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N-メチルカルバミド酸3,4,5-トリメチルフェニル

3,4,5-Trimethylphenyl methylcarbamate

HCID 17592
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
2686-99-9
標準SMILES
CNC(=O)Oc1cc(C)c(C)c(C)c1
InChIKey
AUQAUAIUNJIIEP-UHFFFAOYSA-N
分子式
C11H15NO2
平均分子量
193.24 g/mol
単同位体質量
193.11027872

概要

3,4,5-trimethylphenyl methylcarbamate is a carbamate ester that consists of 3,4,5-trimethylphenol carrying an O-(N-methylcarbamoyl) group. One of two constituents of trimethacarb. It has a role as an insecticide and an agrochemical. It is functionally related to a 3,4,5-trimethylphenol.

名称と識別子

優先名称
3,4,5-Trimethylphenyl methylcarbamate
IUPAC
(3,4,5-trimethylphenyl) N-methylcarbamate
現地名
N-メチルカルバミド酸3,4,5-トリメチルフェニル
英語名
3,4,5-TRIMETHACARB
分子式
C11H15NO2
分子量
193.24

名称と別名

3,4,5-Trimethacarb3,4,5-Trimethylphenyl methylcarbamate3,4,5-Trimethylphenyl N-methylcarbamateShell 85303,4,5-LandrinOMS-597Phenol, 3,4,5-trimethyl-, methylcarbamateSD 8530ENT-25,843JG6XSN0Z2I(3,4,5-trimethylphenyl) N-methylcarbamate3,4,5-Trimethylfenylester kyseliny methylkarbaminove
名称をさらに表示
3,4,5-ランドリンN-メチルカルバミド酸3,4,5-トリメチルフェニルランドリンAランドリン異性体Iメチルカルバミド酸3,4,5-トリメチルフェニル3,4,5-トリメタカルブ標準品3,4,5‐トリメタカルブ標準品3,4,5-トリメタカルブ3,4,5-トリメタカルブ STANDARD3,4,5-トリメタカルブ Standard, 100 µg/mL in MeOH3,4,5-トリメチルフェニル N-メチルカルバマートdimethacarbLANDRINlandrin1landrinaMPMC-XMCshell8530hunmiewei
Trimethacarb [ANSI]EINECS 220-245-9UNII-JG6XSN0Z2IBRN 2052372AI3-258433,4,5-Trimethylfenylester kyseliny methylkarbaminove [Czech]SCHEMBL119743orb1705540

物性

構造計算による物性

XLogP
2.7
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
2
重原子数
14
形式電荷
0
複雑度
193

実験および物理化学的性質

SpringerMaterials PropertiesFusion temperature
LogP2.66

物理化学的性質

融点
109 °C · 109 °C
沸点
329.46 °C · 329.46°C (rough estimate)
比重(密度)
1.0945 · 1.0945 (rough estimate)
屈折率
1.508 · 1.5080 (estimate)
貯蔵温度
0 · 0-6°C
酸解離定数(Pka)
12.39 · 12.39±0.46(Predicted)
EPAの化学物質情報
3 · 3,4,5-Trimethylphenyl methylcarbamate (2686-99-9)

化学的性質

化学的特性Crystalline solid; melts in the temperaturerange 117–123°C (242.6–253.4°F); slightlysoluble in water; soluble in most organicsolvents.

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

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

応用分野

使用3,4,5-Trimethacarb is a pesticide metabolites/residue in foods and agricultural products.

上流・下流製品情報

上流原料

原油メチルアミンChloroformate塩化カルボニルキシレノール

サプライヤー29 社

广州佳途科技股份有限公司81960175-877 18933936954 · [email protected]
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上海柯维化学技术有限公司021-64609169 18901607656 · [email protected]
上海毕楷科技有限公司18516304666 · [email protected]

関連反応

0 件
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現在のフィルター条件では反応記録がありません。

化合物ノート

読み込み中…

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

データベース識別子

CAS
2686-99-9
PubChem CID
17592
DTXSID
DTXSID1040322
ChEBI
CHEBI:38894
UNII
JG6XSN0Z2I
Nikkaji
J7.646E
Toxicity Summary · 1 件

Trimethacarb 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).
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補足説明

定義ChEBI: A carbamate ester that consists of 3,4,5-trimethylphenol carrying an O-(N-methylcarbamoyl) group. One of two constituents of trimethacarb.