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 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
- pka
- 13.31±0.20(Predicted)
- form
- Solid
- color
- Red to Black
- Stability:
- Air Sensitive, Light Sensitive
MSDS
- Language:English Provider:SigmaAldrich
ADRENOCHROME Usage And Synthesis
Chemical Properties
Red Crystalline Solid
Uses
The substance mainly responsible for the red colours produced during the mild oxidation of adrenaline
Uses
Adrenochrome 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.
Definition
ChEBI: Adrenochrome is a member of indoles.
Biological Activity
Adrenochrome is an oxidation product of adrenaline. It has been implicated in cardiotoxicity. It is a short-lived cytotoxic molecule and is part of the leukocyte response used to kill bacteria. Adrenochrome is also suggested to exhibit psychotomimetic effects. It is used to determine superoxide dismutase activity.
Purification Methods
It 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.]
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ADRENOCHROME(54-06-8)Related Product Information
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- 1,2,3,4-Tetrahydro-4,8-dihydroxy-2-methyl-isoquinoline
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