기본 정보
- 표준 SMILES
CCC(C)c1ccccc1OC(=O)NC- InChIKey
DIRFUJHNVNOBMY-UHFFFAOYSA-N- 분자식
- C12H17NO2
- 평균 분자량
- 207.27 g/mol
- 단동위원소 질량
- 207.12592878
개요
Fenobucarb is a carbamate ester obtained by the formal condensation of 2-sec-butylphenol with methylcarbamic acid. It has a role as a herbicide, an insecticide, an agrochemical, an EC 3.1.1.7 (acetylcholinesterase) inhibitor and an environmental contaminant. It is functionally related to a 2-sec-butylphenol and a methylcarbamic acid.
이름 및 식별자
- 우선 이름
- Fenobucarb
- IUPAC
- (2-butan-2-ylphenyl) N-methylcarbamate
- 현지명
- 페노부카르브
- 영어명
- Fenobucarb
- 분자식
- C12H17NO2
- 분자량
- 207.27
이름 및 동의어
이름 더 보기
데이터베이스 식별자
- CAS
3766-81-2- PubChem CID
- 19588
- DTXSID
DTXSID4058077- ChEMBL
CHEMBL226650- ChEBI
CHEBI:34304- UNII
- 5MS2P7M0CF
- EC Number
- 223-188-8
- Nikkaji
- J3.059G
물성
구조 계산 물성
- XLogP
- 2.8
- 극성 표면적
- 38.3 Ų
- 수소 결합 공여자 수
- 1
- 수소 결합 수용자 수
- 2
- 회전 가능 결합 수
- 4
- 무거운 원자 수
- 15
- 형식 전하
- 0
- 복잡도
- 206
실험 및 물리화학적 성질
Pesticides
Agrochemicals -> Pesticide active substances
Active substance -> EU Pesticides database: Not approved
Pesticide (Fenobucarb (BPMC)) -> USDA PDB
물리화학적 성질
- 녹는점
- 31.75 °C · 31.75°C
- 끓는 점
- 346.3 °C · 346.3°C (rough estimate)
- 밀도
- 1.0681 · 1.0681 (rough estimate)
- 굴절률
- 1.522 · 1.5220 (estimate)
- 인화점
- 11 °C · 11 °C
- 저장 조건
- 2 · Sealed in dry,2-8°C
- 용해도
- 100 mg/mL · DMSO: 100 mg/mL (482.46 mM)
- 물리적 상태
- Oil
- 산도 계수 (pKa)
- 12.24 · 12.24±0.46(Predicted)
- Specific Gravity
- 1.035 · 1.035 (30℃)
- 색상
- Colorless to light yellow
- 수용성
- 89 mg/L · 89mg/L(22℃)
- BRN
- 2052332 · 2052332
- Henry's Law Constant
- 1.5 · 1.5×102 mol/(m3Pa) at 25℃, Watanabe (1993)
- InChI
- 1S/C12H17NO2/c1-4-9(2)10-7-5-6-8-11(10)15-12(14)13-3/h5-9H,4H2,1-3H3,(H,13,14)
- InChIKey
- DIRFUJHNVNOBMY-UHFFFAOYSA-N
- SMILES
- CCC(C)c1ccccc1OC(=O)NC
- NIST
- 2 · Phenol, 2-(1-methylpropyl)-, methylcarbamate(3766-81-2)
- EPA
- 2 · Phenol, 2-(1-methylpropyl)-, methylcarbamate (3766-81-2)
안전 및 규제
GHS 분류
GHS Classification
Warning
H302: Harmful if swallowed [Warning Acute toxicity, oral]
P264, P270, P273, P301+P317, P330, P391, and P501 (click each P-code to see the statement)
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P270, P273, P301+P317, P330, P391, and P501 (click each P-code to see the statement)
유해성 정보
Hazard Classes and Categories
Acute Tox. 4 (100%)
Acute toxicity - category 4
Acute toxicity (Oral) - Category 4
Hazardous to the aquatic environment (Acute) - Category 1
Acute toxicity (Oral) - Category 4
Acute Tox. 4 *
독성 정보
Treatment
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
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).
Toxicity Summary
Fenobucarb 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
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)
안전 데이터
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- FB5425000
- ridadr
- UN 2811
- HS 번호
- 29224999
- risk_code
- 22-50/53-39/23/24/25-23/24/25-11
- hazard_code
- Xn;N,N,Xn,T,F
- safety_code
- 60-61-45-24-16-7
- 포장분류
- III
- 위험 등급
- 6.1(b)
- 기존화학 물질
- KE-25307
- Hazard Classifications
- Acute Tox. 4 OralAquatic Acute 1Aquatic Chronic 1
- 스토리지 클래스
- 11 - Combustible Solids
화학 및 산업
약리 정보
용도 및 제조
응용 분야
용도Fenobuccarb is a carbamate insecticide used as an agricultural insecticide on rice and cotton.
상·하류 제품 정보
상류 원료
공급사50 곳
추가 설명
정의Fenobucarb is a carbamate ester obtained by the formal condensation of 2-sec-butylphenol with methylcarbamic acid.
관련 반응
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