メチルカルバミン酸2-(1-メチルプロピル)フェニル

Fenobucarb

HCID 19588

基本情報

CAS
3766-81-2
標準SMILES
CCC(C)c1ccccc1OC(=O)NC
InChIKey
DIRFUJHNVNOBMY-UHFFFAOYSA-N
分子式
C12H17NO2
平均分子量
207.27 g/mol
単同位体質量
207.12592878

概要

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.

名称と識別子

優先名称
Fenobucarb
IUPAC
(2-butan-2-ylphenyl) N-methylcarbamate
現地名
メチルカルバミン酸2-(1-メチルプロピル)フェニル
英語名
Fenobucarb
分子式
C12H17NO2
分子量
207.27

名称と別名

Fenobucarb3766-81-2BPMCBaycarbBassaBarizon2-sec-Butylphenyl N-methylcarbamateFenobcarbCarvil2-sec-Butylphenyl methylcarbamate2-(1-Methylpropyl)phenyl methylcarbamateGeocarb 50EC
名称をさらに表示
ホプシンメチルカルバミド酸o-(sec-ブチル)フェニルフェノブカルブメチルカルバミド酸2-セカンダリ-ブチルフェニルベイカルブバッサメチルカルバミド酸o-sec-ブチルフェニルメチルカルバミド酸2-sec-ブチルフェニルバリゾンオスバックBPMC剤メチルカルバミン酸2-(1-メチルプロピル)フェニルN-メチルカルバミド酸2-sec-ブチルフェニルN-メチルカルバミン酸2-sec-ブチルフェニルメチルカルバミン酸-2-s-ブチルフェニルフェノブカルブ標準品フェノブカルブ標準液2-(1-メチルプロピル)-フェニル-N-メチルカルバメート2-Sec-ブチルフェニル-N-メチルカルバマートメチルカルバミンサン-2-s-ブチルフェニル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

データベース識別子

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

物性

構造計算による物性

XLogP
2.8
極性表面積
38.3 Ų
水素結合供与体数
1
水素結合受容体数
2
回転可能結合数
4
重原子数
15

実験および物理化学的性質

Pesticides · 3 件

Agrochemicals -> Pesticide active substances

Active substance -> EU Pesticides database: Not approved

Pesticide (Fenobucarb (BPMC)) -> USDA PDB

LogP2.8

物理化学的性質

融点
31.75 °C · 31.75°C
沸点
346.3 °C · 346.3°C (rough estimate)
比重(密度)
1.0681 · 1.0681 (rough estimate)
屈折率
1.522 · 1.5220 (estimate)
闪点
11 °C · 11 °C
貯蔵温度
2 · Sealed in dry,2-8°C

安全と法規制

GHS分類

GHS Classification · 6 件

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)

危険有害性情報

Hazard Classes and Categories · 6 件

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 *

毒性情報

Treatment · 1 件

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 件

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 件

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 件

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).

安全データ

wgk
3
tsca
TSCA listed
rtecs
FB5425000
ridadr
UN 2811
PRTR法
第1種指定化学物質
hs_code
29224999

化学と産業

薬理情報

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

用途と製造

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

応用分野

用途農薬(殺虫剤)

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

サプライヤー100 社

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]

補足説明

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

関連反応

8 件

化合物ノート

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