Page last updated: 2024-11-07

3-methoxyamphetamine

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

3-methoxyamphetamine: RN given refers to cpd without isomeric designation [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID152234
CHEMBL ID16247
SCHEMBL ID269071
MeSH IDM0094965

Synonyms (39)

Synonym
NCI60_042089
benzeneethanamine, 3-methoxy-alpha-methyl-
3-methoxyamphetamine
17862-85-0
m-methoxyamphetamine
phenethylamine, m-methoxy-a-methyl- (6ci,7ci,8ci)
3-methoxyphenylisopropylamine
2-(3-methoxyphenyl)-1-methylethylamine
3-methoxy-a-methylbenzeneethanamine
benzeneethanamine, 3-methoxy-a-methyl- (9ci)
m-methoxy-a-methylphenethylamine
NCIOPEN2_006073
AKOS000157039
CHEMBL16247 ,
1-(3-methoxyphenyl)propan-2-amine
2-(3-methoxy-phenyl)-1-methyl-ethylamine(mma)
(+/-)2-(3-methoxy-phenyl)-1-methyl-ethylamine
bdbm50024211
2-(3-methoxy-phenyl)-1-methyl-ethylamine
unii-c2b7c98ly8
meta-methoxyamphetamine
c2b7c98ly8 ,
SCHEMBL269071
(1r)-2-(3-methoxyphenyl)-1-methylethylamine
66033-00-9
AB76426
AB76439
(1s)-2-(3-methoxyphenyl)-1-methylethylamine
MB01562
66033-04-3
1-(3-methoxyphenyl)-2-propylamine
(+)-2-(3-methoxyphenyl)-1-methylethylamine
3-methoxyamphetamine -
1-(3-methoxyphenyl)-2-propanamine #
Q4634160
DTXSID00939104
m-methoxy-.alpha.-methylphenethylamine
benzeneethanamine, 3-methoxy-.alpha.-methyl-
PD046544
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (15)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
5-hydroxytryptamine receptor 2CRattus norvegicus (Norway rat)Ki8.92500.00020.667710.0000AID5270; AID5725
5-hydroxytryptamine receptor 2ARattus norvegicus (Norway rat)Ki9.28330.00010.601710.0000AID1442363; AID5270; AID5535
5-hydroxytryptamine receptor 1ARattus norvegicus (Norway rat)Ki2.66000.00010.739610.0000AID3695
5-hydroxytryptamine receptor 1BRattus norvegicus (Norway rat)Ki2.66000.00031.29679.2440AID3695
5-hydroxytryptamine receptor 1DRattus norvegicus (Norway rat)Ki2.66000.00101.67479.2000AID3695
5-hydroxytryptamine receptor 1FRattus norvegicus (Norway rat)Ki2.66000.00101.67479.2000AID3695
5-hydroxytryptamine receptor 2BRattus norvegicus (Norway rat)Ki7.85000.00020.590910.0000AID5270
Sigma non-opioid intracellular receptor 1Cavia porcellus (domestic guinea pig)Ki10.00000.00000.338510.0000AID1442363
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Activation Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
5-hydroxytryptamine receptor 2CRattus norvegicus (Norway rat)Kd1.17490.00042.58328.5114AID6405; AID6406; AID6412
5-hydroxytryptamine receptor 2ARattus norvegicus (Norway rat)Kd1.17490.00012.62198.5114AID6405; AID6406; AID6412
5-hydroxytryptamine receptor 1ARattus norvegicus (Norway rat)Kd1.17490.00012.29338.5114AID6405; AID6406; AID6412
5-hydroxytryptamine receptor 1BRattus norvegicus (Norway rat)Kd1.17490.02342.74218.5114AID6405; AID6406; AID6412
5-hydroxytryptamine receptor 1DRattus norvegicus (Norway rat)Kd1.17490.02342.74218.5114AID6405; AID6406; AID6412
5-hydroxytryptamine receptor 1FRattus norvegicus (Norway rat)Kd1.17490.02342.74218.5114AID6405; AID6406; AID6412
5-hydroxytryptamine receptor 2BRattus norvegicus (Norway rat)Kd1.17490.00042.47358.5114AID6405; AID6406; AID6412
5-hydroxytryptamine receptor 6Rattus norvegicus (Norway rat)Kd1.17490.02342.74218.5114AID6405; AID6406; AID6412
5-hydroxytryptamine receptor 7 Rattus norvegicus (Norway rat)Kd1.17490.00012.70068.5114AID6405; AID6406; AID6412
5-hydroxytryptamine receptor 5ARattus norvegicus (Norway rat)Kd1.17490.02342.74218.5114AID6405; AID6406; AID6412
5-hydroxytryptamine receptor 5BRattus norvegicus (Norway rat)Kd1.17490.02342.74218.5114AID6405; AID6406; AID6412
5-hydroxytryptamine receptor 3ARattus norvegicus (Norway rat)Kd1.17490.00082.62148.5114AID6405; AID6406; AID6412
5-hydroxytryptamine receptor 4 Rattus norvegicus (Norway rat)Kd1.17490.02342.74218.5114AID6405; AID6406; AID6412
5-hydroxytryptamine receptor 3BRattus norvegicus (Norway rat)Kd1.17490.00082.62148.5114AID6405; AID6406; AID6412
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (18)

Assay IDTitleYearJournalArticle
AID5725Displacement of [3H]mesulergine from A9 cells stably expressing rat 5-hydroxytryptamine 2C receptor2000Journal of medicinal chemistry, Aug-10, Volume: 43, Issue:16
1-[4-(3-Phenylalkyl)phenyl]-2-aminopropanes as 5-HT(2A) partial agonists.
AID3695Evaluated for binding affinity towards rat cortical membranes at 5-hydroxytryptamine 1 receptor binding site by using [3H]-5-HT as a radioligand.1987Journal of medicinal chemistry, Jan, Volume: 30, Issue:1
Central serotonin receptors as targets for drug research.
AID175424Dose required to produce 50% hallucinogenic potency in rat was determined at a dose of 2 mg/kg1982Journal of medicinal chemistry, Oct, Volume: 25, Issue:10
Behavioral and serotonin receptor properties of 4-substituted derivatives of the hallucinogen 1-(2,5-dimethoxyphenyl)-2-aminopropane.
AID5797Affinity against 5-hydroxytryptamine 2B receptor in the isolated rat stomach fundus1981Journal of medicinal chemistry, Dec, Volume: 24, Issue:12
Photoelectron spectra of psychotropic drugs. 6. Relationships between the physical properties and pharmacological actions of amphetamine analogues.
AID188593Number of rats responding out of 5 treated rats at a dose of 4 mg/Kg1982Journal of medicinal chemistry, Oct, Volume: 25, Issue:10
Behavioral and serotonin receptor properties of 4-substituted derivatives of the hallucinogen 1-(2,5-dimethoxyphenyl)-2-aminopropane.
AID227926Equilibrium constant for DNB complex formation1981Journal of medicinal chemistry, Dec, Volume: 24, Issue:12
Photoelectron spectra of psychotropic drugs. 6. Relationships between the physical properties and pharmacological actions of amphetamine analogues.
AID6406Affinity against 5-hydroxytryptamine receptors in rat fundus model1980Journal of medicinal chemistry, Mar, Volume: 23, Issue:3
Serotonin receptor affinities of psychoactive phenalkylamine analogues.
AID175575Dose required to produce 50% hallucinogenic potency in rat was determined at a dose of 4 mg/kg; Disruption behavior1982Journal of medicinal chemistry, Oct, Volume: 25, Issue:10
Behavioral and serotonin receptor properties of 4-substituted derivatives of the hallucinogen 1-(2,5-dimethoxyphenyl)-2-aminopropane.
AID3696Binding affinity for 5-hydroxytryptamine 1 receptor of rat prefrontal cortex1986Journal of medicinal chemistry, Feb, Volume: 29, Issue:2
5-HT1 and 5-HT2 binding characteristics of 1-(2,5-dimethoxy-4-bromophenyl)-2-aminopropane analogues.
AID188594Number of rats responding out of 5 treated rats at a dose of 5 mg/Kg1982Journal of medicinal chemistry, Oct, Volume: 25, Issue:10
Behavioral and serotonin receptor properties of 4-substituted derivatives of the hallucinogen 1-(2,5-dimethoxyphenyl)-2-aminopropane.
AID6412Compound was evaluated for binding affinity towards 5-hydroxytryptamine receptor in isolated rat fundus preparation measured as pA21980Journal of medicinal chemistry, Nov, Volume: 23, Issue:11
Studies on several 7-substituted N,N-dimethyltryptamines.
AID1442363Displacement of [3H]ketanserin from rat 5HT2A expressed in mouse NIH/3T3 cell membranes after 30 mins by scintillation counting method2017Journal of medicinal chemistry, 04-13, Volume: 60, Issue:7
The 2014 Philip S. Portoghese Medicinal Chemistry Lectureship: The "Phenylalkylaminome" with a Focus on Selected Drugs of Abuse.
AID5270Binding affinity to rat cortical membranes at 5-hydroxytryptamine 2 (5-HT2) receptor using [3H]KET as a radioligand1987Journal of medicinal chemistry, Jan, Volume: 30, Issue:1
Central serotonin receptors as targets for drug research.
AID5299Displacement of [3H]ketanserin from rat prefrontal cortex 5-hydroxytryptamine 2 receptor1986Journal of medicinal chemistry, Feb, Volume: 29, Issue:2
5-HT1 and 5-HT2 binding characteristics of 1-(2,5-dimethoxy-4-bromophenyl)-2-aminopropane analogues.
AID5535Displacement of [3H]ketanserin from NIH3T3 cells stably expressing rat 5-hydroxytryptamine 2A receptor2000Journal of medicinal chemistry, Aug-10, Volume: 43, Issue:16
1-[4-(3-Phenylalkyl)phenyl]-2-aminopropanes as 5-HT(2A) partial agonists.
AID175574Dose required to produce 50% hallucinogenic potency in rat was determined at a dose of 4 mg/kg1982Journal of medicinal chemistry, Oct, Volume: 25, Issue:10
Behavioral and serotonin receptor properties of 4-substituted derivatives of the hallucinogen 1-(2,5-dimethoxyphenyl)-2-aminopropane.
AID6405Binding affinity at rat 5-hydroxytryptamine receptor.1982Journal of medicinal chemistry, Oct, Volume: 25, Issue:10
Behavioral and serotonin receptor properties of 4-substituted derivatives of the hallucinogen 1-(2,5-dimethoxyphenyl)-2-aminopropane.
AID188589Number of rats responding out of 5 treated rats at a dose of 2 mg/Kg1982Journal of medicinal chemistry, Oct, Volume: 25, Issue:10
Behavioral and serotonin receptor properties of 4-substituted derivatives of the hallucinogen 1-(2,5-dimethoxyphenyl)-2-aminopropane.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (11)

TimeframeStudies, This Drug (%)All Drugs %
pre-19907 (63.64)18.7374
1990's2 (18.18)18.2507
2000's1 (9.09)29.6817
2010's1 (9.09)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 23.36

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index23.36 (24.57)
Research Supply Index2.48 (2.92)
Research Growth Index4.20 (4.65)
Search Engine Demand Index23.28 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (23.36)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (9.09%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other10 (90.91%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]