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Details

Stereochemistry ACHIRAL
Molecular Formula C11H15NO3
Molecular Weight 209.2417
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PROPOXUR

SMILES

CNC(=O)OC1=C(OC(C)C)C=CC=C1

InChI

InChIKey=ISRUGXGCCGIOQO-UHFFFAOYSA-N
InChI=1S/C11H15NO3/c1-8(2)14-9-6-4-5-7-10(9)15-11(13)12-3/h4-8H,1-3H3,(H,12,13)

HIDE SMILES / InChI

Molecular Formula C11H15NO3
Molecular Weight 209.2417
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Propoxur (Baygon) is a carbamate insecticide that has recently attracted considerable attention as a possible treatment option for addressing the bedbug epidemic. Propoxur is a non-systemic insecticide with a fast knockdown and long residual effect used against the turf, forestry, and household pests and fleas. The generally accepted mechanism of toxicity for propoxur involves the inhibition of cholinesterase. Propoxur is also used in pest control for other domestic animals, Anopheles mosquitoes, ants, gypsy moths, and other agricultural pests. It can also be used as a molluscicide. Several U.S. states have petitioned the Environmental Protection Agency (EPA) to use propoxur against bedbug infestations, but the EPA has been reluctant to approve indoor use because of its potential toxicity to children after chronic exposure.

Originator

Sources: Bulletin of the World Health Organization (1956), 32, (2), 169-73.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
43.6 nM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Baygon

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
A single gene (yes) controls pigmentation of eyes and scales in Heliothis virescens.
2001
[Plague control in Madagascar: evaluation of the efficacy of Kartman baitboxes in urban areas].
2003
Insecticide susceptibility level of Anopheles arabiensis in two agrodevelopment localities in eastern Ethiopia.
2003 Mar
[Status of resistance to insecticides in field strains of the Blatella germanica species (Dictyoptera: Blattellidae) from Pinar del Río municipality].
2003 Sep-Dec
Sensitive determination of propoxur by spectrophotometry using 3-aminopyridine.
2004 Dec
Epidemiologic evaluation of measurement data in the presence of detection limits.
2004 Dec
[Status of resistance to insecticides and resistance mechanisms in larvae from Playa municipality collected during the intensive campaign against Aedes aegypti in Havana City, 2001-2002].
2004 Jan-Apr
[Resistance to insecticides in larvae and adults of Aedes aegypti, Havana City: prevalence of A4 esterasa associated with resistance to temephos].
2004 Jan-Apr
Evolution of resistance under insecticide selection pressure in Culex pipiens quinquefasciatus (Diptera, Culicidae) from Martinique.
2004 Jul
Prenatal insecticide exposures and birth weight and length among an urban minority cohort.
2004 Jul
Insecticide resistance: a silent base prediction.
2004 Jul 27
High-performance liquid chromatography multiresidue method for the determination of N-methyl carbamates in fruit and vegetable juices.
2004 Nov
Study on susceptibility status in aquatic and adult stages of Aedes aegypti and Ae. albopictus against insecticides at international airports of south India.
2004 Sep
Insecticide resistance in Alabama and Florida mosquito strains of Aedes albopictus.
2004 Sep
Heuristic extraction of rules in pruned artificial neural networks models used for quantifying highly overlapping chromatographic peaks.
2004 Sep-Oct
Stimulus frequency dependence of the central and peripheral somatosensory evoked activity in rats treated with various pesticides.
2005
Bed bug infestations in an urban environment.
2005 Apr
Detection of prenatal exposure to several classes of environmental toxicants and their metabolites by gas chromatography-mass spectrometry in maternal and umbilical cord blood.
2005 Aug 5
Biomarkers in assessing residential insecticide exposures during pregnancy and effects on fetal growth.
2005 Aug 7
Resistance development and insecticide susceptibility in Culex quinquefasciatus against selection pressure of malathion and permethrin and its relationship to cross-resistance towards propoxur.
2005 Dec
Insecticide resistance in German cockroaches (Blattella germanica) from hospitals and households in Taiwan.
2005 Feb
Determination of pesticides in apple-based infant foods using liquid chromatography electrospray ionization tandem mass spectrometry.
2005 Feb 9
Liquid chromatographic determination of nine N-methylcarbamates in drinking water.
2005 Jan
Improving the quantification of highly overlapping chromatographic peaks by using product unit neural networks modeled by an evolutionary algorithm.
2005 Jul-Aug
Combination of a non-pyrethroid insecticide and a repellent: a new approach for controlling knockdown-resistant mosquitoes.
2005 Jun
Modeling the influence of intermittent rain events on long-term fate and transport of organic air pollutants.
2005 Jun 15
Effects of pesticides on human peripheral lymphocytes in vitro: induction of DNA damage.
2005 Mar
Behaviour of carbamate pesticides in gas chromatography and their determination with solid-phase extraction and solid-phase microextraction as preconcentration steps.
2005 Nov
Simple liquid chromatographic method for the rapid and simultaneous determination of propoxur and its major metabolite isopropoxy phenol in rat blood and urine using solid-phase extraction.
2005 Oct
[Study on fluorescence analysis for carbamate pesticides].
2005 Oct
Lessons learned for the assessment of children's pesticide exposure: critical sampling and analytical issues for future studies.
2005 Oct
Effects of single and repeated exposure to biocidal active substances on the barrier function of the skin in vitro.
2005 Oct
Vapor phase toxicity of marjoram oil compounds and their related monoterpenoids to Blattella germanica (Orthoptera: Blattellidae).
2005 Oct 5
Efficacy of synthetic pyrethroid and propoxur aerosol in the control of German cockroaches (Dictyoptera: Blatellidae) in cookhouses.
2005 Sep
Changes in the central nervous activity of rats treated with dimethoate in combination with other neurotoxicants in different phases of ontogenesis.
2005 Sep
Protective effect of melatonin against propoxur-induced oxidative stress and suppression of humoral immune response in rats.
2006 Apr
Differential responses of eight cyanobacterial and green algal species, to carbamate insecticides.
2006 Feb
High Wolbachia density correlates with cost of infection for insecticide resistant Culex pipiens mosquitoes.
2006 Feb
Bionomics of Anopheles stephensi Liston in the malarious area of Hormozgan province, southern Iran, 2002.
2006 Feb
Determination of pesticides in soy-based infant formula using liquid chromatography with electrospray ionization tandem mass spectrometry.
2006 Jan-Feb
Maternal hair--an appropriate matrix for detecting maternal exposure to pesticides during pregnancy.
2006 Jul
Synergism between insecticides permethrin and propoxur occurs through activation of presynaptic muscarinic negative feedback of acetylcholine release in the insect central nervous system.
2006 Jul
Pesticide exposure of non-occupationally exposed subjects compared to some occupational exposure: a French pilot study.
2006 Jul 31
Stability study of propoxur (Baygon) in whole blood and urine stored at varying temperature conditions.
2006 Jun
Insecticide resistance in Anopheles funestus (Diptera: Culicidae) from Mozambique.
2006 Mar
Interactions of skin thickness and physicochemical properties of test compounds in percutaneous penetration studies.
2006 May
Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods.
2006 Nov
Effects of pesticides on soil invertebrates in model ecosystem and field studies: a review and comparison with laboratory toxicity data.
2006 Sep
Effects of pesticides on soil invertebrates in laboratory studies: a review and analysis using species sensitivity distributions.
2006 Sep
8-Hydroxydeoxyguanosine levels in human leukocyte and urine according to exposure to organophosphorus pesticides and paraoxonase 1 genotype.
2007 Jan
Patents

Sample Use Guides

Ld50 (rats)=1440 mg/m^3/1h
Route of Administration: Respiratory
In Vitro Use Guide
6TG-S V79 cells were exposed to test chemicals (Propoxur and N-nitroso Propoxur) with a one-fifth log range of concentrations for 2 h, and then incubated with drug-free media containing 59-bromodeoxyuridine (BrdU, 10 µM) (Sigma, St Louis, MO) for another 24 h in the dark. At the end of the incubation, cultures were checked for cytotoxicity using the criteria of Galloway et al. and harvested for metaphase by shake-off and air-dry methods. The sister chromatids of chromosomes were differentially stained by the fluorescence Giemsa technique
Substance Class Chemical
Created
by admin
on Sat Dec 16 05:10:51 GMT 2023
Edited
by admin
on Sat Dec 16 05:10:51 GMT 2023
Record UNII
BFH029TL73
Record Status Validated (UNII)
Record Version
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Name Type Language
PROPOXUR
HSDB   MART.   MI  
Common Name English
2-ISOPROPOXYPHENYL METHYLCARBAMATE
Systematic Name English
PROPOXUR [JAN]
Common Name English
NSC-379584
Code English
2-(1-METHYLETHOXY)PHENYL N-METHYLCARBAMATE
Systematic Name English
PROPOXUR [HSDB]
Common Name English
PROPOXUR [MI]
Common Name English
PROPOXUR [MART.]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C47792
Created by admin on Sat Dec 16 05:10:51 GMT 2023 , Edited by admin on Sat Dec 16 05:10:51 GMT 2023
WHO-VATC QP53AE02
Created by admin on Sat Dec 16 05:10:51 GMT 2023 , Edited by admin on Sat Dec 16 05:10:51 GMT 2023
EPA PESTICIDE CODE 47802
Created by admin on Sat Dec 16 05:10:51 GMT 2023 , Edited by admin on Sat Dec 16 05:10:51 GMT 2023
Code System Code Type Description
MESH
D001074
Created by admin on Sat Dec 16 05:10:51 GMT 2023 , Edited by admin on Sat Dec 16 05:10:51 GMT 2023
PRIMARY
MERCK INDEX
m9219
Created by admin on Sat Dec 16 05:10:51 GMT 2023 , Edited by admin on Sat Dec 16 05:10:51 GMT 2023
PRIMARY Merck Index
ALANWOOD
propoxur
Created by admin on Sat Dec 16 05:10:51 GMT 2023 , Edited by admin on Sat Dec 16 05:10:51 GMT 2023
PRIMARY
ChEMBL
CHEMBL446060
Created by admin on Sat Dec 16 05:10:51 GMT 2023 , Edited by admin on Sat Dec 16 05:10:51 GMT 2023
PRIMARY
SMS_ID
300000031022
Created by admin on Sat Dec 16 05:10:51 GMT 2023 , Edited by admin on Sat Dec 16 05:10:51 GMT 2023
PRIMARY
WIKIPEDIA
PROPOXUR
Created by admin on Sat Dec 16 05:10:51 GMT 2023 , Edited by admin on Sat Dec 16 05:10:51 GMT 2023
PRIMARY
PUBCHEM
4944
Created by admin on Sat Dec 16 05:10:51 GMT 2023 , Edited by admin on Sat Dec 16 05:10:51 GMT 2023
PRIMARY
FDA UNII
BFH029TL73
Created by admin on Sat Dec 16 05:10:51 GMT 2023 , Edited by admin on Sat Dec 16 05:10:51 GMT 2023
PRIMARY
CHEBI
34938
Created by admin on Sat Dec 16 05:10:51 GMT 2023 , Edited by admin on Sat Dec 16 05:10:51 GMT 2023
PRIMARY
EPA CompTox
DTXSID7021948
Created by admin on Sat Dec 16 05:10:51 GMT 2023 , Edited by admin on Sat Dec 16 05:10:51 GMT 2023
PRIMARY
HSDB
603
Created by admin on Sat Dec 16 05:10:51 GMT 2023 , Edited by admin on Sat Dec 16 05:10:51 GMT 2023
PRIMARY
ECHA (EC/EINECS)
204-043-8
Created by admin on Sat Dec 16 05:10:51 GMT 2023 , Edited by admin on Sat Dec 16 05:10:51 GMT 2023
PRIMARY
NSC
379584
Created by admin on Sat Dec 16 05:10:51 GMT 2023 , Edited by admin on Sat Dec 16 05:10:51 GMT 2023
PRIMARY
CAS
114-26-1
Created by admin on Sat Dec 16 05:10:51 GMT 2023 , Edited by admin on Sat Dec 16 05:10:51 GMT 2023
PRIMARY
NCI_THESAURUS
C82221
Created by admin on Sat Dec 16 05:10:51 GMT 2023 , Edited by admin on Sat Dec 16 05:10:51 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY