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N-メチルカルバミド酸3,5-ジエチルフェニル

Fenethacarb

HCID 34810
ノート反応
基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
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基本情報

CAS
30087-47-9
標準SMILES
CCc1cc(CC)cc(OC(=O)NC)c1
InChIKey
HUNDISMVCBSIKO-UHFFFAOYSA-N
分子式
C12H17NO2
平均分子量
207.27 g/mol
単同位体質量
207.12592879

概要

Fenethacarb is a carbamate pesticide. Carbamate pesticides are derived from carbamic acid and kill insects in a similar fashion as organophosphate insecticides. They are widely used in homes, gardens and agriculture. The first carbamate, carbaryl, was introduced in 1956 and more of it has been used throughout the world than all other carbamates combined. Because of carbaryl's relatively low mammalian oral and dermal toxicity and broad control spectrum, it has had wide use in lawn and garden settings. Most of the carbamates are extremely toxic to Hymenoptera, and precautions must be taken to avoid exposure to foraging bees or parasitic wasps. Some of the carbamates are translocated within plants, making them an effective systemic treatment. (L795)

名称と識別子

優先名称
Fenethacarb
IUPAC
(3,5-diethylphenyl) N-methylcarbamate
現地名
N-メチルカルバミド酸3,5-ジエチルフェニル
英語名
N-Methylcarbamic acid 3,5-diethylphenyl ester
分子式
C12H17NO2
分子量
207.27

名称と別名

FenethacarbPhenetacarbeFenethacarb [ISO]30087-47-93,5-Diethylphenyl-N-methylcarbamateBAS 235IPhenol, 3,5-diethyl-, methylcarbamateUNII-4HFM9Z3YRM4HFM9Z3YRMBRN 1956748BAS-235IAI3-27984
名称をさらに表示
フェネタカルブN-メチルカルバミド酸3,5-ジエチルフェニル3,5-ジエチルフェニル N-メチルカルバマートBAS-235-IN-Methylcarbamic acid 3,5-diethylphenyl ester
3,5-diethylphenyl methylcarbamateCARBAMIC ACID, METHYL-, 3,5-DIETHYLPHENYL ESTER3,5-DIETHYLPHENYL N-METHYLCARBAMATEDTXSID6041971BAS-2353BAMIC ACID, METHYL-, 3,5-DIETHYLPHENYL ESTERPHENOL, 3,5-DIETHYL-, 1-(N-METHYLCARBAMATE)RefChem:140149

データベース識別子

CAS
30087-47-9
PubChem CID
34810
DTXSID
DTXSID6041971
UNII
4HFM9Z3YRM
Nikkaji
J20.321A

物性

構造計算による物性

XLogP
3.1
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
形式電荷
0
複雑度
194

物理化学的性質

沸点
294.2 · 294.2±40.0 °C(Predicted)
比重(密度)
1.028 · 1.028±0.06 g/cm3(Predicted)
酸解離定数(Pka)
12.38 · 12.38±0.46(Predicted)
EPAの化学物質情報
Fenethacarb (30087-47-9)

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

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)

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

UsesFenethacarb is widely used as an insecticide or pesticide in homes, gardens and agricultural applications. It is a synthetic compound.

関連反応

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化合物ノート

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このページの内容基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
Toxicity Summary · 1 件

Fenethacarb 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).