Abstracts
Bifenthrin
CAS Nos. 82657-04-3 (Cis) - 83322-02-5 (Trans)
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Adverse Effects

ACTIVITY: Insecticide, Acaricide (pyrethroid)

CAS Name: (2-methyl[1,1?-biphenyl]-3-yl)methyl 3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethylcyclopropanecarboxylate

Structure:

 

2004-2006 - US EPA CHEERS study in Jacksonville, Duval County, Florida.
This 2-year study of children's exposure to selected pesticides and chemicals has ignited enormous controversy. Bifenthrin was one of 16 pesticides selected to be monitored in children (ages 0-3 years). See FAN's updates on this study.

Reports available from
The National Technical Information Service
(NTIS)

Order from NTIS by: phone at 1-800-553-NTIS (U.S. customers); (703)605-6000 (other countries); fax at (703)605-6900; and email at orders@ntis.gov. NTIS is located at 5285 Port Royal Road, Springfield, VA, 22161, USA.
Order No. Title Keywords / Abstract

NTIS/OTS0539723

EPA/OTS; Doc #88-920003135

1992 - CONCERNING A 28-DAY RANGE FINDING STUDY WITH FMC 54800 IN RATS FMC CORP
FMC 54800
HEALTH EFFECTS
SUBCHRONIC TOXICITY
MAMMALS
RATS
ORAL
DIET
CAS Registry Numbers: 82657-04-3

NTIS/OTS0539724

EPA/OTS; Doc #88-920003136

1992 - INITIAL SUBMISSION: LETTER FROM FMC CORP SUBMITTING INFORMATION CONCERNING A SKIN SENSITIZATION STUDY WITH FMC 54800 IN GUINEA PIGS FMC CORP
FMC 54800
HEALTH EFFECTS
PRIMARY DERMAL SENSITIZATION
MAMMALS
GUINEA PIGS
DERMAL
CAS Registry Numbers: 82657-04-3

NTIS/OTS0539727

EPA/OTS; Doc #88-920003139

1992 - INITIAL SUBMISSION: LETTER FROM FMC CORP SUBMITTING INFORMATION CONCERNING AN ACUTE ORAL TOXICITY STUDY WITH FMC 54800 IN RATS FMC CORP
FMC 54800
HEALTH EFFECTS
ACUTE TOXICITY
MAMMALS
RATS
ORAL
GAVAGE
CAS Registry Numbers: 82657-04-3

NTIS/PB89-129746

7p

1988 - Pesticide Fact Sheet Number 177: Bifenthrin.

Environmental Protection Agency, Washington, DC. Office of Pesticide Programs.

The document contains up-to-date chemical information, including a summary of the Agency's regulatory position and rationale, on a specific pesticide, viz.: bifenthrin. A Fact Sheet is issued after one of the following actions has occurred: issuance or reissuance of a registration standard; issuance of each special review document; registration of a significantly changed use pattern; registration of a new chemical; or an immediate need for information to resolve controversial issues relating to a specific chemical or use pattern.

http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?cmd=Retrieve&db=pubmed&dopt=Abstract&list_uids=16221961&query_hl=8&itool=pubmed_docsum

Toxicol Sci. 2006 Jan;89(1):271-7.
 
Relative potencies for acute effects of pyrethroids on motor function in rats.

Wolansky MJ, Gennings C, Crofton KM.

National Research Council, Research Triangle Park, North Carolina 27711, USA.

The prevalence of pyrethroids in insecticide formulations has increased in the last decade. 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. The objective of this work was to characterize individual dose-response curves for in vivo motor function and calculate relative potencies for eleven commonly used pyrethroids. 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). Motor function was measured using figure-8 mazes. Animals were tested for 1 h during the period of peak effects. All pyrethroids, regardless of structural class, produced dose-dependent decreases in motor activity. Relative potencies were calculated based on the computed ED30s. Deltamethrin, with an ED30 of 2.51 mg/kg, was chosen as the index chemical. Relative potency ratios ranged from 0.009 (resmethrin) to 2.092 (esfenvalerate). Additional work with environmentally-based mixtures is needed to test the hypothesis of dose-additivity of pyrethroids.

PMID: 16221961 [PubMed - in process]

Note: Of the pesticides cited above, the following are fluorinated: bifenthrin, tefluthrin, beta-cyfluthrin, lambda-cyhalothrin.


http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?cmd=Retrieve&db=pubmed&dopt=Abstract&list_uids=15624354&query_hl=11

J UOEH. 2004 Dec 1;26(4):423-30.

Tumor-promoting activity and mutagenicity of 5 termiticide compounds.

Goto S, Asada S, Fushiwaki Y, Mori Y, Tanaka N, Umeda M, Nakajima D, Takeda K.

Research Center for Material Cycles and Waste Management, National Institute for Environmental Studies, Onogawa, Tsukuba, Ibaraki 305-8506, Japan.

The tumor-promoting activities of 5 commercial compounds used in termiticides were measured by a cell-transformation assay employing Bhas 42 cells. Their initiating activities were also measured by the microsuspension assay employing S. typhimurium TA98 and TA100 strains. The results of the transformation assay confirmed the tumor-promoting activities of fenitrothion, silafluofen and bifenthrin. Furthermore, the mutagenicity of S-421 and fenitrothion were also confirmed. Consideration of 2-stage carcinogenesis suggests that concurrent use of and long-term exposure to these compounds that have tumor-promoting and initiator activity, and compounds exhibiting either type of activity individually should be avoided as much as possible.

PMID: 15624354 [PubMed - indexed for MEDLINE]

Note from FAN: Silafluofen is a fluoridated pesticide.

 

Full article at Science Direct

Biochimica et Biophysica Acta (BBA) - Volume 1760, Issue 1 , January 2006, Pages 95-103

Relationship between toxicity of selected insecticides and expression of stress proteins (HSP, GRP) in cultured human cells: Effects of commercial formulations versus pure active molecules

Dalila Skandrani, Yolande Gaubin, Christian Vincent, Bernadette Beau, Jean Claude Murat, Jean-Pierre Soleilhavoup and Françoise Croute,

Laboratoire de Biologie Cellulaire et Pollution, Faculté de Médecine-Purpan, 37 allées Jules Guesde, 31073 TOULOUSE cedex, France

Three carbamate (formetanate, methomyl, pyrimicarb) and one pyrethroid (bifenthrin) insecticides were investigated both as pure chemicals and as commercial formulations in order to unveil possible toxic effects of additives and solvents present in the commercial formulations and to evaluate the cellular stress response as a defense mechanism. Toxic effects were evaluated on A549 cells, derived from a human lung carcinoma, by measuring (1) threshold concentrations leading to a decrease of the growth rate (LOEC), (2) sublethal concentrations (SC) which arrested growth without killing the cells, and (3) expression levels of several stress proteins, i.e., HSP27, HSP72/73, HSP90, GRP78, and GRP94. As compared to the pure active molecule, LOEC appeared at lower concentrations when using the commercial formulations, i.e., Dicarzol (formetanate), Lannate20 (methomyl) and Talstar or Kiros EV (bifenthrin). Propylene glycol and propylene glycol monomethyl ether, respectively, present in Talstar and kiros, do not account for the high toxicity of these commercial formulations and do not potentiate the toxicity of bifenthrin. Additive but not synergistic adverse effects were observed when cells are exposed to a mixture of 4 different commercial formulations. Our results show that the concentrations of active molecules recommended in floricultural general use or for spray preparations are much higher than SC concentrations, as determined on A549 pulmonary cells. GRP78 was up-regulated by all the insecticides, commercial preparations being more efficient to trigger the stress reaction. This suggests that insecticides and additives present in commercial formulations disrupt ER functions. Conversely, HSP72/73 was found to be down-regulated by all the insecticides. This seems to be related with a decrease of protein synthesis in the cytosol, as a result of the ER unfolded protein response. Indeed, tunicamycin, known to inhibit N-linked glycosylation in the ER, was found to induce a similar inverse correlation between GRP78 overexpression and HSP72/73 underexpression. Expression of GRP94 was found to be increased and HSP27 lowered by the highest concentrations of bifenthrin commercial formulations. Methomyl and Lannate20 only induced an underexpression of HSP90.

Excerpt: To conclude, we showed on cultured human lung cells that
(i) cytotoxic effects and stress protein expression changes were induced by 3 days exposure to insecticide concentrations up to 100 times lower than those used in floriculture;
(ii) the presence of additives in the commercial formulations increase the toxicity by 2 to 150 times compared with pure active molecules;
(iii) the mixture of several pesticides have an additive effect on cytotoxicity.

Therefore, further studies on animal models will be necessary to confirm whether the toxicity of pesticides is commonly under-evaluated. Furthermore, whatever the model, the toxic effects must be assessed in the actual condition of use, i.e., using commercial formulations rather than pure compounds and testing simultaneously several pesticides, to evaluate their potential additive effects. Moreover, to allow the proper effect of the additive to be assessed, the providers must supply the accurate composition of their final products.


http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?cmd=Retrieve&db=pubmed&dopt=Abstract&list_uids=16385944&query_hl=8&itool=pubmed_docsum

Bull Environ Contam Toxicol. 2005 Sep;75(3):413-20.

Evaluation of possible health effects of pyrethroid insecticides, bifenthrin 10% WP, and deltamethrin 25% WG, on spraymen exposed in a field trial in India.

Srivastava HC, Kumar GP, Hassan A, Dabhi M, Pant CS, Yadav RS.

Malaria Research Center, Indian Council of Medical Research, Civil Hospital, Nadiad 387001, Gujarat, India.

No abstract available


http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?cmd=Retrieve&db=pubmed&dopt=Abstract&list_uids=16221961&query_hl=12

Toxicol Sci. 2005 Oct 12; [Epub ahead of print]
 
Relative Potencies for Acute Effects of Pyrethroids on Motor Function in Rats.

Wolansky MJ, Gennings C, Crofton KM.

National Research Council, Research Triangle Park, NC.

The prevalence of pyrethroids in insecticide formulations has increased in the last decade. 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. The objective of this work was to characterize individual dose-response curves for in vivo motor function and calculate relative potencies for eleven commonly used pyrethroids. 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]. Motor function was measured using figure-8 mazes. Animals were tested for one hour during the period of peak effects. All pyrethroids, regardless of structural class, produced dose-dependent decreases in motor activity. Relative potencies were calculated based on the computed ED30s. Deltamethrin, with an ED30 of 2.51 mg/kg, was chosen as the index chemical. Relative potency ratios ranged from 0.009 (resmethrin) to 2.092 (esfenvalerate). Additional work with environmentally-based mixtures is needed to test the hypothesis of dose-additivity of pyrethroids.

PMID: 16221961 [PubMed - as supplied by publisher]


http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?cmd=Retrieve&db=pubmed&dopt=Abstract&list_uids=16051293&query_hl=12

Toxicol Appl Pharmacol. 2005 Jul 25; [Epub ahead of print]
 
Structure-activity relationships for the action of 11 pyrethroid insecticides on rat Na(v)1.8 sodium channels expressed in Xenopus oocytes.

Choi JS, Soderlund DM.

Department of Entomology, New York State Agricultural Experiment Station, Cornell University, P. O. Box 462, Geneva, NY 14456, USA.

Pyrethroid insecticides bind to voltage-sensitive sodium channels and modify their gating kinetics, thereby disrupting nerve function. 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 sodium current of sensory neurons, expressed in Xenopus laevis oocytes. All 11 compounds produced characteristic sodium 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). Tail currents for the remaining compounds (bifenthrin, fenpropathrin, fenvalerate and tefluthrin) were monoexponential and decayed with kinetics intermediate between these extremes. Reconstruction of currents carried solely by the pyrethroid-modified subpopulation of channels revealed two types of pyrethroid-modified currents. The first type, found with cismethrin, allethrin, permethrin and tefluthrin, activated relatively rapidly and inactivated partially during a 40-ms depolarization. The second type, found with cypermethrin, cyfluthrin, cyhalothrin, deltamethrin, fenpropathrin and fenvalerate, activated more slowly and did not detectably inactivate during a 40-ms depolarization. Only bifenthrin did not produce modified currents that fit clearly into either of these categories. In all cases, the rate of activation of modified channels was strongly correlated with the rate of tail current decay following repolarization. Modification of Na(v)1.8 sodium channels by cyfluthrin, cyhalothrin, cypermethrin and deltamethrin was enhanced 2.3- to 3.4-fold by repetitive stimulation; this effect appeared to result from the accumulation of persistently open channels rather than preferential binding to open channel states. Fenpropathrin was the most effective compound against Na(v)1.8 sodium channels from the perspective of either resting or use-dependent modification. When use dependence is taken into account, cypermethrin, deltamethrin and tefluthrin approached the effectiveness of fenpropathrin. The selective expression of Na(v)1.8 sodium channels in nociceptive neurons suggests that these channels may be important targets for pyrethroids in the production of paresthesia following dermal exposure.

PMID: 16051293 [PubMed - as supplied by publisher]


http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?cmd=Retrieve&db=pubmed&dopt=Abstract&list_uids=15843646&query_hl=11

J Environ Qual. 2005 Apr 20;34(3):836-41. Print 2005 May-Jun.
 
Distribution and persistence of pyrethroids in runoff sediments.

Gan J, Lee SJ, Liu WP, Haver DL, Kabashima JN.

Department of Environmental Sciences, University of California, Riverside, CA 92521.

Pyrethroids are commonly used insecticides in both agricultural and urban environments. Recent studies showed that surface runoff facilitated transport of pyrethroids to surface streams, probably by sediment movement. Sediment contamination by pyrethroids is of concern due to their wide-spectrum aquatic toxicity. In this study, we characterized the spatial distribution and persistence of bifenthrin [BF; (2-methyl(1,1'-biphenyl)-3-yl)methyl 3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethylcyclopropanecarboxylate] and permethrin [PM; 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylic acid (3-phenoxyphenyl)methyl ester] in the sediment along a 260-m runoff path. Residues of BF and PM were significantly enriched in the eroded sediment, and the magnitude of enrichment was proportional to the downstream distance. At 145 m from the sedimentation pond, BF was enriched by >25 times, while PM isomers were enriched by >3.5 times. Pesticide enrichment along the runoff path coincided with enrichment of organic carbon and clay fractions in the sediment, as well as increases in adsorption coefficient K(d), suggesting that the runoff flow caused selective transport of organic matter and chemical-rich fine particles. Long persistence was observed for BF under both aerobic and anaerobic conditions, and the half-life ranged from 8 to 17 mo at 20 degrees C. The long persistence was probably caused by the strong pesticide adsorption to the solid phase. The significant enrichment, along with the prolonged persistence, suggests that movement of pyrethroids to the surface water may be caused predominantly by the chemically rich fine particles. It is therefore important to understand the fate of sediment-borne pyrethroids and devise mitigation strategies to reduce offsite movement of fine sediment.

PMID: 15843646 [PubMed - in process]


http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?cmd=Retrieve&db=pubmed&dopt=Abstract&list_uids=15839572&query_hl=11

Environ Toxicol Chem. 2005 Apr;24(4):966-72.

Use and toxicity of pyrethroid pesticides in the Central Valley, California, USA.

Amweg EL, Weston DP, Ureda NM.

Department of Integrative Biology, University of California, Berkeley, California 94720-3140, USA. eamweg@socrates.berkeley.edu

The use of pyrethroid insecticides is increasing for agriculture, commercial pest control, and residential consumer use. In addition, there is a trend toward the use of newer and more potent compounds. Little is known about the toxicity of sediment-associated pyrethroid residues to aquatic organisms, yet recent work has shown they commonly are found in aquatic sediments in the heavily agricultural Central Valley of California, USA. Minimal data exist on the sensitivity of standard sediment toxicity testing species to pyrethroids, despite two or more decades of agricultural use of these compounds. Sediment concentrations causing acute toxicity and growth impairment to the amphipod Hyalella azteca were determined for six pyrethroids in three sediments, ranging from 1.1 to 6.5% organic carbon (OC). In order of decreasing toxicity of sediment-associated residues, the compounds tested were bifenthrin (average 10-d median lethal concentration [LC50] = 0.18 microg/g OC), lambda-cyhalothrin (0.45 microg/g OC), deltamethrin (0.79 microg/g OC), esfenvalerate (0.89 microg/g OC), cyfluthrin (1.08 microg/g OC), and permethrin (4.87 microg/g OC). In a sediment containing about 1% OC, most pyrethroids, except permethrin, would be acutely toxic to H. azteca at concentrations of 2 to 10 ng/g dry weight, a concentration only slightly above current analytical detection limits. Growth typically was inhibited at concentrations below the LC50; animal biomass on average was 38% below controls when exposed to pyrethroid concentrations roughly one-third to one-half the LC50. Survival data are consistent with current theory that exposure occurs primarily via the interstitial water rather than the particulate phase. A reanalysis of previously reported field data using these toxicity data confirms that the compounds are exceeding concentrations acutely toxic to sensitive species in many agriculture-dominated water bodies.

PMID: 15839572 [PubMed - in process]


http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?cmd=Retrieve&db=pubmed&dopt=Abstract&list_uids=15734586&query_hl=11

Environ Pollut. 2005 May;135(2):267-74.
 
In vitro toxicity of selected pesticides on RTG-2 and RTL-W1 fish cell lines.

Babin MM, Tarazona JV.

Laboratory for Ecotoxicology, Department of the Environment, INIA, Crta. de La Coruna Km 7, 28040 Madrid, Spain. babin@inia.es

The rainbow trout fish cell lines RTG-2 and RTL-W1 were used to determine the cytotoxic effects of the pesticides bifenthrin, cypermethrin, cyhalothrin, lambda-cyhalothrin, quinalphos and chlorpyrifos. Cytotoxicity was measured by EROD and beta-Gal enzymatic activities, the neutral red (NR) uptake assay, and the FRAME KB protein (KBP) assay. The beta-Gal activity was unaffected by the pesticide exposure. The EROD activity was induced by cyhalothrin and lambda-cyhalothrin (RTG-2 and RTL-W1) and by bifenthrin (RTL-W1). Dose dependent inhibition responses were observed for EROD activity in cells exposed to quinalphos (RTL-W1) and chlorpyrifos (RTG-2 and RTL-W1). RTL-W1 offered a better response for EROD induction. The EC50 values on EROD endpoint were more sensitive than NR and KBP. The acute fish toxicity of chlorpyrifos and quinalphos depends highly on the species; the species sensitivity distributions cover several orders of magnitude and the values obtained for EROS were within the lowest part of the reported ranges.

PMID: 15734586 [PubMed - in process]

Note from FAN: Cyhalothrin and lamba-cyhalothrin are fluorinated pesticides.


Food Control Volume 16, Issue 3 , March 2005, Pages 231-237

Dissipation behavior of bifenthrin residues in tea and its brew

Dhananjay Kumar Tewary, Vipin Kumar, S. D. Ravindranath and Adarsh Shanker

Institute of Himalayan Bioresource Technology, Council of Scientific and Industrial Research, Palampur 176 061 (H.P), India
Received 6 September 2003;  Revised 24 February 2004;  accepted 26 February 2004.  Available online 15 April 2004.

Dissipation behavior of bifenthrin, a widely used non-systemic acaricide/insecticide, applied under field condition on tea crop in wet (mid-June–October) and dry season (November–mid-June) was studied in green shoots, made tea and its brew. A simple, rapid analytical procedure for the quantification of bifenthrin in these matrices was developed using gas chromatography with electron capture detector. Degradation rate in both wet and dry seasons followed first order kinetics with half lives in green leave in the range 0.52–0.77 and 1.20–1.32 days and in made tea were 0.55–0.60 and 1.03–1.06 days for wet and dry seasons respectively. Processing of green shoots caused considerable loss (42%) of residue and its only partial transfer (1.5–14%) in brew was observed. Based on the observation reported, a waiting period of at least three days before plucking the tea shoots after pesticide application at recommended dose (40 g a.i./ha) may be suggested and considered quite safe from point of health hazards due to toxic effect of residues in brew.


http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?cmd=Retrieve&db=pubmed&dopt=Abstract&list_uids=15632216&query_hl=11

Proc Natl Acad Sci U S A. 2005 Jan 18;102(3):701-6. Epub 2005 Jan 4.
 
Enantioselectivity in environmental safety of current chiral insecticides.

Liu W, Gan J, Schlenk D, Jury WA.

Department of Environmental Sciences, University of California, Riverside, CA 92521-0424, USA.

Chiral pesticides currently constitute about 25% of all pesticides used, and this ratio is increasing as more complex structures are introduced. Chirality occurs widely in synthetic pyrethroids and organophosphates, which are the mainstay of modern insecticides. Despite the great public concerns associated with the use of insecticides, the environmental significance of chirality in currently used insecticides is poorly understood. In this study, we resolved enantiomers of a number of synthetic pyrethroid and organophosphate insecticides on chiral selective columns and evaluated the occurrence of enantioselectivity in aquatic toxicity and biodegradation. Dramatic differences between enantiomers were observed in their acute toxicity to the freshwater invertebrates Ceriodaphnia dubia and Daphnia magna, suggesting that the aquatic toxicity is primarily attributable to a specific enantiomer in the racemate. In field sediments, the (-)enantiomer of cis-bifenthrin or cis-permethrin was preferentially degraded, resulting in relative enrichment of the (+)enantiomer. Enantioselective degradation was also observed during incubation of sediments under laboratory conditions. Enantioselectivity in these processes is expected to result in ecotoxicological effects that cannot be predicted from our existing knowledge and must be considered in future risk assessment and regulatory decisions.

PMID: 15632216 [PubMed - indexed for MEDLINE]


Full free report at http://www.icmr.nic.in/ijmr/2005/January/0107.pdf

Indian J Med Res. 2005 Jan;121(1):55-62.
 
Evaluation of bifenthrin treated mosquito nets against anopheline and culicine mosquitoes.

Batra CP, Raghavendra K, Adak T, Singh OP, Singh SP, Mittal PK, Malhotra MS, Sharma RS, Subbarao SK.

Malaria Research Centre and National Anti Malaria Programme, Delhi. batracp@icmr.org.in

BACKGROUND AND OBJECTIVES: The main rural malaria vector Anopheles culicifacies has developed resistance to dichloro diphenyl trichloroethane (DDT), hexachloro cyclo hexane (HCH) and malathion in the state of Haryana in northern India. An alternative synthetic pyrethroid insecticide bifenthrin was therefore evaluated on mosquito nets against anopheline and culicine mosquitoes, in two villages Jagdishpur and Garh Mirakpur of Community Health Center (CHC) Badhkhalsa in district Sonipat, Haryana state.
METHODS: Two formulations of bifenthrin, suspension concentrate (SC) and micro-emulsion (ME) were compared with micro-capsule suspension (CS) of lambdacyhalothrin. The impact of three doses of bifenthrin (10, 25 and 50 mg/m(2)) impregnated on mosquito nets was compared with lambdacyhalothrin (25 mg/m(2)) and untreated control. Quality assessment of treatment on treated nets was carried out by residue analysis and the persistence of the insecticide on nets was determined by contact bioassays. Efficacy of treated nets on mosquito density was assessed by calculating mosquito entry rate, immediate mortality, delayed mortality and excito-repellency to the insecticides.
RESULTS: In susceptibility tests An. culicifacies was susceptible to bifenthrin (0.1% test papers) and to lambdacyhalothrin (0.05% test papers). Bioassays on treated nets against A. culicifacies recorded 100 per cent mortality up to tenth fortnight for all the doses of impregnation with bifenthrin (SC and ME) and lambdacyhalothrin (CS). Ring-net bioassays against An. culicifacies showed median knock-down time between 3.1 to 11.4 min. Behavioural indices were also studied for anopheline and culicine mosquitoes. The reduction in entry rates of anopheline and culicine mosquitoes into the rooms with treated nets compared to control indicated good efficacy with all the formulations and doses of the insecticides.
INTERPRETAION AND CONCLUSION: Indoor (immediate) mortality of mosquitoes with bifenthrin ME formulation was relatively lower compared to SC fomulation of bifenthrin and based on delayed mortility and continued susceptibility in bioassays, bifenthrin ME at the rate of 10 mg/m(2) dose was found suitable for the impregnation of mosquito nets for phase III trial.

PMID: 15713980 [PubMed - indexed for MEDLINE]


http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?cmd=Retrieve&db=pubmed&dopt=Abstract&list_uids=15031006&query_hl=11

Environ Int. 2004 Jun;30(4):471-9.
 
Pesticides in shallow groundwater of Bahawalnagar, Muzafargarh, D.G. Khan and Rajan Pur districts of Punjab, Pakistan.

Tariq MI, Afzal S, Hussain I.

Directorate of Land Reclamation, Irrigation and Power Department Punjab, Canal Bank, Moghulpura, Lahore, Pakistan. tariqmi2000@yahoo.com

In Pakistan there is little data on environmental contamination of rural water sources by pesticides. This study evaluated pesticide contamination of groundwater in four intensive cotton growing districts. Water samples were collected from 37 rural open wells in the areas of Bahwalnagar, Muzafargarh, D.G. Khan and Rajan Pur districts of Punjab and analysed for eight pesticides which are mostly used. Information on types of pesticide used and distance to nearest pesticide mixing area and application areas was obtained for each site. From the eight pesticides analysed, six pesticides were detected in the water samples. Only cypermethrin and cabosulfan were not detected. The percentage of detection of bifenthrin, lambda-cyhalothrin, carbofuran, endosulfan, methyl parathion and monocrotophos was, respectively 13.5%, 5.4%, 59.4%, 8%, 5.4% and 35.1% in July; 16.2%, 13.55%, 43.2%, 8%, N.D. (not detected) and 24.3% in October. Maximum contamination levels (MCLs) established by the U.S. Environmental Protection Agency for drinking water were not exceeded. The study has shown the need for monitoring pesticide contamination in rural water resources, and the development of drinking water quality standards for specific pesticides in Pakistan. The conclusions and recommendations will be disseminated to senior decision makers in central and local governments, extension agents and farmers.

PMID: 15031006 [PubMed - indexed for MEDLINE]


http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?cmd=Retrieve&db=pubmed&dopt=Abstract&list_uids=15559825&query_hl=11

J Environ Sci (China). 2004;16(5):843-6.

Effects of bifenthrin on Daphnia magna during chronic toxicity test and the recovery test.

Ye WH, Wen YZ, Liu WP, Wang ZQ.

Institute of Environmental Sciences, Zhejiang University, Hangzhou 310029, China. zjuywh@sohu.com

The acute and chronic toxic effects of bifenthrin on Daphnia magna were studied. The results showed that 24 h-EC50, 48 h-LC50 and 96 h-LC50 of bifenthrin on D. magna were 3.24, 12.40 and 1.40 microg/L respectively. And the LOEC and NOEC of bifenthrin were 0.02 and 0.004 microg/L respectively. The recovery test of bifenthrin on Daphnia magna was presented. Daphnia magna (F0 generation) were exposed during 21 d to different bifenthrin concentrations. Offspring (animals from the first and third brood: F1 (1st) and F1 (3rd), respectively) were transferred to a free pesticide medium during a 21 d recovery period. In this recovery study, survival, growth, reproduction (mean total young per female, onset of reproduction and number broods per female) and the intrinsic rate of natural increase (r) were assessed as parameters. Reproduction such as number of young per female as well as length was still reduced in F1 (1st) generation daphnids from parentals (F0) exposed to the bifenthrin. However F, (3rd) individuals from parentals exposed to pesticide concentrations were able to restore reproduction when a recovery period of 21 d was allowed, but the length of F, (3rd) from parentals exposed to the 0.5 and 0.75 microg/L bifenthrin concentration was still significantly effected (P < 0.05).

PMID: 15559825 [PubMed - indexed for MEDLINE]


http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?cmd=Retrieve&db=pubmed&dopt=Abstract&list_uids=14768859&query_hl=11

Environ Toxicol Chem. 2004 Jan;23(1):1-6.

Microbial transformation of pyrethroid insecticides in aqueous and sediment phases.

Lee S, Gan J, Kim JS, Kabashima JN, Crowley DE.

Department of Environmental Sciences, University of California-Riverside, Riverside, California 92521, USA.

Recent studies showed that synthetic pyrethroids (SPs) can move via surface runoff into aquatic systems. Fifty-six of SP-degrading bacteria strains were isolated from contaminated sediments, of which six were evaluated for their ability to transform bifenthrin and permethrin in the aqueous phase and bifenthrin in the sediment phase. In the aqueous phase, bifenthrin was rapidly degraded by strains of Stenotrophomonas acidaminiphila, and the half-life (t1/2) was reduced from >700 h to 30 to 131 h. Permethrin isomers were degraded by Aeromonas sobria, Erwinia carotovora, and Yersinia frederiksenii. Similar to bifenthrin, the t1/2 of cis- and trans-permethrin was reduced by approximately 10-fold after bacteria inoculation. However, bifenthrin degradation by S. acidaminiphila was significantly inhibited in the presence of sediment, and the effect was likely caused by strong adsorption to the solid phase. Bifenthrin t1/2 was 343 to 466 h for a field sediment, and increased to 980 to 1200 h for a creek sediment. Bifenthrin degradation in the inoculated slurry treatments was not greatly enhanced when compared with the noninoculated system. Therefore, although SP-degrading bacteria may be widespread in aquatic systems, adsorption to sediment could render SPs unavailable to the degraders, thus prolonging their persistence.

PMID: 14768859 [PubMed - indexed for MEDLINE]


http://www.ncbi.nlm.nih.gov:80/entrez/query.fcgi?cmd=Retrieve&db=PubMed&list_uids=9210258&dopt=Abstract

Toxicol Pathol. 1997 May-Jun;25(3):268-74.

Mesenchymal tumors of the mouse urinary bladder with vascular and smooth muscle differentiation.

Butler WH, Cohen SH, Squire RA.

BIBRA Intranational, Carshalton, Surrey, United Kingdom.

Bifenthrin, a synthetic pyrethroid insecticide/miticide, has been fed to male and female Swiss Webster mice at levels of 0, 50, 200, 500, and 600 ppm in the diet for between 604 and 644 days. Tumors of the urinary bladder were observed and initially reported as leiomyosarcomas. Subsequently, the bladders were reviewed and the tumors showed a pattern of both epithelioid cells and spindle cells forming irregular vascular channels. The tumors appeared to arise from the trigone of the bladder and, in some cases, invaded the bladder wall. No metastases were recorded. The tumor is usually considered rare; however, in this study, it was commonly observed in all groups but predominantly in males. The histogenesis of the tumor is uncertain, but from its pleomorphic histological features, including smooth muscle and vascularity, it is probably derived from vascular mesenchyme.

PMID: 9210258 [PubMed - indexed for MEDLINE]


http://www.ncbi.nlm.nih.gov:80/entrez/query.fcgi?cmd=Retrieve&db=PubMed&list_uids=9039463&dopt=Abstract

Acta Neuropathol (Berl). 1997 Feb;93(2):159-65.

Increasing or decreasing nervous activity modulates the severity of the glio-vascular lesions of 1,3-dinitrobenzene in the rat: effects of the tremorgenic pyrethroid, Bifenthrin, and of anaesthesia.

Holton JL, Nolan CC, Burr SA, Ray DE, Cavanagh JB. M.R.C.

Toxicology Unit, University of Leicester, UK.

To test the hypothesis that altered neuronal activity may influence the extent and severity of the glio-vascular lesions produced by 1,3-dinitrobenzene (DNB), rats were either given the tremorgenic pyrethroid, Bifenthrin, or anaesthetised during various dosing schedules of DNB. When compared with controls dosed only with DNB, Bifenthrin tremor made both the ataxia and other functional effects caused by DNB more pronounced. Lesions in the brain stem were made significantly more severe and widespread across three dose levels of DNB. Centres such as facial nuclei, motor nuclei of fifth nerve, subthalamic nuclei and mamillary bodies, not damaged by DNB alone, were also affected in some animals. In contrast, general anaesthesia by either isoflurane ur urethane decreased the severity of the lesions, this being more pronounced with urethane. The character of the tissue changes, however, was not altered by these additional procedures. These findings support the suggestion that neuronal activity is one important determinant of the selective vulnerability of sensitive brain stem nuclei to glio-vascular damage from DNB intoxication.

PMID: 9039463 [PubMed - indexed for MEDLINE]


Free full report available at http://www.jbc.org/cgi/reprint/268/23/17114.pdf

J Biol Chem. 1993 Aug 15;268(23):17114-9.

Neurotoxin binding and allosteric modulation at receptor sites 2 and 5 on purified and reconstituted rat brain sodium channels.

Trainer VL, Moreau E, Guedin D, Baden DG, Catterall WA.

Department of Pharmacology, University of Washington, Seattle 98195.

Purified and reconstituted sodium channels have previously been shown to be functional in voltage-dependent ion conductance and in high affinity binding of tetrodotoxin and saxitoxin at neurotoxin receptor site 1 and alpha-scorpion toxins at receptor site 3, but high affinity binding of neurotoxins at receptor sites 2, 4, and 5 has not been demonstrated. The pyrethroid insecticide RU39568 enhances the specific binding of [3H]batrachotoxinin A 20-alpha-benzoate (BTX-B) to neurotoxin receptor site 2 on purified and reconstituted sodium channels up to 500-fold, reducing the Kd to 1.5 nM. Brevetoxins and alpha-scorpion toxins cause further allosteric enhancement of BTX-B binding. The pyrethroids deltamethrin and bifenthrin and the nonpyrethroid insecticide 2,2-bis(p-chlorophenyl)trichloroethane can partially substitute for RU39568 in enhancing BTX-B binding, but other pyrethroids are inactive. The brevetoxin PbTx-1 binds specifically to neurotoxin receptor site 5 on purified and reconstituted sodium channels with a Kd value of approximately 30 nM. Brevetoxin binding is enhanced up to 2-fold by the combination of batrachotoxin and RU39568. The allosteric enhancement of BTX-B binding by RU39568 is voltage dependent, decreasing progressively with depolarization to 0 mV. In contrast, PbTx-1 binding is not voltage dependent and PbTx-1 reduces the voltage dependence of the effect of RU39568. The results demonstrate restoration of high affinity binding and allosteric interactions of ligands at neurotoxin receptor sites 2 and 5 on purified and reconstituted sodium channels and provide an experimental approach to covalent labeling and identification of the peptide components of those receptor sites.

PMID: 8394327 [PubMed - indexed for MEDLINE]


http://www.ncbi.nlm.nih.gov:80/entrez/query.fcgi?cmd=Retrieve&db=PubMed&list_uids=11827273&dopt=Abstract

Chemosphere. 2002 Jan;46(2):173-85.

System-level responses of lake ecosystems to chemical stresses using exergy and structural exergy as ecological indicators.

Xu FL, Dawson RW, Tao S, Li BG, Cao J.

Department of Urban and Environmental Sciences, Peking University, Beijing, China. xufl@urban.pku.edu.cn

This paper presents the system-level responses of experimental lake ecosystems to three chemical stresses (acidification, copper and pesticide contamination) using exergy and structural exergy as ecological indicators. The results indicate that the doses or toxicity of the three chemical stressors contributed to changes in both exergy and structural exergy. Remarkable changes in exergy and structural exergy occurred under acidic conditions and in the presence of Dursban, 24D-DMA, permethrin, bifenthrin, Carbaryl, TCP, PCP, trichlorethylene, benzene, and high doses of Cu, oil, and hexazinone. This seemed to indicate that the subject ecosystems were seriously contaminated by these chemical stressors. For low doses of Cu, oil, atrazine, HCBP, and hexazinone, exergy and structural exergy were either unchanged or only slightly changed, suggesting that the lake ecosystems were not significantly impacted by these chemical stressors. Discussion of the relationships between ecosystem-level changes and structural and functional changes in stressed lake ecosystems indicates that the above-mentioned ecosystem-level changes were in accordance with the changes in structure and function. The observed changes in exergy and structural exergy were also consistent with Odum's predictions of shortened food chains, reduced resource use efficiency, poor stability, low information, and high entropy in stressed aquatic ecosystems. The findings lead the authors to conclude that it is feasible for exergy and structural exergy to serve as ecological indicators when characterizing the system-level responses of experimental lake ecosystems to chemical stress. These results for experimental lake ecosystems would be extrapolated to actual lakes.

PMID: 11827273 [PubMed - indexed for MEDLINE]


http://www.ncbi.nlm.nih.gov:80/entrez/query.fcgi?cmd=Retrieve&db=PubMed&list_uids=11516896&dopt=Abstract

Forensic Sci Int. 2001 Sep 15;121(1-2):116-25.

Sensitive and specific multiresidue methods for the determination of pesticides of various classes in clinical and forensic toxicology.

Lacassie E, Marquet P, Gaulier JM, Dreyfuss MF, Lachatre G.

Department of Pharmacology and Toxicology, University Hospital, 2 Av. Martin Luther King, 87042 Limoges, France. lacassie@unilim.fr

Original and sensitive multiresidue methods are presented for the detection and quantitation, in human biological matrices, of 61 pesticides of toxicological significance in human. These methods involved rapid solid-phase extraction using new polymeric support (HLB and MCX) OASIS cartridges. Gas chromatography-mass spectrometry (GC-MS) was used for volatile (organophosphate, organochlorine, phtalimide, uracil) pesticides and liquid chromatography-ionspray-mass spectrometry (LC-MS) for thermolabile and polar pesticides (carbamates, benzimidazoles). Acquisition was performed in the selected ion monitoring (SIM) mode. Extraction recovery varied owing to the nature of pesticides, but was satisfactory for all. Limits of detection (LODs) and limits of quantitation (LOQs) ranged, respectively, from 2.5 to 20 and from 5 to 50ng/ml. An excellent linearity was observed from LOQs up to 1000ng/ml for all the pesticides studied. The proposed procedures yielded reproducible results with good inter-assay accuracy and precision. A few cases of intoxication are presented to demonstrate the diagnostic interest of these methods: in two cases were determined lethal concentrations of endosulfan and carbofuran; in four other cases, the procedures helped diagnose intoxication with, respectively, parathion-ethyl, the association of bromacil and strychnine, bifenthrin and aldicarb.

PMID: 11516896 [PubMed - indexed for MEDLINE]


http://www.ncbi.nlm.nih.gov:80/entrez/query.fcgi?cmd=Retrieve&db=PubMed&list_uids=11052716&dopt=Abstract

J Agric Food Chem. 2000 Oct;48(10):4666-70.

Reduction of pesticide residues on produce by rinsing.

Krol WJ, Arsenault TL, Pylypiw HM Jr, Incorvia Mattina MJ.

The Connecticut Agricultural Experiment Station, Department of Analytical Chemistry, 123 Huntington Street, New Haven, Connecticut 06504-1106, USA. Walter.Krol@po.state.ct.us

In 1997 this laboratory initiated a research program with the objective of examining the effect that rinsing of produce with tap water would have on pesticide residues. Samples were obtained from local markets and/or grown at our experimental farm. Because approximately 35% of produce from retail sources contains pesticide residues, growing and treating produce at an experimental farm had the advantage that all such samples contain pesticide residues. Pesticides were applied under normal field conditions to a variety of food crops and the vegetation was allowed to undergo natural weathering prior to harvest. The resulting samples contained field-incurred or "field-fortified" residues. This experimental design was employed to mimic as closely as possible real world samples. Crops were treated, harvested, and divided into equal subsamples. One subsample was processed unwashed, whereas the other was rinsed under tap water. The extraction and analysis method used was a multi-residue method developed in our laboratory. Twelve pesticides were included in this study: the fungicides captan, chlorothalonil, iprodione, and vinclozolin; and the insecticides endosulfan, permethrin, methoxychlor, malathion, diazinon, chlorpyrifos, bifenthrin, and DDE (a soil metabolite of DDT). Statistical analysis of the data using the Wilcoxon signed-rank test showed that rinsing removed residues for nine of the twelve pesticides studied. Residues of vinclozolin, bifenthrin, and chlorpyrifos were not reduced. The rinsability of a pesticide is not correlated with its water solubility.

PMID: 11052716 [PubMed - indexed for MEDLINE]


http://www.ncbi.nlm.nih.gov:80/entrez/query.fcgi?cmd=Retrieve&db=PubMed&list_uids=12797405&dopt=Abstract

Exp Appl Acarol. 2002;27(4):303-12.

Susceptibility of populations of Banks grass mites (Acari: Tetranychidae) suspected of developing bifenthrin resistance from three maize fields.

Bynum ED Jr, Archer TL.

Texas Agricultural Experiment Station, Rt. 3, Box 219, Lubbock, Texas 79403, USA.

Banks grass mite, Oligonychus pratensis (Banks), from three Texas maize fields were assayed for bifenthrin resistance following poor field control in 1995. Laboratory bioassays showed the field mites to be 3- to 23-fold more tolerant to bifenthrin than the susceptible laboratory culture. Comparison of LC50 values to assays with bifenthrin from 1985 to 1993 indicated no statistically significant changes in mite resistance. However, high LC90 values in 1995 suggest possible resistance development. The percentages of resistant mites from the three fields in 1995 were calculated to be 4.7%, 17.9%, and 30.9%. The Banks grass mite population exhibiting the highest level of tolerance to bifenthrin was further assayed to evaluate tolerance levels to other insecticides alone and in combination with synergists and insecticides. A high level of tolerance existed in the 1995 'bifenthrin-selected' Banks grass mite strain to bifenthrin, dimeothate, and amitraz. The combination of bifenthrin or dimethoate with a synergist indicated changes in the ability of the more resistant 1995 mites to detoxify insecticides. The activity of a dimethoate + bifenthrin mixture and a three way mixture of dimethoate, bifenthrin, and piperonyl butoxide caused 5- and 38-fold increase in toxicity against the more resistant Banks grass mite.

PMID: 12797405 [PubMed - in process]


From Toxline at Toxnet

CANCER EPIDEMIOLOGY BIOMARKERS & PREVENTION; 7 (10). 1998. 929-940.

DNA damage in mononuclear leukocytes of farmers measured using the alkaline comet assay: Modifications of DNA damage levels after a one-day field spraying period with selected pesticides.

LEBAILLY P, VIGREUX C, LECHEVREL C, LEDEMENEY D, GODARD T, SICHEL F, LETALAER JY, HENRY-AMAR M, GAUDUCHON P

Laboratoire de Cancerologie Experimentale, Centre Francois Baclesse, Route de Lion-sur-Mer, 14076 CAEN Cedex, France.

BIOSIS COPYRIGHT: BIOL ABS. The alkaline comet assay was used to assess DNA damage in mononuclear leukocytes of farmers before and after a 1-day spraying period with selected pesticides under usual conditions. Two blood samples were collected, one in the morning of the day of spraying (S0) and the second in the morning of the day after (S1). Here, we assessed variations in DNA damage levels between these two sampling times. Four groups of farmers were formed, according to exposure to:
(a) various fungicide-insecticide mixtures (including chlorothalonil; group 1, n = 8),
(b) the herbicide isoproturon (group 2, n = 11),
(c) fungicide triazoles (group 3, n = 14), and
(d) a fungicide (chlorothalonil)-insecticide mixture (group 4, n = 8).
An increase in DNA damage levels was observed at S1 for groups 1 and 4, who were exposed to similar pesticides. This increase was correlated with area sprayed between S0 and S1 and with the number of spraying tanks used over this 1-day period. No effect was observed o [abstract truncated]

CAS Registry Numbers: [• Fluorinated pesticides]

• 133855-98-8 - Epoxiconazole
• 102851-06-9 - Tau-fluvalinate
• 91465-08-6 - Lambda-cyhalothrin

• 83164-33-4 - Diflufenican
• 82657-04-3 - Bifenthrin
 
• 76674-21-0 - Flutriafol
• 69377-81-7 - Fluroxypyr
139528-85-1 - Metosulam
121552-61-2 - Cyprodinil
120923-37-7 - Amidosulfuron
107534-96-3 - Tebuconazole
94361-06-5 - Cyproconazole
81405-85-8 - Imazamethabenz
74223-64-6 - Metsulfuron
74051-80-2 - Sethoxydim
67306-03-0 - Fenpropimorph
67306-00-7 - Fenpropidin
53112-28-0 - Pyrimethanil
52918-63-5 - Deltamethrin [note: brominated]
42576-02-3 - Bifenox
36734-19-7 - Iprodione
34123-59-6 - Isoproturon
25057-89-0 - Bentazone
16672-87-0 - Ethephon
10605-21-7 - Carbendazim
1912-24-9 - Atrazine
1897-45-6 - Chlorothalonil
1702-17-6 - Clopyralid
1689-84-5 - Bromoxynil [note: brominated]
1689-83-4 - Ioxynil [note: iodinated]
1113-02-6 - Omethoate
640-15-3 - Thiometon
301-12-2 - Oxydemeton-methy
115-29-7 - Endosulfan
94-74-6 - MCPA
93-65-2 - Mecoprop

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