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99-45-6

99-45-6 Structure

99-45-6 Structure
IdentificationBack Directory
[Name]

Adrenalone
[CAS]

99-45-6
[Synonyms]

u2134
adrenon
stypnon
remestyp
ketogaze
adrenone
chemosan
haemodan
kephrine
stryphnon
styphnone
stryphnone
ADRENALONE
NSC 243611
AKOS NCG-0050
Adrenalone USP/EP/BP
methaminoacetocatechol
Dipivefrine EP Impurity B
4-methylaminoacetocatechol
4-methylaminoacetopyrocatechol
3,4-DIHYDROXY-A-METHYLAMINOACETOPHENONE
3,4-dihydroxy-alpha-methylaminoacetophenone
3’,4’-dihydroxy-2-(methylamino)-acetophenon
3’,4’-dihydroxy-2-(methylamino)acetophenone
1-(3,4-dihydroxyphenyl)-2-(methylamino)-ethanon
1-(3,4-DIHYDROXY-PHENYL)-2-METHYLAMINO-ETHANONE
Ethanone, 1-(3,4-dihydroxyphenyl)-2-(methylamino)-
[EINECS(EC#)]

202-756-9
[Molecular Formula]

C9H11NO3
[MDL Number]

MFCD00707523
[MOL File]

99-45-6.mol
[Molecular Weight]

181.19
Chemical PropertiesBack Directory
[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
[InChI]

InChI=1S/C9H11NO3/c1-10-5-9(13)6-2-3-7(11)8(12)4-6/h2-4,10-12H,5H2,1H3
[InChIKey]

PZMVOUYYNKPMSI-UHFFFAOYSA-N
[SMILES]

C(=O)(C1=CC=C(O)C(O)=C1)CNC
Raw materials And Preparation ProductsBack Directory
[Raw materials]

2-hydroxy-1-(4-hydroxyphenyl)ethanone-->Methylamine
Hazard InformationBack Directory
[Chemical Properties]

Needle-shaped crystals. Decomposition temperature 235-236°C. Slightly soluble in water, alcohol, and ether. Its hydrochloride, melting point 243°C, is easily soluble in water and ethanol, but insoluble in ether.
[Originator]

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

Adrenergic (ophthalmic).
[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
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