5-Hydroxyindoline
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| Names | |
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| IUPAC name
2,3-dihydro-1H-indol-5-ol | |
| Other names
2,3-dihydro-1H-indol-5-ol | |
| Identifiers | |
3D model (JSmol) |
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| ChEMBL | |
| ChemSpider | |
PubChem CID |
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CompTox Dashboard (EPA) |
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| 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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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.
Pharmacology
[edit]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
[edit]5-Hydroxyindoline was found and isolated from Phoebe chekiangensis.[1]
References
[edit]- 1 2 Hegde, Vinod R.; Dai, Ping; Ladislaw, Christine; Patel, Mahesh G.; Puar, Mohindar S.; Pachter, Jonathan A. (1997-05-06). "D4 dopamine receptor-selective compounds from the Chinese plant Phoebe chekiangensis". Bioorganic & Medicinal Chemistry Letters. 7 (9): 1207–1212. doi:10.1016/S0960-894X(97)00194-7. ISSN 0960-894X.
- ↑ "AID 61307 - Inhibitory concentration against binding of [3H]spiperone to human D2 dopaminergic receptor - PubChem". pubchem.ncbi.nlm.nih.gov. Retrieved 2026-02-17.