Fenoldopam

Base Information

• Chemical Name: Fenoldopam
• CAS No.: 67227-56-9
• Deprecated CAS: 87900-90-1
• Molecular Formula: C16H16ClNO3
• Molecular Weight: 305.761
• UNII: INU8H2KAWG
• DSSTox Substance ID: DTXSID0043896
• Nikkaji Number: J23.754J
• Wikipedia: Fenoldopam
• Wikidata: Q2357007
• NCI Thesaurus Code: C61759
• RXCUI: 24853
• Pharos Ligand ID: 8JM1SAV8DS1Y
• Metabolomics Workbench ID: 43091
• ChEMBL ID: CHEMBL588
• Mol file: 67227-56-9.mol

Synonyms:Corlopam;Fenoldopam;Fenoldopam Hydrobromide;Fenoldopam Mesylate;Hydrobromide, Fenoldopam;SK and F 82526;SK and F 82526J;SK and F-82526;SK and F-82526J;SK and F82526;SK and F82526J;SKF 82526;SKF 82526J;SKF-82526;SKF-82526J;SKF82526;SKF82526J

Chemical Property of Fenoldopam

Chemical Property:

• Vapor Pressure: 2.25E-12mmHg at 25°C
• Boiling Point: 522.6 ºC at 760 mmHg
• PKA: 8.50±0.40(Predicted)
• Flash Point: 269.9 ºC
• PSA: 72.72000
• Density: 1.38 g/cm³
• LogP: 3.06320
• Storage Temp.: 2-8°C
• Solubility.: DMSO: >12 mg/mL
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 305.0818711
• Heavy Atom Count: 21
• Complexity: 348

Purity/Quality:

99% ^*data from raw suppliers

Fenoldopam Hydrochloride ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-36-42/43
• Safety Statements: 22-26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CNCC(C2=CC(=C(C(=C21)Cl)O)O)C3=CC=C(C=C3)O
• Recent ClinicalTrials: Fenoldopam to Prevent Renal Dysfunction in Indomethacin Treated Preterm Infants
• Recent EU Clinical Trials: Fenoldopam mesilate efficacy to control splancnic ischemia during cardiopulmonary bypass in pediatric patients
• Uses: Dopamine D1-receptor agonist. Antihypertensive. dopamine receptor agonists 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).
• Therapeutic Function: Antihypertensive

Technology Process of Fenoldopam

There total 9 articles about Fenoldopam which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

Fenoldopam hydrobromide (67287-54-1) → fenoldopam (67227-56-9)

Guidance literature:

With methanol; water; sodium hydrogencarbonate; at 20 ℃; for 0.25h;

Reference yield:

2-(2-chloro-3,4-dimethoxyphenyl)ethylamine (67287-36-9) → fenoldopam (67227-56-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 19 percent

2: 68 percent / H₂SO₄ / trifluoroacetic acid / 25 °C

3: BBr₃ / CH₂Cl₂

With sulfuric acid; boron tribromide; In dichloromethane; trifluoroacetic acid;

DOI:10.1021/jm00183a001

Reference yield:

2-(2-chloro-3,4-dimethoxyphenyl)acetonitrile (7537-07-7) → fenoldopam (67227-56-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 74 percent / B₂H₆ / tetrahydrofuran

2: 19 percent

3: 68 percent / H₂SO₄ / trifluoroacetic acid / 25 °C

4: BBr₃ / CH₂Cl₂

With sulfuric acid; boron tribromide; diborane; In tetrahydrofuran; dichloromethane; trifluoroacetic acid;

DOI:10.1021/jm00183a001

upstream raw materials:

6-chloro-7,8-dimethoxy-1-(4-methoxyphenyl)-2,3,4,5-tetrahydro-1H-3-benzazepine

2-(4-methoxyphenyl)oxirane

2-(2-chloro-3,4-dimethoxyphenyl)ethylamine

2-(2-chloro-3,4-dimethoxyphenyl)acetonitrile

Downstream raw materials:

fenoldopam mesylate

Refernces

• 1、 Weinstock,Wilson,Ladd,Brush,Pfeiffer,Kuo,Holden,Yim,Hahn,Wardell Jr.,Tobia,Setler,Sarau,Ridley. "Separation of potent central and renal dopamine agonist activity in substituted 6-Chloro-2,3,4,5-tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepines". . p. 973 - 975. Retrieved 2007/10/02.