| Identification | More | [Name]
Fenoldopam | [CAS]
67227-56-9 | [Synonyms]
6-CHLORO-2,3,4,5-TETRAHYDRO-1-(4-HYDROXYPHENYL)-1H-3-BENZAZEPINE-7,8-DIOL HYDROCHLORIDE
6-CHLORO-2,3,4,5-TETRAHYDRO-1-(4-HYDROXYPHENYL)-1H-3-BENZAZEPINE-7,8-DIOL MESYLATE
8-chloro-2-(4-hydroxyphenyl)-4-azabicyclo[5.4.0]undeca-7,9,11-triene-9,10-diol methanesulphonate
CORLOPAM MESYLATE
FENOLDOPAM
FENOLDOPAM HYDROCHLORIDE
FENOLDOPAM MESYLATE
(r)-6-chloro-2,3,4,5-tetrahydro-1-(4-hydroxyphenyl)-1h-3-benzazepine-7,8-diol
FenoldopamMesylateBase
6-Chloro-2，3，4，5-tetrahydro-1-(4-hydroxyphenyl)-1H-3-benz．A~pine-7，8-diol
Corlopam
SKF-82526
SKF-82526-J | [EINECS(EC#)]
266-612-7 | [Molecular Formula]
C17H20ClNO6S | [MDL Number]
MFCD04112986 | [Molecular Weight]
401.86 | [MOL File]
67227-56-9.mol |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R22:Harmful if swallowed.
R36:Irritating to the eyes.
R42/43:May cause sensitization by inhalation and skin contact . | [Safety Statements ]
S22:Do not breathe dust .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [WGK Germany ]
3
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| Hazard Information | Back Directory | [Originator]
Corlopam,Pharmaforce, Inc. | [Uses]
Dopamine D1-receptor agonist. Antihypertensive. | [Uses]
dopamine receptor agonists | [Uses]
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). | [Definition]
ChEBI: Fenoldopam is a benzazepine. It has a role as a dopaminergic antagonist, a vasodilator agent, an alpha-adrenergic agonist, a dopamine agonist and an antihypertensive agent. | [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 | [Biological Activity]
Selective D 1 -like dopamine receptor partial agonist (EC 50 = 57 nM). Vasodilator in vivo and does not readily cross the blood-brain barrier. Also α 2 -adrenoceptor antagonist in vitro (K i = 15-25 nM). |
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