67227-56-9 Usage
Originator
Corlopam,Pharmaforce, Inc.
Uses
Different sources of media describe the Uses of 67227-56-9 differently. You can refer to the following data:
1. Dopamine D1-receptor agonist. Antihypertensive.
2. dopamine receptor agonists
3. 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).
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).
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
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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
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, (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.
