N-Methylphenethylamine
| Names | |
|---|---|
| Preferred IUPAC name
N-Methyl-2-phenylethan-1-amine | |
| Other names
N-Methyl-2-phenylethanamine N-Methylphenethylamine N-Methyl-β-phenethylamine | |
| Identifiers | |
3D model (JSmol) |
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| ChEMBL | |
| ChemSpider | |
| ECHA InfoCard | 100.008.758 |
PubChem CID |
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| UNII | |
CompTox Dashboard (EPA) |
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| Properties | |
| C9H13N | |
| Molar mass | 135.210 g·mol−1 |
| Appearance | Colorless liquid |
| Density | 0.93 g/mL |
| Boiling point | 203 °C (397 °F; 476 K) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references | |
N-Methylphenethylamine (NMPEA) is a naturally occurring trace amine neuromodulator in humans that is derived from the trace amine, phenethylamine (PEA). It has been detected in human urine (<1 μg over 24 hours) and is produced by phenylethanolamine N-methyltransferase with phenethylamine as a substrate, which significantly increases PEA's effects. PEA breaks down into phenylacetaldehyde which is further broken down into phenylacetic acid by monoamine oxidase. When this is inhibited by monoamine oxidase inhibitors, it allows more of the PEA to remain present and produce psychoactive effects.
PEA and NMPEA are both alkaloids that are found in a number of different plant species as well. Some Acacia species, such as A. rigidula, contain remarkably high levels of NMPEA (~2300–5300 ppm). NMPEA is also present at low concentrations (< 10 ppm) in a wide range of foodstuffs.
NMPEA is a positional isomer of amphetamine.