Information About

Phenethylamine



























Phenethylamine
Chemical Name 2-Phenyl-ethylamine or
2-phenylethanamine
Chemical Formula C8H11N
Molecular Mass 121.18 g/mol
Density 0.965 g/ml
Melting Point -60 °C
Boiling Point 200 °C
CAS Number 64-04-0
SMILES c1ccccc1CCN


Phenethylamine (''β''-Phenylethylamine) is an Alkaloid and Monoamine . In the human brain, it is believed to function as a Neuromodulator or Neurotransmitter ( Trace Amine ). A colorless liquid that forms a solid Carbonate Salt with Carbon Dioxide (CO2) upon exposure to air, phenethylamine in nature is synthesized from the Amino Acid Phenylalanine by enzymatic Decarboxylation . It is also found in many foods, especially after Microbial Fermentation , e.g., in Chocolate .
It has been suggested that phenethylamine from food (e.g., chocolate) may have psychoactive effects in sufficient quantities. However, it is quickly metabolized by the Enzyme MAO-B , preventing significant concentrations from reaching the brain.

Substituted phenethylamines are a broad and diverse class of compounds that include Neurotransmitter s, Hormone s, Stimulant s, Hallucinogens , Entactogen s, Anorectic s, Bronchodilator s, and Antidepressant s.

The phenethylamine structure can also be found as part of more complex ring systems such as the Ergoline system of LSD or the Morphinan system of Morphine .

It is commonly known as the Love Molecule.


SUBSTITUTED PHENETHYLAMINES


Substituted phenethylamines carry additional chemical modifications at the Phenyl ring, the Sidechain , or the Amino group:



PHARMACOLOGY


Many substituted phenethylamines are Pharmacologically active drugs due to their similarity to the monoamine neurotransmitters:



SUBSTITUTION TABLE


Some of the more important phenethylamines are tabulated below. For simplicity, the Stereochemistry of the sidechain is not covered in the table. Hundreds of other simple synthetic phenethylamines are known. This is due in part to the pioneering work of Alexander Shulgin , much of which is described in the book PiHKAL .


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