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3,4,5-Trimethylphenyl methylcarbamate

HCID 17592
노트반응
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
2686-99-9
표준 SMILES
CNC(=O)Oc1cc(C)c(C)c(C)c1
InChIKey
AUQAUAIUNJIIEP-UHFFFAOYSA-N
분자식
C11H15NO2
평균 분자량
193.24 g/mol
단동위원소 질량
193.11027872

개요

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.

이름 및 식별자

우선 이름
3,4,5-Trimethylphenyl methylcarbamate
IUPAC
(3,4,5-trimethylphenyl) N-methylcarbamate
영어명
3,4,5-TRIMETHACARB
분자식
C11H15NO2
분자량
193.24

이름 및 동의어

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
이름 더 보기
dimethacarbLANDRINlandrin1landrinaMPMC-XMCshell8530hunmiewei
Trimethacarb [ANSI]EINECS 220-245-9UNII-JG6XSN0Z2IBRN 2052372AI3-258433,4,5-Trimethylfenylester kyseliny methylkarbaminove [Czech]SCHEMBL119743orb1705540

데이터베이스 식별자

CAS
2686-99-9
PubChem CID
17592
DTXSID
DTXSID1040322
ChEBI
CHEBI:38894
UNII
JG6XSN0Z2I
Nikkaji

물성

구조 계산 물성

XLogP
2.7
극성 표면적
38.3 Ų
수소 결합 공여자 수
1
수소 결합 수용자 수
2
회전 가능 결합 수
2
무거운 원자 수
14
형식 전하
0
복잡도
193

실험 및 물리화학적 성질

SpringerMaterials PropertiesFusion temperature
LogP2.66

물리화학적 성질

녹는점
109 °C · 109 °C
끓는 점
329.46 °C · 329.46°C (rough estimate)
밀도
1.0945 · 1.0945 (rough estimate)
굴절률
1.508 · 1.5080 (estimate)
저장 조건
0 · 0-6°C
산도 계수 (pKa)
12.39 · 12.39±0.46(Predicted)
EPA
3 · 3,4,5-Trimethylphenyl methylcarbamate (2686-99-9)

화학적 성질

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

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

독성 정보

Treatment · 1건

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 · 1건

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)

화학 및 산업

약리 정보

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

용도 및 제조

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

응용 분야

용도3,4,5-Trimethacarb is a pesticide metabolites/residue in foods and agricultural products.

상·하류 제품 정보

상류 원료

Petroleum crude oil메틸아민Chloroformate포스겐자일렌올 (혼합 이성질체)

공급사29 곳

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화합물 노트

불러오는 중…

이 페이지에서기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
J7.646E
Toxicity Summary · 1건

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 · 1건

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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추가 설명

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