メチルカルバミド酸2-イソプロピルフェニル

Isoprocarb

HCID 17517CAS 2631-40-5

基本情報

標準SMILES
CNC(=O)Oc1ccccc1C(C)C
InChIKey
QBSJMKIUCUGGNG-UHFFFAOYSA-N
分子式
C11H15NO2
平均分子量
193.24 g/mol
単同位体質量
193.11027872

概要

Isoprocarb is a carbamate ester. It has a role as an agrochemical, a carbamate insecticide and an EC 3.1.1.7 (acetylcholinesterase) inhibitor. It is functionally related to a 2-isopropylphenol and a methylcarbamic acid.

名称と識別子

優先名称
Isoprocarb
IUPAC
(2-propan-2-ylphenyl) N-methylcarbamate
現地名
メチルカルバミド酸2-イソプロピルフェニル
英語名
Isoprocarb
分子式
C11H15NO2
分子量
193.24

名称と別名

Isoprocarb2631-40-52-Isopropylphenyl methylcarbamateEtrofolanMipcineo-Cumenyl methylcarbamateMIPCHytox2-Isopropylphenyl N-methylcarbamateo-Cumenyl N-methylcarbamateMipsino-Isopropylphenol methylcarbamate
名称をさらに表示
メチルカルバミン酸2-イソプロピルフェニルメチルカルバミド酸o-イソプロピルフェニルエトロホランMIPC剤エトレホランミプシンイソプロカルブメチルカルバミド酸2-イソプロピルフェニルN-メチルカルバミン酸2-イソプロピルフェニルヒトックスイソプロカルブ標準品2-イソプロピルフェニルN-メチルカルバメートo-クメニル N-メチルカルバメート2-イソプロピルフェニル-N-メチルカルバメートN-メチルカルバミン酸2-イソプロピルフェニル (イソプロカルブ)N-メチルカルバミン酸2-イソプロピルフェニル (別名 イソプロカルブ又はMIPC)2-イソプロピルフェニル=メチルカルバマートCS_N-12264-250MG_イソプロカルブMIPCMIPC標準物質MIPC標準品mipc (jmaf)ppc3Ppc 3Oms 32oms-32
o-Isopropylphenyl methylcarbamateo-Isopropylphenyl N-methylcarbamateIsopropylphenol methylcarbamateRo 7-5050Carbamic acid, methyl-, o-cumenyl esterPhenol, 2-(1-methylethyl)-, methylcarbamatePhenol, 2-(1-methylethyl)-, 1-(N-methylcarbamate)2-(1-Methylethyl)phenol methylcarbamate

データベース識別子

CAS
2631-40-5
PubChem CID
17517
DTXSID
DTXSID6042072
ChEMBL
CHEMBL2251586
ChEBI
CHEBI:38505
UNII
714I55QH9K
EC Number
220-114-6
Nikkaji
J3.712E

物性

構造計算による物性

XLogP
2.3
極性表面積
38.3 Ų
水素結合供与体数
1
水素結合受容体数
2
回転可能結合数
3
重原子数
14

実験および物理化学的性質

SpringerMaterials PropertiesFusion temperature
Pesticides · 3 件

Agrochemicals -> Pesticide active substances

Active substance -> EU Pesticides database: Not approved

Pesticide (Isoprocarb) -> USDA PDB

LogP · 2 件

2.31

2.31

Solubility0.4 mg/mL at 25 °C
Melting Point88 - 93 °C
Physical DescriptionSolid

物理化学的性質

融点
92.4 °C · 92.4°C
沸点
329.46 °C · 329.46°C (rough estimate)
比重(密度)
1.0945 · 1.0945 (rough estimate)
屈折率
1.508 · 1.5080 (estimate)
闪点
-18 °C · -18 °C
貯蔵温度
2 · Sealed in dry,2-8°C
化学的性質 · 1 件

化学的特性Isoprocarb is a carbamate insecticide. It is a colourless crystalline substance, sparingly soluble in water (0.265g/l) and readily soluble in acetone(400g/l) and methanol (125g/l). It is hydrolysed in alkaline media.The insecticide,with contact and stomach action, effectively controls leafhoppers,plant hoppers and aphids on a variety of crops like rice, cocoa, sugarcane and vegetables. Its residual activity gives effective pest control. It acts by inhibiting cholinesterase.

安全と法規制

GHS分類

GHS Classification · 6 件

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)

危険有害性情報

DOT Hazard Classification · 2 件

Isoprocarb

Marine pollutant

Hazard Classes and Categories · 4 件

Acute Tox. 4 (100%)

Acute toxicity - category 4

Acute toxicity (Oral) - Category 3

Acute Tox. 4 *

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).

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

2-Isopropylphenyl methylcarbamate 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).

安全データ

wgk
3
tsca
TSCA listed
rtecs
FB7880000
ridadr
UN 3077 9/PG 3
PRTR法
第1種指定化学物質
hs_code
29224999

化学と産業

薬理情報

Metabolism/MetabolitesThe carbamates are hydrolyzed enzymatically by the liver; degradation products are excreted by the kidneys and the liver. (L793)
MeSH Pharmacological ClassificationPesticides designed to control insects that are harmful to man. The insects may be directly harmful, as those acting as disease vectors, or indirectly harmful, as destroyers of crops, food products, or textile fabrics.
Cellular LocationsCytoplasm

用途と製造

Uses2-Isopropylphenyl methylcarbamate is widely used as an insecticide or pesticide in homes, gardens and agricultural applications. It is a synthetic compound.
General Manufacturing InformationPhenol, 2-(1-methylethyl)-, 1-(N-methylcarbamate): INACTIVE
応用分野 · 2 件

説明Isoprocarb, o-cumenyl methylcarbamate (IUPAC), consists of colorless crystals, which are sparingly soluble in water and are readily soluble in acetone and methanol. Isoprocarb is produced by reaction of 2-isopropylphenol with methylisocyanate. Isoprocarb is used for control of rice, cacao, sugarcane, and vegetable pests.

使用Isoprocarb is a non-systematic carbamate insecticide. Isoprocarb functions by reversibly inactivating the enzyme acetylcholinesterase in insects.

サプライヤー50 社

阿诺西(上海)生物技术有限公司400-1107768 15058188853 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
湖北威德利化学试剂有限公司181-6332-1995 18062128043 · [email protected]
艾吉析科技(上海)有限公司17717235263 · [email protected]
山东海舟生物工程有限公司130-0567-0367 13006570367 · [email protected]

関連反応

2 件

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