基本情報
- 標準SMILES
Oc1ccc(C2CNCCc3c2cc(O)c(O)c3Cl)cc1- InChIKey
TVURRHSHRRELCG-UHFFFAOYSA-N- 分子式
- C16H16ClNO3
- 平均分子量
- 305.75 g/mol
- 単同位体質量
- 305.08187105
概要
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.
名称と識別子
- 優先名称
- Fenoldopam
- IUPAC
- 9-chloro-5-(4-hydroxyphenyl)-2,3,4,5-tetrahydro-1H-3-benzazepine-7,8-diol
- 現地名
- フェノルドパム
- 英語名
- Fenoldopam
- 分子式
- C16H16ClNO3
- 分子量
- 305.76
名称と別名
名称をさらに表示
データベース識別子
- CAS
67227-56-9、67227-57-0- PubChem CID
- 3341
- DTXSID
DTXSID0043896- ChEMBL
CHEMBL588- ChEBI
CHEBI:5002- UNII
- INU8H2KAWG
- Nikkaji
- J23.754J
物性
構造計算による物性
- XLogP
- 2.4
- 極性表面積
- 72.7 Ų
- 水素結合供与体数
- 4
- 水素結合受容体数
- 4
- 回転可能結合数
- 1
- 重原子数
- 21
- 形式電荷
- 0
- 複雑度
- 348
実験および物理化学的性質
LogP
2
1.53
Human Drugs
Breast Feeding; Lactation; Milk, Human; Antihypertensive Agents; Dopamine Agents; Dopamine Agonists; Vasodilator Agents
Pharmaceuticals
物理化学的性質
- 沸点
- 522.6 · 522.6±50.0 °C(Predicted)
- 比重(密度)
- 1.38 · 1.380±0.06 g/cm3(Predicted)
- 貯蔵温度
- 2 · 2-8°C
- 溶解性
- 12 mg/mL · DMSO: >12 mg/mL
- 酸解離定数(Pka)
- 8.5 · 8.50±0.40(Predicted)
- 外見
- Powder
- 色
- オフホワイト
- 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
- CAS データベース
- 67227 · 67227-56-9(CAS DataBase Reference)
安全と法規制
毒性情報
Drug Induced Liver Injury
Drug-Induced Liver Injury Severity and Toxicity (DILIst)
fenoldopam
DILI Negative
Intravenous
DOI:10.1016/j.drudis.2019.09.022
安全データ
- wgk
- 3
- risk_code
- 22-36-42/43
- hazard_code
- Xn
- safety_code
- 22-26-36/37/39
化学と産業
薬理情報
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.
用途と製造
応用分野
使用The 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).
上流・下流製品情報
上流原料
サプライヤー39 社
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