Fenoldopam mesylate

Base Information

• Chemical Name: Fenoldopam mesylate
• CAS No.: 67227-57-0
• Deprecated CAS: 87900-91-2
• Molecular Formula: C16H16ClNO3^.CH4O3S
• Molecular Weight: 401.868
• Hs Code.: 2933995300
• European Community (EC) Number: 266-612-7
• NSC Number: 759860
• UNII: HA3R0MY016
• DSSTox Substance ID: DTXSID00904650
• Wikidata: Q27279818
• NCI Thesaurus Code: C47531
• RXCUI: 203151
• ChEMBL ID: CHEMBL1026
• Mol file: 67227-57-0.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 mesylate

Chemical Property:

• Vapor Pressure: 1.53E-11mmHg at 25°C
• Melting Point: 274° (dec)
• Boiling Point: 522.6 °C at 760 mmHg
• Flash Point: 269.9 °C
• PSA: 104.24000
• Density: 1.38g/cm3
• LogP: 3.77680
• Storage Temp.: room temp
• Solubility.: DMSO: ≥15mg/mL at ~60°C
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 1
• Exact Mass: 401.0699862
• Heavy Atom Count: 26
• Complexity: 441

Purity/Quality:

96% 1H NMR ^*data from raw suppliers

Fenoldopam mesylate ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CS(=O)(=O)O.C1CNCC(C2=CC(=C(C(=C21)Cl)O)O)C3=CC=C(C=C3)O
• Recent ClinicalTrials: Fenoldopam and Splanchnic Perfusion During Cardiopulmonary Bypass
• Recent EU Clinical Trials: Fenoldopam mesilate efficacy to control splancnic ischemia during cardiopulmonary bypass in pediatric patients
• Description: Fenoldopam, first approved in the Netherlands in 1992, ended by reaching its first market, the US, for the short-term management of severe hypertension, including malignant hypertension, in the hospital setting. Fenoldopam can be prepared in 3 steps from the corresponding phenethylamine and aryloxiran, the pivotal step being the cyclisation in benzazepine in acidic medium. Fenoldopam is a potent dopamine D1 receptor agonist acting peripherally to produce systemic vasodilation.As it does not cross the bloodbrain barrier, it does not exert significant central dopaminergic activity. Fenoldopam also interacts significantly with 5HT1c and 5HT2 receptors. In comparative trials with the most common drug used for this condition in Europe, Fenoldopam was found to be appreciably more potent than nifedipine. Furthermore, Fenoldopam is fast acting and maintains a long-lasting antihypertensive effect. Fenoldopam is an agonist of dopamine D1A (D1R) and D1B (D5R) receptors (Kds = 17 and 11 nM, respectively). Fenoldopam is used to study the roles of these receptors, in cells and in vivo, and to alter hemodynamic properties, including hypertension, in animals.
• Uses: antihypertensive, dopamine agonist Fenoldopam mesylate may be used to study dopamine D1-mediated cell signaling.
• Therapeutic Function: Antihypertensive

Technology Process of Fenoldopam mesylate

There total 3 articles about Fenoldopam mesylate 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 mesylate dihydrate → fenoldopam mesylate (67227-57-0)

Guidance literature:

In isopropyl alcohol; at 20 ℃; for 2.5h; Product distribution / selectivity; Heating / reflux;

Reference yield:

methanesulfonic acid (75-75-2,98527-29-8) + fenoldopam (67227-56-9) → fenoldopam mesylate (67227-57-0)

Guidance literature:

In methanol; at 20 ℃; for 16h; pH=2.5; Product distribution / selectivity;

Reference yield:

→ fenoldopam mesylate (67227-57-0)

Guidance literature:

With methanesulfonic acid; In methanol; water; pH=2.2; Purification / work up;

upstream raw materials:

methanesulfonic acid

fenoldopam

Downstream raw materials:

(E)-6-chloro-2,3,4,5-tetrahydro-1-(4-hydroxyphenyl)-1H-3-(3-phenylallyl)-3-benzazepine-7,8-diol

Refernces

• 1、 -. "Process for the preparation of Fenoldopam Mesylate". Page/Page column 8. . Retrieved 2008/06/13.