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Phenethylamine

Phenethylamine (PEA) is an organic compound, natural monoamine alkaloid, and trace amine, which acts as a central nervous system stimulant in humans. In the brain, phenethylamine regulates monoamine neurotransmission by binding to trace amine-associated receptor 1 (TAAR1) and inhibiting vesicular monoamine transporter 2 (VMAT2) in monoamine neurons. To a…

History, Chemistry & Pharmacology

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3D model (JSmol)
Interactive image
Addiction liability
None–low (w/o an MAO-B inhibitor) Moderate (with an MAO-B inhibitor)
ATC code
None
Biosynthesis
Aromatic L-amino acid decarboxylase (AADC)
Boiling point
195 °C (383 °F)
CAS Number
64-04-0 Y

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Overview

Natural occurrence

Chemistry

Pharmacology

History

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Map overview Semantic statistics

Phenethylamine

Nodes192
Edges191
Triples109
Avg. degree1.99
Density0.010417
Components1

How this topic connects Entity context

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Phenethylamine

Top relations

related to Pharmacokinetics · 18
Phenethylamine → AANAT, AOC2, AOC3, By, FMO3, In, MAO-A, MAO-B, MAOI, N-acetyltransferase, N-Methylphenethylamine, N-methyltransferase, PEA, Phenylacetaldehyde, Phenylacetic, PNMT, SSAOs, When
related to Detection in body fluids · 15
Phenethylamine → ADHD, An ADHD, Because, Brain, Endogenous, In, L-phenylalanine, MAO-B, Monoamine, PEA, Reviews, Similarly, These, Thirty, Two
related to Synthesis · 8
Phenethylamine → Alternative, Brown, MPa, Nystrom, One, Raney-Nickel, Robinson, Snyder's Organic Syntheses
related to Natural occurrence · 7
Phenethylamine → Clostridium, Enterobacteriaceae, Escherichia, H7, Lactobacillus, O157, Pseudomonas
Legal status · 6
Phenethylamine → AU: Unscheduled, CA: Unscheduled, NZ: Unscheduled, UK: Unscheduled, UN: Unscheduled, US: Unscheduled
related to history · 6
Phenethylamine → Guest, Herbert, Johnson, Marceli Nencki, Subsequently, Treat
related to Chemistry · 4
Phenethylamine → HCl, It, Its, Upon
related to External links · 3
Phenethylamine → Isomer Design, Phenethylamine MS SpectrumPEA, PiHKAL Entry
Elimination half-life · 2
Phenethylamine → Endogenous: ~30 seconds, Exogenous: 5–10 minutes
related to Analogues and derivatives · 2
Phenethylamine → Many, Substituted

Important terminology Word statistics

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Important terminology

monoamine also dopamine acid amphetamine oxidase substituted trace many produced phenethylamines taar1 mg kg metabolism mao-b humans brain pea class

Entity relationships Subject–Predicate–Object triples

SubjectPredicateObjectConfidenceSrc
Phenethylamine3D model (JSmol)Interactive image1.00infobox
PhenethylamineAddiction liabilityNone–low (w/o an MAO-B inhibitor) Moderate (with an MAO-B inhibitor)1.00infobox
PhenethylamineATC codeNone1.00infobox
PhenethylamineBiosynthesisAromatic L-amino acid decarboxylase (AADC)1.00infobox
PhenethylamineBoiling point195 °C (383 °F)1.00infobox
PhenethylamineCAS Number64-04-0 Y1.00infobox
PhenethylamineChEBICHEBI:18397 Y1.00infobox
PhenethylamineChEMBLChEMBL610 Y1.00infobox
PhenethylamineChemSpider13856352 Y1.00infobox
PhenethylamineCompTox Dashboard (EPA)DTXSID50587731.00infobox
PhenethylamineDensity0.9640 g/cm31.00infobox
PhenethylamineDependence liabilityPsychological: Low–moderate[citation needed] Physical: None1.00infobox
PhenethylamineDrug classNorepinephrine–dopamine releasing agent; Trace amine-associated receptor 1 (TAAR1) agonist; Stimulant1.00infobox
PhenethylamineDrugBankDB04325 Y1.00infobox
PhenethylamineECHA InfoCard100.000.5231.00infobox
PhenethylamineElimination half-lifeExogenous: 5–10 minutes1.00infobox
PhenethylamineElimination half-lifeEndogenous: ~30 seconds1.00infobox
PhenethylamineExcretionRenal (kidneys)1.00infobox
PhenethylamineFormulaC8H11N1.00infobox
PhenethylamineIUPHAR/BPS21441.00infobox
PhenethylamineKEGGC05332 Y1.00infobox
PhenethylamineLegal statusAU: Unscheduled1.00infobox
PhenethylamineLegal statusCA: Unscheduled1.00infobox
PhenethylamineLegal statusNZ: Unscheduled1.00infobox
PhenethylamineLegal statusUK: Unscheduled1.00infobox
PhenethylamineLegal statusUS: Unscheduled1.00infobox
PhenethylamineLegal statusUN: Unscheduled1.00infobox
PhenethylamineMelting point−60 °C (−76 °F)1.00infobox
PhenethylamineMetabolismPrimarily: MAO-B Other enzymes: MAO-A, SSAOs (AOC2 & AOC3), PNMT, AANAT, FMO3, and others1.00infobox
PhenethylamineMolar mass121.183 g·mol−11.00infobox

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