5-Hydroxyindoline

Chemical compound From Wikipedia, the free encyclopedia

5-Hydroxyindoline, also known as 2,3-dihydro-1H-indol-5-ol, is a psychoactive substance, saturated (hydrogenated) derivative of indole, which has a hydroxyl group in the 5th position of the benzene ring, structurally belong to the family of indoline derivatives.

Quick facts Names, Identifiers ...
5-Hydroxyindoline
Names
IUPAC name
2,3-dihydro-1H-indol-5-ol
Other names
2,3-dihydro-1H-indol-5-ol
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
  • InChI=1S/C8H9NO/c10-7-1-2-8-6(5-7)3-4-9-8/h1-2,5,9-10H,3-4H2
    Key: MPCXQPXCYDDJSR-UHFFFAOYSA-N
  • C1CNC2=C1C=C(C=C2)O
Properties
C8H9NO
Molar mass 135.166 g·mol−1
Density 1.2±0.1 g/cm³
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Pharmacology

5-Hydroxyindoline has shown superior results as a dopamine D4 receptor ligand, with more selective binding than classical dopaminergic drugs. It is a D4 receptor agonist.[1]

Other studies have shown that 5-hydroxyindoline is an inhibitor of the D2 dopamine receptor.[2]

Occurrence

5-Hydroxyindoline was found and isolated from Phoebe chekiangensis.[1]

References

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