기본 정보
- 표준 SMILES
CC(C)COCC(CN(Cc1ccccc1)c1ccccc1)N1CCCC1- InChIKey
UIEATEWHFDRYRU-UHFFFAOYSA-N- 분자식
- C24H34N2O
- 평균 분자량
- 366.5 g/mol
- 단동위원소 질량
- 366.26711371
개요
Bepridil is a tertiary amine in which the substituents on nitrogen are benzyl, phenyl and 3-(2-methylpropoxy)-2-(pyrrolidin-1-yl)propyl. It has a role as a vasodilator agent, an antihypertensive agent, an anti-arrhythmia drug and a calcium channel blocker. It is a tertiary amine and a member of pyrrolidines.
이름 및 식별자
- 우선 이름
- Bepridil
- IUPAC
- N-benzyl-N-[3-(2-methylpropoxy)-2-pyrrolidin-1-ylpropyl]aniline
- 영어명
- BEPRIDIL
- 분자식
- C24H34N2O
- 분자량
- 366.54
이름 및 동의어
이름 더 보기
데이터베이스 식별자
- CAS
49571-04-2、64706-54-3- PubChem CID
- 2351
- DTXSID
DTXSID3022663- ChEMBL
CHEMBL1008- ChEBI
CHEBI:3061- UNII
- 755BO701MA
- EC Number
- 256-384-7
- Nikkaji
- J19.767J
물성
구조 계산 물성
- XLogP
- 5.3
- 극성 표면적
- 15.7 Ų
- 수소 결합 공여자 수
- 0
- 수소 결합 수용자 수
- 3
- 회전 가능 결합 수
- 10
- 무거운 원자 수
- 27
- 형식 전하
- 0
- 복잡도
- 382
실험 및 물리화학적 성질
Solubility
Slightly soluble
6.55e-03 g/L
물리화학적 성질
- 끓는 점
- 0.1 · bp0.1 184°; bp0.5 192°
- 밀도
- 1.0392 · 1.0392 (rough estimate)
- 굴절률
- 20 · nD20 1.5538
- 저장 조건
- 2 · 2-8°C
- 산도 계수 (pKa)
- 9.21 · 9.21±0.20(Predicted)
- 수용성
- 7.43 g/L · 7.43g/L(37℃)
안전 및 규제
독성 정보
Drug Induced Liver Injury
Drug-Induced Liver Injury Severity and Toxicity (DILIst)
bepridil
DILI Positive
DOI:10.1016/j.drudis.2019.09.022
안전 데이터
- 신호 어
- Warning
- 유해·위험 문구
- 암호 유해·위험 문구 위험 등급 범주 신호 어 그림 문자 P- 코드 H302
화학 및 산업
약리 정보
ATC Code
C - Cardiovascular system
QC - Cardiovascular system
Pharmacodynamics
Bepridil is a calcium channel blocker that has well characterized anti-anginal properties and known but poorly characterized type 1 anti-arrhythmic and anti-hypertensive properties. It is not related chemically to other calcium channel blockers such as diltiazem hydrochloride, nifedipine and verapamil hydrochloride.
Mechanism of Action
Bepridil has inhibitory effects on both the slow calcium (L-type) and fast sodium inward currents in myocardial and vascular smooth muscle, interferes with calcium binding to calmodulin, and blocks both voltage and receptor operated calcium channels. Bepridil inhibits the transmembrane influx of calcium ions into cardiac and vascular smooth muscle. This has been demonstrated in isolated myocardial and vascular smooth muscle preparations in which both the slope of the calcium dose response curve and the maximum calcium-induced inotropic response were significantly reduced by bepridil. In cardiac myocytes <i>in vitro</i>, bepridil was shown to be tightly bound to actin. Bepridil regularly reduces heart rate and arterial pressure at rest and at a given level of exercise by dilating peripheral arterioles and reducing total peripheral resistance (afterload) against which the heart works.
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.
Drugs used in the treatment of acute or chronic vascular HYPERTENSION regardless of pharmacological mechanism. Among the antihypertensive agents are DIURETICS; (especially DIURETICS, THIAZIDE); ADRENERGIC BETA-ANTAGONISTS; ADRENERGIC ALPHA-ANTAGONISTS; ANGIOTENSIN-CONVERTING ENZYME INHIBITORS; CALCIUM CHANNEL BLOCKERS; GANGLIONIC BLOCKERS; and VASODILATOR AGENTS.
A class of drugs that act by selective inhibition of calcium influx through cellular membranes.
Drugs used to cause dilation of the blood vessels.
상·하류 제품 정보
상류 원료
공급사13 곳
추가 설명
정의ChEBI: A tertiary amine in which the substituents on nitrogen are benzyl, phenyl and 3-(2-methylpropoxy)-2-(pyrrolidin-1-yl)propyl.
관련 반응
현재 필터 조건에 해당하는 반응 기록이 없습니다.
연결된 노트
불러오는 중…