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Carboxazole

HCID 13309592
새 노트새 반응견적 요청하기인쇄 미리보기
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
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기본 정보

CAS
55808-13-4
표준 SMILES
COC(=O)Nc1cc(C(C)(C)C)on1
InChIKey
ZGUYPJJFHYFLBV-UHFFFAOYSA-N
분자식
C9H14N2O3
평균 분자량
198.22 g/mol
단동위원소 질량
198.10044231

개요

Carboxazole 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
Carboxazole
IUPAC
methyl N-(5-tert-butyl-1,2-oxazol-3-yl)carbamate
영어명
carboxazole
분자식
C9H14N2O3
분자량
198.22

이름 및 동의어

CarboxazoleCarboxazole [ISO]UNII-HWU9B4W5EAHWU9B4W5EADTXSID10204390Carbamic acid, [5-(1,1-dimethylethyl)-3-isoxazolyl]-, methyl esterMethyl 5-tert-butyl-1,2-oxazol-3-ylcarbamatemethyl N-(5-tert-butyl-1,2-oxazol-3-yl)carbamateMETHYL N-(5-TERT-BUTYL-3-ISOXAZOLYL)CARBAMATECARBAMIC ACID, (5-(1,1-DIMETHYLETHYL)-3-ISOXAZOLYL)-, METHYL ESTERCARBAMIC ACID, N-(5-(1,1-DIMETHYLETHYL)-3-ISOXAZOLYL)-, METHYL ESTERMethyl (5-(1,1-Dimethylethyl)-3-isoxazolyl)carbamate
이름 더 보기
Carbamic acid, N-[5-(1,1-dimethylethyl)-3-isoxazolyl]-, methyl ester
Methyl [5-(1,1-Dimethylethyl)-3-isoxazolyl]carbamateRefChem:123653DTXCID1012688155808-13-4methyl (5-(tert-butyl)isoxazol-3-yl)carbamateMethyl (5-tert-butyl-1,2-oxazol-3-yl)carbamateSCHEMBL164064ZGUYPJJFHYFLBV-UHFFFAOYSA-N

데이터베이스 식별자

CAS
55808-13-4
PubChem CID
13309592

물성

구조 계산 물성

XLogP
2
극성 표면적
64.4 Ų
수소 결합 공여자 수
1
수소 결합 수용자 수
4
회전 가능 결합 수
3
무거운 원자 수
14
형식 전하
0
복잡도
213

물리화학적 성질

끓는 점
247.6 · 247.6±28.0 °C(Predicted)
밀도
1.155 · 1.155±0.06 g/cm3(Predicted)
산도 계수 (pKa)
12.21 · 12.21±0.70(Predicted)

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

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

공급사

불러오는 중…

공개 문의

불러오는 중…

관련 반응

7건
반응 기록 만들기
HRID 461352 반응식
HRID 461352반응물로uspto-grants-1977_12
HRID 461362 반응식
HRID 461362반응물로uspto-grants-1977_12
HRID 831710 반응식
HRID 831710반응물로Test data from https://doi.org/10.1039/C8SC04228D
HRID 1763193 반응식
HRID 1763193반응물로uspto-grants-1978_09
HRID 1763203 반응식
HRID 1763203반응물로uspto-grants-1978_09
HRID 1764403 반응식
HRID 1764403반응물로uspto-grants-1978_09
HRID 1764413 반응식
HRID 1764413반응물로uspto-grants-1978_09

화합물 노트

불러오는 중…

이 페이지에서기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
DTXSID
DTXSID10204390
UNII
HWU9B4W5EA
Toxicity Summary · 1건

Carboxazole 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).