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N-[3-[(N-부틸카르바모일)옥시]페닐]카르밤산메틸에스테르

Methyl N-(m-((butylcarbamoyl)oxy)phenyl)carbamate

HCID 26183
노트반응
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
13684-36-1
표준 SMILES
CCCCNC(=O)Oc1cccc(NC(=O)OC)c1
InChIKey
JGNLKFYGXRGIMJ-UHFFFAOYSA-N
분자식
C13H18N2O4
평균 분자량
266.29 g/mol
단동위원소 질량
266.12665706

개요

Chlorprocarb 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)

이름 및 식별자

우선 이름
Methyl N-(m-((butylcarbamoyl)oxy)phenyl)carbamate
IUPAC
[3-(methoxycarbonylamino)phenyl] N-butylcarbamate
현지명
N-[3-[(N-부틸카르바모일)옥시]페닐]카르밤산메틸에스테르
영어명
N-[3-[(N-Butylcarbamoyl)oxy]phenyl]carbamic acid methyl ester
분자량
0

이름 및 동의어

13684-36-1CARBANILIC ACID, m-HYDROXY-, METHYL ESTER, BUTYLCARBAMATE (ester)6PI9YJ1ZX0Methyl m-hydroxycarbanilate, butylcarbamateNSC-222534Carbanilic acid, m-hydroxy-, methyl ester, butylcarbamateCarbamic acid, butyl-, 3-((methoxycarbonyl)amino)phenyl esterDTXSID70159973Methyl N-(m-((butylcarbamoyl)oxy)phenyl)carbamateRefChem:1089608DTXCID8082464[3-(methoxycarbonylamino)phenyl] N-butylcarbamate
이름 더 보기
N-[3-[(N-부틸카르바모일)옥시]페닐]카르밤산메틸에스테르N-[3-[(N-Butylcarbamoyl)oxy]phenyl]carbamic acid methyl ester
NSC 222534BRN 2419804Methyl m-hydroxycarbanilate butylcarbamateUNII-6PI9YJ1ZX0WLN: 4MVOR CMVO1NSC222534Carbanilic acid, methyl ester, butylcarbamateNS00122506

데이터베이스 식별자

CAS
13684-36-1
PubChem CID
26183
DTXSID

물성

구조 계산 물성

XLogP
2.8
극성 표면적
76.7 Ų
수소 결합 공여자 수
2
수소 결합 수용자 수
4
회전 가능 결합 수
7
무거운 원자 수
19
형식 전하
0
복잡도
296

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

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

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화합물 노트

불러오는 중…

이 페이지에서기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
DTXSID70159973
UNII
6PI9YJ1ZX0
Nikkaji
J42.852C
Toxicity Summary · 1건

Chlorprocarb 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).