Propoxur (ISO)

Propoxur

HCID 4944CAS 114-26-1

Grundinformationen

Standard-SMILES
CNC(=O)Oc1ccccc1OC(C)C
InChIKey
ISRUGXGCCGIOQO-UHFFFAOYSA-N
Summenformel
C11H15NO3
Durchschnittliche Molmasse
209,24 g/mol
Monoisotopische Masse
209,10519334

Überblick

Propoxur can cause cancer according to The Environmental Protection Agency (EPA).

Namen und Bezeichner

Bevorzugter Name
Propoxur
IUPAC
(2-propan-2-yloxyphenyl) N-methylcarbamate
Lokaler Name
Propoxur (ISO)
Englischer Name
Propoxur
Summenformel
C11H15NO3
Molmasse
209.24

Namen und Synonyme

propoxur114-26-1Baygon2-Isopropoxyphenyl methylcarbamateAprocarbPropoxureSendranBlattanexBlattosepMrowkozolPropotoxPropoxylor
Weitere Namen anzeigen
PHCIMPCPROPERIPMC2-(1-Methylethoxy)phenol methylcarbamatePhenol, 2-(1-methylethoxy)-, methylcarbamatephc7
BrygouSuncideTendexBolfoDalf dustInvisi-GardBoruhoBifex

Datenbank-Bezeichner

CAS
114-26-1
PubChem CID
4944
DTXSID
DTXSID7021948
ChEMBL
CHEMBL446060
ChEBI
CHEBI:34938
UNII
BFH029TL73
EC Number
204-043-8
Nikkaji
J2.893B

Eigenschaften

Berechnete Struktureigenschaften

XLogP
1,5
Polarare Oberfläche (TPSA)
47,6 Ų
H-Brücken-Donoren
1
H-Brücken-Akzeptoren
3
Frei drehbare Bindungen
4
Schwere Atome
15

Experimentelle und physikochemische Eigenschaften

Chemical ClassesHazardous Air Pollutants (HAPs)
SpringerMaterials PropertiesFusion temperature
Pesticides · 6 Einträge

Pesticide -> EPA IRIS

Insecticides

Active substance -> EU Pesticides database: Not approved

Pesticides -> Carbamate Insecticides

Pesticide (Propoxur) -> USDA PDB

Pesticide

LogP · 2 Einträge

log Kow = 1.52

1.52

OdorOdorless
Density · 3 Einträge

1.12 at 20 °C

Density (at 20 °C): 1.1 g/cm³

1.12 @ 20°C

Physikochemische Eigenschaften

Schmelzpunkt
91 °C · 91°C
Siedepunkt
348.6 °C · 348.6°C (rough estimate)
Dichte
1.12 · 1.1200
Dampfdruck
1.3 x · 1.3 x 10-3 Pa (20 °C)
Brechungsindex
1.508 · 1.5080 (estimate)
Flammpunkt
-18 °C · -18 °C

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 6 Einträge

Danger

H301: Toxic if swallowed [Danger Acute toxicity, oral]

P264, P270, P273, P301+P316, P321, P330, P391, P405, and P501 (click each P-code to see the statement)

Danger

H300 (23.8%): Fatal if swallowed [Danger Acute toxicity, oral]

P261, P262, P264, P270, P271, P273, P280, P301+P316, P302+P352, P304+P340, P316, P321, P330, P361+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Gefahrenhinweise

Regulatory Information · 6 Einträge

Hazard Traits - Carcinogenicity; Neurotoxicity

Regulation (EC) No 396/2005 (amended)

Propoxur is listed in the dataset of EPA Human Health Benchmarks for Pesticides under the Safe Drinking Water Act (40 eCFR 141)

2002/2076

Propoxur: HSNO Approval: HSR003072 Approved with controls

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

Other Safety InformationIMAP assessments - Phenol, 2-(1-methylethoxy)-, methylcarbamate: Human health tier I assessment
DOT LabelPoison
Fire Hazards · 2 Einträge

Excerpt from ERG Guide 151 [Substances - Toxic (Non-Combustible)]:

Combustible under specific conditions. Liquid formulations containing organic solvents may be flammable. Gives off irritating or toxic fumes (or gases) in a fire.

Health HazardsExcerpt from NIOSH Pocket Guide for Propoxur:
Hazards Summary · 2 Einträge

Propoxur is an insecticide used to control cockroaches, flies, mosquitoes, and lawn and turf insects. Acute (short-term) exposure of humans to propoxur by ingestion leads to cholinesterase inhibition of red blood cells, with mild cholinergic symptoms including blurred vision, nausea, vomiting, sweating, and tachycardia; however, the effects are transient. Chronic (long-term) inhalation exposure has resulted in depressed cholinesterase levels, headaches, vomiting, and nausea in humans. Chronic ingestion studies in animals have reported depressed cholinesterase levels, depressed body weight, effects to the liver and bladder, and a slight increase in neuropathy. No information is available on the reproductive, developmental, or carcinogenic effects of propoxur in humans. Mixed results are available from cancer studies of propoxur in animals. EPA has not classified propoxur for carcinogenicity.

Classified as highly toxic with an LD50 of approximately 100 mg/kg in rats and mice, propoxur has a field half-life of 14 to 50 days. [EXTOXNET] The animal and human studies demonstrated consistent NOAELs in the range of 3 mg/m3 to 18.7 mg/m3, thus a TLV-TWA of 0.5 mg/m3 is recommended to be sufficiently protective. [ACGIH] See CARBAMATE INSECTICIDES.

Sicherheit und Schutzausrüstung

Fire Fighting · 2 Einträge

Excerpt from ERG Guide 151 [Substances - Toxic (Non-Combustible)]:

Use water spray, foam, powder, carbon dioxide.

First Aid Measures · 4 Einträge

Fresh air, rest. Artificial respiration may be needed. Refer immediately for medical attention.

Remove contaminated clothes. Rinse and then wash skin with water and soap. Refer for medical attention .

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Give a slurry of activated charcoal in water to drink. Refer immediately for medical attention.

First Aid · 2 Einträge

Excerpt from NIOSH Pocket Guide for Propoxur:

(General first aid procedures)

Safe StorageProvision to contain effluent from fire extinguishing. Separated from food and feedstuffs. Keep in a well-ventilated room. Store only in original container. Store in an area without drain or sewer access.
Exposure Control and Personal Protection · 2 Einträge

Biological Exposure Indices (BEI) [ACGIH] - Acetylcholinesterase activity in red blood cells = 70% of individual's baseline; Butylcholinesterase activity in serum or plasma = 60% of individual's baseline; Sample at end of shift; [TLVs and BEIs]

2.0 [mg/m3], inhalable fraction[German Research Foundation (DFG)]

Fire Fighting Procedures · 1 Eintrag

Use dry chemical, carbon dioxide, water spray, or alcohol foam extinguishers ... If material or contaminated runoff enters waterways, notify downstream users of potentially contaminated waters. Notify local health and fire officials and pollution control agencies. From a secure, explosion-proof location, use water spray to cool exposed containers. If cooling streams are ineffective (venting sound increases in volume and pitch, tank discolors or shows any signs of deforming), withdraw immediately to a secure position ... The only respirators recommended for fire fighting are self-contained breathing apparatuses that have full facepieces and are operated in a pressure-demand or other positive-pressure mode.

Toxikologische Informationen

Body Burden · 1 Eintrag

Propoxur concentrations in personal air samples of 6 of 9 residents, 0.13 to 0.60 ug/cu m, mean of 0.14 ug/cu m. Sampling took place in nine homes, ranging from a mobile home to 2-bedroom apartments to houses of up to 800 sq m built on concrete slabs over crawl spaces, in Jacksonville, FL were analyzed during August 1985(1). Propoxur was present at a median concentration of 18.7 ng/cu m (range 1.7-342.9 ng/cu m; 96 of 96 samples positive) in 48-hr personal air samples from of pregnant women over the final 2 months of pregnancy and who were African-American and Dominican women from New York City; sampling was conducted between February 2001 and May 2004(2). Propoxur was reported present in urine samples at a 95 th percentile concentration of <1 ug/g creatine, based upon U.S. resident sampling from 2001-2002(3).

Treatment · 1 Eintrag

If the compound has been ingested, rapid gastric lavage should be performed using 5% sodium bicarbonate. For skin contact, the skin should be washed with soap and water. If the compound has entered the eyes, they should be washed with large quantities of isotonic saline or water. In serious cases, atropine and/or pralidoxime should be administered. Anti-cholinergic drugs work to counteract the effects of excess acetylcholine and reactivate AChE. Atropine can be used as an antidote in conjunction with pralidoxime or other pyridinium oximes (such as trimedoxime or obidoxime), though the use of '-oximes' has been found to be of no benefit, or possibly harmful, in at least two meta-analyses. Atropine is a muscarinic antagonist, and thus blocks the action of acetylcholine peripherally.

Interactions · 5 Einträge

... The effects of subchronic per os exposures to cadmium chloride (CdCl(2)) and ... propoxur (Pr), were investigated in male Wistar rats on general toxicological (body weight gain, relative organ weights) hematological (RBC, WBC, Ht, MCV, cell content of the femoral bone marrow) immune function (plaque forming cell (PFC) assay, delayed type hypersensitivity (DTH) reaction) and neurotoxicological (spontaneous and stimulus-evoked cortical activity, nerve conduction velocity) parameters. The animals were treated for 4, 8 and 12 weeks with 6.43 mg/kg CdCl(2), 8.51 mg/kg Pr, or with a combination of 6.43 mg/kg CdCl(2)+0.851 mg/kg Pr or 8.51 mg/kg Pr+1.61 mg/kg CdCl(2). Cadmium exposure affected the relative thymus, liver, and adrenal weight, RBC count, hematocrit and MCV, and there was an increase in nerve conduction velocity and a decrease in the cortical evoked potential latency. Pr induced a decrease in thymus weight, had some effect on the liver weight but none on the electrophysiological parameters. A significant interaction between Cd and Pr was detected by the following parameters: RBC, Ht, PFC, and nerve conduction velocity ...

The toxicity of ... propoxur decreased in rats given Aroclor 1242.

... The effect of Withania somnifera (Ashwagandha), a widely used herbal drug possessing anti-stress and immunomodulatory properties, was studied on propoxur-induced acetylcholine esterase inhibition and impairment of cognitive function in rats. Male Wistar rats were divided into four groups. Group I was treated with olive oil and served as control. Group II was administered orally with propoxur (10 mg/kg bw) in olive oil, group III received a combination of propoxur (10 mg/kg bw) and W. somnifera (100 mg/kg bw) suspension, and group IV W. somnifera (100 mg/kg bw) only. All animals were treated for 30 days. Cognitive behavior was assessed by transfer latency using elevated plus maze. Blood and brain acetylcholine esterase (AChE) activity was also assessed. Oral administration of propoxur (10 mg/kg bw) resulted in a significant reduction of brain and blood AChE activity. A significant prolongation of the acquisition as well as retention transfer latency was observed in propoxur-treated rats. Oral treatment of W. somnifera exerts protective effect and attenuates AChE inhibition and cognitive impairment caused by sub-chronic exposure to propoxur.

The effect of melatonin, a major secretory product of the pineal gland, in attenuation of propoxur -induced modulation of cell-mediated immune (CMI) response was studied in rats. Male Wistar albino rats were exposed to propoxur ... orally (10 mg/kg) and/or melatonin (10 mg/kg) orally for 4 weeks. CMI was measured by delayed-type hypersensitivity (DTH), leukocyte and macrophage migration inhibition (LMI and MMI) responses and estimation of cytokines TNF-alpha and IFN-gamma levels. Rats exposed to propoxur for 4 weeks showed significant decrease in DTH, LMI and MMI responses. Propoxur also suppressed TNF-alpha and IFN-gamma production significantly. Administration of melatonin alone caused a significant increase in DTH response. Although there were no changes in the LMI and MMI response, the cytokine levels were significantly increased, as compared to control. Co-administration of melatonin along with propoxur significantly nullified the effect of the pesticide on the CMI response, except DTH and reversed levels of cytokines to near control/normal values ...

For more Interactions (Complete) data for Propoxur (6 total), please visit the HSDB record page.

Target Organs · 2 Einträge

Nervous

central nervous system, liver, kidneys, gastrointestinal tract, blood cholinesterase

Health Effects · 1 Eintrag

Acute exposure to cholinesterase inhibitors can cause a cholinergic crisis characterized by severe nausea/vomiting, salivation, sweating, bradycardia, hypotension, collapse, and convulsions. Increasing muscle weakness is a possibility and may result in death if respiratory muscles are involved. Accumulation of ACh at motor nerves causes overstimulation of nicotinic expression at the neuromuscular junction. When this occurs symptoms such as muscle weakness, fatigue, muscle cramps, fasciculation, and paralysis can be seen. When there is an accumulation of ACh at autonomic ganglia this causes overstimulation of nicotinic expression in the sympathetic system. Symptoms associated with this are hypertension, and hypoglycemia. Overstimulation of nicotinic acetylcholine receptors in the central nervous system, due to accumulation of ACh, results in anxiety, headache, convulsions, ataxia, depression of respiration and circulation, tremor, general weakness, and potentially coma. When there is expression of muscarinic overstimulation due to excess acetylcholine at muscarinic acetylcholine receptors symptoms of visual disturbances, tightness in chest, wheezing due to bronchoconstriction, increased bronchial secretions, increased salivation, lacrimation, sweating, peristalsis, and urination can occur. Chronically high (>10 years) exposure leads to neuropsychological consequences including disturbances in perception and visuo-motor processing (A15321).

Ecotoxicity Values · 5 Einträge

LD50; Species: Bullfrog (male) oral 595 mg/kg (95% confidence limit 500-707 mg/kg)

LD50; Species: Canada goose (male, female) oral 5.95 mg/kg (95% confidence limit 4.89-7.24 mg/kg)

LD50; Species: Anas platyrhychos (Mallard female 4-6 months of age) oral 11.9 mg/kg (95% confidence limit 10.0-14.1 mg/kg)

LD50; Species: Anas platyrhychos (Mallard female 4-6 months of age) oral 9.44 mg/kg (95% confidence limit 7.49-11.9 mg/kg)

For more Ecotoxicity Values (Complete) data for Propoxur (56 total), please visit the HSDB record page.

Regulatorische Informationen

RCRA Requirements · 1 Eintrag

U411; As stipulated in 40 CFR 261.33, when propoxur, as a commercial chemical product or manufacturing chemical intermediate or an off-specification commercial chemical product or a manufacturing chemical intermediate, becomes a waste, it must be managed according to Federal and/or State hazardous waste regulations. Also defined as a hazardous waste is any residue, contaminated soil, water, or other debris resulting from the cleanup of a spill, into water or on dry land, of this waste. Generators of small quantities of this waste may qualify for partial exclusion from hazardous waste regulations (40 CFR 261.5).

FIFRA Requirements · 2 Einträge

Based on the reviews of the generic data for the active ingredient propoxur, the Agency has sufficient information on the health effects of propoxur and on its potential for causing adverse effects in fish and wildlife and the environment. The Agency has determined that propoxur products, labeled and used as specified in this Reregistration Eligibility Decision, will not pose unreasonable risks of adverse effects to humans or the environment. Therefore, the Agency concludes that products containing propoxur for all uses are eligible for reregistration.

As the federal pesticide law FIFRA directs, EPA is conducting a comprehensive review of older pesticides to consider their health and environmental effects and make decisions about their continued use. Under this pesticide reregistration program, EPA examines newer health and safety data for pesticide active ingredients initially registered before November 1, 1984, and determines whether the use of the pesticide does not pose unreasonable risk in accordance to newer saftey standards, such as those described in the Food Quality Protection Act of 1996. Pesticides for which EPA had not issued Registration Standards prior to the effective date of FIFRA '88 were divided into three lists based upon their potential for human exposure and other factors, with List B containing pesticides of greater concern than those on List C, and with List C containing pesticides of greater concern than those on List D. Propoxur is found on List B. Case No: 2555; Pesticide type: insecticide; Case Status: RED Approved 9/97; OPP has made a decision that some/all uses of the pesticide are eligible for reregistration, as reflected in a Reregistration Eligibility Decision (RED) document .; Active ingredient (AI): propoxur; Data Call-in (DCI) Date(s): 4/4/91, 12/26/91, 7/13/92; AI Status: OPP has completed a Reregistration Eligibility Decision (RED) for the case/AI.

Atmospheric Standards · 1 Eintrag

Listed as a hazardous air pollutant (HAP) generally known or suspected to cause serious health problems. The Clean Air Act, as amended in 1990, directs EPA to set standards requiring major sources to sharply reduce routine emissions of toxic pollutants. EPA is required to establish and phase in specific performance based standards for all air emission sources that emit one or more of the listed pollutants. Propoxur is included on this list.

CERCLA Reportable Quantities · 1 Eintrag

Persons in charge of vessels or facilities are required to notify the National Response Center (NRC) immediately, when there is a release of this designated hazardous substance, in an amount equal to or greater than its reportable quantity of 100 lb or 45.4 kg. The toll free number of the NRC is (800) 424-8802. The rule for determining when notification is required is stated in 40 CFR 302.4 (section IV. D.3.b).

State Drinking Water Guidelines · 4 Einträge

(AZ) ARIZONA 3 ug/L

(CA) CALIFORNIA 30 ug/L

(FL) FLORIDA 2.8 ug/L

(ME) MAINE 28 ug/L

Federal Drinking Water GuidelinesEPA 3 ug/l

Sicherheitsdaten

OEB
C
OEL
TWA: 0.5 mg/m3
wgk
3
ridadr
UN 2811/2588
RTECS-Nr.
FC3150000
risk_code
25-50/53-67-65-38-11

Chemie und Industrie

Pharmakologische Informationen

ATC CodeQP - Antiparasitic products, insecticides and repellents
Mechanism of Action · 3 Einträge

/A/ review of studies /was undertaken/ to evaluate mechanisms of rat urinary bladder tumors ... Propoxur or a metabolite was postulated to operate on or with growth factors to elicit hyperplasia and eventual tumor development. Since some propoxur metabolites are phenols, and since some phenols share with propoxur the property of being urinary bladder oncogens only at extremely high dose levels, threshold effects may be present. Low urinary pH was noted to inhibit binding of epidermal growth factor, which is abundant in rat urine. This is consistent with rat studies, in which pH reduction markedly reduced the extent of hyperplasia. Perspectives offered in this discussion suggest that propoxur-induced tumors in rats may not be relevant to man, but the "possible adverse effect" designation remains until more definitive evidence can be obtained.

Carbamylation of acetylcholinesterase produces accumulation of acetylcholine and the picture of muscarinic and nicotinic poisoning. Spontaneous hydrolysis of the carbamate-cholinesterase complex occurs in vivo, leading to the disappearance of clinical effects within 24 hours. Penetration of the blood-brain barrier by the carbamates is insignificant; for this reason, few CNS symptoms occur.

Propoxur inhibits cholinesterase & this effect is apparently the basis of its toxic action.

Biological Half-LifeFollowing a single oral dose in rats, peak circulating & tissue concn of the major metabolite, isopropoxyl phenol, were achieved at 30 to 60 minutes, & the parent propoxur is eliminated very quickly (half-life = 11-15 min).
Metabolism/Metabolites · 6 Einträge

In a metabolism study, the following metabolites were identified in the urine of rats which had been fed 8000 ppm propoxur for 13 weeks: M1 = 1,2-dihydoxybenzene (= catechol); M2 = 2-isopropoxyphenol; M3 = 2-hydroxyphenyl methylcarbamate; M4 = 2- isopropoxyphenylcarbamic acid; M5 = isopropoxyphenyl-hydroxy(-) methylcarbamate; M6 = 2-isopropoxy-5-hydroxyphenyl-methylcarbamate; M7 = 2-isopropoxy-5-hydroxyphenyl carbamic acid; M8 = 2-isopropoxy-5-hydroxyphenylhydroxymethyl carbamate; M9 = 1,5-dihydroxy-2-isopropoxybenzene. In additional studies, M6 (= 2-isopropoxy-5-hydroxyphenylmethylcarbamate) was identified as a principle metabolite in hamsters, mice, and humans. The nitrosated compound M9A ( = 1-hydroxy-2- isopropoxy-4-nitrobenzene) has been identified as a metabolite in rats and mice, the rhesus monkey, and humans. Evidence from the human study suggests that M9A is synthesized in the stomach.

Groups of 5 female rats received 50, 250, or 500 ppm unlabeled propoxur in their diets for 5 months, then received (by oral gavage) a single dose of 1 mg/kg radiolabelled material. Urine samples taken in the period from 0 to 24 hr after dosage had 87.9 to 99.8% of the total radiolabel; by thin layer chromatography it was found that 97-98% of the activity remained at the origin, and was contained in conjugated metabolites and/or extremely polar metabolites of unknown structure. By enzymatic cleavage 80-86% of the activity was identified as specific metabolites including M1, M2, M3, M4, M5, M6, M7, M8, as well as M6CII (= 2-isopropoxy-5-hydroxyphenyl carbamic acid), MS3 (= 2-isopropoxy-5-hydroxyphenyl-hydroxymethyl carbamate, and M7A (= 2- isopropoxy-3-hydroxyphenyl-methyl carbamate).

In ... studies with ... Musca domestica l ... /metabolites were/ (in order of decr amt): 5-hydroxy-2-isopropoxyphenyl methylcarbamate, 2-hydroxyphenyl methylcarbamate & acetone, 2-isopropoxyphenyl n-hydroxymethylcarbamate, & 2-isopropoxyphenyl carbamate. There were 6 or more addnl unidentified cmpd.

When the tert-carbon of 2-isopropoxy group of propoxur is oxidized to form a hemiketal, mono-N-methylcarbamoylcatechol is produced as a hydrolyzed metabolite that can normally be detected as 2-isopropoxyphenol by hydrolysis of the carbamoyl ester linkage, although this phenol has still not been detected. The 5-position of the phenyl ring is selectively metabolized in insects and their microsomes.

For more Metabolism/Metabolites (Complete) data for Propoxur (7 total), please visit the HSDB record page.

The carbamates are hydrolyzed enzymatically by the liver; degradation products are excreted by the kidneys and the liver. (L793)

MeSH Pharmacological Classification · 2 Einträge

Drugs that inhibit cholinesterases. The neurotransmitter ACETYLCHOLINE is rapidly hydrolyzed, and thereby inactivated, by cholinesterases. When cholinesterases are inhibited, the action of endogenously released acetylcholine at cholinergic synapses is potentiated. Cholinesterase inhibitors are widely used clinically for their potentiation of cholinergic inputs to the gastrointestinal tract and urinary bladder, the eye, and skeletal muscles; they are also used for their effects on the heart and the central nervous system.

Pesticides designed to control insects that are harmful to man. The insects may be directly harmful, as those acting as disease vectors, or indirectly harmful, as destroyers of crops, food products, or textile fabrics.

Absorption, Distribution and Excretion · 5 Einträge

... Seven male rats were used /in a metabolic study/; one received only non-labeled propoxur; the others received 1 mg/kg (14)C-labeled (ring) with sacrifice at 1, 4, 8, 24, 48, and 72 hr. The rats were sagittally sectioned and exposed (29-124 days) in direct contact with X-ray film. At 1 hour, radioactivity was detectable in all organs (particularly intestines) except the bone. After 24 hr, there were high concentrations of radioactivity in the gastrointestinal tract and bladder, as well as the mucous membranes of the pharyngeal region. At 48 and 72 hr, some radioactivity was still detectable in the liver, kidneys and mucous membranes of the pharyngeal system. Propoxur (and/or its metabolites) was shown to be distributed via the lymph system.

Two studies ... provide information on the dermal adsorption of propoxur in humans and rats. In the human study, six individuals received a single intravenous dose of (14)C-propoxur, 1 Ci/mL. Total urine was collected for five days post-dose and the percent of radiolabeled-dose excreted in the urine was determined. Subsequently the same six individuals received a single dermal dose of (14)C-propoxur at 4 ug/sq cm for an exposure period of 24 hr. Total urine was collected for five days post-dose and the percent of radiolabeled-dose excreted in the urine was determined. The radiolabel excreted was corrected for the 81.8% of label excreted following the iv dose. Corrected total excretion was 19.6 percent of the dermally administered dose. In the rat study, four doses (0.648, 6.91, 69.5, and 692 ug/sq cm) were administered /to rats (strain and sex not given)/ for durations of 0.5, 1, 2, 4, 8, and 24 hr. Test material was administered in ethanol, a solvent which can increase the absorption of a dissolved chemical. Since percent absorption decreases in a nonlinear manner with dose, the absorption from the dose of 6.91 ug/sq cm (the nearest dose to that administered in the human study) was selected for comparison with the human study. The results indicate (for durations 0.5, 1, 2, 4, 8, and 32 hr) a total of 7.88, 10.2, 17.9, 23.2, and 32.5% absorption, respectively. The percent absorbed in the rat study exceeds the percent absorbed in the human study for exposure durations of 8 and 24 hr. This is expected, even without the addition of ethanol, as rat skin is more permeable than human skin. Alternatively, the use of acetone in the human study would show an expected increase of propoxur penetration.

In a dermal absorption study with rats, a mixture of 50% ethanol and 50% water was used as a solvent, with doses of 0.648, 6.91, 69.5, or 692 ug/sq cm (corresponding nominal doses: 0.009875, 0.105, 1.0625, and 10.5 mg, respectively) radiolabeled propoxur. The highest values for absorption (50 to 64.9%) were observed with the two lowest dose levels, with the highest percentages of radioactivity (0.1-0.18%) in the blood occurring at these dose levels at 0.5 to 1.0 hr after dosage. Because propoxur was applied in a mixture of ethanol and water, the values obtained for dermal absorption were probably somewhat higher than if water alone had been the solvent.

Like houseflies, rat ... degrades arpocarb... with 30% of applied dose expired as CO2 within 48-hr...

For more Absorption, Distribution and Excretion (Complete) data for Propoxur (15 total), please visit the HSDB record page.

Verwendung und Herstellung

Uses · 6 Einträge

Propoxur is a nonfood carbamate insecticide, marketed under the registered trademark name Baygon. It is used to control cockroaches, flies, mosquitoes, and lawn and turf insects. Propoxur has been used in malaria control activities and in flea collars for pets.

Used to control ants, cockroaches, crickets, flies, mosquitoes, and crop insects; [EXTOXNET]

Farming (Pesticides) [Category: Industry]

For propoxur (USEPA/OPP Pesticide Code: 047802) ACTIVE products with label matches. /SRP: Registered for use in the U.S. but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses./

Insecticide registered for indoor (residential, institutional, industrial, commercial ... food handling establishments, food processing plants as crack and crevice treatments only) applications and very limited outdoor applications (structural perimeters, spot treatments to wasp nests and ant hills ... insecticidal tape for boat mooring lines)

Insecticide; molluscicide

U.S. Production · 2 Einträge

(1972) PROBABLY GREATER THAN 4.54X10+5 GRAMS

(1974) 1.4X10+8 GRAMS (CONSUMPTION)

Consumption Patterns · 2 Einträge

OVER 50% AS AN INSECTICIDE FOR MOSQUITOES IN OUTDOOR AREAS; UNDER 50% IN ALL OTHER APPLICATIONS AS AN INSECTICIDE (FOR FLIES ON AGRICULTURAL PREMISES, FOR FLEAS & TICKS ON PETS, ON LAWNS & TURF, FOR ANTS ON FLOWERING PLANTS, & IN DWELLINGS & PUBLIC FACILITIES) (1974)

Estimates of annual use: 170,000 to 400,000 lbs/ai (total); 20,000 to 50,000 lbs/ai (professional markets); 150,000 to 350,000 lbs/ai (consumer markets).

Methods of Manufacturing · 2 Einträge

Propoxur can be prepared by condensation of o-isopropoxyphenol with methyl isocyanate

REACTION OF O-ISOPROPOXYPHENOL AND METHYL ISOCYANATE

Formulations/Preparations · 5 Einträge

USEPA/OPP Pesticide Code 047802; Trade Names: Baygon, Sendran, Bay 9010, Bay 39007, Tendx, Unden, ENT-25671, DMS 33, Blattanex, Suncide, Blattosep, Bolfo, Bay 5122, Chemagro 9010, Dalf dust, Invisi-gard, Isocarb, OMS 33, Propotox, Pillargon, Compound 39007, Propyon, Tugon fliegenkugel.

Formulations: Soluble concentrate; oilspray

Formulations: Aerosol; bait; emulsifiable concentrate; dustable powder; fumigant; granules; ULV liquid; wettable powder; Hercon Toxstrip BW in controlled release strip formulation; Premixes (propoxur +): disulfoton

Formulations: Aerosol; bait; emulsifiable concentrate; dustable powder; fumigant; granules; ULV liquid; wettable powder; Hercon Toxstrip BW in controlled release strip formulation; Premixes (propoxur +): disulfoton

For more Formulations/Preparations (Complete) data for Propoxur (29 total), please visit the HSDB record page.

Household ProductsInformation on 27 consumer products that contain Propoxur in the following categories is provided:
Anwendungen · 2 Einträge

BeschreibungPropoxur, 2-isopropoxyphenyl methylcarbamate (IUPAC),forms colorless crystals, which are moderately soluble in most organic solvents.

VerwendenPropoxur is a non-systematic carbamate insecticide. Propoxur is used against a wide range of insects such as fleas, mosquitoes, ants, gypsy moths, and other agricultural pests. Propoxur functions by r eversibly inactivating the enzyme acetylcholinesterase in insects.

Darstellung

synthetischePropoxur is prepared by reaction of 2-isopropoxyphenol with methylisocyanate.

Ergänzende Hinweise

DefinitionChEBI: A carbamate ester that is phenyl methylcarbamate substituted at position 2 by a propan-2-yloxy group.

Zugehörige Reaktionen

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