Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C8H11N.C6H8O7 |
| Molecular Weight | 313.3032 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
NCCC1=CC=CC=C1.OC(=O)CC(O)(CC(O)=O)C(O)=O
InChI
InChIKey=CTBJILANYAWODF-UHFFFAOYSA-N
InChI=1S/C8H11N.C6H8O7/c9-7-6-8-4-2-1-3-5-8;7-3(8)1-6(13,5(11)12)2-4(9)10/h1-5H,6-7,9H2;13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)
| Molecular Formula | C8H11N |
| Molecular Weight | 121.1796 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
| Molecular Formula | C6H8O7 |
| Molecular Weight | 192.1235 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
β-phenylethylamine (2-phenylethylamine) is a small amine containing alkaloid synonymous with phenethylamine and the acronym PEA; in the human body it has a neuromodulator/neurotransmitter role and is known as a trace amine due to its low quantity relative to other bioactive amino acids. PEA was characterized as a substrate for type B monoamine oxidase. PEA functions by activating trace amine receptors (including TAAR1 and TAAR2) thereby regulating monoamine turnover. Ring-substituted phenethylamines, commonly known as 2Cs, are designer drugs that are emerging as new drugs of abuse. PEA administration may be therapeutic in selected depressed patients.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Role of copper ion in bacterial copper amine oxidase: spectroscopic and crystallographic studies of metal-substituted enzymes. | 2003-01-29 |
|
| Serotonin 5-hydroxytryptamine 2A receptor-coupled phospholipase C and phospholipase A2 signaling pathways have different receptor reserves. | 2003-01 |
|
| Degradation of benzyldimethylalkylammonium chloride by Aeromonas hydrophila sp. K. | 2003 |
|
| Analysis of enantiomers of chiral phenethylamine drugs by capillary gas chromatography/mass spectrometry/flame-ionization detection and pre-column chiral derivatization. | 2002-12-31 |
|
| [Localization of non-monoaminergic aromatic L-amino acid decarboxylase neurons (D-neurons) in the human striatum and their functional significance]. | 2002-12 |
|
| Synthesis of 3-alkyl(aryl)-4-alkylidenamino-4,5-dihydro-1H-1,2,4-triazol-5-ones and 3-alkyl-4-alkylamino-4,5-dihydro-1H-1,2,4-triazol-5-ones as antitumor agents. | 2002-12 |
|
| The effects of acute and subchronic treatment with fluoxetine and citalopram on stimulus control by DOM. | 2002-12 |
|
| Novel dual inhibitors of AChE and MAO derived from hydroxy aminoindan and phenethylamine as potential treatment for Alzheimer's disease. | 2002-11-21 |
|
| [Tetrahydroisoquinoline derivatives as possible Parkinson's disease-inducing substances]. | 2002-11 |
|
| Plausible molecular mechanism for activation by fumarate and electron transfer of the dopamine beta-mono-oxygenase reaction. | 2002-10-01 |
|
| Production of amines in equine cecal contents in an in vitro model of carbohydrate overload. | 2002-10 |
|
| Major depressive episodes and diet pills. | 2002-10 |
|
| Stimulation of the catecholaminergic and serotoninergic neurons in the rat brain by R-(-)-1-(benzofuran-2-yl)-2-propylaminopentane, (-)-BPAP. | 2002-09-20 |
|
| 1-(Benzofuran-2-yl)-2-(3,3,3-trifluoropropyl)aminopentane HCl, 3-F-BPAP, antagonizes the enhancer effect of (-)-BPAP in the shuttle box and leaves the effect of (-)-deprenyl unchanged. | 2002-09-13 |
|
| Formation of biogenic amines in a typical semihard Italian cheese. | 2002-09 |
|
| Increased urine phenylethylamine after methylphenidate treatment in children with ADHD. | 2002-09 |
|
| High-performance liquid chromatographic determination of biogenic amines in poultry carcasses. | 2002-08-28 |
|
| Content of biogenic amines in a Chardonnay wine obtained through spontaneous and inoculated fermentations. | 2002-08-14 |
|
| Rapid simultaneous determination of amphetamine, methamphetamine, 3,4-methylenedioxyamphetamine, 3,4-methylenedioxymethamphetamine, and 3,4-methylenedioxyethylamphetamine in urine by solid-phase extraction and GC-MS: a method optimized for high-volume laboratories. | 2002-08-09 |
|
| A sensitive method for determining levels of [-]-2,5,-dimethoxy-4-methylamphetamine in the brain tissue. | 2002-08-08 |
|
| Probing the catalytic mechanism of Escherichia coli amine oxidase using mutational variants and a reversible inhibitor as a substrate analogue. | 2002-08-01 |
|
| [Human striatal D-neurons and their significance]. | 2002-08 |
|
| Subjective and hormonal effects of 3,4-methylenedioxymethamphetamine (MDMA) in humans. | 2002-08 |
|
| Characterization of selected Spanish table wine samples according to their biogenic amine content from liquid chromatographic determination. | 2002-07-31 |
|
| Monoamine-dependent production of reactive oxygen species catalyzed by pseudoperoxidase activity of human hemoglobin. | 2002-06 |
|
| Application of ligand SAR, receptor modeling and receptor mutagenesis to the discovery and development of a new class of 5-HT(2A) ligands. | 2002-06 |
|
| Monoamine oxidase A and B activities in embryonic chick hepatocytes: differential regulation by retinoic acid. | 2002-06 |
|
| Simultaneous separation of common mono- and divalent cations on a calcinated silica gel column by ion chromatography with indirect photometric detection and aromatic monoamines-oxalic acid, containing crown ethers, used as eluent. | 2002-05-17 |
|
| Analysis of conserved active site residues in monoamine oxidase A and B and their three-dimensional molecular modeling. | 2002-05-10 |
|
| Phenylethylamine induces an increase in cytosolic Ca2+ in yeast. | 2002-05 |
|
| [Decreased beta-phenylethylamine in urine of children with attention deficit hyperactivity disorder and autistic disorder]. | 2002-05 |
|
| [Neuroimaging and neurochemical studies of Rett syndrome]. | 2002-05 |
|
| Heart rate dynamics in monoamine oxidase-A- and -B-deficient mice. | 2002-05 |
|
| Intercalated organic-inorganic perovskites stabilized by fluoroaryl-aryl interactions. | 2002-04-22 |
|
| Geometry-affinity relationships of the selective serotonin receptor ligand 9-(aminomethyl)-9,10-dihydroanthracene. | 2002-04-11 |
|
| An MCASE approach to the search of a cure for Parkinson's Disease. | 2002-04-02 |
|
| Cp*(2)TiMe(2): an improved catalyst for the intermolecular addition of n-alkyl- and benzylamines to alkynes. | 2002-03-22 |
|
| Inhibition of copper amine oxidases by pyridine-derived aldoximes and ketoximes. | 2002-03-07 |
|
| Rat striatal monoamine oxidase-B inhibition by l-deprenyl and rasagiline: its relationship to 2-phenylethylamine-induced stereotypy and Parkinson's disease. | 2002-03 |
|
| Spectroscopic evidence in support of horseradish peroxidase compound II-catalyzed oxidation of salicylic acid but not of phenylethylamine. | 2002-03 |
|
| Increased baroreceptor response in mice deficient in monoamine oxidase A and B. | 2002-03 |
|
| Stereospecific cleavage of carbon-phosphorus bonds: stereochemical course of the phosphinoyl curtius (Harger) reaction. | 2002-02-09 |
|
| High-level expression of human liver monoamine oxidase A in Pichia pastoris: comparison with the enzyme expressed in Saccharomyces cerevisiae. | 2002-02 |
|
| A TLC visualisation reagent for dimethylamphetamine and other abused tertiary amines. | 2002-01-17 |
|
| Enzymatic decarboxylation of tyrosine and phenylalanine to enhance volatility for high-precision isotopic analysis. | 2002-01-15 |
|
| Do we know the mechanism of chiral recognition between cyclodextrins and analytes? | 2002-01-15 |
|
| Automated headspace solid-phase microextraction and in-matrix derivatization for the determination of amphetamine-related drugs in human urine by gas chromatography-mass spectrometry. | 2002-01 |
|
| The enigma of conditioned taste aversion learning: stimulus properties of 2-phenylethylamine derivatives. | 2002 |
|
| Psychomotor stimulant effects of beta-phenylethylamine in monkeys treated with MAO-B inhibitors. | 2001-12 |
|
| Phenibut (beta-phenyl-GABA): a tranquilizer and nootropic drug. | 2001 |
Sample Use Guides
Early research shows that taking 10-60 mg of phenethylamine by mouth per day along with 5 mg of the antidepressant selegiline (Anipryl, Eldepryl) twice per day for 4 weeks relieves depression in 60% of people. Of the people who respond to initial treatment with phenethylamine plus selegiline, 86% show continued depression relief when treated for up to 50 weeks.
Excretion study of phenethylamine in man: single oral dose of 300 mg.
Rats: 20, 40, 100 mg/kg ip or 1.0, 2.5, and 5.0 mg/kg iv
Route of Administration:
Other
| Substance Class |
Chemical
Created
by
admin
on
Edited
Wed Apr 02 12:03:40 GMT 2025
by
admin
on
Wed Apr 02 12:03:40 GMT 2025
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| Record UNII |
235L88TMD3
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| Record Status |
Validated (UNII)
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| Record Version |
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235L88TMD3
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84473-65-4
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57354249
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ACTIVE MOIETY |
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