Fenoldopam mesylate

ChemicalBook > CAS DataBase List > Fenoldopam mesylate

Product Name: Fenoldopam mesylate
CAS No.: 67227-57-0
Chemical Name: Fenoldopam mesylate
Synonyms: SKF R-82526;9CL-CORLOPAM;(R)-SKF-82526;(S)-SKF-82526;CORLOPAM MESYLATE;SKF-82526 mesylate;Fenodopam mesylate;FENOLDOPAM MESYLATE;FENOLDIPAM MESYLATE;FENOLDOPAM METHANESULFONATE
CBNumber: CB3729841
Molecular Formula: C17H20ClNO6S
Formula Weight: 401.86
MOL File: 67227-57-0.mol

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Fenoldopam mesylate Property

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)

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Safety

Hazard Codes: Xn
Risk Statements: 22-36-42/43
Safety Statements: 22-26-36/37/39
WGK Germany: 3
HS Code: 2933995300

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H317May cause an allergic skin reaction

H319Causes serious eye irritation

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: SML0198
Product name: Fenoldopam mesylate
Purity: ≥98% (HPLC)
Packaging: 10mg
Price: $127
Updated: 2024/03/01

Sigma-Aldrich

Product number: 1269458
Product name: Fenoldopam mesylate
Purity: United States Pharmacopeia (USP) Reference Standard
Packaging: 200mg
Price: $781
Updated: 2024/03/01

Cayman Chemical

Product number: 17629
Product name: Fenoldopam (mesylate)
Purity: ≥95%
Packaging: 5mg
Price: $48
Updated: 2024/03/01

Cayman Chemical

Product number: 17629
Product name: Fenoldopam (mesylate)
Purity: ≥95%
Packaging: 10mg
Price: $89
Updated: 2024/03/01

Sigma-Aldrich

Product number: SML0198
Product name: Fenoldopam mesylate
Purity: ≥98% (HPLC)
Packaging: 50mg
Price: $491
Updated: 2024/03/01

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Fenoldopam mesylate Chemical Properties,Usage,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 D_1A (D1R) and D_1B (D5R) receptors (K_ds = 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

Dopamine D1-receptor agonist. Antihypertensive.

Uses

antihypertensive, dopamine agonist

Uses

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

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

Raw materials

Preparation Products

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View Lastest Price from Fenoldopam mesylate manufacturers

Career Henan Chemical Co

Product: 8-Chloro-2-(4-hydroxyphenyl)-4-azabicyclo[5.4.0]undeca-7,9,11-triene-9,10-diol methanesulphonate 67227-57-0
Price: US $2.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 100kg
Release date: 2018-12-23

67227-57-0, Fenoldopam mesylateRelated Search:

Methanesulfonic acid Phentolamine mesilate Fenoldopam

FENOLDOPAM METHANESULFONATE;CORLOPAM MESYLATE;SKF-82526 MESYLATE

SKF-82526 mesylate

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

SKF 82526 (mesylate)， Fenoldopam methanesulfonate， Corlopam mesylate

Fenoldopam mesyalte (SKF82526)

Fenoldopam Mesylate (1269458)

6-Chloro-1-(4-hydroxyphenyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepine-7,8-diol methanesulfonate

Fenoldopam mesylate, 10 mM in DMSO

67227-57-0

67227-57-3

C16H16ClNO3CH4O3S

C17H20ClNO6S

CH4O3SC16H16ClNO3

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