Isatin

Isatin
Names
	Preferred IUPAC name 1H-Indole-2,3-dione
Identifiers
CAS Number	91-56-5 ;
3D model (JSmol)	Interactive image;
Beilstein Reference	383659
ChEBI	CHEBI:27539 ;
ChEMBL	ChEMBL326294 ;
ChemSpider	6787 ;
DrugBank	DB02095 ;
ECHA InfoCard	100.001.889
EC Number	202-077-8;
Gmelin Reference	165206
KEGG	C11129 ;
PubChem CID	7054;
UNII	82X95S7M06 ;
CompTox Dashboard (EPA)	DTXSID3038694 ;
	InChI InChI=1S/C8H5NO2/c10-7-5-3-1-2-4-6(5)9-8(7)11/h1-4H,(H,9,10,11) Key: JXDYKVIHCLTXOP-UHFFFAOYSA-N ; InChI=1/C8H5NO2/c10-7-5-3-1-2-4-6(5)9-8(7)11/h1-4H,(H,9,10,11);
	SMILES O=C2c1ccccc1NC2=O;
Properties
Chemical formula	C8H5NO2
Molar mass	147.1308 g/mol
Appearance	Orange-red solid
Melting point	200 °C (392 °F; 473 K)
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H302, H315, H319, H335
Precautionary statements	P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, P501
	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

Isatin, also known as tribulin, is an organic compound derived from indole with formula C₈H₅NO₂. The compound was first obtained by Otto Linné Erdman and Auguste Laurent in 1840 as a product from the oxidation of indigo dye by nitric acid and chromic acids.

Isatin is a well-known natural product which can be found in plants of the genus Isatis, in Couroupita guianensis, and also in humans, as a metabolic derivative of adrenaline.

It looks like a red-orange powder, and it is usually employed as building block for the synthesis of a wide variety of biologically active compounds including antitumorals, antivirals, anti-HIVs, and antituberculars.

The isatin core is also responsible for the color of "Maya blue" and "Maya yellow" dyes.

Studies in rats indicate that isatin modulates neurotransmitter activity, antagonizes atrial natriuretic peptide and inhibits monoamine oxidase.