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Propham

HCID 24685
NotizenReaktionen
GrundinformationenÜberblickNamen und BezeichnerEigenschaftenSicherheit und RegulatorischesChemie und IndustrieZugehörige ReaktionenNotizen zur Verbindung
TeilstruktursucheÄhnliche Strukturen suchen

Grundinformationen

CAS
122-42-9
Standard-SMILES
CC(C)OC(=O)Nc1ccccc1
InChIKey
VXPLXMJHHKHSOA-UHFFFAOYSA-N
Summenformel
C10H13NO2
Durchschnittliche Molmasse
179,22 g/mol
Monoisotopische Masse
179,09462866

Überblick

Propham is a colorless crystalline solid.

Namen und Bezeichner

Bevorzugter Name
Propham
IUPAC
propan-2-yl N-phenylcarbamate
Lokaler Name
Propham
Englischer Name
Propham
Summenformel
C10H13NO2
Molmasse
179.22

Namen und Synonyme

Propham122-42-9Isopropyl N-phenylcarbamateIsopropyl phenylcarbamateAgerminCollavinTuberitTuberiteBirginProfamTixitTriherbide
Weitere Namen anzeigen
IPCy2IFCIFKY 2
Beet-KleenIsopropyl carbanilateChem-HoeINPCIPPCBan-HoePremaloxProphame

Datenbank-Bezeichner

CAS
122-42-9
PubChem CID
24685
DTXSID
DTXSID7020766
ChEMBL
CHEMBL1080996
ChEBI
CHEBI:82035
UNII
Y647G714RY
EC Number
204-542-0
Nikkaji
J2.928I

Eigenschaften

Berechnete Struktureigenschaften

XLogP
2,6
Polarare Oberfläche (TPSA)
38,3 Ų
H-Brücken-Donoren
1
H-Brücken-Akzeptoren
2
Frei drehbare Bindungen
3
Schwere Atome
13
Formalladung
0
Komplexität
162

Experimentelle und physikochemische Eigenschaften

SpringerMaterials PropertiesFusion temperature
Pesticides · 6 Einträge

Pesticide -> EPA IRIS

Herbicides, Plant Growth Regulators

Active substance -> EU Pesticides database: Not approved

Pesticides -> Herbicides, Carbamate

Pesticide

Pesticide (Propham) -> USDA PDB

LogP · 2 Einträge

log Kow = 2.60

2.6

OdorOdorless when pure
Density1.09 at 20 °C
Color/Form · 3 Einträge

White crystalline solid

Colorless crystals

WHITE NEEDLES FROM ALCOHOL

Solubility · 4 Einträge

Soluble in most organic solvents

Soluble in esters, alcohols, acetone, benzene, cyclohexane and xylene.

SOL IN CARBON DISULFIDE; SLIGHTLY SOL IN KEROSENE OR DIESEL OIL; VERY SOL IN ETHYL OR ISOPROPYL ALCOHOL

In water, 179 mg/L at 25 °C

Corrosivity

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 4 Einträge

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 49 reports by companies from 3 notifications to the ECHA C&L Inventory.

Gefahrenhinweise

Regulatory Information · 3 Einträge

96/586/EC

Propham: Does not have an individual approval but may be used under an appropriate group standard

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 - Carbamic acid, phenyl-, 1-methylethyl ester: Environment tier I assessment
DOT LabelClass 9
Fire HazardsExcerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:
Fire PotentialNot considered flammable
Health HazardsExcerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:
Hazards SummaryAn irritant; [MSDSonline]
Reactive GroupCarbamates
Special ReportsWHO; Environ Health Criteria V12: Isopropyl Phenylcarbamate (1976)

Chemie und Industrie

Pharmakologische Informationen

Mechanism of Action · 2 Einträge

Root and epicotyl growth inhibition are...phytotoxic effect...in intact plants. Among its actions at cellular level...disrupts normal cell division, inhibits protein and amylase synthesis, inhibits photolytic activity of isolated chloroplasts and effects activity of messenger RNA.

The effects of propham ... on O uptake, ATP synthesis, cell division and cell cycle distribution in root tips of pea (Pisum sativum) (Alaska) are reported. At the lowest concn tested ( ... propham, 1.2 .times. 10-6M) a reduction in the number of cells able to enter into mitosis was observed. ... At the higher range of concn tested ... propham (1.2 .times. 10-3M) caused a rapid decrease in number of mitosis so that by 6 hr <1% of the total cells were dividing and all of them were abnormal, by 24 hr this level was reduced to .apprx. 0.2%.

Biological Half-Life · 2 Einträge

In rats, average biological half-life for IPC in internal organs was 5.0 hr, in brain, muscle and fat tissue, 13.3 hr.

The average biological half-life /in adult female Wistar rats/ of propham in most organs was short, ranging between 3 and 8 hr. However, in brain, fat, and muscle, the half-life was about twice the value for other organs.

Metabolism/Metabolites · 6 Einträge

Isopropyl N-phenylcarbamate yields aniline in arthrobacter and in achromobacter... . /from table/

Soybean plants were root-treated with propham-(14)C. Analyses of metabolites indicated...glycosides of 2-hydroxypropham and...one...was probably beta-o-glucoside...

After dosing goat and chicken with labeled propham, analyses...showed presence of para-sulfate derivatives in goat milk and goat carcasses. Glucuronide was also found in chicken carcass... .

After administration of phenyl-(14)C-labeled propham to goat /and rats/... metabolites identified were: 1. glucuronic acid conjugate of 4-hydroxypropham, 2. sulfate ester of 4-hydroxypropham, 3. glucuronic acid conjugate of 4-hydroxyacetanilide, 4. sulfate ester of 2-hydroxyaniline, 5. conjugate of 2-hydroxyisopropyl 4-hydroxycarbanilate, 6. sulfate ester of 2-hydroxypropham, 7. sulfate ester of 4-hydroxyacetanilide /rats only/... Partial identification of other metabolites from goat indicated presence of: 1. 4-hydroxypropham conjugate, 2. 2-hydroxypropham conjugate, 3. para-aminophenol conjugate, 4. 3,4-dihydroxypropham conjugate.

Zugehörige Reaktionen

7
Reaktionsaufzeichnung erstellen
Reaktionsgleichung von HRID 67037
HRID 67037als Eduktuspto-grants-1982_08
Reaktionsgleichung von HRID 107534
HRID 107534als ProduktTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
Reaktionsgleichung von HRID 110161
HRID 110161als ProduktTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
Reaktionsgleichung von HRID 187776
HRID 187776als EduktTraining data from https://doi.org/10.1039/C8SC04228D (6/10)
Reaktionsgleichung von HRID 258066
HRID 258066als Produktuspto-grants-1993_11
Reaktionsgleichung von HRID 443746
HRID 443746als Eduktuspto-grants-1981_04
Reaktionsgleichung von HRID 1659427
HRID 1659427als Produktuspto-grants-1981_12

Notizen zur Verbindung

Wird geladen…

Auf dieser SeiteGrundinformationenÜberblickNamen und BezeichnerEigenschaftenSicherheit und RegulatorischesChemie und IndustrieZugehörige ReaktionenNotizen zur Verbindung
NON-CORROSIVE
Human DrugsPharmaceuticals
DecompositionWhen heated to decomposition it emits toxic fumes of /nitrogen oxides/.
Melting Point90 °C
Vapor Pressure · 2 Einträge

0.01 [mmHg]

1.4X10-4 mm Hg at 25 °C

Physikochemische Eigenschaften

Schmelzpunkt
90 °C · 90°C
Siedepunkt
311.75 °C · 311.75°C (rough estimate)
Dichte
1.09 · 1.0900
Brechungsindex
1.4989 · 1.4989 (estimate)
Flammpunkt
11 °C · 11 °C
storage temp.
4 °C · APPROX 4°C
Aggregatzustand
Solid
pka
13.74 · 13.74±0.70(Predicted)
Farbe
Dark brown, blue-black
Wasserlöslichkeit
0.1 g/L · 0.1g/L(25 ºC)
Merck
13 · 13,7908
BRN
2209666 · 2209666
Henry's Law Constant
5.4 · 5.4×101 mol/(m3Pa) at 25℃, Duchowicz et al. (2020)
Major Application
agriculture
InChI
1S/C10H13NO2/c1-8(2)13-10(12)11-9-6-4-3-5-7-9/h3-8H,1-2H3,(H,11,12)
InChIKey
VXPLXMJHHKHSOA-UHFFFAOYSA-N
SMILES
CC(C)OC(=O)Nc1ccccc1
CAS Datenbank
122 · 122-42-9(CAS DataBase Reference)
NIST chemische Informationen
1 · Carbamic acid, phenyl-, 1-methylethyl ester(122-42-9)
EPA chemische Informationen
Propham (122-42-9)
RCRA Requirements · 1 Eintrag

U373; As stipulated in 40 CFR 261.33, when isopropyl phenylcarbamate, 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 · 1 Eintrag

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 future use. Under this pesticide reregistration program, EPA examines health and safety data for pesticide active ingredients initially registered before November 1, 1984, and determines whether they are eligible for reregistration. In addition, all pesticides must meet the new safety standard of the Food Quality Protection Act of 1996. Propham is found on List A, which contains most food use pesticides and consists of the 194 chemical cases (or 350 individual active ingredients) for which EPA issued registration standards prior to FIFRA, as amended in 1988. Case No: 0283; Pesticide type: herbicide; Registration Standard Date: 03/30/87; Case Status: No products containing the pesticide are actively registered ... The case /is characterized/ as "cancelled." Under FIFRA, pesticide producers may voluntarily cancel their registered products. EPA also may cancel pesticide registrations if registrants fail to pay required fees or make/meet certain reregistration commitments, or if EPA reaches findings of unreasonable adverse effects.; Active ingredient (AI): propham; AI Status: The active ingredient is no longer contained in any registered pesticide products ... "cancelled."

Reactivity Profile · 1 Eintrag

PROPHAM is a carbamate ester. Carbamates are chemically similar to, but more reactive than amides. Like amides they form polymers such as polyurethane resins. Carbamates are incompatible with strong acids and bases, and especially incompatible with strong reducing agents such as hydrides. Flammable gaseous hydrogen is produced by the combination of active metals or nitrides with carbamates. Strongly oxidizing acids, peroxides, and hydroperoxides are incompatible with carbamates.

Sicherheit und Schutzausrüstung

Fire FightingExcerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:
First AidExcerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:
Storage Conditions · 1 Eintrag

Safe Storage of Pesticides. Always store pesticides in their original containers, complete with labels that list ingredients, directions for use, and first aid steps in case of accidental poisoning. Never store pesticides in cabinets with or near food, animal feed, or medical supplies. Do not store pesticides in places where flooding is possible or in places where they might spill or leak into wells, drains, ground water, or surface water.

Cleanup Methods · 3 Einträge

A system for removing pesticides from the wash water produced by pesticide applicators as they clean their equipment has been developed. The system incorporates a two-stage treatment process. The first step is the flocculation/coagulation and sedimentation of the pesticide contaminated wash water. The supernatant from the first step is then passed through activated C columns.

If a spill occurs, clean it up promptly. Don't wash it away. Instead, sprinkle the spill with sawdust, vermiculite, or kitty litter. Sweep it into a plastic garbage bag, and dispose of it as directed on the pesticide product label.

After Applying a Pesticide, Indoors or Outdoors. To remove pesticide residues, use a bucket to rinse tools or equipment three times, including any containers or utensils that you used when mixing the pesticide. Then pour the rinsewater into the pesticide sprayer and reuse the solution by applying it according to the pesticide product label directions. After applying any pesticide wash your hands and any other parts of your body that may have come in contact with the pesticide..To prevent tracking pesticides inside, remove or rinse your boots or shoes before entering your home. Wash any clothes that have been exposed to a lot of pesticide separately from your regular wash.

Nonfire Spill ResponseExcerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:
Disposal Methods · 3 Einträge

[40 CFR 240-280, 300-306, 702-799 (7/1/2005)] Generators of waste (equal to or greater than 100 kg/mo) containing this contaminant, EPA hazardous waste number U373, must conform with USEPA regulations in storage, transportation, treatment and disposal of waste.

Safe Disposal of Pesticides. The best way to dispose of small amounts of excess pesticides is to use them - apply them - according to the directions on the label. If you cannot use them, ask your neighbors whether they have a similar pest control problem and can use them. If all of the remaining pesticide cannot be properly used, check with your local solid waste management authority, environmental agency, or health department to find out whether your community has a household hazardous waste collection program or a similar program for getting rid of unwanted, leftover pesticides. These authorities can also inform you of any local requirements for pesticide waste disposal.

Safe Disposal of Pesticides. An empty pesticide container can be as hazardous as a full one because of residues left inside. Never reuse such a container. When empty, a pesticide container should be rinsed carefully three times and the rinsewater thoroughly drained back onto the sprayer or the container previously used to mix the pesticide. Use the rinsewater as a pesticide, following label directions. Replace the cap or closure securely. Dispose of the container according to label instructions. Do not puncture or burn a pressurized container like an aerosol - it could explode. Do cut or puncture other empty pesticide containers made of metal or plastic to prevent someone from reusing them. Wrap the empty container and put it in the trash after you have rinsed it.

Preventive Measures · 5 Einträge

Avoid breathing of vapor or spray mist. Use with adequate ventilation.

Wear the items of protective clothing the label requires: for example, non-absorbent gloves (not leather or fabric), rubber footwear (not canvas or leather), a hat, goggles, or a dust-mist filter. If no specific clothing is listed, gloves, long-sleeved shirts and long pants, and closed shoes are recommended. You can buy protective clothing and equipment at hardware stores or building supply stores.

Indoor Applications. If the label directions permit, leave all windows open and fans operating after the application is completed. If the pesticide product is only effective in an unventilated (sealed) room or house, do not stay there. Put all pets outdoors, and take yourself any your family away from treated areas for at least the length of time prescribed on the label. Apply most surface sprays only to limited areas such as cracks; don't treat entire floors, walls, or ceilings. Don't let pesticides get on any surfaces that are used for food preparation. Wash any surfaces that may have pesticide residue before placing food on them.

Indoor Applications. When using total release foggers to control pests, use no more than the amount needed and to keep foggers away from ignition sources (ovens, stoves, air conditioners, space heaters, and water heaters, for example). Foggers should not be used in small, enclosed places such as closets and cabinets or under tables and counters.

Outdoor Applications. Never apply pesticides outdoors on a windy day (winds higher than 10 mph). Position yourself so that a light breeze does not blow pesticide spray or dust into your face.

Isolation and EvacuationExcerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:
Allowable Tolerances · 1 Eintrag

5.0 ppm for hay of alfalfa, clover, and grass; 2.0 ppm for alfalfa, clover, and grass; 0.1 ppm for flaxseed, lentils, lettuce, peas, safflower seed, spinach, and sugar beets (roots and tops); 0.05 ppm eggs, milk, and the meat fat, and meat byproducts of cattle, goats, hogs, horses, poultry, and sheep.

Personal Protective Equipment (PPE)Excerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:

Toxikologische Informationen

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.

Target OrgansImmune
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 /Anas platyrhynchos/ (Mallard duck, 3 month old) oral >2,000 mg/kg

LC50 Gammarus fasciatus (Scud) 54 mg/L/24 hr (95% confidence interval: 31-92 mg/L); static /Formulated product/

LC50 Gammarus fasciatus (Scud) 19 mg/L/96 hr (95% confidence interval: 10-34 mg/L); static /Formulated product/

LC50 Gammarus fasciatus (Scud) 22 mg/L/48 hr (95% confidence interval: 14-35 mg/L); static /Formulated product/

For more Ecotoxicity Values (Complete) data for ISOPROPYL PHENYLCARBAMATE (21 total), please visit the HSDB record page.

Environmental Fate · 4 Einträge

TERRESTRIAL FATE: Based on a classification scheme(1), measured Koc values ranging from 51 to 65(2,3) indicate that isopropyl phenylcarbmate is expected to have very high mobility in soil(SRC). Volatilization of isopropyl phenylcarbmate from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 1.8X10-7 atm-cu m/mole(SRC), derived from a vapor pressure of 1X10-4 mm Hg(4) and a water solubility of 1.79 mg/L(5). Isopropyl phenylcarbmate is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure. Pure culture studies show that phenylcarbates are biodegraded to catechol which is then further metabolized in the TCA cycle(6). Isopropyl phenylcarbamate biodegrades more rapidly in soil that was previously treated with isopropyl phenylcarbamate(7). After 60, days 70% of isopropyl phenylcarbamate from soil previously treated with the pesticide was degraded into CO2 compared to the 20% degraded by soil that had never been treated with the pesticide(7). Similar results were obtained with soil that had been treated with the pesticide carbetamide(8). Isopropyl phenylcarbamate is stable in the presence of anaerobic microorganisms(9).

TERRESTRIAL FATE: Isopropyl phenyl carbamate was applied as a spray on sandy loam soil taken from Bagbroke Hill Farm(1). The soil was then repotted and Italian rye grass was grown under greenhouse environment. Analysis of dry weight samples showed that isopropyl phenylcarbamate had a half life of less than 4.5 weeks in soil where Italian rye grass was grown(1).

AQUATIC FATE: Based on a classification scheme(1), measured Koc values ranging from 51 to 65(2,3) indicate that isopropyl phenylcarbmate is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(4) based upon an estimated Henry's Law constant of 1.8X10-7 atm-cu m/mole(SRC), derived from a vapor pressure of 1X10-4 mm Hg(5) and a water solubility of 1.79 mg/L(6). Isopropyl phenylcarbmate has been shown to be resistant to hydrolysis in the environment(7). According to a classification scheme(8), an estimated BCF of 20(SRC), from its log Kow of 2.6 (9) and a regression-derived equation(10), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Pure culture studies show that phenylcarbamates are biodegraded to catechol which is then further metabolized in the TCA cycle(11). Studies show that biodegradation in water may be an important fate process(12,13); however this reaction may be dependent on concentration of the sample(12). Isopropyl phenylcarbamate is stable in the presence of anaerobic microorganisms(14).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), isopropyl phenylcarbmate, which has a vapor pressure of 1.4X10-4 mm Hg at 25 deg(2), is expected to exist solely as a vapor phase in the ambient atmosphere. Vapor-phase isopropyl phenylcarbmate is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 7.3 hours(SRC), calculated from its rate constant of 5.2X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Isopropyl phenylcarbmate does not contain chromophores that absorb at wavelengths >290 nm and has been shown not to be susceptible to direct photolysis by sunlight(4).

Food Survey ValuesIsopropyl phenylcarbamate was detected in boiled potatoes(1). There were 97 reports of isopropyl carbamate in imported food in Sweden from 1990-1994(2).
Exposure RoutesInhalation (L793) ; oral (L793); dermal (L793)
Milk ConcentrationsMain route of excretion of propham by goat was via urine. Small amount appeared in milk and feces.
Toxicity Summary · 1 Eintrag

Propham is a cholinesterase or acetylcholinesterase (AChE) inhibitor. Carbamates form unstable complexes with chlolinesterases by carbamoylation of the active sites of the enzymes. This inhibition is reversible. A cholinesterase inhibitor suppresses the action of acetylcholine esterase. Because of its essential function, chemicals that interfere with the action of acetylcholine esterase are potent neurotoxins, causing excessive salivation and eye-watering in low doses. Headache, salivation, nausea, vomiting, abdominal pain and diarrhea are often prominent at higher levels of exposure. Acetylcholine esterase breaks down the neurotransmitter acetylcholine, which is released at nerve and muscle junctions, in order to allow the muscle or organ to relax. The result of acetylcholine esterase inhibition is that acetylcholine builds up and continues to act so that any nerve impulses are continually transmitted and muscle contractions do not stop.

Ecotoxicity Excerpts · 3 Einträge

/BIRDS and MAMMALS/ /In male Mallards 3 months old/ regurgitation, high carriage, goose-stepping ataxia, falling when walking, walking with aid of wings. Signs persisted 2 to 4 wk after single oral administration.

/AQUATIC SPECIES/ Both propham and chloropropham were embryotoxic and teratogenic in amphibians.

/AQUATIC SPECIES/ The endomembrane network of the chlamydomonad alga, Gloeomonas kupferri, can be disrupted by the herbicide, isopropyl N-phenyl carbamate (IPC).

Signs and Symptoms · 1 Eintrag

As with organophosphates, the signs and symptoms are based on excessive cholinergic stimulation. Unlike organophosphate poisoning, carbamate poisonings tend to be of shorter duration because the inhibition of nervous tissue acetylcholinesterase is reversible, and carbamates are more rapidly metabolized. Muscle weakness, dizziness, sweating and slight body discomfort are commonly reported early symptoms. Headache, salivation, nausea, vomiting, abdominal pain and diarrhea are often prominent at higher levels of exposure. Contraction of the pupils with blurred vision, incoordination, muscle twitching and slurred speech have been reported. (L795)

Acute Toxicity LinkChemical: PROPHAM

Regulatorische Informationen

RCRA Requirements · 1 Eintrag

U373; As stipulated in 40 CFR 261.33, when isopropyl phenylcarbamate, 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 · 1 Eintrag

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 future use. Under this pesticide reregistration program, EPA examines health and safety data for pesticide active ingredients initially registered before November 1, 1984, and determines whether they are eligible for reregistration. In addition, all pesticides must meet the new safety standard of the Food Quality Protection Act of 1996. Propham is found on List A, which contains most food use pesticides and consists of the 194 chemical cases (or 350 individual active ingredients) for which EPA issued registration standards prior to FIFRA, as amended in 1988. Case No: 0283; Pesticide type: herbicide; Registration Standard Date: 03/30/87; Case Status: No products containing the pesticide are actively registered ... The case /is characterized/ as "cancelled." Under FIFRA, pesticide producers may voluntarily cancel their registered products. EPA also may cancel pesticide registrations if registrants fail to pay required fees or make/meet certain reregistration commitments, or if EPA reaches findings of unreasonable adverse effects.; Active ingredient (AI): propham; AI Status: The active ingredient is no longer contained in any registered pesticide products ... "cancelled."

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 1 lb. 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). The Agency may adjust the statutory RQ for this hazardous substance in a future rulemaking; until then the statutory one-pound RQ applies.

State Drinking Water Guidelines · 3 Einträge

(AZ) ARIZONA 52 ug/l

(FL) FLORIDA 140 ug/l

(ME) MAINE 140 ug/l

Federal Drinking Water GuidelinesEPA 100 ug/l

Sicherheitsdaten

wgk
3
tsca
TSCA listed
ridadr
UN 1230 3/PG 2
hs_code
29242990
RTECS-Nr.
FD9100000
risk_code
36/37/38-39/23/24/25-23/24/25-11-22
Toxizität
LD50 in male, female rats (mg/kg): 3724, 4315 orally (Gaines, Linder)
hazard_code
F,T,Xn
safety_code
26-36-45-16-7-36/37
Speicherklasse
3 - Flammable liquids
Giftige Stoffe Daten
122-42-9(Hazardous Substances Data)
Hazard Classifications
Acute Tox. 3 DermalAcute Tox. 3 InhalationAcute Tox. 3 OralFlam. Liq. 2STOT SE 1

For more Metabolism/Metabolites (Complete) data for ISOPROPYL PHENYLCARBAMATE (8 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)

Absorption, Distribution and Excretion · 5 Einträge

Main route of excretion of propham by goat was via urine. Small amount appeared in milk and feces.

After oral or ip administration of propham to rats, 80% of (14)C-isopropyl label appeared in urine within 4 days. Smaller amount appeared in feces and respired air.

...Herbicide-related material was distributed throughout the body /of treated rats/, with highest concentration in the kidneys. ...Approximately 30% of iv dose of propham was excreted in 6 hr bile.

Propham is absorbed through coleoptiles of emerging grass seedlings and to lesser degree through roots of plants. ...Absorbed slowly through leaves... propham or its metabolites are readily transported acropetally following root absorption.

The tissue distribution and excretion of 14C-labelled propham (purity >99%, specific activity of chain-labelled molecule 4.9 mCi/mmol and of ring-labelled molecule 4.1 mCi/mmol) were investigated in adult female Wistar rats (mean body-weight 270 g). A single oral dose (2 animals per dose) of 0, 0.67, 19, 38, or 75 mg/kg bw 14C-labelled propham (5 uCi in 1.0 mL of 20% aqueous ethanol solution) was administered by intubation. Rats were housed individually in glass metabolism cages; expired air was continuously monitored for radioactivity for 72 hr. The feces and urine samples were collected at 24, 48, and 72 hr and analyzed for 14C by liquid scintillation counting. The urine was analyzed by paper chromatography and thin-layer chromatography. In a similar experiment, single rats were killed at various times (1-24 hr) after administration of a single dose of 0.81 mg/kg bw 14C-labelled propham/kg bw (5 uCi in 1.0 mL of a 20% aqueous ethanol solution). Tissue samples (kidneys, liver, blood, lungs, heart, spleen, intestine, brain, muscle, and fat) were freeze-dried, and analyzed for 14C... . The average 3-day excretion of radioactivity in urine, feces, and CO2 was 80, 5, and 5%, respectively after chain-labelling of propham, and 85, 5, and 0%, respectively after ring-labelling of propham. There was no significant difference in the rate of excretion or the route of elimination among rats receiving different dosages. The radioactivity was distributed in all examined tissues with the highest concentrations in the kidneys.

Verwendung und Herstellung

Uses · 6 Einträge

No longer used in the US; Used as a pre- and post-emergence herbicide for control of grasses and broadleaf weeds in alfalfa, clover, forage crops, flax, lettuce, safflower, spinach, sugar beets, lentils, and peas; Also used to prevent potatoes in storage from sprouting; [HSDB]

Farming (Pesticides) [Category: Industry]

The active ingredient is no longer contained in any registered pesticide products ... "cancelled."

For isopropyl phenylcarbamate (USEPA/OPP Pesticide Code: 047601) there are 0 labels match. /SRP: Not registered for current 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./

Herbicide for grasses & broadleaf weeds on forage crops, flax, lettuce, safflower, spinach, sugar beets, lentils & peas

Pre- & post-emergence herbicide. For control of weeds in alfalfa, ladino clover, white clover, red or crimson clover ... fallow land.

U.S. Exports · 2 Einträge

(1972) No Data

(1975) No Data

U.S. Imports · 2 Einträge

(1972) NONE

(1975) No Data

U.S. Production(1975) 9.08X10+7 GRAMS (CONSUMPTION)
Consumption Patterns100% IN AGRICULTURAL APPLICATIONS AS A SELECTIVE HERBICIDE FOR ANNUAL GRASSES & BROADLEAF WEEDS ON FORAGE CROPS (CLOVER & ALFALFA), FLAX, LETTUCE, SAFFLOWER, SPINACH, SUGAR BEETS, LENTILS, & PEAS (1975)
Methods of Manufacturing · 2 Einträge

Allen, US patent 2,615,916 (1952 to Columbia-Southern Chem Corp)... /SRP: A method of separating isopropyl n-phenyl carbamate from its reaction mixture created by reaction of an isopropyl haloformate with aniline in the presence of water and a base at a temperature at which solid isopropyl n-phenyl carbamate is produced, which comprises heating the reaction mixture to a temperature above the melting point of the carbamate but below the temperature at which the water phase in the mixture biols, thereby forming two immiscible liquid layers, separating the layer containing the product, steam distilling impurities from the product atomizing the product and chilling it to form a uniform, granular, powder-like product./

Reaction of phenyl isocyanate with isopropyl alcohol; or reaction of aniline with isopropyl chloroformate

Formulations/Preparations · 5 Einträge

EMULSIFIABLE CONCENTRATE (2 LB/GAL), GRANULES (10% & 15%), FLOWABLE SUSPENSION (4 LB/GAL). WETTABLE POWDER 50% (TRI-HERBICIDE-1PC*). COMBINATIONS: TANK MIX WITH BENEFIN FOR WEED CONTROL IN LETTUCE. PROPHAM WITH CHLORPROPHAM + FENURON (BEET-KLEEN*). PROPHAM WITH LENACIL (BAN-HOE*).

Technical grade is 99% pure.

For EC formulation water is used at 10 to 40 gal/acre. Granular formulation involves binding 15% propham onto sand-core base.

AGERMIN

For more Formulations/Preparations (Complete) data for ISOPROPYL PHENYLCARBAMATE (23 total), please visit the HSDB record page.

Use Classification · 4 Einträge

Food Contaminant -> CONTAMINANT -> JECFA Functional Classes

Food Contaminant -> CONTAMINANT -> JECFA Functional Classes

Pharmaceuticals

HERBICIDES

General Manufacturing Information · 3 Einträge

Carbamic acid, N-phenyl-, 1-methylethyl ester: INACTIVE

SELECTED BY TEMPLEMAN, WG & SEXTON, WA, NATURE, 156, 630, 1945; PROC ROY SOC 133B, 480, 1946, AS MOST ACTIVE OF SERIES OF ARYLURETHANES AS GROWTH SUBSTANCES; BRITISH PATENT 574,995.

Granular formulations of IPC on soils at 4 lb/acre rate lost more than spray applications at same rate & some protection against vapor loss was achieved by covering herbicide with 1/8- to 1/4-in layer of soil.

Anwendungen

VerwendenHerbicide, applied as a spray to the soil.

Anbieter54 Anbieter

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