Page last updated: 2024-11-07

1-(2,5-dimethoxy-4-nitrophenyl)-2-aminopropane

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

Description

1-(2,5-dimethoxy-4-nitrophenyl)-2-aminopropane: structure given in first source; RN given refers to parent cpd [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID105432
CHEMBL ID8301
SCHEMBL ID1044696
MeSH IDM0162871

Synonyms (22)

Synonym
L000870
CHEMBL8301 ,
67460-68-8
(+/-)2-(2,5-dimethoxy-4-nitro-phenyl)-1-methyl-ethylamine
2-(2,5-dimethoxy-4-nitro-phenyl)-1-methyl-ethylamine(don)
2-(2,5-dimethoxy-4-nitro-phenyl)-1-methyl-ethylamine((r)-(-)-don)
(-)2-(2,5-dimethoxy-4-nitro-phenyl)-1-methyl-ethylamine
2-(2,5-dimethoxy-4-nitro-phenyl)-1-methyl-ethylamine
bdbm50014996
benzeneethanamine, 2,5-dimethoxy-alpha-methyl-4-nitro-
3fiv60666j ,
1-(2,5-dimethoxy-4-nitrophenyl)-2-aminopropane
unii-3fiv60666j
2,5-dimethoxy-4-nitroamphetamine
SCHEMBL1044696
don (psychedelic)
(+/-)-1-(4-nitro-2,5-dimethoxyphenyl)-2-aminopropane
(+/-)-1-(2,5-dimethoxy-4-nitrophenyl)-2-aminopropane
benzeneethanamine, 2,5-dimethoxy-.alpha.-methyl-4-nitro-
J275.080E ,
DTXSID00874243
Q4596794
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (14)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
5-hydroxytryptamine receptor 2CRattus norvegicus (Norway rat)Ki0.30000.00020.667710.0000AID5270
5-hydroxytryptamine receptor 2ARattus norvegicus (Norway rat)Ki0.30000.00010.601710.0000AID5270
5-hydroxytryptamine receptor 1ARattus norvegicus (Norway rat)Ki14.10000.00010.739610.0000AID3695
5-hydroxytryptamine receptor 1BRattus norvegicus (Norway rat)Ki14.10000.00031.29679.2440AID3695
5-hydroxytryptamine receptor 1DRattus norvegicus (Norway rat)Ki14.10000.00101.67479.2000AID3695
5-hydroxytryptamine receptor 1FRattus norvegicus (Norway rat)Ki14.10000.00101.67479.2000AID3695
5-hydroxytryptamine receptor 2BRattus norvegicus (Norway rat)Ki0.30000.00020.590910.0000AID5270
[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)Kd0.08510.00042.58328.5114AID6405
5-hydroxytryptamine receptor 2ARattus norvegicus (Norway rat)Kd0.08510.00012.62198.5114AID6405
5-hydroxytryptamine receptor 1ARattus norvegicus (Norway rat)Kd0.08510.00012.29338.5114AID6405
5-hydroxytryptamine receptor 1BRattus norvegicus (Norway rat)Kd0.08510.02342.74218.5114AID6405
5-hydroxytryptamine receptor 1DRattus norvegicus (Norway rat)Kd0.08510.02342.74218.5114AID6405
5-hydroxytryptamine receptor 1FRattus norvegicus (Norway rat)Kd0.08510.02342.74218.5114AID6405
5-hydroxytryptamine receptor 2BRattus norvegicus (Norway rat)Kd0.08510.00042.47358.5114AID6405
5-hydroxytryptamine receptor 6Rattus norvegicus (Norway rat)Kd0.08510.02342.74218.5114AID6405
5-hydroxytryptamine receptor 7 Rattus norvegicus (Norway rat)Kd0.08510.00012.70068.5114AID6405
5-hydroxytryptamine receptor 5ARattus norvegicus (Norway rat)Kd0.08510.02342.74218.5114AID6405
5-hydroxytryptamine receptor 5BRattus norvegicus (Norway rat)Kd0.08510.02342.74218.5114AID6405
5-hydroxytryptamine receptor 3ARattus norvegicus (Norway rat)Kd0.08510.00082.62148.5114AID6405
5-hydroxytryptamine receptor 4 Rattus norvegicus (Norway rat)Kd0.08510.02342.74218.5114AID6405
5-hydroxytryptamine receptor 3BRattus norvegicus (Norway rat)Kd0.08510.00082.62148.5114AID6405
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (13)

Assay IDTitleYearJournalArticle
AID188584Number of rats responding out of 5 treated rats at a dose of 0.5 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.
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.
AID188586Number of rats responding out of 5 treated rats at a dose of 1 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.
AID188587Number of rats responding out of 5 treated rats at a dose of 1.5 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.
AID175416Dose required to produce 50% hallucinogenic potency in rat was determined at a dose of 0.5 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.
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.
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.
AID241440Inhibitory concentration against monoamine oxidase A in rat brain mitochondrial suspension2005Journal of medicinal chemistry, Apr-07, Volume: 48, Issue:7
Sulfur-substituted alpha-alkyl phenethylamines as selective and reversible MAO-A inhibitors: biological activities, CoMFA analysis, and active site modeling.
AID176716Dose at which the rats perform 50% appropriate drug -lever responding was determined1982Journal 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.
AID175419Dose required to produce 50% hallucinogenic potency in rat was determined at a dose of 1 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.
AID175420Dose required to produce 50% hallucinogenic potency in rat was determined at a dose of 1.5 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.
AID91217Compound tested for hallucinogenic activity in humans was reported; Value reported in (A)= Mescaline units1998Journal of medicinal chemistry, Sep-24, Volume: 41, Issue:20
The frontier orbital phase angles: novel QSAR descriptors for benzene derivatives, applied to phenylalkylamine hallucinogens.
AID5226Binding affinity against 5-hydroxytryptamine 2 receptor of rat frontal cortex using [3H]ketanserin radioligand1990Journal of medicinal chemistry, Mar, Volume: 33, Issue:3
A structure-affinity study of the binding of 4-substituted analogues of 1-(2,5-dimethoxyphenyl)-2-aminopropane at 5-HT2 serotonin receptors.
[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-19903 (50.00)18.7374
1990's2 (33.33)18.2507
2000's1 (16.67)29.6817
2010's0 (0.00)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: 12.23

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 weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index12.23 (24.57)
Research Supply Index1.95 (2.92)
Research Growth Index4.18 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.23)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (16.67%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other5 (83.33%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]