Isoindoline

Isoindoline
3D representation of isoindoline
3D representation of isoindoline
Names
Preferred IUPAC name
2,3-Dihydro-1H-isoindole
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.156.955
UNII
  • InChI=1S/C8H9N/c1-2-4-8-6-9-5-7(8)3-1/h1-4,9H,5-6H2
    Key: GWVMLCQWXVFZCN-UHFFFAOYSA-N
  • InChI=1/C8H9N/c1-2-4-8-6-9-5-7(8)3-1/h1-4,9H,5-6H2
    Key: GWVMLCQWXVFZCN-UHFFFAOYAS
  • c1cccc2c1CNC2
Properties
C8H9N
Molar mass 119.167 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Isoindoline is a heterocyclic organic compound with the molecular formula C8H9N. The parent compound has a bicyclic structure, consisting of a six-membered benzene ring fused to a five-membered nitrogen-containing ring. The compound's structure is similar to indoline except that the nitrogen atom is in the 2 position instead of the 1 position of the five-membered ring. Isoindoline itself is not commonly encountered, but several derivatives are found in nature and some synthetic derivatives are commercially valuable drugs, e.g. lenalidomide and pazinaclone.

The drug lenalidomide contains the substructure isoindoline (red)