Residues of synthetic pyrethroid insecticides on horticultural crops

Foliar applications of synthetic pyrethroids were made to several crops to determine residue levels at various intervals after application. On onions, residues of cypermethrin, permethrin and fenvalerate were negligible > 0.1 mg kg^?1, 7 days after application. On lettuce, residues of fenvalerate and permethrin were 0.8 mg kg^?1. On celery, residues of fenvalerate did not decline and ranged from 0.12 to 0.25 mg kg^?1 during the 14-day period. On green bush-beans, residues of permethrin and cypermethrin did not decline during the 14-day period and ranged from 0.1 to 0.6 mg kg^?1. By day 7, residues of cyfluthrin, cypermethrin, deltamethrin, fenvalerate and permethrin on strawberries were less than the acceptable maximum tolerance of 0.1 mg kg^?1 with the exception of cypermethrin, applied at the rate of 0.14 kg a.i. ha^?1 which gave a residue of 0.14 mg kg^?1.     

The use of small enclosures to assess the toxic effects of cypermethrin on fish under field conditions

An emulsion concentrate formulation of cypermethrin (‘Ripcord’) was applied at seven different dose rates (between 5 and 500 g a. i. ha^?1) to the water surface of 1-m³ stainless steel enclosures, located in a small outdoor pond, to which were introduced small rainbow trout and common carp. A range of water quality parameters were monitored frequently in all of the enclosures and in the open pond. At daily intervals, the concentration of cypermethrin was determined in water samples, collected from the enclosures treated with 5, 50 and 500 g a. i. ha-^?1. Two further water samples were collected from these enclosures, and their toxicity was assessed by bioassay, using Gammarus pulex as the test organism. The experiment was terminated 96 h after application, when all the fish were removed and examined for mortality or adverse toxic effects. Throughout the study, the water quality parameters in all the enclosures remained similar to those recorded in the open pond. Cypermethrin residues, in the enclosures treated with 5 and 50 g a. i. ha^?1, attained peak concentrations 24 h after application, and thereafter declined to about 50% of this level. Maximum cypermethrin concentrations were not attained until about 72 h after application in the enclosure treated with 500 g a. i. ha^?1. Highly consistent responses, closely correlated with the applied dose rates, were obtained with G. pulex and both species of fish. Rainbow trout appeared to be about three times more susceptible to cyper-methrin than common carp, with calculated LD₅₀ values of 92 and 300 g a. i. ha^?1, respectively. It is therefore most unlikely that fish mortality would result from the use of cypermethrin in normal agricultural practice.     

Comparative metabolism and disposition of [14C-benzyl] cypermethrin in quail,rat and mouse

The excretion and metabolism of cis + trans-[¹⁴C-benzyl] cypermethrin has been compared in quail, rat and mouse. Radioactivity was rapidly eliminated by quail dosed orally with [¹⁴C]cypermethrin (2 mg kg^?1), as was the case in the rat and the mouse. When the birds were dosed intraperitoneally (IP) with the ¹⁴C-labelled pyrethroid, radioactivity was excreted more slowly than after oral dosing, and almost 20% of the IP dose of ¹⁴C remained in the tissues after 7 days. Both mammalian species excreted [¹⁴C]cypermethrin more rapidly than did the avian species after IP administration, and less than 6% of the dose remained in their tissues after several days. The biotransformation of the pyrethroid was more complex in the avian species (34 metabolites) than in the two mammals (some 10 metabolites in each species). In quail the predominant reactions were ester bond cleavage of cypermethrin together with either aromatic hydroxylation or amino acid conjugation of the 3-phenoxybenzyl moiety. The hydroxylated derivatives were eliminated mainly as sulphates. 3-Phenoxybenzoic acid was conjugated with a variety of amino acids including glycine, taurine, glutamic acid, serine, α-N-acetylornithine and the dipeptide glycylualine. The last two conjugations are unique to avian species. The major metabolite of cypermethrin in the rat was the sulphate conjugate of 3-(¹⁴-hydroxyphenoxy)benzoic acid, whereas in the mouse the major products were 3-phenoxybenzoic acid and its taurine conjugate. Thus, in the mammalian species where hydroxylation was maximal, amino acid conjugation was a minor metabolic route und vice versa. However, in the quail, aromatic hydroxylation and amino acid conjugation of the 3-phenoxybenzyl moiety of cypermethrin were both major reactions. The influence of the rates and sites of metabolism, and of the enzymology of amino acid conjugation, in determining this species difference are discussed. The rapid metabolism of cypermethrin to a variety of polar conjugates that are readily excreted, together with the low brain sensitivity of birds compared with mammals to its neurotoxic effects, explains the low acute toxicity of this pyrethoid to avian species.     

Pyrethroid residues in sediment and water samples from mesocosm and farm pond studies of simulated accidental aquatic exposure

This paper describes the residue analysis of water and hydrosoil samples taken from two separate large-scale aquatic ecotoxicology trials designed to assess the environmental fate and effects of the pyrethroids lambda-cyhalothrin and cypermethrin. Comparison of the results demonstrates the high degree of reproducibility of the chemical residue found the day after treatment using experimental mesocosms (lambda-cyhalothrin) as opposed to an in-use farm pond (cypermethrin). Both studies showed that pyrethroid residues were rapidly lost from the water column: residues of lambda-cyhalothrin were less than 2 ng litre^?1 following the final application of a cumulative seasonal exposure equivalent to twelve ?drift’? and six ?run-off’? events, each delivering a dose equivalent to that expected from a typical event under field conditions. Hydrosoil appeared to act as a sink for pyrethroid residues and, under the stringent test conditions of the mesocosm study, lambda-cyhalothrin residues reached 3.2 μg kg^?1 following the seasonal exposure described above. The cypermethrin farm-pond study illustrated the localised pattern of exposure expected under natural field conditions, with site topography and cultivation practices which represent an average ?worst case’?. Residues in hydrosoil reached a maximum level of approximately 25 μg kg^?1 in one sampling zone at one interval, and thereafter declined to a level of < 9 μg kg^?1 within four months.     

Impact of spray application methodology on the development of resistance to cypermethrin and spinosad by fall armyworm Spodoptera frugiperda (JE Smith)

The development of resistance to an insecticide under various types of application method has yet to be reported in the literature. Five fall armyworm Spodoptera armigera (JE Smith) colonies were reared in a chamber for ten generations before starting topical application bioassays. From each colony, 200-500 third-fourth-instar larvae were fed for 72 h on corn plants sprayed with cypermethrin or spinosad at minimum application rate (20 g ha(-1)) using a small droplet size nozzle XR8001VS (volume median diameter D(v0.5) = 163 microm) or a large droplet size nozzle XR8008VS (D(v0.5) = 519 microm). Surviving larvae were transferred to untreated corn leaves to complete their life cycle. Next-generation third-instar larvae of each colony were topically dosed with technical cypermethrin or spinosad at 1 microL per larva, and mortality was recorded 24 h post-treatment. The results indicated that cypermethrin demonstrated an insecticidal activity greater than that of spinosad, and the cypermethrin regression lines moved to the right faster than those for spinosad, indicating an increased tolerance of cypermethrin. Generally, larvae from all generations (F1-F7) under the XR8008VS treatments were less susceptible to cypermethrin and developed resistance faster and to higher levels than larvae from the XR8001VS treatments. The confidence limits (95%) of LD(50) for all spinosad treatments indicated that there was no significant difference from the LD(50) value of the susceptible reference strain. The results are a first indication that application technology/insecticide reaction may affect the rapidity of resistance development in certain pest/plant scenarios, but field studies are needed to confirm this conclusion.     

Excretion and residues of the pyrethroid insecticide cypermethrin in laying hens

Laying hens were treated daily for 14 days with oral doses of [¹⁴C-phenoxy]cypermethrin (1.52 mg day^?1, 0-7 mg kg^?1) formulated on a small quantity of diet. Radioactivity in the eggs reached a plateau value of 0.05 μg equivalents g^?1 8 days after the start of dosing. Most of the residue was found in the yolk and was a mixture of cypermethrin and material which was closely associated with neutral lipids and phosphatidyl cholines. Four and a half hours after the last dose, the birds were killed and selected tissues were taken for analysis. The highest residue was found in the liver. This was composed of cypermethrin and a mixture of very polar metabolites which were not hydrolysed to significant amounts of 3-phenoxybenzoic acid or its 4-hydroxy derivative.     

The metabolism of cypermethrin in plants: The conjugation of the cyclopropyl moiety

The metabolism of the pyrethroid insecticide cypermethrin ([S,R,]-α-cyano-3-phenoxybenzyl-(1R,1S,cis,trans)-2,2-dimethyl-3-(2′,2′-dichlorovinyl)cyclopropane carboxylate), I, has been examined in lettuce plants grown and treated twice under outdoor conditions with ¹⁴C-cyclopropyllabeled material. The application rate at each treatment was equivalent to 0.3 kg/ha. At harvest, 21 days after the last application, the plants contained mainly unchanged cypermethrin (33% of the total radiolabel present) and polar materials (54%) which were shown to be conjugates of trans-2(2′,2′-dichlorovinyl)-3,3-dimethylcyclopropane carboxylic acid (II). One of these was identified as the β,d-glucopyranose ester. In separate experiments the uptake and metabolism of the acid (II) in cotton leaves were examined in the laboratory and the acid was shown to be readily converted into a mixture of the β,d-glucopyranose ester, an acidic derivative of this, and disaccharide derivatives including the glucosylarabinose ester and the glycosylxylose ester. Subsequently, cotton leaves were exposed to solutions of these individual conjugates, and interconversions between these metabolites were observed.     

贵州地区茶叶及茶汤中氯氰菊酯残留量检测及其摄入风险分析

采用气相色谱建立了茶叶样品中氯氰菊酯残留量检测方法;通过对贵州省市售茶叶样品中氯氰菊酯的残留情况进行抽检,以了解其市售茶叶的安全性;通过田间试验制备浸泡实验用茶叶样品,设计正交实验研究了影响茶汤中氯氰菊酯浸出率的因素。结果表明,市场抽检茶叶样品中氯氰菊酯残留量平均值为0.919 mg/kg,最高残留量为1.52 mg/kg,低于茶叶中氯氰菊酯的最大残留限量(MRL)标准20 mg/kg;正交实验表明,浸泡次数和浸泡时间是影响氯氰菊酯浸出率的主要因素,茶汤中氯氰菊酯的最高浸出率为5.76%。按人均最高泡茶用量13 g/d计算,由饮茶而进入人体 的氯氰菊酯的最大量为1.5×10-2 mg/d,按氯氰菊酯每日最大允许摄入量(ADI)为0.05 mg/kg bw、 平均体重60 kg计,则其安全系数(K)为200。     

The absorption of cypermethrin in the grasshopper Melanoplus sanguinipes (Fab.): Effects of volatilisation,temperature, age,sex and parasitisation by Malameba locustae (King and Taylor)

The residues from metered doses of cypermethrin were recovered from excised portions of grasshopper cuticle to determine losses by volatilisation. Residues from similar doses were also recovered from the cuticles of intact grasshoppers and from whole body homogenates after rinsing the cuticle, to determine rates of absorption and losses from metabolism. Residues were recovered from males and females one week and three weeks after fledging in grasshoppers infected with Malameba locustae and in uninfected ones. They were maintained at 15 or 30°C and sampled from each combination of factors at 4, 8, 16, 24, 30 and 48 h after treatment. There was no measurable loss of cypermethrin by volatilisation up to 72 h after application to excised portions of cuticle at either 15 or 30°C. In all combinations of factors, more cypermethrin was recovered externally (P <0.05) from grasshoppers held at 15°C than those held at 30°C and more from infected grasshoppers than from those that were uninfected. Significantly more cypermethrin was also recovered externally from males than from females (P <0.05) and more from infected one-week-old grasshoppers than those that were three weeks old. At 15°C there was a gradual trend towards accumulation of cypermethrin internally, but at 30°C an initial trend towards accumulation was followed by one of decline. Residual cypermethrin recovered could in general be related to the negative temperature coefficient of toxicity, to a decreased sensitivity to cypermethrin in infected grasshoppers and to an increased sensitivity in older grasshoppers.     

Excretion and residues of the pyrethroid insecticide cypermethrin in lactating cows

Two radiolabelled forms of racemic [¹⁴C]cypermethrin (¹⁴C at the benzylic carbon or at C-1 of the cyclopropane ring) were separately administered twice daily to lactating cows in portions of the feed. The amounts dosed were equivalent to 0.2, 5 and 10 μg of cypermethrin per g of feed. The radioactivity eliminated in the milk indicated that the ingestion and elimination of radioactivity were in balance at about day 4 after the start of dosing. Urine and faeces were equally the major routes of elimination, and only a fraction of a percent of the dose appeared in the milk. The residue in the milk was unchanged cypermethrin and was found at a concentration that was proportional to the dose. At the high cypermethrin intake of 10 μg g^?1 of diet, the residue in the milk was 0.03 μg g^?1. Concentrations of residues in the tissues, measured after 7, 20 or 21 days of treatment, were low and in the order: liver>kidney>renal fat>subcutaneous fat>blood>muscle>brain. The major residue in the liver and kidney of a cow that received 10 μg of cypermethrin per g of diet was N-(3-phenoxybenzoyl)glutamic acid. Other conjugates of 3-phenoxybenzoic acid and of 3-(4-hydroxyphenoxy)benzoic acid (unidentified, with the exception of the glycine conjugate) were also present. The residue in fat (about 0.1 μg g^?1 from an intake of 10 μg g^?1 of feed) consisted mainly of cypermethrin.     

Cereal leaf beetles (Oulema spp., Coleoptera: Chrysomelidae) control following various dates of wheat sowing and insecticidal treatments

In this paper, we report the sowing date and intensity of chemical control on presence of the cereal leaf beetles (CLB) on spring wheat. The CLB monitoring (Oulema melanopus L. and Oulema gallaeciana Voet.) was conducted in May–June of each year, following the announcement of the IOR-PiB in Poznań (Institute of Plant Protection, National Research Institute), that economic threshold levels in Poland of this pest is observed. For the spring sowing dates between (20 March–20 April) and late autumn sowings (21 November–7 December) larger amounts of CLB adults (1.6–1.1) in comparison to early autumn sowings (25 October–02 November) were noticed (0.4). Following the insecticidal seed treatment with imidacloprid, the occurrence of adults was 0.2–0.7 individual per stem, while the use of fungicidal treatment with triadimenol–imazalil–fuberidazol resulted in average 1.1–2.2 individual per stem. The reduction in the number of larvae per stem was 7–10 fold larger following the foliar application (pirimicarb + dimethoate + cypermethrin) compared to the seed treatment with imidacloprid. The lowest grain yield (3.83 t ha^?1) from the spring crop without any insecticide was obtained. Foliar application with blend of pirimicarb + dimethoate + cypermethrin increased the yield crop by 0.41 t ha^?1 (10.7%) and additionally by 0.78 t ha^?1 (20.4%) to compare to the fungicidal control when imidacloprid was used. Wheat seed treatment with imidacloprid and sowing date in autumn showed to be suitable and economically efficient preventive strategies for controlling the pest population.     

Excretion,distribution and depletion of [14C]cypermethrin and cis and trans isomers of 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylic acid administered orally to laying hens

Radiolabelled racemic cypermethrin, and the cis and trans isomers of 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylic acid (labelled at C-1 of the cyclopropane ring) were each separately administered orally in feed for three consecutive days to White Leghorn laying hens. The amount of individual compound dosed was approximately 7.5 mg per hen per day. Radiocarbon was eliminated very rapidly in excreta. Tissue residues were generally very low with the exception of fat depots, but trace amounts of radiocarbon residues were still detectable in fat, liver and kidney 11 days post-treatment. Residues were detected in the egg albumen of hens treated with cypermethrin and cis isomer of the acid, but none was detected from trans acid. Metabolites identified included products arising from the hydrolysis of the ester bond of cypermethrin, followed by oxidative attack on one or both methyl groups. The rate of oxidative attack on methyl groups was influenced by the geometry of the dichlorovinyl group. On the basis of the metabolites identified a metabolic pathway for cypermethrin in laying hens was proposed which included hydrolysis of the ester bond followed by oxidation of methyl group(s). The data indicate that use of cypermethrin as recommended should not produce residues in eggs and meat of laying hens at levels that are of toxic concern.     

Residues of zeta‐cypermethrin in bovine tissues and milk following pour‐on and spray application

The depletion of zeta‐cypermethrin residues in bovine tissues and milk was studied. Beef cattle were treated three times at 3‐week intervals with 1 ml 10 kg^?1 body weight of a 25 g litre^?1 or 50 g litre^?1 pour‐on formulation (2.5 and 5.0 mg zeta‐cypermethrin kg^?1 body weight) or 100 mg kg^?1 spray to simulate a likely worst‐case treatment regime. Friesian and Jersey dairy cows were treated once with 2.5 mg zeta‐cypermethrin kg^?1 in a pour‐on formulation. Muscle, liver and kidney residue concentrations were generally less than the limit of detection (LOD = 0.01 mg kg^?1). Residues in renal‐fat and back‐fat samples from animals treated with 2.5 mg kg^?1 all exceeded the limit of quantitation (LOQ = 0.05 mg kg^?1), peaking at 10 days after treatment. Only two of five kidney fat samples were above the LOQ after 34 days, but none of the back‐fat samples exceeded the LOQ at 28 days after treatment. Following spray treatments, fat residues were detectable in some animals but were below the LOQ at all sampling intervals. Zeta‐cypermethrin was quantifiable (LOQ = 0.01 mg kg^?1) in only one whole‐milk sample from the Friesian cows (0.015 mg kg^?1, 2 days after treatment). In whole milk from Jersey cows, the mean concentration of zeta‐cypermethrin peaked 1 day after treatment, at 0.015 mg kg^?1, and the highest individual sample concentration was 0.025 mg kg^?1 at 3 days after treatment. Residues in milk were not quantifiable beginning 4 days after treatment. The mean concentrations of zeta‐cypermethrin in milk fat from Friesian and Jersey cows peaked two days after treatment at 0.197 mg kg^?1 and 0.377 mg kg^?1, respectively, and the highest individual sample concentrations were 2 days after treatment at 0.47 mg kg^?1 and 0.98 mg kg^?1, respectively. © 2001 Society of Chemical Industry     

10th British Weed Control Conference

The performance of different spray droplet spectra of cypermethrin from cone nozzles applied to brassica leaves was evaluated by bioassay using Plutella xylostella larvae. A spray droplet spectrum containing small droplets (VMD = 119 μm) caused a significantly higher knockdown and mortality compared to a coarser spray (VMD = 210 μm). No significant difference in the responses was observed when cypermethrin was sprayed over the top of the plants compared to plants sprayed from both sides using either nozzle; but the fine spray consistently gave better knockdown and mortality regardless of spray direction. The results indicated that spray effectiveness of cypermethrin could be improved by using a fine spray nozzle.     

Contact activity of synthetic pyrethroids against adult grass grub,Costelytra zealandica (white)

The field life for contact activity of cypermethrin and permethrin, applied to pasture, was similar for all of five application rates between 0.25 and 1.5 kg ha^?1. Laboratory bioassays with grass grub beetles, Costelytra zealandica (White), showed that the insecticides lost their activity after about 4–9 days on pasture. Microencapsulation significantly increased the active field life of permethrin.     

Binary mixtures of pyrethroids produce differential effects on Ca influx and glutamate release at isolated presynaptic nerve terminals from rat brain

Isolated rat brain synaptosomes were used to evaluate the action of pyrethroid mixtures on Ca²⁺ influx and subsequent glutamate release under depolarizing conditions. In equipotent binary mixtures at their respective and/or estimated EC₅₀s with deltamethrin always as one of the two components, cismethrin, λ-cyhalothrin, cypermethrin, esfenvalerate and permethrin were additive and S-bioallethrin, fenpropathrin and tefluthrin were less-than-additive on Ca²⁺ influx. In binary mixtures with deltamethrin always as one of the two components, esfenvalerate, permethrin and tefluthrin were additive and λ-cyhalothrin was less-than-additive on glutamate release. Binary mixture of S-bioallethrin and cismethrin was additive for both Ca²⁺ influx and glutamate release. Only a subset of pyrethroids (S-bioallethrin, cismethrin, cypermethrin, and fenpropathrin) in binary mixtures with deltamethrin caused a more-than-additive effect on glutamate release. These binary mixtures were, however, only additive (cismethrin and cypermethrin) or less-than-additive (S-bioallethrin and fenpropathrin) on Ca²⁺ influx. Therefore, increased glutamate release evoked by this subset of pyrethroids in binary mixture with deltamethrin is not entirely occurring by Ca²⁺-dependent mechanisms via their action at voltage-sensitive calcium channels. These results suggest that pyrethroids do not share a common mode of toxicity at presynaptic nerve terminals from rat brain and appear to affect multiple target sites, including voltage-sensitive calcium, chloride and sodium channels.     

Characterization of 11 commercial pyrethroids on the functional attributes of rat brain synaptosomes

The action of 11 commercial pyrethroids on Ca²⁺ influx and glutamate release was assessed using high-throughput functional assays with rat brain synaptosomes to better understand the mechanistic nature of pyrethroid-induced neurotoxicity and aid in the reassessment of pyrethroids in vivo. Concentration-dependent response curves for each of the non-cyano and α-cyano containing pyrethroids were determined and the data used in a cluster analysis. The previously characterized α-cyano pyrethroids that induce the CS-syndrome (cypermethrin, deltamethrin, and esfenvalerate) increased Ca²⁺ influx and glutamate release, and clustered with two other α-cyano pyrethroids (β-cyfluthrin and λ-cyhalothrin) that shared these same actions. Previously characterized T-syndrome pyrethroids (bioallethrin, cismethrin, and fenpropathrin) did not share these actions and clustered with two other non-cyano pyrethroids (tefluthrin and bifenthrin) that likewise did not elicit these actions. Our current findings indicate that pyrethroids that have an α-cyano group (with the exception of fenpropathrin) were more potent enhancers of Ca²⁺ influx and glutamate release under depolarizing conditions than pyrethroids that did not possess this functional group. The collective data set does not support the hypothesis that pyrethroids, as a class, act in a similar fashion at presynaptic nerve terminals.     

Disposition kinetics of cypermethrin and fenvalerate in black bengal lactating goats

Disposition kinetics of cypermethrin and fenvalerate were investigated in lactating black Bengal goats following single dose intravenous administration at 57 and 45 mg kg^?1 respectively. The maximum and minimum blood concentrations of cypermethrin were 18.49 (±3.17) and 0.06 (±0.002) μg ml^?1, while the corresponding values for fenvalerate were 14.58 (±2.37) and 0.04 (±0.005) μg ml^?1 respectively. Both cypermethrin and fenvalerate remained present in blood for 36 h. The mean t1/2β) and Vd_area values were 5.56 (±0.28) h and 10.38 (±2.20) litre kg^?1 for cypermethrin and 5.66 (±0.35) h and 11.31 (±2.20) litre kg^?1 respectively for fenvalerate. Both cypermethrin and fenvalerate persisted in goat milk for 36 h. The t1/2β) and AUC values of fenvalerate were 7.37 (±1.84) h and 122.38 (±11.65) μg h ml^?1 whilst the corresponding values for cypermethrin were 6.66 (±1.54) h and 99.48 (±7.81) μg h ml^?1 in milk respectively.     

Concurrent events in the uptake by insects of cypermethrin from a microemulsion formulation

Changes in formulation composition at the site of in-vivo applications of an oil-in-water cypermethrin microemulsion have been determined on American cockroaches (Periplaneta americana). Surface washes of 0.6-μl deposits on femur cuticle recovered decreasing amounts of radio-labelled diluent water, toluene and cypermethrin with time. After 30 min, only cypermethrin (22.5 % w/w initial dose) could be removed in significant amounts. Extraction of cuticle underlying the site of application indicated similar but independent, patterns of initially increasing levels followed by a decline from the maximum, for all three compounds. Recoveries of formulants in the surface washes were utilised to describe the post-application nature of the microemulsion deposit as provided by the formulation phase diagram. The initial and most rapid movement of cypermethrin away from the surface deposit apparently took place via the intact oil-in-water microemulsion. Some 6 min after application, the deposit entered a viscoelastic gel phase with no further phase change indicated.     

The bioaccumulation and biotransformation of cis,trans-cypermethrin in the rat

The disposition of the pyrethroid insecticide cypermethrin, (RS)-a-cyano-3-phenoxybenzyl (1RS)-cis, trans-3-(2,2-dichlorovinly)-2, 2-dimethylcyclopropane-carboxylate, has been studied in male and female rats following a single toxic oral dose (200mg kg⁻¹) of two radiolabelled forms ([¹⁴C-benzyl] and [¹⁴C-cyclopropyl]) of the insecticide. The bioaccumulation and elimination of ¹⁴C-benzyl-labelled cypermethrin, following repeated administration at a sub-toxic dose (2mg kg⁻¹), has also been studied in male and female rats. Although, at the toxic dose, radioactivity from the two radiolabelled forms was rapidly eliminated in urine and faeces, the increased excretion in the faeces, over that for low doses, was evidence that absorption was incomplete. The major pathways of metabolism involved cleavage of the ester bond, with subsequent hydroxylation and glucuronidation of the cyclopropyl acid moieties, together with hydroxylation and sulphation of the 3-phenoxybenzyl moiety. The absence of sex- or dose-dependent changes was reflected by the constant proportions of these metabolites found in the urine. Constant levels of radioactivity in tissues were achieved rapidly, generally within the first week of repeated administration. Elimination was rapid on the cessation of dosing, although less rapid from the fat and skin. The material in the fat was mainly the cis-isomers of cypermethrin, which were eliminated with a mean half-life of 18.2 days, compared with 3.4 days for the trans-isomers.