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Fenoldopam mesylate

CAS No.
67227-57-0
Chemical Name:
Fenoldopam mesylate
Synonyms
SKF R-82526;9CL-CORLOPAM;(S)-SKF-82526;(R)-SKF-82526;CORLOPAM MESYLATE;Fenodopam mesylate;SKF-82526 mesylate;FENOLDOPAM MESYLATE;FENOLDIPAM MESYLATE;FENOLDOPAM METHANESULFONATE
CBNumber:
CB3729841
Molecular Formula:
C17H20ClNO6S
Molecular Weight:
401.86
MDL Number:
MFCD04112986
MOL File:
67227-57-0.mol
MSDS File:
SDS
Last updated:2023-06-08 09:02:20

Fenoldopam mesylate Properties

Melting point 274° (dec)
storage temp. room temp
solubility DMSO: ≥15mg/mL at ~60°C
form powder
color white to tan
InChIKey WOFIIEUMIDZJEJ-UHFFFAOYSA-N
CAS DataBase Reference 67227-57-0(CAS DataBase Reference)
FDA UNII HA3R0MY016

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H317-H319
Precautionary statements  P280-P301+P312+P330-P305+P351+P338
Hazard Codes  Xn
Risk Statements  22-36-42/43
Safety Statements  22-26-36/37/39
WGK Germany  3
HS Code  2933995300
NFPA 704
0
2 0

Fenoldopam mesylate price More Price(29)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich SML0198 Fenoldopam mesylate ≥98% (HPLC) 67227-57-0 10mg $127 2024-03-01 Buy
Sigma-Aldrich 1269458 Fenoldopam mesylate United States Pharmacopeia (USP) Reference Standard 67227-57-0 200mg $781 2024-03-01 Buy
Cayman Chemical 17629 Fenoldopam (mesylate) ≥95% 67227-57-0 5mg $48 2024-03-01 Buy
Cayman Chemical 17629 Fenoldopam (mesylate) ≥95% 67227-57-0 10mg $89 2024-03-01 Buy
Sigma-Aldrich SML0198 Fenoldopam mesylate ≥98% (HPLC) 67227-57-0 50mg $491 2024-03-01 Buy
Product number Packaging Price Buy
SML0198 10mg $127 Buy
1269458 200mg $781 Buy
17629 5mg $48 Buy
17629 10mg $89 Buy
SML0198 50mg $491 Buy

Fenoldopam mesylate Chemical Properties,Uses,Production

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.

Description

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.

Chemical Properties

White to Off-White Solid

Originator

SmithKline Beecham (US)

Uses

Fenoldopam mesylate may be used to study dopamine D1-mediated cell signaling.

Uses

antihypertensive, dopamine agonist

Uses

Dopamine D1-receptor agonist. Antihypertensive.

Definition

ChEBI: Fenoldopam mesylate is a benzazepine.

Manufacturing Process

2-Chloro-3,4-dimethoxyphenethylamine (1.0 g) was reacted with 0.70 g of pmethoxystyrene oxide to give the hydroxyphenethylamine; m.p. 118.5-121°C. This compound (2.16 g) was stirred at room temperature in 15 ml of trifluoroacetic acid with 4 drops of conc. sulfuric acid. After purification over a silica gel column with chloroform, 10% methanol/chloroform as eluates, was obtained 6-chloro-7,8-dimethoxy-1-p-methoxyphenyl-2,3,4,5-tetrahydro-1H- 3-benzazepine (0.78 g), m.p. 143-145°C.
The trimethoxy product (0.87 g, 2.50 mmoles) in 25 ml of dry methylene chloride was cooled in an ice-methanol bath and 12.5 ml (25.0 mmoles) of boron tribromide in methylene chloride was added dropwise. After stirring for 4 hours, the mixture was cooled in an ice bath while methanol was carefully added to give 0.37 g of 6-chloro-7,8-dihydroxy-1-p-hydroxyphenyl-2,3,4,5- tetrahydro-1H-3-benzazepine hydrobromide, m.p. 215°C.
The base was regenerated from the hydrobromide salt using sodium carbonate solution in 85% yield. Treating the base with various acids gave the following salts: dl-tartrate, fumarate, hydrochloride, sulfate, and the most water soluble one, the methanesulfonate, m.p. 272°C.

brand name

Corlopam (Hospira).

Therapeutic Function

Antihypertensive

Biochem/physiol Actions

Fenoldopam mesylate (FM) is considered as an effective therapeutic agent to prevent the onset of postoperative AKI (PO-AKI). In healthy cats, FM can stimulate diuresis and be well-tolerated. This benzazepine-derivative is regional specific and does not cause cerebral vasodilation.

Fenoldopam mesylate Preparation Products And Raw materials

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View Lastest Price from Fenoldopam mesylate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
8-Chloro-2-(4-hydroxyphenyl)-4-azabicyclo[5.4.0]undeca-7,9,11-triene-9,10-diol methanesulphonate pictures 2019-07-06 8-Chloro-2-(4-hydroxyphenyl)-4-azabicyclo[5.4.0]undeca-7,9,11-triene-9,10-diol methanesulphonate
67227-57-0
US $2.00 / kg 1kg 99% 100kg Career Henan Chemical Co

Fenoldopam mesylate Spectrum

67227-57-0(Fenoldopam mesylate)Related Search:

6-CHLORO-2,3,4,5-TETRAHYDRO-1-(4-HYDROXYPHENYL)-1H-3-BENZAZEPINE-7,8-DIOL MESYLATE CORLOPAM MESYLATE FENOLDOPAM MESYLATE 6-chloro-2,3,4,5-tetrahydro-7,8-dihydroxy-1-(p-hydroxyphenyl)-1H-3-benzazepinium methanesulphonate Fenodopam mesylate FENOLDOPAM METHANESULFONATE FenoldopamMesylateC16H16C1N03.CH403S (1R)-6-Chloro-2,3,4,5-tetrahydro-1β-(4-hydroxyphenyl)-1H-3-benzazepine-7,8-diol (R)-SKF-82526 SKF R-82526 (S)-SKF-82526 8-Chloro-2-(4-hydroxyphenyl)-4-azabicyclo[5.4.0]undeca-7,9,11-triene-9,10-diol methanesulphonate 6-CHLORO-2,3,4,5-TETRAHYDRO-1-(4-HYDROXYPHENYL)-1H-3-BENZAZEPINE-7,8-DIOL 9CL-CORLOPAM Fenoldopam Mesylate (200 mg) FENOLDIPAM MESYLATE 8-Chloro-2-(4-hydroxyphenyl)-4-azabicyclo[5.4.0]undeca-7,9,11-triene-9,10-diol methanesulphonate###Unii-inu8H2kawg FENOLDOPAM METHANESULFONATE;CORLOPAM MESYLATE;SKF-82526 MESYLATE SKF-82526 mesylate SKF 82526 (mesylate), Fenoldopam methanesulfonate, Corlopam mesylate Fenoldopam mesyalte (SKF82526) Fenoldopam Mesylate (1269458) 67227-57-0 67227-57-3 C16H16ClNO3CH4O3S C17H20ClNO6S CH4O3SC16H16ClNO3 Enzyme Inhibitors Enzymes, Inhibitors, and Substrates Enzyme Inhibitors by Enzyme BioChemical Biochemicals and Reagents Angiotensin Converting Enzyme A to C CORLOPAM Aromatics Heterocycles Intermediates & Fine Chemicals Pharmaceuticals