Page last updated: 2024-11-12

bioallethrin

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Description

bioallethrin: RN given refers to (1R-(1alpha(S*),3beta))-isomer; see also record for ALLETHRIN which is cpd without isomeric designation [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

bioallethrin : A partly enantiopure variant of allethrin consisting of a mixture of two allethrin isomers (1R,trans;1R and 1R,trans;1S) in an approximate ratio of 1:1. Widely registered mosquito adulticide and spatial repellent. Bioallethrin is a synthetic pyrethroid used as a pesticide against household pest insects such as mosquitoes, houseflies and cockroaches. [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 CID15558638
CHEMBL ID1788403
CHEBI ID39118
CHEBI ID143255
SCHEMBL ID411848
MeSH IDM0070027

Synonyms (78)

Synonym
bioaltrina
cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propen-1-yl)-, 2-methyl-4-oxo-3-(2-propen-1-yl)-2-cyclopenten-1-yl ester
allethrin i
unii-0x03ii877m
ru 27436
(rs)-3-allyl-2-methyl-4-oxocyclopent-2-enyl (+-)-cis,trans-chrysanthemate
bioallethrin [ban]
bioallethrin [bsi]
caswell no. 025
2-methyl-4-oxo-3-(2-propenyl)-2-cyclopenten-1-yl 2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecar
dl-2-allyl-4-hydroxy-3-methyl-2-cyclopenten-1-one ester of d-trans-2,2-dimethyl-3-(2-methylpropenyl)
bioaltrina [portuguese]
(rs)-3-allyl-2-methyl-4-oxocyclopent-2-enyl (1r,3r)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate
(+-)-allerethonyl (+-)-cis,trans-chrysanthemate
einecs 209-542-4
(+)-trans-chrysanthemumic acid ester of (+-)-allethrolone
3-allyl-4-methyl-2-oxo-3-cyclopenten-1-yl ester of 2,2-dimethyl-3-(2-methylpropenyl)cyclopropanecarboxylic acid
epa pesticide chemical code 004001
exthrin
wasp stopper cf
allethrin coil
esbiol tm intermediate 3336
ccris 2494
allethrin [bsi:iso]
allylrethronyl dl-cis-trans-chrysanthemate
ai3-17510
nsc 11782
2-allyl-4-hydroxy-3-methyl-2-cyclopenten-1-one ester of chrysanthemummono-carboxylic acid
ent 17,510
dl-2-allyl-4-hydroxy-3-methyl-2-cyclopenten-1-one ester of dl cis/trans 2,2-dimethyl-3-(2-methylpropenyl)-cyclopropanecarboxylic acid
cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, 2-methyl-4-oxo-3-(2-propenyl)-2-cyclopentene-1-yl ester
cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methylpropenyl)-, ester with 2-allyl-4-hydroxy-3-methyl-2-cyclopenten-1-one (van)
chrysanthemummonocarboxylic acid, 3-allyl-3-methyl-4-oxo-2-cyclopenten-1-yl ester
bioaletrina [portuguese]
2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylic acid, ester with 2-allyl-4-hydroxy-3-methyl-2-cyclopenten-1-one
dl-3-allyl-2-methyl-4-oxocyclopent-2-enyl dl-cis trans chrysanthemate
d,l-2-allyl-4-hydroxy-3-methyl-2-cyclopenten-1-one-d,l-chrysanthemum monocarboxylate
pynamin-forte
3-allyl-4-keto-2-methylcyclopentenyl chrysanthemummonocarboxylate
allethrine [iso-french]
binamin forte
depallethrin
2-cyclopenten-1-one, 2-allyl-4-hydroxy-3-methyl-, 2,2-dimethyl-3-(2-methylpropenyl)cyclopropanecarboxylate
oms 3045
bioallethrin
nsc-11782
trans-allethrin
2-methyl-4-oxo-3-(2-propenyl)-2-cyclopenten-1-yl trans-(+)-2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylate
3-allyl-2-methyl-4-oxocyclopent-2-en-1-yl (1r,3r)-2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropanecarboxylate
CHEBI:39118 ,
2-methyl-4-oxo-3-(prop-2-en-1-yl)cyclopent-2-en-1-yl (1r,3r)-2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropanecarboxylate
2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylic acid 2-methyl-4-oxo-3-(2-propenyl)-2-cyclopenten-1-yl ester
(+)-trans-allethrin
LMPR0102060007
2-methyl-4-oxo-3-(2-propen-1-yl)-2-cyclopenten-1-yl (1r,3r)-2,2-dimethyl-3-(2-methyl-1-propen-1-yl)cyclopropanecarboxylate
CHEBI:143255 ,
260359-57-7
(rs)-3-allyl-2-methyl-4-oxocyclopent-2-enyl (1r)-trans-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate
g79dm7o471 ,
cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, 2-methyl-4-oxo-3-(2-propenyl)-2-cyclopenten-1-yl ester, (1r,3r)-
unii-g79dm7o471
AKOS015965038
SCHEMBL411848
allethrin [iso]
2-methyl-4-oxo-3-(2-propen-1-yl)-2-cyclopenten-1-yl 2,2-dimethyl-3-(2-methyl-1-propen-1-yl)cyclopropanecarboxylate
bioallethrin [mart.]
bioallethrin [who-dd]
DTXSID00180679
CHEMBL1788403
cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propen-1-yl)-, 2-methyl-4-oxo-3-(2-propen-1-yl)-2-cyclopenten-1-yl ester, (1r,3r)-; cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, 2-methyl-4-oxo-3-(2-propenyl)-2-cyclopenten-1-y
Q27118146
cyclopropanecarboxylicacid, 2,2-dimethyl-3-(2-methyl-1-propen-1-yl)-,2-methyl-4-oxo-3-(2-propen-1-yl)-2-cyclopenten-1-yl ester, (1r,3r)-
(2-methyl-4-oxo-3-prop-2-enylcyclopent-2-en-1-yl) (1r,3r)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylate
cyclopropanecarboxylicacid,2,2-dimethyl-3-(2-methyl-1-propen-1-yl)-,2-methyl-4-oxo-3-(2-propen-1-yl)-2-cyclopenten-1-yl ester,(1r,3r)-
depallethrine
(rs)-3-allyl-2-methyl-4-oxocyclopent-2-enyl (1r)-trans-chrysanthemate
duocide (veterinary)
bioallethrin (mart.)

Research Excerpts

Overview

Bioallethrin is an insecticide that is widely used to control mosquitoes, fleas and cockroaches. It was found to be a weak mutagen in the TA 100 and TA 98 strains of S. cerevisiae.

ExcerptReferenceRelevance
"Bioallethrin is an insecticide that is widely used to control mosquitoes, fleas and cockroaches. "( Bioallethrin-induced generation of reactive species and oxidative damage in isolated human erythrocytes.
Arif, A; Mahmood, R; Salam, S, 2020
)
3.44
"Bioallethrin is a synthetic pesticide that is widely used to control insect pests. "( Bioallethrin enhances generation of ROS, damages DNA, impairs the redox system and causes mitochondrial dysfunction in human lymphocytes.
Arif, A; Mahmood, R; Quds, R, 2021
)
3.51
"Bioallethrin was found to be a weak mutagen in the TA 100 and TA 98 strains of S."( [The mutagenicity of some insecticides in the Salmonella/microsome test system].
Diril, N; Izbirak, A; Sümer, S, 1990
)
1

Treatment

Bioallethrin treatment altered the specific activities of antioxidant enzymes and diminished the antioxidant power of cells. Treatment resulted in loss of cell viability (> 30% at 200 µM bioallethin)

ExcerptReferenceRelevance
"Bioallethrin-treated erythrocytes showed a significant increase in oxidative stress markers, like protein and lipid oxidation, accompanied by decrease in free amino groups and ratio of reduced to oxidized glutathione."( Esculin protects human blood cells from bioallethrin-induced toxicity: An ex vivo study.
Arif, A; Mahmood, R; Quds, R; Salam, S, 2023
)
1.9
"Bioallethrin treatment altered the specific activities of antioxidant enzymes and diminished the antioxidant power of cells."( Bioallethrin-induced generation of reactive species and oxidative damage in isolated human erythrocytes.
Arif, A; Mahmood, R; Salam, S, 2020
)
2.72
"Bioallethrin treatment resulted in loss of cell viability (> 30% at 200 µM bioallethrin)."( Bioallethrin enhances generation of ROS, damages DNA, impairs the redox system and causes mitochondrial dysfunction in human lymphocytes.
Arif, A; Mahmood, R; Quds, R, 2021
)
2.79

Toxicity

ExcerptReferenceRelevance
"Bioallethrin, a household insecticide, is a member of the pyrethroid family and is known for its adverse effects on human health."( Esculin protects human blood cells from bioallethrin-induced toxicity: An ex vivo study.
Arif, A; Mahmood, R; Quds, R; Salam, S, 2023
)
2.62

Dosage Studied

ExcerptRelevanceReference
"To evaluate the efficacy and to determine the minimum effective dosage of four pediculicides against head louse infestation, as well as to select a safe, effective, practical, and cheap agent, 1,657 infested school children in 25 primary schools in Szu-Hu, Kou-Hu, and Ku-Keng Districts of Yunlin County were treated and 1,611 of them were examined."( Evaluation of efficacy of four pediculicides against head louse (Pediculus capitis) infestation.
Chow, CY; Chuang, CH; Chung, WC; Fan, PC; Hsu, HM; Kuo, CL; Lin, CY, 1992
)
0.28
" These results indicate that neonatal exposure to bioallethrin has the potential to increase susceptibility of the adult mouse to a new exposure at a dosage that does not have any effect in animals treated neonatally with vehicle."( Changes in behavior and muscarinic receptor density after neonatal and adult exposure to bioallethrin.
Eriksson, P; Fredriksson, A; Talts, U,
)
0.61
"The present investigation was conducted to understand better possible confounding factors caused by direct dosing of neonatal mice during the pre-weaning developmental period."( Critical analysis of potential body temperature confounders on neurochemical endpoints caused by direct dosing and maternal separation in neonatal mice: a study of bioallethrin and deltamethrin interactions with temperature on brain muscarinic receptors.
Pauluhn, J; Schmuck, G,
)
0.33
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (2)

ClassDescription
allethrin
trans-allethrin
[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]

Research

Studies (40)

TimeframeStudies, This Drug (%)All Drugs %
pre-19903 (7.50)18.7374
1990's13 (32.50)18.2507
2000's12 (30.00)29.6817
2010's7 (17.50)24.3611
2020's5 (12.50)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 34.36

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 moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index34.36 (24.57)
Research Supply Index3.83 (2.92)
Research Growth Index5.03 (4.65)
Search Engine Demand Index48.33 (26.88)
Search Engine Supply Index2.21 (0.95)

This Compound (34.36)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials1 (2.27%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational1 (2.27%)0.25%
Other42 (95.45%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]