| Names | |
|---|---|
| Preferred IUPAC name 2,3,4,9-Tetrahydro-1H-pyrido[3,4-b]indole | |
| Other names Noreleagnine Tetrahydronorharman 2,3,4,9-Tetrahydro-1H-β-carboline | |
| Identifiers | |
3D model (JSmol) | |
| ChEMBL | |
| ChemSpider |
|
| ECHA InfoCard | 100.156.194 |
| UNII | |
| |
| |
| Properties | |
| C11H12N2 | |
| Molar mass | 172.226 g/mol |
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). | |
Tryptoline, also known astetrahydro-β-carboline andtetrahydronorharmane, is a naturalorganic derivative ofβ-carboline. It is analkaloid chemically related totryptamines. Derivatives of tryptoline have a variety of pharmacological properties and are known collectively astryptolines.[1]
Tryptolines are competitive selective inhibitors of theenzymemonoamine oxidase type A (MAO-A).5-Hydroxytryptoline and5-methoxytryptoline (pinoline) are the most activemonoamine oxidase inhibitors (MAOIs) withIC50s of 0.5 μM and 1.5 μM respectively.[2]
Tryptolines are also potentreuptake inhibitors ofserotonin andepinephrine, with a significantly greater selectivity for serotonin.[2]
In-vivo formation of tryptolines has been a matter of controversy.[2]