기본 정보
- 표준 SMILES
Oc1ccc(C2CNCCc3c2cc(O)c(O)c3Cl)cc1- InChIKey
TVURRHSHRRELCG-UHFFFAOYSA-N- 분자식
- C16H16ClNO3
- 평균 분자량
- 305.75 g/mol
- 단동위원소 질량
- 305.08187105
개요
Fenoldopam is a benzazepine. It has a role as an alpha-adrenergic agonist, a vasodilator agent, an antihypertensive agent, a dopaminergic antagonist and a dopamine agonist.
이름 및 식별자
- 우선 이름
- Fenoldopam
- IUPAC
- 9-chloro-5-(4-hydroxyphenyl)-2,3,4,5-tetrahydro-1H-3-benzazepine-7,8-diol
- 현지명
- 페놀도팜
- 영어명
- Fenoldopam
- 분자식
- C16H16ClNO3
- 분자량
- 305.76
이름 및 동의어
이름 더 보기
데이터베이스 식별자
- CAS
67227-56-9、67227-57-0- PubChem CID
- 3341
- DTXSID
DTXSID0043896- ChEMBL
CHEMBL588- ChEBI
CHEBI:5002- UNII
- INU8H2KAWG
- Nikkaji
- J23.754J
물성
구조 계산 물성
- XLogP
- 2.4
- 극성 표면적
- 72.7 Ų
- 수소 결합 공여자 수
- 4
- 수소 결합 수용자 수
- 4
- 회전 가능 결합 수
- 1
- 무거운 원자 수
- 21
- 형식 전하
- 0
- 복잡도
- 348
실험 및 물리화학적 성질
LogP
2
1.53
Human Drugs
Breast Feeding; Lactation; Milk, Human; Antihypertensive Agents; Dopamine Agents; Dopamine Agonists; Vasodilator Agents
Pharmaceuticals
물리화학적 성질
- 끓는 점
- 522.6 · 522.6±50.0 °C(Predicted)
- 밀도
- 1.38 · 1.380±0.06 g/cm3(Predicted)
- 저장 조건
- 2 · 2-8°C
- 용해도
- 12 mg/mL · DMSO: >12 mg/mL
- 산도 계수 (pKa)
- 8.5 · 8.50±0.40(Predicted)
- 물리적 상태
- 가루
- 색상
- 회백색
- InChI
- InChI=1S/C16H16ClNO3/c17-15-11-5-6-18-8-13(9-1-3-10(19)4-2-9)12(11)7-14(20)16(15)21/h1-4,7,13,18-21H,5-6,8H2
- InChIKey
- TVURRHSHRRELCG-UHFFFAOYSA-N
- SMILES
- N1CCC2=C(Cl)C(O)=C(O)C=C2C(C2=CC=C(O)C=C2)C1
안전 및 규제
독성 정보
Drug Induced Liver Injury
Drug-Induced Liver Injury Severity and Toxicity (DILIst)
fenoldopam
DILI Negative
Intravenous
DOI:10.1016/j.drudis.2019.09.022
안전 데이터
- wgk
- 3
- risk_code
- 22-36-42/43
- hazard_code
- Xn
- safety_code
- 22-26-36/37/39
화학 및 산업
약리 정보
ATC Code
C - Cardiovascular system
QC - Cardiovascular system
Mechanism of Action
Fenoldopam is a rapid-acting vasodilator. It is an agonist for D<sub>1</sub>-like dopamine receptors and binds with moderate affinity to α<sub>2</sub>-adrenoceptors. It has no significant affinity for D<sub>2</sub>-like receptors, α<sub>1</sub> and β-adrenoceptors, 5<sub>HT1</sub> and 5<sub>HT2</sub> receptors, or muscarinic receptors. Fenoldopam is a racemic mixture with the R-isomer responsible for the biological activity. The R-isomer has approximately 250-fold higher affinity for D<sub>1</sub>-like receptors than does the S-isomer. In non-clinical studies, fenoldopam had no agonist effect on presynaptic D<sub>2</sub>-like dopamine receptors, or α or β -adrenoceptors, nor did it affect angiotensin-converting enzyme activity. Fenoldopam may increase norepinephrine plasma concentration.
FDA Pharmacological Classification
INU8H2KAWG
FENOLDOPAM
Mechanisms of Action [MoA] - Dopamine Agonists
Established Pharmacologic Class [EPC] - Dopaminergic Agonist
Fenoldopam is a Dopaminergic Agonist. The mechanism of action of fenoldopam is as a Dopamine Agonist.
MeSH Pharmacological Classification
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.
Drugs used to cause dilation of the blood vessels.
Drugs that bind to and activate dopamine receptors.
Absorption, Distribution and Excretion
Radiolabeled studies show that about 90% of infused fenoldopam is eliminated in urine, 10% in feces. Elimination is largely by conjugation, without participation of cytochrome P-450 enzymes. Only 4% of the administered dose is excreted unchanged.
용도 및 제조
응용 분야
용도The dopamine receptors play important role in cognition, memory, learning, and motor control (1). These receptors have been implicated as a therapeutic target for many psychiatric and neurological disorders. Fenoldopam is a selective dopamine 1 receptor agonist with diuretic and properties (2,3).
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