Adrenochrome

Adrenochrome
Names
	IUPAC name 3-Hydroxy-1-methyl-2,3-dihydro-1H-indole-5,6-dione
	Other names Adraxone; Pink adrenaline
Identifiers
CAS Number	(racemic): 54-06-8 ; (R)-Enantiomer: 7506-92-5; (S)-Enantiomer: 5181-82-8;
3D model (JSmol)	(racemic): Interactive image;
ChEBI	(racemic): CHEBI:166544;
ChEMBL	(racemic): ChEMBL1314174;
ChemSpider	(racemic): 5687 ;
ECHA InfoCard	100.000.176
EC Number	(racemic): 200-192-8;
PubChem CID	(racemic): 5898;
UNII	(racemic): 70G54NQL71 ;
CompTox Dashboard (EPA)	(racemic): DTXSID00871530 ;
	InChI InChI=1S/C9H9NO3/c1-10-4-9(13)5-2-7(11)8(12)3-6(5)10/h2-3,9,13H,4H2,1H3 Key: RPHLQSHHTJORHI-UHFFFAOYSA-N ; (racemic): InChI=1/C9H9NO3/c1-10-4-9(13)5-2-7(11)8(12)3-6(5)10/h2-3,9,13H,4H2,1H3 Key: RPHLQSHHTJORHI-UHFFFAOYAD;
	SMILES (racemic): O=C1\C=C2/C(=C\C1=O)N(CC2O)C;
Properties
Chemical formula	C9H9NO3
Molar mass	179.175 g·mol−1
Appearance	deep-violet
Density	3.264 g/cm3
Boiling point	115–120 °C (239–248 °F; 388–393 K) (decomposes)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Adrenochrome is a chemical compound produced by the oxidation of adrenaline (epinephrine). It was the subject of limited research from the 1950s through to the 1970s as a potential cause of schizophrenia. While it has no current medical application apart from epipens. the semicarbazide derivative, carbazochrome, is a hemostatic medication.

Despite this compound's name, it is unrelated to the element chromium; instead, the ‑chrome suffix indicates a relationship to color, as pure adrenochrome has a deep violet coloration.^[1]

^ ^a ^b Heacock RA, Nerenberg C, Payza AN (1 May 1958). "The Chemistry of the "Aminochromes": Part I. The Preparation and Paper Chromatography of Pure Adrenochrome". Canadian Journal of Chemistry. 36 (5): 853–857. doi:10.1139/v58-124.

[Aminochrome-1] Heacock RA, Nerenberg C, Payza AN (1 May 1958). "The Chemistry of the "Aminochromes": Part I. The Preparation and Paper Chromatography of Pure Adrenochrome". Canadian Journal of Chemistry. 36 (5): 853–857. doi:10.1139/v58-124.

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