Compounds > 3-methoxy-4-hydroxyphenylethylamine
Page last updated: 2024-09-23

3-methoxy-4-hydroxyphenylethylamine

Description

3-methoxy-4-hydroxyphenylethylamine: a metabolite of dopamine and 5-hydroxytryptamine [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID74866
CHEMBL ID316698
SCHEMBL ID42400
MeSH IDM0226353

Synonyms (69)

Synonym
AC-14364
2-(3-methoxyphenyl)ethan-1-amine
EN300-41636
2039-67-0
m-methoxyphenethylamine
3-methoxy-.beta.-phenethylamine
nsc124706
phenethylamine, m-methoxy-
wln: z2r co1
3-methoxyphenethylamine
m-methoxyphenylethylamine
nsc-124706
benzeneethanamine, 3-methoxy-
3-methoxyphenylethylamine
2-(3-methoxyphenyl)ethylamine
nsc 124706
brn 0775202
3-methoxy-4-hydroxyphenylethylamine
einecs 218-017-9
3-methoxy-beta-phenethylamine
inchi=1/c9h13no/c1-11-9-4-2-3-8(7-9)5-6-10/h2-4,7h,5-6,10h2,1h
3-methoxyphenethylamine, 97%
2-(3-methoxyphenyl)ethanamine
STK505659
2-(3-methoxy-phenyl)-ethylamine
bdbm50240698
3-(2-aminoethyl)anisole
M1891
AKOS000160625
CHEMBL316698 ,
A814524
4-13-00-01781 (beilstein handbook reference)
unii-7wx5w6gm6f
7wx5w6gm6f ,
FT-0616004
AM20030302
AE-562/40171055
SCHEMBL42400
mfcd00008187
(3-methoxyphenyl)ethylamine
3-methoxy phenethylamine
3-methoxy-benzeneethanamine
2-(3-methoxyphenyl)-ethylamine
3-methoxylphenethylamine
3-methoxylphenylethylamine
2-(3-methoxyphenyl)ethyl-amine
(3-methoxybenzyl) methylamine
3-methoxy-phenylethylamine
3-methoxy phenylethylamine
3-methoxyphenethyl amine
3-methoxyphenethyl-amine
2-(3-methoxy-phenyl)-ethyl-amine
{2-[3-(methyloxy)phenyl]ethyl}amine
2-(3-methoxy-phenyl)-ethyl amine
beta-(3-methoxyphenyl)-ethylamine
2-(3-methoxyphenyl)-1-ethanamine
TS-02001
3-methoxyphenethyl ae
W-111713
DTXSID10174327
CS-M3354
F2190-0494
SB35192
Q27268957
F14686
HY-41268
SY005807
PD158977
Z285143778

Protein Targets (15)

Activation Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
5-hydroxytryptamine receptor 2CRattus norvegicus (Norway rat)Kd1.28820.00042.58328.5114AID6406
5-hydroxytryptamine receptor 2ARattus norvegicus (Norway rat)Kd1.28820.00012.62198.5114AID6406
5-hydroxytryptamine receptor 1ARattus norvegicus (Norway rat)Kd1.28820.00012.29338.5114AID6406
5-hydroxytryptamine receptor 1BRattus norvegicus (Norway rat)Kd1.28820.02342.74218.5114AID6406
5-hydroxytryptamine receptor 1DRattus norvegicus (Norway rat)Kd1.28820.02342.74218.5114AID6406
5-hydroxytryptamine receptor 1FRattus norvegicus (Norway rat)Kd1.28820.02342.74218.5114AID6406
5-hydroxytryptamine receptor 2BRattus norvegicus (Norway rat)Kd1.28820.00042.47358.5114AID6406
5-hydroxytryptamine receptor 6Rattus norvegicus (Norway rat)Kd1.28820.02342.74218.5114AID6406
5-hydroxytryptamine receptor 7 Rattus norvegicus (Norway rat)Kd1.28820.00012.70068.5114AID6406
5-hydroxytryptamine receptor 5ARattus norvegicus (Norway rat)Kd1.28820.02342.74218.5114AID6406
5-hydroxytryptamine receptor 5BRattus norvegicus (Norway rat)Kd1.28820.02342.74218.5114AID6406
5-hydroxytryptamine receptor 3ARattus norvegicus (Norway rat)Kd1.28820.00082.62148.5114AID6406
5-hydroxytryptamine receptor 4 Rattus norvegicus (Norway rat)Kd1.28820.02342.74218.5114AID6406
Trace amine-associated receptor 1Homo sapiens (human)EC50 (µMol)1.44400.01501.41437.1900AID341210
5-hydroxytryptamine receptor 3BRattus norvegicus (Norway rat)Kd1.28820.00082.62148.5114AID6406
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (1)

Processvia Protein(s)Taxonomy
G protein-coupled receptor signaling pathwayTrace amine-associated receptor 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (2)

Processvia Protein(s)Taxonomy
G protein-coupled receptor activityTrace amine-associated receptor 1Homo sapiens (human)
trace-amine receptor activityTrace amine-associated receptor 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (1)

Processvia Protein(s)Taxonomy
plasma membraneTrace amine-associated receptor 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (3)

Assay IDTitleYearJournalArticle
AID6406Affinity against 5-hydroxytryptamine receptors in rat fundus model1980Journal of medicinal chemistry, Mar, Volume: 23, Issue:3
Serotonin receptor affinities of psychoactive phenalkylamine analogues.
AID341210Agonist activity at human trace amine associated receptor 1 expressed in RD-HGA16 CHO-K1 cells coexpressed with Galpha16 protein assessed as internal calcium mobilization by calcium 3 assay2008Bioorganic & medicinal chemistry, Aug-01, Volume: 16, Issue:15
Structure-activity correlations for beta-phenethylamines at human trace amine receptor 1.
AID341211Agonist activity at human trace amine associated receptor 1 expressed in RD-HGA16 CHO-K1 cells coexpressed with Galpha16 protein assessed as internal calcium mobilization by calcium 3 assay relative to 2-phenylethanamine2008Bioorganic & medicinal chemistry, Aug-01, Volume: 16, Issue:15
Structure-activity correlations for beta-phenethylamines at human trace amine receptor 1.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (6)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901 (16.67)18.7374
1990's1 (16.67)18.2507
2000's3 (50.00)29.6817
2010's1 (16.67)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other6 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceDescriptionRelationhip StrengthStudiesTrialsClassesRoles
phenethylamine[no description available]medium20alkaloid;
aralkylamine;
phenylethylamine		Escherichia coli metabolite;
human metabolite;
mouse metabolite
3,4-methylenedioxyamphetamine[no description available]medium10benzodioxoles
amphetamine[no description available]medium10primary amine
mescaline[no description available]medium10methoxybenzenes;
phenethylamine alkaloid;
primary amino compound		hallucinogen
o-methyltyramine[no description available]medium40primary amino compound
tyramine[no description available]medium60monoamine molecular messenger;
primary amino compound;
tyramines		EC 3.1.1.8 (cholinesterase) inhibitor;
Escherichia coli metabolite;
human metabolite;
mouse metabolite;
neurotransmitter
dextroamphetamine[no description available]medium201-phenylpropan-2-amineadrenergic agent;
adrenergic uptake inhibitor;
dopamine uptake inhibitor;
dopaminergic agent;
neurotoxin;
sympathomimetic agent
dimethoxyphenylethylamine[no description available]medium10alkaloid;
aromatic ether;
phenylethylamine		allergen;
plant metabolite
3,4-dimethoxyamphetamine[no description available]medium10
phenylpropanolamine[no description available]medium10amphetamines;
phenethylamine alkaloid		plant metabolite
3-phenylpropylamine[no description available]medium10benzenes;
phenylalkylamine;
primary amino compound
2,5-dimethoxy-4-ethylamphetamine[no description available]medium10amphetamines
2,4,5-trimethoxyphenylisopropylamine[no description available]medium10
4-methoxyamphetamine[no description available]medium10
l-amphetamine[no description available]medium201-phenylpropan-2-amine
2,5-dimethoxy-4-bromoamphetamine[no description available]medium10
cathinone[no description available]medium102-aminopropiophenone;
monoamine alkaloid		central nervous system stimulant;
psychotropic drug
2,5-dimethoxyamphetamine[no description available]medium10
3,4-methylenedioxyphenethylamine[no description available]medium20
2-(2,5-dimethoxyphenyl)ethanamine[no description available]medium20dimethoxybenzene
2,5-dimethoxy-4-methylamphetamine[no description available]medium10
3-methoxyamphetamine[no description available]medium10
n-desmethylmethoxyphenamine[no description available]medium10
phentermine[no description available]medium10primary amineadrenergic agent;
appetite depressant;
central nervous system drug;
central nervous system stimulant;
dopaminergic agent;
sympathomimetic agent
3-tyramine[no description available]medium20primary amino compound;
tyramines		human urinary metabolite;
neurotransmitter
n-methylphenethylamine[no description available]medium10
tranylcypromine[no description available]medium102-phenylcyclopropan-1-amine
n,n-dimethylphenylethylamine[no description available]medium10primary amine
4-chlorophenethylamine[no description available]medium10
2-chloro-2-phenethylamine[no description available]medium10
2-(4-bromo-2,5-dimethoxyphenyl)ethylamine[no description available]medium102-arylethylamine
heme[no description available]medium10
nadp[no description available]medium10
octopamine[no description available]medium10phenylethanolamines;
tyramines		neurotransmitter
kainic acid[no description available]medium10dicarboxylic acid;
L-proline derivative;
non-proteinogenic L-alpha-amino acid;
pyrrolidinecarboxylic acid		antinematodal drug;
excitatory amino acid agonist
hydroxyindoleacetic acid[no description available]medium10indole-3-acetic acidsdrug metabolite;
human metabolite;
mouse metabolite
reserpine[no description available]medium10alkaloid ester;
methyl ester;
yohimban alkaloid		adrenergic uptake inhibitor;
antihypertensive agent;
EC 3.4.21.26 (prolyl oligopeptidase) inhibitor;
environmental contaminant;
first generation antipsychotic;
plant metabolite;
xenobiotic
3,4-dihydroxyphenylacetic acid[no description available]medium10catechols;
dihydroxyphenylacetic acid		human metabolite
levodopa[no description available]medium10amino acid zwitterion;
dopa;
L-tyrosine derivative;
non-proteinogenic L-alpha-amino acid		allelochemical;
antidyskinesia agent;
antiparkinson drug;
dopaminergic agent;
hapten;
human metabolite;
mouse metabolite;
neurotoxin;
plant growth retardant;
plant metabolite;
prodrug
homovanillic acid[no description available]medium10guaiacols;
monocarboxylic acid		human metabolite;
mouse metabolite
5-hydroxydopamine[no description available]medium10catecholamine
ConditionIndicatedRelationship StrengthStudiesTrials
Muscle Contraction0low10