User:Mark PEA/Phenethylamine
Chemical compound / From Wikipedia, the free encyclopedia
Phenethylamine, or β-Phenylethylamine (2-Phenylethylamine), is an alkaloid and monoamine. Phenethylamine also has a constitutional isomer α-Phenylethylamine (1-Phenylethylamine), which has two stereoisomers: (R)-(+)-1-phenylethylamine and (S)-(-)-1-phenylethylamine. In the human brain, 2-phenethylamine is believed to function as a neuromodulator or neurotransmitter (trace amine). Phenethylamine is a natural compound biosynthesized from the amino acid phenylalanine by enzymatic decarboxylation. It is also found in many foods such as chocolate, especially after microbial fermentation. It has been shown that phenylethylamine as a supplement in doses of roughly 1-2 grams has psychoactive effects.[2]
Names | |
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IUPAC name
2-Phenylethylamine | |
Other names
Phenethylamine β-Phenylethylamine 2-Phenyl-1-aminoethane β-Aminoethylamine 2-Phenylethanamine | |
Identifiers | |
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3D model (JSmol) |
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UNII | |
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Properties | |
C8H11N | |
Molar mass | 121.18 g/mol |
Density | 0.964 g/cm3 |
Melting point | -60 °C |
Boiling point | 194.5-195 °C |
Hazards | |
NFPA 704 (fire diamond) | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Substituted phenethylamines are a broad and diverse class of compounds that include stimulants, hallucinogens, entactogens, anorectics, bronchodilators, and antidepressants.