Page last updated: 2024-11-09

transfluthrin

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

transfluthrin: an insecticide [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

transfluthrin : A carboxylic ester obtained by formal condensation of 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylic acid and 2,3,5,6-tetrafluorobenzyl alcohol. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID656612
CHEMBL ID3184657
CHEBI ID32253
SCHEMBL ID26844
MeSH IDM0560535

Synonyms (36)

Synonym
CHEBI:32253 ,
2,3,5,6-tetrafluorobenzyl (1r,3s)-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylate
(2,3,5,6-tetrafluorophenyl)methyl(1r,3s)-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylate
118712-89-3
transfluthrin
transfluthrin (jan)
D01932
(2,3,5,6-tetrafluorophenyl)methyl (1r,3s)-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate
cyclopropanecarboxylic acid, 3-(2,2-dichloroethenyl)-2,2-dimethyl-, (2,3,5,6-tetrafluorophenyl)methyl ester, (1r,3s)-
transfluthrin [iso]
unii-qwl3ska6eg
2,3,5,6-tetrafluorobenzyl (+)-(1r-trans)-2,2-dimethyl-3-(2,2-dichlorovinyl)cyclopropanecarboxylate
qwl3ska6eg ,
dtxsid4046812 ,
dtxcid2026812
tox21_112675
cas-118712-89-3
cyclopropanecarboxylicacid, 3-(2,2-dichloroethenyl)-2,2-dimethyl-, (2,3,5,6-tetrafluorophenyl)methylester, (1r,3s)-
bayothrin
AKOS015899270
SCHEMBL26844
(2,3,5,6-tetrafluorophenyl) methyl (1r)-trans-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropane-carboxylate
benfluthrin
transfluthrin [jan]
cyclopropanecarboxylic acid, 3-(2,2-dichloroethenyl)-2,2-dimethyl-, (2,3,5,6-tetrafluorophenyl)methyl ester, (1r-trans)-
CHEMBL3184657
2,3,5,6-tetrafluorobenzyl (1r,3s)-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropane-1-carboxylate
transfluthrin, pestanal(r), analytical standard
2,3,5,6-tetrafluorobenzyl (1r)-trans-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate
DDVNRFNDOPPVQJ-HQJQHLMTSA-N
transfluthrin 10 microg/ml in cyclohexane
Q418421
CS-0110699
DB15117
mfcd11045989
HY-W075176

Research Excerpts

Overview

Transfluthrin is a polyfluorinated pyrethroid whose structural conformation was thought to prevent its metabolism by cytochrome P450 monooxygenases in malaria vectors. It represents a potential alternative for managing P450-mediated resistance occurring in the field.

ExcerptReferenceRelevance
"Transfluthrin is a polyfluorinated pyrethroid whose structural conformation was thought to prevent its metabolism by cytochrome P450 monooxygenases in malaria vectors, thus representing a potential alternative for managing P450-mediated resistance occurring in the field."( Deltamethrin and transfluthrin select for distinct transcriptomic responses in the malaria vector Anopheles gambiae.
Bonneville, JM; David, JP; Fodjo, BK; Horstmann, S; Laporte, F; McBeath, J; Mouhamadou, CS; Reynaud, S; Sadia, CG; Schmitt, F; Tutagata, J; Zoh, MG, 2023
)
1.97
"Transfluthrin is a relatively non-toxic rapid-acting synthetic pyrethroid insecticide. "( Gas chromatography/negative chemical ionization mass spectrometry of transfluthrin in rat plasma and brain.
Bartlett, MG; Bruckner, JV; Gullick, DR; Hooshfar, S; Linzey, MR; Mortuza, TB; Rogers, CA; White, CA, 2017
)
2.13

Treatment

Transfluthrin-treated EPTI could be useful in areas with pyrethroid-resistant mosquitoes. It remains unclear whether stronger resistance to pyrethroids will undermine the efficacy of transfluthin. Transfluthrine-treated eave ribbons can protect migratory rice farmers, living in semi-open makeshift houses in remote farms.

ExcerptReferenceRelevance
"Transfluthrin-treated EPTI could be useful in areas with pyrethroid-resistant mosquitoes, but it remains unclear whether stronger resistance to pyrethroids will undermine the efficacy of transfluthrin. "( Transfluthrin eave-positioned targeted insecticide (EPTI) reduces human landing rate (HLR) of pyrethroid resistant and susceptible malaria vectors in a semi-field simulated peridomestic space.
Hofer, L; Kibondo, UA; Moore, S; Saddler, A; Tambwe, MM, 2021
)
3.51
"Transfluthrin-treated eave ribbons and sandals or their combination can offer significant household-level protection against malaria vectors. "( Small-scale field evaluation of transfluthrin-treated eave ribbons and sandals for the control of malaria vectors in rural Tanzania.
Batista, EPA; Eiras, AE; Finda, MF; Gavana, T; Kasubiri, R; Kifungo, K; Mmbando, AS; Mponzi, WP; Ngowo, HS; Njalambaha, RM; Okumu, FO; Sangoro, OP, 2023
)
2.64
"Transfluthrin-treated eave ribbons provided 83% and 62% protection indoors and outdoors respectively to users, plus 57% and 48% protection indoors and outdoors to the non-user. "( Eave ribbons treated with transfluthrin can protect both users and non-users against malaria vectors.
Finda, MF; Kafwenji, A; Kifungo, K; Mapua, SA; Mmbando, AS; Monroe, AC; Mrosso, PC; Mwanga, EP; Ngowo, HS; Ogoma, SB; Okumu, FO; Stica, C, 2019
)
2.26
"Transfluthrin-treated eave ribbons protect both users and non-users against malaria mosquitoes indoors and outdoors. "( Eave ribbons treated with transfluthrin can protect both users and non-users against malaria vectors.
Finda, MF; Kafwenji, A; Kifungo, K; Mapua, SA; Mmbando, AS; Monroe, AC; Mrosso, PC; Mwanga, EP; Ngowo, HS; Ogoma, SB; Okumu, FO; Stica, C, 2019
)
2.26
"Transfluthrin-treated eave ribbons can protect migratory rice farmers, living in semi-open makeshift houses in remote farms, against indoor-biting and outdoor-biting mosquitoes. "( Protecting migratory farmers in rural Tanzania using eave ribbons treated with the spatial mosquito repellent, transfluthrin.
Abbasi, S; Finda, MF; Kazimbaya, D; Limwagu, AJ; Lorenz, LM; Mmbando, AS; Moore, SJ; Mponzi, W; Ngowo, HS; Njalambaha, RM; Nyoni, AP; Odufuwa, OG; Okumu, FO; Schellenberg, J; Swai, JK, 2019
)
2.17
"Transfluthrin-treated chairs reduced outdoor-biting An."( Creating mosquito-free outdoor spaces using transfluthrin-treated chairs and ribbons.
Finda, M; Killeen, GF; Masalu, JP; Ngowo, HS; Okumu, FO; Pinda, PG, 2020
)
1.54
"The transfluthrin-treated chairs and ribbons reduced outdoor-biting malaria vectors in these peri-domestic spaces, and also elicited significant mortality among pyrethroid-resistant field-caught malaria vectors."( Creating mosquito-free outdoor spaces using transfluthrin-treated chairs and ribbons.
Finda, M; Killeen, GF; Masalu, JP; Ngowo, HS; Okumu, FO; Pinda, PG, 2020
)
1.3
"Transfluthrin-treated sandals conferred significant protection against mosquito bites in semi-field and field settings. "( Evaluation of personal protection afforded by repellent-treated sandals against mosquito bites in south-eastern Tanzania.
Chaki, P; Finda, M; Gavana, T; Govella, NJ; Hape, E; Limwagu, A; Mponzi, W; Okumu, FO; Sangoro, OP, 2020
)
2
"The transfluthrin-poplin treatment 0.001% maintained a residual of five days."( [Response of Aedes aegypti L. (Diptera: Culicidae) to transfluthrin and linalool impregnated in different of fabric types.]
Achee, NL; Fernández-Salas, I; Grieco, JP; Paiz-Moscoso, KE; Torres-Estrada, JL,
)
0.86
"Transfluthrin-treated hessian emanators provide safe, affordable, long-term protection against several different pathogen-transmitting mosquito taxa that attack humans outdoors, where they are usually active and cannot be protected by bed nets or residual sprays with conventional, solid-phase insecticides."( A low technology emanator treated with the volatile pyrethroid transfluthrin confers long term protection against outdoor biting vectors of lymphatic filariasis, arboviruses and malaria.
Horstmann, S; Killeen, GF; Malone, D; Mmando, AS; Ogoma, SB; Swai, JK, 2017
)
2.14
"Transfluthrin-treated and untreated strips were placed around human volunteers conducting human landing catch in an outdoor environment in urban Dar es Salaam, where much human exposure to malaria and filariasis transmission occurs outdoors. "( Impregnating hessian strips with the volatile pyrethroid transfluthrin prevents outdoor exposure to vectors of malaria and lymphatic filariasis in urban Dar es Salaam, Tanzania.
Chaki, PP; Govella, NJ; Killeen, G; Ogoma, SB; Paliga, J, 2015
)
2.1
"Transfluthrin-treated strips continued to knock down mosquitoes in laboratory tests, 3 weeks after impregnation, although this effect diminished with time."( Modified mosquito landing boxes dispensing transfluthrin provide effective protection against Anopheles arabiensis mosquitoes under simulated outdoor conditions in a semi-field system.
Andrés, M; Lorenz, LM; Mbeleya, E; Moore, SJ, 2015
)
1.4

Toxicity

ExcerptReferenceRelevance
" According to any modifications of the process of synthesis and purification, new potentially highly toxic and yet chemically reactive impurities in low concentrations (<0."( Transfluthrin: comparative efficacy and toxicity of reference and generic versions.
Ozaki, K; Pauluhn, J, 2015
)
1.86
" Here, we describe EPs' toxic effect and mechanism in the primary fibroblast derived from the embryo of the striped field mouse, Apodemus agrarius."( Toxicity Assessment of Transfluthrin, Benzyl Butyl Phthalate, and 17β-Estradiol on the Primary Fibroblast of the Striped Field Mouse, Apodemus agrarius.
Chang, SN; Kim, U; Lee, BH; Lee, JM; Park, JH; Ryu, B; Song, J, 2021
)
0.93

Bioavailability

ExcerptReferenceRelevance
"The ATP-binding cassette transporter P-glycoprotein (P-gp) is known to limit both brain penetration and oral bioavailability of many chemotherapy drugs."( A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
Ambudkar, SV; Brimacombe, KR; Chen, L; Gottesman, MM; Guha, R; Hall, MD; Klumpp-Thomas, C; Lee, OW; Lee, TD; Lusvarghi, S; Robey, RW; Shen, M; Tebase, BG, 2019
)
0.51
" Designed for post-application longevity, insecticidal paints offer extended residual effects on targeted insect pest populations; a measured understanding of active ingredient bioavailability over time is valuable to fully assess treatment efficacy and potential environmental risks."( Measured efficacy, bioaccumulation, and leaching of a transfluthrin-based insecticidal paint: a case study with a nuisance, nonbiting aquatic insect.
Cavallaro, MC; Hladik, ML; Sanders, CJ, 2022
)
0.97

Dosage Studied

ExcerptRelevanceReference
" Averaged for the three compounds, the quantity for the double room was 21-fold higher than for the double cage, which required again a 9-fold higher dosage than the Y-olfactometer."( Evaluation of Clove Oil, Icaridin, and Transfluthrin for Spatial Repellent Effects in Three Tests Systems Against the Aedes aegypti (Diptera: Culicidae).
Frohberger, S; Nentwig, G; Sonneck, R, 2017
)
0.72
" The optimized method was successfully used to quantify the rat plasma and brain concentrations of transfluthrin 2 h after the oral dosing of Sprague-Dawley rats."( Gas chromatography/negative chemical ionization mass spectrometry of transfluthrin in rat plasma and brain.
Bartlett, MG; Bruckner, JV; Gullick, DR; Hooshfar, S; Linzey, MR; Mortuza, TB; Rogers, CA; White, CA, 2017
)
0.91
" Established baseline (susceptible) dose-response curves assist in optimizing SR products for mosquito control and pathogen transmission prevention."( Behavioral responses to transfluthrin by Aedes aegypti, Anopheles minimus, Anopheles harrisoni, and Anopheles dirus (Diptera: Culicidae).
Bangs, MJ; Chareonviriyaphap, T; Hii, J; Nararak, J; Sukkanon, C, 2020
)
0.87
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
pyrethroid ester insecticidenull
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (4)

ClassDescription
carboxylic esterAn ester of a carboxylic acid, R(1)C(=O)OR(2), where R(1) = H or organyl and R(2) = organyl.
cyclopropanesCyclopropane and its derivatives formed by substitution.
organochlorine compoundAn organochlorine compound is a compound containing at least one carbon-chlorine bond.
organofluorine compoundAn organofluorine compound is a compound containing at least one carbon-fluorine bond.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Bioassays (3)

Assay IDTitleYearJournalArticle
AID1296008Cytotoxic Profiling of Annotated Libraries Using Quantitative High-Throughput Screening2020SLAS discovery : advancing life sciences R & D, 01, Volume: 25, Issue:1
Cytotoxic Profiling of Annotated and Diverse Chemical Libraries Using Quantitative High-Throughput Screening.
AID1346986P-glycoprotein substrates identified in KB-3-1 adenocarcinoma cell line, qHTS therapeutic library screen2019Molecular pharmacology, 11, Volume: 96, Issue:5
A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
AID1346987P-glycoprotein substrates identified in KB-8-5-11 adenocarcinoma cell line, qHTS therapeutic library screen2019Molecular pharmacology, 11, Volume: 96, Issue:5
A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (68)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's1 (1.47)29.6817
2010's37 (54.41)24.3611
2020's30 (44.12)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 60.62

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be very strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index60.62 (24.57)
Research Supply Index4.32 (2.92)
Research Growth Index6.91 (4.65)
Search Engine Demand Index100.88 (26.88)
Search Engine Supply Index2.13 (0.95)

This Compound (60.62)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials2 (2.78%)5.53%
Reviews0 (0.00%)6.00%
Case Studies2 (2.78%)4.05%
Observational0 (0.00%)0.25%
Other68 (94.44%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]