ADRENOCHROME

ADRENOCHROME Basic information
Product Name:ADRENOCHROME
Synonyms:2,3-dihydro-3-hydroxy-1-methyl-1h-indole-6-dione;3-hydroxy-1-methyl-6-indolinedione;adraxone;D,L-Adrenochrome (3-Hydroxy-1-methyl-5,6-indolinedione;usafuctl-7;2,3-DIHYDRO-3-HYDROXY-1-METHYL-1H-INDOLE-5,6-DIONE;3-HYDROXY-1-METHYL-5,6-INDOLINE-DIONE;ADRENOCHROME
CAS:54-06-8
MF:C9H9NO3
MW:179.17
EINECS:200-192-8
Product Categories:Aromatics;Heterocycles;Indoles and derivatives;Various Intermediates;Intermediates;54-06-8
Mol File:54-06-8.mol
ADRENOCHROME Structure
ADRENOCHROME Chemical Properties
Melting point 115-120°C
Boiling point 311.69°C (rough estimate)
density 1.2822 (rough estimate)
refractive index 1.5600 (estimate)
storage temp. −20°C
solubility Methanol (Slightly), Water
pka13.31±0.20(Predicted)
form Solid
color Red to Black
Stability:Air Sensitive, Light Sensitive
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 3
RTECS NM1925000
HS Code 29339980
MSDS Information
ProviderLanguage
SigmaAldrich English
ADRENOCHROME Usage And Synthesis
Chemical PropertiesRed Crystalline Solid
UsesThe substance mainly responsible for the red colours produced during the mild oxidation of adrenaline
UsesAdrenochrome is a derivative of epinephrine. When complexed with a salicylate, its stability is increased (carbazochrome). It was claimed to reduce blood loss, but the evidence is sparse.
DefinitionChEBI: Adrenochrome is a member of indoles.
Purification MethodsIt was crystallised from MeOH/formic acid, as red crystals of the hemihydrate, and stored in a vacuum desiccator. The mono-semicarbazone (Carbazochrome) [69-81-8] M 236.2, crystallises as orange-red crystals from dilute EtOH with m ~203o (dec) and is haemostatic. [Heacock Chem Rev 59 181 1959, Beilstein 21 III/IV 6434.]
ADRENOCHROME Preparation Products And Raw materials
2,2-Dichloro-1-(3-hydroxyphenyl)-ethanone N-(2-Succinyl) Phenylephrine Phenylephrine Impurity 32 N-ACETYL-4-BENZOQUINONE IMINE 1,2,3,4-Tetrahydro-4,6-dihydroxy-2-methyl-isoquinoline 3-Hydroxy-4-[[(2R)-2-hydroxy-2-(3-hydroxyphenyl)ethyl]MethylaMino]-4-oxo-butanoic Acid Phenylephrine EP Impurity D Phenylephrine EP Impurity D benzyl(3-hydroxyphenacyl)methylammonium chloride N-Acetylphenylephrine 1,2,3,4-Tetrahydro-4,8-dihydroxy-2-methyl-isoquinoline 3-METHYL-3-HEXEN-2-OL ADRENOCHROME 1,3-CYCLOHEXADIENE 2-AMINOETHANOL-2-PENTEN-4-ONE 97 1-Methyl-3-pyrrolidinol Adrenochrome Bisulfite Sodium Salt Adrenochrome Impurity 2

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