2-(1-Methylpropyl)phenol-methylcarbamat

Fenobucarb

HCID 19588CAS 3766-81-2

Grundinformationen

Standard-SMILES
CCC(C)c1ccccc1OC(=O)NC
InChIKey
DIRFUJHNVNOBMY-UHFFFAOYSA-N
Summenformel
C12H17NO2
Durchschnittliche Molmasse
207,27 g/mol
Monoisotopische Masse
207,12592878

Überblick

Fenobucarb is a carbamate ester obtained by the formal condensation of 2-sec-butylphenol with methylcarbamic acid. It has a role as a herbicide, an insecticide, an agrochemical, an EC 3.1.1.7 (acetylcholinesterase) inhibitor and an environmental contaminant. It is functionally related to a 2-sec-butylphenol and a methylcarbamic acid.

Namen und Bezeichner

Bevorzugter Name
Fenobucarb
IUPAC
(2-butan-2-ylphenyl) N-methylcarbamate
Lokaler Name
2-(1-Methylpropyl)phenol-methylcarbamat
Englischer Name
Fenobucarb
Summenformel
C12H17NO2
Molmasse
207.27

Namen und Synonyme

Fenobucarb3766-81-2BPMCBaycarbBassaBarizon2-sec-Butylphenyl N-methylcarbamateFenobcarbCarvil2-sec-Butylphenyl methylcarbamate2-(1-Methylpropyl)phenyl methylcarbamateGeocarb 50EC
Weitere Namen anzeigen
2-(1-Methylpropyl)phenol methylcarbamateOSBACHopcinOMS 313BASSA(R)
Methylcarbamic acid o-sec-butylphenyl esterPhenol, 2-(1-methylpropyl)-, methylcarbamateBAY 41637o-sec-Butylphenyl methylcarbamateCarbamic acid, methyl-, o-sec-butylphenyl ester2-(butan-2-yl)phenyl methylcarbamate5MS2P7M0CF2-Butylphenyl methylcarbamate

Datenbank-Bezeichner

CAS
3766-81-2
PubChem CID
19588
DTXSID
DTXSID4058077
ChEMBL
CHEMBL226650
ChEBI
CHEBI:34304
UNII
5MS2P7M0CF
EC Number
223-188-8
Nikkaji
J3.059G

Eigenschaften

Berechnete Struktureigenschaften

XLogP
2,8
Polarare Oberfläche (TPSA)
38,3 Ų
H-Brücken-Donoren
1
H-Brücken-Akzeptoren
2
Frei drehbare Bindungen
4
Schwere Atome
15

Experimentelle und physikochemische Eigenschaften

Pesticides · 3 Einträge

Agrochemicals -> Pesticide active substances

Active substance -> EU Pesticides database: Not approved

Pesticide (Fenobucarb (BPMC)) -> USDA PDB

LogP2.8

Physikochemische Eigenschaften

Schmelzpunkt
31.75 °C · 31.75°C
Siedepunkt
346.3 °C · 346.3°C (rough estimate)
Dichte
1.0681 · 1.0681 (rough estimate)
Brechungsindex
1.522 · 1.5220 (estimate)
Flammpunkt
11 °C · 11 °C
storage temp.
2 · Sealed in dry,2-8°C

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 6 Einträge

Warning

H302: Harmful if swallowed [Warning Acute toxicity, oral]

P264, P270, P273, P301+P317, P330, P391, and P501 (click each P-code to see the statement)

Warning

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

P264, P270, P273, P301+P317, P330, P391, and P501 (click each P-code to see the statement)

Gefahrenhinweise

Hazard Classes and Categories · 6 Einträge

Acute Tox. 4 (100%)

Acute toxicity - category 4

Acute toxicity (Oral) - Category 4

Hazardous to the aquatic environment (Acute) - Category 1

Acute toxicity (Oral) - Category 4

Acute Tox. 4 *

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.

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).

Exposure RoutesInhalation (L793) ; oral (L793); dermal (L793)
Toxicity Summary · 1 Eintrag

Fenobucarb 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.

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)

Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).

Sicherheitsdaten

wgk
3
tsca
TSCA listed
ridadr
UN 2811
hs_code
29224999
RTECS-Nr.
FB5425000
risk_code
22-50/53-39/23/24/25-23/24/25-11

Chemie und Industrie

Pharmakologische Informationen

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

Verwendung und Herstellung

UsesFenobucarb is widely used as an insecticide or pesticide in homes, gardens and agricultural applications. It is a synthetic compound.
General Manufacturing InformationPhenol, 2-(1-methylpropyl)-, 1-(N-methylcarbamate): ACTIVE

Anwendungen

VerwendenFenobuccarb is a carbamate insecticide used as an agricultural insecticide on rice and cotton.

Anbieter50 Anbieter

国药集团化学试剂有限公司86-21-63210123 · [email protected]
湖北永阔科技有限公司027-59223108 15972152991 · [email protected]
湖北博杰生物科技有限公司0713-2060728 15629612610
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
Shandong chuangyingchemical Co., Ltd.18853181302 · [email protected]

Ergänzende Hinweise

DefinitionFenobucarb is a carbamate ester obtained by the formal condensation of 2-sec-butylphenol with methylcarbamic acid.

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