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Adrenalone

Basic information Safety Supplier Related

Adrenalone Basic information

Product Name:
Adrenalone
Synonyms:
  • ADRENALONE
  • AKOS NCG-0050
  • 1-(3,4-dihydroxyphenyl)-2-(methylamino)-ethanon
  • 3,4-dihydroxy-alpha-methylaminoacetophenone
  • 3’,4’-dihydroxy-2-(methylamino)-acetophenon
  • 3’,4’-dihydroxy-2-(methylamino)acetophenone
  • 4-methylaminoacetocatechol
  • 4-methylaminoacetopyrocatechol
CAS:
99-45-6
MF:
C9H11NO3
MW:
181.19
EINECS:
202-756-9
Product Categories:
  • Pharmaceutical Intermediates
Mol File:
99-45-6.mol
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Adrenalone Chemical Properties

Melting point:
235.5°C (rough estimate)
Boiling point:
314.29°C (rough estimate)
Density 
1.2375 (rough estimate)
refractive index 
1.5270 (estimate)
storage temp. 
Hygroscopic, -20°C Freezer, Under inert atmosphere
solubility 
Aqueous Acid (Slightly)
form 
Solid
pka
7.32±0.20(Predicted)
color 
Pale Yellow to Light Yellow
Stability:
Hygroscopic
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Adrenalone Usage And Synthesis

Originator

Adrenalone ,Yick-Vic Chemicals and Pharmaceuticals (HK) Ltd.

Uses

Adrenergic (ophthalmic).

Uses

Adrenalone is a ketone derivative of Epinephrine (E588585) and a potential dopamine β oxidase inhibitor.

Definition

ChEBI: Adrenalone is an aromatic ketone.

Preparation

Preparation by reaction of excess 33% aqueous methylamine with 3,4-dihydroxy-a-chloroacetophenone.

Manufacturing Process

To a suspension of 1 part ω-chloro-3,4-dihydroxyacetophenone (prerared from chloroacetyl chloride and benzcatechole, see J. Russ. Phys. Chem. Ges., 25, 154) was added dropwise 1 part 60% solution of methylamine. Immediately was formed a residue of the salt of methylamine and ω-chloro-3,4- dihydroxyacetophenone. The dissolution of the salt was carried out by heating of the mixture. Then the salt was converted in crude 3,4-dihydroxy-α- methylaminoacetophenone. The product was dissolved in dilute hydrochloric acid. To this solution was added dropwise aqueous ammonium solution to prepare light yellow crystal of 3,4-dihydroxy-α-methylaminoacetophenone. The base and the hydrochloride of 3,4-dihydroxy-α-methylaminoacetophenone decomposed at temperature near 230°C and 240°C respectively.

Therapeutic Function

Hemostatic, Sympathomimetic, Vasoconstrictor

Adrenalone Preparation Products And Raw materials

Raw materials

AdrenaloneSupplier

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