기본 정보
- CAS
66778-36-7- 표준 SMILES
COc1ccc(C(=O)Nc2ccccc2CCC2CCCCN2C)cc1- InChIKey
PJWPNDMDCLXCOM-UHFFFAOYSA-N- 분자식
- C22H28N2O2
- 평균 분자량
- 352.5 g/mol
- 단동위원소 질량
- 352.21507814
개요
Encainide is 4-Methoxy-N-phenylbenzamide in which the hydrogen at the 2 position of the phenyl group is substituted by a 2-(1-methylpiperidin-2-yl)ethyl group. A class Ic antiarrhythmic, the hydrochloride was used for the treatment of severe or life-threatening ventricular arrhythmias, but it was associated with increased death rates in patients who had asymptomatic heart rhythm abnormalities after a recent heart attack and was withdrawn from the market. It has a role as an anti-arrhythmia drug and a sodium channel blocker. It is a member of benzamides and a member of piperidines.
이름 및 식별자
- 우선 이름
- Encainide
- IUPAC
- 4-methoxy-N-[2-[2-(1-methylpiperidin-2-yl)ethyl]phenyl]benzamide
- 영어명
- Benzamide, 4-methoxy-N-[2-[2-(1-methyl-2-piperidinyl)ethyl]phenyl]-
- 분자식
- C22H28N2O2
- 분자량
- 352.47
이름 및 동의어
Encainide66778-36-7EncainidaEncainidum4-Methoxy-N-(2-(2-(1-methylpiperidin-2-yl)ethyl)phenyl)benzamideMJ 90674-methoxy-N-{2-[2-(1-methylpiperidin-2-yl)ethyl]phenyl}benzamideSY3J0147NB(+-)-4-Methoxy-N-(2-(2-(1-methyl-2-piperidinyl)ethyl)phenyl)benzamide4-methoxy-N-[2-[2-(1-methylpiperidin-2-yl)ethyl]phenyl]benzamideBENZAMIDE, 4-METHOXY-N-(2-(2-(1-METHYL-2-PIPERIDINYL)ETHYL)PHENYL)-, (+-)-CHEBI:4788
이름 더 보기
EnkaidEnkadeMJ-9067M-9067-1Brn 0497572MJ-9067[AS BASE]Encainide [french]Encainida [spanish]
DTXSID0022983(+-)-2'-[2-(1-methyl-2-piperidyl)ethyl]-p-anisanilide4-methoxy-2'-[2-(1-methyl-2-piperidyl)ethyl]benzanilide4-Methoxy-N-{2-[2-(1-methyl-piperidin-2-yl)-ethyl]-phenyl}-benzamide(+-)-2'-(2-(1-Methyl-2-piperidyl)ethyl)-P-anisanilide4-Methoxy-2'-(2-(1-methyl-2-piperidyl)ethyl)benzanilide4-Methoxy-N-(2-(2-(1-methyl-piperidin-2-yl)-ethyl)-phenyl)-benzamideRefChem:136750
물성
구조 계산 물성
- XLogP
- 4.3
- 극성 표면적
- 41.6 Ų
- 수소 결합 공여자 수
- 1
- 수소 결합 수용자 수
- 3
- 회전 가능 결합 수
- 6
- 무거운 원자 수
- 26
- 형식 전하
- 0
- 복잡도
- 434
실험 및 물리화학적 성질
LogP4
Solubility4.01e-03 g/L
Physical DescriptionSolid
물리화학적 성질
- 저장 조건
- -20 °C · Store at -20°C
- 물리적 상태
- Solid
- 색상
- White to off-white
안전 및 규제
안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.
GHS 분류
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
유해성 정보
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
독성 정보
Toxicity Summary
Encainide is a sodium channel blocker, binding to voltage gated sodium channels. It stabilizes the neuronal membrane by inhibiting the ionic fluxes required for the initiation and conduction of impulses. Ventricular excitability is depressed and the stimulation threshold of the ventricle is increased during diastole.
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
안전 데이터
- 신호 어
- Warning
- 유해·위험 문구
- 암호 유해·위험 문구 위험 등급 범주 신호 어 그림 문자 P- 코드 H315
화학 및 산업
약리 정보
ATC Code
C - Cardiovascular system
QC - Cardiovascular system
Pharmacodynamics
Used to treat irregular heartbeats, encainide decreases excitability, conduction velocity, and automaticity as a result of slowed atrial, atrioventricular (AV) nodal, His-Purkinje, and intraventricular conduction. It causes a slight but significant prolongation of refractory periods in these tissues. The greatest effect is on the His-Purkinje system. Encainide decreases the rate of rise of the action potential without markedly affecting its duration.
Mechanism of Action
Encainide is a sodium channel blocker, binding to voltage gated sodium channels. It stabilizes the neuronal membrane by inhibiting the ionic fluxes required for the initiation and conduction of impulses. Ventricular excitability is depressed and the stimulation threshold of the ventricle is increased during diastole.
Biological Half-Life1-2 hours
Metabolism/Metabolites
Encainide has known human metabolites that include O-demethylencainide and N-demethylencainide.
Route of Elimination: A radiolabeled dose of encainide is excreted in approximately equal amounts in the urine and feces. Half Life: 1-2 hours
MeSH Pharmacological Classification
Agents used for the treatment or prevention of cardiac arrhythmias. They may affect the polarization-repolarization phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibers. Anti-arrhythmia agents are often classed into four main groups according to their mechanism of action: sodium channel blockade, beta-adrenergic blockade, repolarization prolongation, or calcium channel blockade.
A class of drugs that inhibit the activation of VOLTAGE-GATED SODIUM CHANNELS.
Absorption, Distribution and ExcretionA radiolabeled dose of encainide is excreted in approximately equal amounts in the urine and feces.
관련 반응
4건
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