpha R isomer of deltamethrin, which had no effect on membrane potential in rat synaptosomes, depolarized trout synaptosomes. |
4(0,0,0,4) | Details |
| 11852648 | Park S, Brown TM: Linkage of genes for sodium channel and cytochrome P450 (CYP6B10) in Heliothis virescens. Pest Manag Sci. 2002 Feb;58(2):209-12. |
3(0,0,0,3) | Details |
| 1787887 | Eshleman AJ, Murray TF: Pyrethroid insecticides indirectly inhibit -dependent 36Cl- influx in synaptoneurosomes from the trout brain. Neuropharmacology. 1991 Dec;30(12A):1333-41. Deltamethrin, (1R alpha S)-cis-cypermethrin and permethrin produced a dose-dependent increase in the basal uptake and a corresponding decrease in -dependent influx, with a maximum inhibition of 70-82%. The sensitivity of the effect of the pyrethroid to TTX suggested an activation by pyrethroid of the voltage-dependent sodium channel. |
3(0,0,0,3) | Details |
| 18528710 | Aguilar-Tipacamu G, Miller RJ, Hernandez-Ortiz R, Rodriguez-Vivas RI, Vasquez-Pelaez C, Garcia-Vazquez Z, Olvera-Valencia F, Rosario-Cruz R: Inheritance of pyrethroid resistance and a sodium channel gene mutation in the cattle tick Boophilus microplus. Parasitol Res. 2008 Aug;103(3):633-9. Epub 2008 Jun 5. The reciprocal crosses show a predominance of the heterozygote genotype, in agreement with the significant decrease of the acaricide resistance to cypermethrin, deltamethrin, and flumethrin. |
3(0,0,0,3) | Details |
| 19565267 | Rosario-Cruz R, Guerrero FD, Miller RJ, Rodriguez-Vivas RI, Tijerina M, Dominguez-Garcia DI, Hernandez-Ortiz R, Cornel AJ, McAbee RD, Alonso-Diaz MA: Molecular survey of pyrethroid resistance mechanisms in Mexican field populations of Rhipicephalus (Boophilus) microplus. Parasitol Res. 2009 Oct;105(4):1145-53. Epub 2009 Jun 30. Larval packet test (LPT), knock-down (kdr) PCR allele-specific assay (PASA) and esterase activity assays were conducted in tick populations for cypermethrin, flumethrin and deltamethrin. However a significant correlation (p < 0.01) was found between the presence of the sodium channel mutation, and resistance to SP s as measured by PASA and LPT respectively. |
2(0,0,0,2) | Details |
| 1527722 | Eells JT, Bandettini PA, Holman PA, Propp JM: Pyrethroid insecticide-induced alterations in mammalian synaptic membrane potential. J Pharmacol Exp Ther. 1992 Sep;262(3):1173-81. Both type I (permethrin) and type II (deltamethrin, cypermethrin and fenvalerate) pyrethroids produced a concentration-dependent tetrodotoxin-sensitive membrane depolarization which was stereospecific for the isomer of each pyrethroid. These data indicate that type I and type II phenoxybenzyl pyrethroids act potently and stereoselectively on the voltage-sensitive sodium channel to increase influx into synaptic terminals producing membrane depolarization and neurotransmitter release. |
2(0,0,0,2) | Details |
| 2436357 | McKillop CM, Brock JA, Oliver GJ, Rhodes C: A quantitative assessment of pyrethroid-induced paraesthesia in the guinea-pig flank model. Toxicol Lett. 1987 Mar;36(1):1-7. The aetiology of this cutaneous effect is related to the ability of pyrethroids to produce trains of nerve impulses in afferent nerves by prolonging the opening of the neuronal sodium channel. Using the guinea-pig flank model which has been developed to study this cutaneous phenomenon we have constructed dose-response curves to three structurally related pyrethroids (permethrin, cypermethrin and deltamethrin) and to a mixture of veratrum alkaloids (veratrine). |
2(0,0,0,2) | Details |
| 12852632 | Valles SM, Perera OP, Strong CA: Relationship between the para-homologous sodium channel point mutation (g --> c at nucleotide 2979) and knockdown resistance in the German cockroach using multiplex polymerase chain reaction to discern genotype. J Econ Entomol. 2003 Jun;96(3):885-91. A German cockroach strain with a low incidence of the L993F mutation was subjected to selection pressure with cypermethrin and subsequently evaluated over several generations for the knockdown resistance phenotype. |
2(0,0,0,2) | Details |
| 10196741 | Lee SH, Smith TJ, Knipple DC, Soderlund DM: Mutations in the house fly Vssc1 sodium channel gene associated with super-kdr resistance abolish the pyrethroid sensitivity of Vssc1/tipE channels expressed in Xenopus oocytes. Insect Biochem Mol Biol. 1999 Feb;29(2):185-94. However, M918T/L1014F channels were completely insensitive to high concentrations of the pyrethroids cismethrin and cypermethrin. |
2(0,0,0,2) | Details |
| 2455860 | Brown GB, Gaupp JE, Olsen RW: Pyrethroid insecticides: stereospecific allosteric interaction with the batrachotoxinin-A binding site of mammalian voltage-sensitive channels. Mol Pharmacol. 1988 Jul;34(1):54-9. Their mechanism of action is thought to involve effects primarily at the voltage-sensitive sodium channel of both insect and mammalian neurons, although recent studies have raised the possibility that these compounds may also act at the gamma-aminobutyric acid receptor- ionophore complex. Comparison of the rank order of potency for enhancement of [3H] batrachotoxinin-A 20-alpha- binding and insecticidal activity in a series of toxic stereoisomers of cypermethrin, representative of the class, reveals a correlation between the two measures. |
2(0,0,0,2) | Details |
| 19367831 | Morgan JA, Corley SW, Jackson LA, Lew-Tabor AE, Moolhuijzen PM, Jonsson NN: Identification of a mutation in the para-sodium channel gene of the cattle tick Rhipicephalus (Boophilus) microplus associated with resistance to synthetic pyrethroid acaricides. Int J Parasitol. 2009 Jun;39(7):775-9. Using the assay to screen field and laboratory populations of ticks showed that homozygote allelic frequencies correlated highly with the survival percentage at the discriminating concentration of cypermethrin. |
2(0,0,0,2) | Details |
| 19731217 | da Silva NM, de Azeredo-Espin AM: Investigation of mutations associated with pyrethroid resistance in populations of the New World Screwworm fly, Cochliomyia hominivorax (Diptera: Calliphoridae). Genet Mol Res. 2009 Sep 1;8(3):1067-78. The resistance mechanism known as knockdown resistance (kdr) is a generic term for amino acid substitutions in the sodium channel associated with pyrethroid resistance, and substitutions in residue 251 of the carboxylesterase E3 have been associated with organophosphate and pyrethroid hydrolysis. Results from a bioassay with cypermethrin (a pyrethroid) indicated that the survival at the lowest concentration (Fisher exact test, P = 0.0003) and an intermediate concentration (P = 0.024) were associated with the W251S mutation. |
2(0,0,0,2) | Details |
| 19640466 | Morgan JA, Corley SW, Jackson LA, Lew-Tabor AE, Moolhuijzen PM, Jonsson NN: Identification of a mutation in the para sodium channel gene of the cattle tick Rhipicephalus (Boophilus) microplus associated with resistance to synthetic pyrethroid acaricides. Int J Parasitol. 2009 Jan 17. Using the assay to screen field and laboratory populations of ticks showed that homozygote allelic frequencies correlated highly with the survival percentage at the discriminating concentration of cypermethrin. |
2(0,0,0,2) | Details |
| 19908228 | Carletto J, Martin T, Vanlerberghe-Masutti F, Brevault T: Insecticide resistance traits differ among and within host races in Aphis gossypii. Pest Manag Sci. 2010 Mar;66(3):301-7. Auber and Burk were highly resistant (RF = 41.2 and 473 respectively) to cypermethrin (pyrethroid). This resistance was likely associated with point mutation super-kdr (M918L) in the voltage-gated sodium channel gene (para gene) or metabolic detoxification mediated by esterase and oxidase enzymes.CONCLUSION: Multiple resistance to a broad range of insecticides and multiple mechanisms of resistance in some clones could explain to some extent the low genetic diversity observed within A. gossypii host races. |
1(0,0,0,1) | Details |
| 19766671 | Breckenridge CB, Holden L, Sturgess N, Weiner M, Sheets L, Sargent D, Soderlund DM, Choi JS, Symington S, Clark JM, Burr S, Ray D: Evidence for a separate mechanism of toxicity for the Type I and the Type II pyrethroid insecticides. Neurotoxicology. 2009 Nov;30 Suppl 1:S17-31. Epub 2009 Sep 18. Neurotoxicity and mechanistic data were collected for six alpha-cyano pyrethroids (beta-cyfluthrin, cypermethrin, deltamethrin, esfenvalerate, fenpropathrin and lambda-cyhalothrin) and up to six non-cyano containing pyrethroids (bifenthrin, S-bioallethrin [or allethrin], permethrin, pyrethrins, resmethrin [or its cis-isomer, cismethrin] and tefluthrin under standard conditions. Factor analysis and multivariate dissimilarity analysis were employed to evaluate four independent data sets comprised of (1) fifty-six behavioral and physiological parameters from an acute neurotoxicity functional observatory battery (FOB), (2) eight electrophysiological parameters from voltage clamp experiments conducted on the Na (v) 1.8 sodium channel expressed in Xenopus oocytes, (3) indices of efficacy, potency and binding calculated for influx across neuronal membranes, membrane depolarization and released from rat brain synaptosomes and (4) changes in chloride channel open state probability using a patch voltage clamp technique for membranes isolated from mouse neuroblastoma cells. |
1(0,0,0,1) | Details |
| 12243232 | Guglielmone AA, Castelli ME, Volpogni MM, Anziani OS, Mangold AJ: Dynamics of cypermethrin resistance in the field in the horn fly, Haematobia irritans. Med Vet Entomol. 2002 Sep;16(3):310-5. In this study, fly samples collected in 1999, 2000 and 2001 were subjected to a polymerase chain reaction (PCR) to detect the presence of a specific nucleotide substitution in the sodium channel gene sequence, which has been associated with target site insensitivity to pyrethroids. |
1(0,0,0,1) | Details |
| 11504804 | Spencer CI, Yuill KH, Borg JJ, Hancox JC, Kozlowski RZ: Actions of pyrethroid insecticides on currents, action potentials, and contractile rhythm in isolated mammalian ventricular myocytes and perfused hearts. J Pharmacol Exp Ther. 2001 Sep;298(3):1067-82. Cardiac myocytes are also rich in channels but comparatively little is known about the effect of pyrethroids on the heart, or on the cardiac sodium channel isoform. In myocytes, tefluthrin (type I) and fenpropathrin and alpha-cypermethrin (type II) prolonged action potentials and evoked afterdepolarizations. |
1(0,0,0,1) | Details |
| 7491497 | Taylor MF, Shen Y, Kreitman ME: A population genetic test of selection at the molecular level. Science. 1995 Dec 1;270(5241):1497-9. As predicted, differential pyrethroid selection on tobacco budworm populations generated significant geographic heterogeneity in sodium channel marker allele frequencies, compared with arbitrary loci. |
1(0,0,0,1) | Details |
| 12615099 | Kakko I, Toimela T, Tahti H: The synaptosomal membrane bound ATPase as a target for the effects of pyrethroids, permethrin and cypermethrin. Chemosphere. 2003 May;51(6):475-80. A cellular target of pyrethroids is the sodium channel in the membrane. |
1(0,0,0,1) | Details |
| 18381673 | Margaritopoulos JT, Skavdis G, Kalogiannis N, Nikou D, Morou E, Skouras PJ, Tsitsipis JA, Vontas J: Efficacy of the pyrethroid alpha-cypermethrin against Bactrocera oleae populations from Greece, and improved diagnostic for an iAChE mutation. Pest Manag Sci. 2008 Sep;64(9):900-8. The IIS4-IIS6 sodium channel region is the default area in which to look for resistance mutations if target-site resistance to pyrethroids arises. |
1(0,0,0,1) | Details |
| 16180929 | Bradberry SM, Cage SA, Proudfoot AT, Vale JA: Poisoning due to pyrethroids. Toxicol Rev. 2005;24(2):93-106. Pyrethroids are some 2250 times more toxic to insects than mammals because insects have increased sodium channel sensitivity, smaller body size and lower body temperature. The insecticidal activity of these synthetic pyrethroids was enhanced further by the addition of a cyano group to give alpha-cyano (type II) pyrethroids, such as cypermethrin. |
1(0,0,0,1) | Details |
| 16051293 | Choi JS, Soderlund DM: Structure-activity relationships for the action of 11 pyrethroid insecticides on rat Na v 1.8 channels expressed in Xenopus oocytes. Toxicol Appl Pharmacol. 2006 Mar 15;211(3):233-44. Epub 2005 Jul 26. This paper describes the action of 11 structurally diverse commercial pyrethroid insecticides on the rat Na v 1.8 sodium channel isoform, the principal carrier of the tetrodotoxin-resistant, pyrethroid-sensitive current of sensory neurons, expressed in Xenopus laevis oocytes. All 11 compounds produced characteristic tail currents following a depolarizing pulse that ranged from rapidly-decaying monoexponential currents (allethrin, cismethrin and permethrin) to persistent biexponential currents (cyfluthrin, cyhalothrin, cypermethrin and deltamethrin). |
1(0,0,0,1) | Details |
| 16221961 | Wolansky MJ, Gennings C, Crofton KM: Relative potencies for acute effects of pyrethroids on motor function in rats. Toxicol Sci. 2006 Jan;89(1):271-7. Epub 2005 Oct 12. A common mode-of-action has been proposed for pyrethroids based on in vitro studies, which includes alterations in sodium channel dynamics in nervous system tissues, consequent disturbance of membrane polarization, and abnormal discharge in targeted neurons. Acute oral dose-response functions were determined in adult male Long Evans rats for five Type I (bifenthrin, S-bioallethrin, permethrin, resmethrin, tefluthrin), five Type II (beta-cyfluthrin, lambda-cyhalothrin, cypermethrin, deltamethrin, esfenvalerate) and one mixed Type I/II (fenpropathrin) pyrethroids (n = 8-18 per dose; 6-11 dose levels per chemical, vehicle = corn oil, at 1 ml/kg). |
1(0,0,0,1) | Details |
| 15476966 | Foil LD, Coleman P, Eisler M, Fragoso-Sanchez H, Garcia-Vazquez Z, Guerrero FD, Jonsson NN, Langstaff IG, Li AY, Machila N, Miller RJ, Morton J, Pruett JH, Torr S: Factors that influence the prevalence of acaricide resistance and tick-borne diseases. Vet Parasitol. 2004 Oct 28;125(1-2):163-81. Farmers continued to use amitraz as the major acaricide for tick control after the diagnosis of resistance, although it was supplemented with moxidectin (dairy farms) or fluazuron, macrocyclic lactones or cypermethrin/chlorfenvinphos. A PCR-based assay to detect a specific sodium channel gene mutation that is associated with resistance to permethrin has been developed. |
1(0,0,0,1) | Details |
| 19861644 | DeMicco A, Cooper KR, Richardson JR, White LA: Developmental neurotoxicity of pyrethroid insecticides in zebrafish embryos. Toxicol Sci. 2010 Jan;113(1):177-86. Epub 2009 Oct 27. Treatment with diazepam ameliorated the spasms, while treatment with the sodium channel antagonist MS-222 ameliorated both spasms and body curvature, suggesting that pyrethroid-induced neurotoxicity is similar in zebrafish and mammals. In this study, we sought to investigate the developmental toxicity of six common pyrethroids, three type I compounds (permethrin, resmethrin, and bifenthrin) and three type II compounds (deltamethrin, cypermethrin, and lambda-cyhalothrin), and to determine whether zebrafish embryos may be an appropriate model for studying the developmental neurotoxicity of pyrethroids. |
1(0,0,0,1) | Details |
| 17017226 | Guerrero FD, Barros AT: Role of kdr and esterase-mediated metabolism in pyrethroid-resistant populations of Haematobia irritans irritans (Diptera: Muscidae) in Brazil. J Med Entomol. 2006 Sep;43(5):896-901. Susceptibility bioassays revealed that cypermethrin resistance was widespread and reached high levels in horn fly populations throughout the state, with resistance factors (RFs) ranging from 50.4 to 704.8. |
0(0,0,0,0) | Details |