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N-メチルカルバミン酸(2,2-ジメチル-3-ヒドロキシ-2,3-ジヒドロベンゾフラン)-7-イル

3-Hydroxycarbofuran

HCID 27975
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
16655-82-6
標準SMILES
CNC(=O)Oc1cccc2c1OC(C)(C)C2O
InChIKey
RHSUJRQZTQNSLL-UHFFFAOYSA-N
分子式
C12H15NO4
平均分子量
237.25 g/mol
単同位体質量
237.10010796

概要

3-Hydroxy-carbofuran is a member of 1-benzofurans.

名称と識別子

優先名称
3-Hydroxycarbofuran
IUPAC
(3-hydroxy-2,2-dimethyl-3H-1-benzofuran-7-yl) N-methylcarbamate
現地名
N-メチルカルバミン酸(2,2-ジメチル-3-ヒドロキシ-2,3-ジヒドロベンゾフラン)-7-イル
英語名
Carbofuran-3-hydroxy
分子式
C12H15NO4
分子量
237.25

名称と別名

3-HYDROXYCARBOFURAN16655-82-63-Hydroxy-carbofuran3,7-Benzofurandiol, 2,3-dihydro-2,2-dimethyl-, 7-(methylcarbamate)7J7N7A61BJDTXSID20375063-hydroxy-2,2-dimethyl-2,3-dihydro-1-benzofuran-7-yl N-methylcarbamateRefChem:502538DTXCID00175061-((3-hydroxy-2,2-dimethyl-2,3-dihydro-1-benzofuran-7-yl)oxy)-N-methylmethanimidic acid3-Hydroxy CarbofuranCarbofuran-3-hydroxy
名称をさらに表示
N-メチルカルバミン酸(2,2-ジメチル-3-ヒドロキシ-2,3-ジヒドロベンゾフラン)-7-イルメチルカルバミド酸2,3-ジヒドロ-3-ヒドロキシ-2,2-ジメチルベンゾフラン-7-イルN-メチルカルバミド酸(2,3-ジヒドロ-2,2-ジメチル-3-ヒドロキシベンゾフラン)-7-イル2,2-ジメチル-7-(メチルカルバモイルオキシ)-2,3-ジヒドロベンゾフラン-3-オールヒドロキシカルボフランN-メチルカルバミド酸3-ヒドロキシ-2,2-ジメチル-2,3-ジヒドロベンゾフラン-7-イル2,3-ジヒドロ-2,2-ジメチル-3,7-ベンゾフランジオール7-(N-メチルカルバマート)7-(メチルカルバモイルオキシ)-2,3-ジヒドロ-2,2-ジメチルベンゾフラン-3-オール3-ヒドロキシカルボフランカルボフラン-3-ヒドロキシ標準品カルボフラン‐3‐ヒドロキシ標準品カルボフラン‐3‐ヒドロキシ標準液CS_N-10726-50MG_3-ヒドロキシカルボフランカルボフラン-3-ヒドロキシ

物性

構造計算による物性

XLogP
1.2
極性表面積
67.8 Ų
水素結合供与体数
2
水素結合受容体数
4
回転可能結合数
2
重原子数
17
形式電荷
0
複雑度
305

実験および物理化学的性質

Pesticides · 3 件

Environmental transformation -> Pesticide transformation products (metabolite, successor)

Pesticide (3-Hydroxycarbofuran) -> USDA PDB

Pesticide degradation product

Melting Point138 - 140 °C
Physical DescriptionSolid
Collision Cross Section149.06 Ų [M+H]+

物理化学的性質

融点
140 · 140-148 °C
沸点
344.7 · 344.7±42.0 °C(Predicted)
比重(密度)
1.239 · 1.239±0.06 g/cm3 (20 ºC 760 Torr)
闪点
-4 °C · -4 °C
貯蔵温度
-20 °C · -20°C
溶解性
Chloroform: Soluble; Methanol: Soluble
酸解離定数(Pka)
12.28 · 12.28±0.46(Predicted)
BRN
1383873 · 1383873
主な用途
農業環境
InChI
InChI=1S/C12H15NO4/c1-12(2)10(14)7-5-4-6-8(9(7)17-12)16-11(15)13-3/h4-6,10,14H,1-3H3,(H,13,15)

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。

GHS分類

GHS Classification · 4 件

Danger

H300 (100%): Fatal if swallowed [Danger Acute toxicity, oral]

P264, P270, P301+P316, P321, P330, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 43 reports by companies from 1 notifications to the ECHA C&L Inventory.

危険有害性情報

Hazard Classes and CategoriesAcute Tox. 2 (100%)

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).

化学と産業

薬理情報

Metabolism/Metabolites · 2 件

E-hydroxy-carbofuran is a known human metabolite of Carbofuran.

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

Cellular LocationsCytoplasm

用途と製造

Uses3-Hydroxy-carbofuran is widely used as an insecticide or pesticide in homes, gardens and agricultural applications. It is a synthetic compound.
Use Classification · 2 件

Environmental transformation -> Pesticide transformation products (metabolite, successor)

Transformation products

応用分野

使用3-Hydroxy Carbofuran is a metabolite of Carbofuran (C176590).

一般的な説明Carbofuran-3-hydroxy is one of the metabolites of the insecticide, carbofuran.

上流・下流製品情報

上流原料

N-(ジブチルアミノチオ)-N-メチルカルバミド酸2,3-ジヒドロ-2,2-ジメチルベンゾフラン-7-イルメチルカルバミド酸(2,3-ジヒドロ-2,2-ジメチル-3-オキソベンゾフラン)-7-イル

関連反応

0 件
反応記録を作成

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
3-ヒドロキシカルボフラン標準品
3-ヒドロキシカルボフラン (100ΜG/ML メタノール溶液)
カルボフラン-3-ヒドロキシ
3-ヒドロキシカルボフラン, 0.1 mg/mL in Acetonitrile
3-ヒドロキシカルボフラン, 100 µg/mL in MeOH
MethylcarbaMic acid
Hydroxycarbofuran
3-Hydroxycarbofurane
carbofuran-3-hydroxy solution
C11011000 Carbofuran-3-hydroxy
Carbofuran-3-hydroxy in Acetone
Carbofuran-3-hydroxy in Methanol
(3-hydroxy-2,2-dimethyl-3H-1-benzofuran-7-yl) N-methylcarbamate3-Hydroxy-2,2-dimethyl-2,3-dihydrobenzofuran-7-yl methylcarbamateCarbofuran 3-ohBRN 1383873Carbofuran, 3-hydroxyCarbamic acid, methyl-, 2,3-dihydro-2,2-dimethyl-3-hydroxy-7-benzofuranyl ester3,7-Benzofurandiol, 2,3-dihydro-2,2-dimethyl-, 7-(N-methylcarbamate)3-Hydroxy-2,2-dimethyl-2,3-dihydro-1-benzofuran-7-yl methylcarbamate

データベース識別子

CAS
16655-82-6
PubChem CID
27975
DTXSID
DTXSID2037506
ChEMBL
CHEMBL1867082
ChEBI
CHEBI:174216
UNII
7J7N7A61BJ
EC Number
625-078-9
Nikkaji
J124.956H
InChIKey
RHSUJRQZTQNSLL-UHFFFAOYSA-N
SMILES
O1C2=C(OC(=O)NC)C=CC=C2C(O)C1(C)C
EPAの化学物質情報
3 · 3-Hydroxycarbofuran (16655-82-6)

化学的性質

化学的特性White Solid

Exposure RoutesInhalation (L793) ; oral (L793); dermal (L793)
Toxicity Summary · 1 件

3-Hydroxy-carbofuran 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).
USGS Health-Based Screening Levels for Evaluating Water-Quality · 3 件

3-Hydroxycarbofuran

Pesticide degradation product

Smith, C.D. and Nowell, L.H., 2024. Health-Based Screening Levels for evaluating water-quality data (3rd ed.). DOI:10.5066/F71C1TWP

安全データ

wgk
3
rtecs
FB9500000
ridadr
2757
毒性
mouse,LD50,oral,7mg/kg (7mg/kg),Pesticide Biochemistry and Physiology. Vol. 3, Pg. 435, 1973.
risk_code
28-67-66-36-11
安衛法
有機溶剤中毒予防規則:第2種有機溶剤,57,57-2
消防法
危-4-1-II
hazard_code
T+,Xi,F
safety_code
28-36/37/39-45-33-26-16
hazard_class
6.1(a)
packing_group
II
Hazard Classifications
Acute Tox. 2 Oral
ストレージクラス
6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
2,2-ジメチル-7-ヒドロキシ-2,3-ジヒドロベンゾフラン-3-オン
2,3-ジヒドロ-2,2-ジメチル-7-ヒドロキシベンゾフラン
メチルカルバミド酸2,3-ジヒドロ-2,2-ジメチルベンゾフラン-7-イル

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