67227-56-9 Usage
Description
Fenoldopam, also known as Corlopam, is a synthetic benzazepine derivative that acts as a selective dopamine 1 receptor agonist. It possesses diuretic and vasodilatory properties, making it a promising pharmaceutical candidate for various applications in the medical field.
Uses
Used in Pharmaceutical Industry:
Fenoldopam is used as an antihypertensive agent for the treatment of hypertension. It helps in lowering blood pressure by acting on the dopamine receptors, leading to vasodilation and increased urine output.
Used in Neurological Applications:
Fenoldopam is used as a therapeutic agent for various psychiatric and neurological disorders. The dopamine receptors, which Fenoldopam targets, play a crucial role in cognition, memory, learning, and motor control. By modulating these receptors, Fenoldopam has the potential to alleviate symptoms associated with these disorders.
Used in Diuretic Applications:
Fenoldopam is used as a diuretic to increase urine output, which can be beneficial in treating conditions like edema and fluid retention. Its diuretic properties help in the removal of excess fluid from the body, thus providing relief from these conditions.
Originator
Corlopam,Pharmaforce, Inc.
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.
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).
Check Digit Verification of cas no
The CAS Registry Mumber 67227-56-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,7,2,2 and 7 respectively; the second part has 2 digits, 5 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 67227-56:
(7*6)+(6*7)+(5*2)+(4*2)+(3*7)+(2*5)+(1*6)=139
139 % 10 = 9
So 67227-56-9 is a valid CAS Registry Number.
InChI:InChI=1/C16H16ClNO3.ClH/c17-15-11-5-6-18-8-13(9-1-3-10(19)4-2-9)12(11)7-14(20)16(15)21;/h1-4,7,13,18-21H,5-6,8H2;1H
67227-56-9Relevant articles and documents
Process for the preparation of Fenoldopam Mesylate
-
Page/Page column 7-8, (2008/06/13)
Methods and intermediates for the preparation of Fenoldopam mesylate and intermediates thereof are provided.
Benz-tetrasubstituted 1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepines
-
, (2008/06/13)
A group of 6,9-disubstituted-7,8-dihydroxy-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepines have dopaminergic activity. Examples of leading species of the invention are 6,9-dichloro-7,8-dihydroxy-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine and 6,9-dichloro-7,8-dihydroxy-1-(p-hydroxy-phenyl)-2,3,4,5-tetrahydro-1H-3-benzazepine in the form of an acid addition salt.
