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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 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

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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Fenoldopam mesylate Suppliers

LGM Pharma
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inquiries@lgmpharma.com
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United States
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MedChemexpress LLC
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021-58955995
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609-228-5909
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sales@medchemexpress.cn
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United States
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InvivoChem
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+1-708-310-1919 +1-13798911105
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708-557-7486
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sales@invivochem.cn
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United States
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Aladdin Scientific
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+1-+1(833)-552-7181
Email
sales@aladdinsci.com
Country
United States
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TargetMol Chemicals Inc.
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support@targetmol.com
Country
United States
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BOC Sciences
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Waterstone Technology, LLC
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United States Biological
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Riedel-de Haen AG
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Focus Synthesis LLC
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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:


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  • SKF-82526 mesylate
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  • (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
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  • 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
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  • 67227-57-0
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  • C16H16ClNO3CH4O3S
  • C17H20ClNO6S
  • CH4O3SC16H16ClNO3
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