Page last updated: 2024-12-08

4-methylthioamphetamine

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

Description

4-methylthioamphetamine: structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID151900
CHEMBL ID6467
SCHEMBL ID713587
MeSH IDM0211498

Synonyms (29)

Synonym
p-methylthioamphetamine
CHEMBL6467 ,
4-methylthioamphetamine
1-(4-methylsulfanylphenyl)propan-2-amine
1-(6-(methylthio)naphthalen-2-yl)propan-2-amine
bdbm50063544
2-amino-1-(4-methylthiophenyl)propane
1-methyl-2-(4-methylsulfanyl-phenyl)-ethylamine
unii-6jp2t8kxtr
4-mta
benzeneethanamine, alpha-methyl-4-(methylthio)-
alpha-methyl-p-(methylthio)phenethylamine
14116-06-4
golden eagle [street name]
6jp2t8kxtr ,
flatliners [street name]
SCHEMBL713587
OLEWMKVPSUCNLG-UHFFFAOYSA-N
flatliners (street name)
golden eagle (street name)
phenethylamine, .alpha.-methyl-p-(methylthio)-
flatliners
golden eagle
benzeneethanamine, .alpha.-methyl-4-(methylthio)-
DTXSID90894854
Q230013
1-[4-(methylsulfanyl)phenyl]propan-2-amine
4-methylthioamphetamin
methylthioamfetamine

Research Excerpts

Toxicity

ExcerptReferenceRelevance
"XTC and other amphetamines are considered to be safe by the majority of partying young people who are unaware of (or unwilling to know about) the acute and chronic toxicity of these substances, and these drugs are widespread, illicit stimulants."( Amphetamine toxicity in the emergency department.
Bronselaer, K; De Feyter, K; De Munnynck, K; Sabbe, M; Smets, G; Van de Voorde, W, 2005
)
0.33

Dosage Studied

ExcerptRelevanceReference
" A correlation between drug-induced release and currents is also strengthened by the similar bell shape of the dose-response curves."( N,N-dimethyl-thioamphetamine and methyl-thioamphetamine, two non-neurotoxic substrates of 5-HT transporters, have scant in vitro efficacy for the induction of transporter-mediated 5-HT release and currents.
Bonanno, G; Forray, MI; Funicello, M; Gerstbrein, K; Gobbi, M; Gysling, K; Holy, M; Mennini, T; Moya, PR; Paluzzi, S; Reyes-Parada, M; Sitte, HH; Sotomayor, R, 2008
)
0.35
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (4)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Sodium-dependent noradrenaline transporter Homo sapiens (human)IC50 (µMol)2.37500.00081.541620.0000AID471667
Sodium-dependent serotonin transporterHomo sapiens (human)IC50 (µMol)0.13700.00010.86458.7096AID471666; AID576813
Sodium-dependent serotonin transporterHomo sapiens (human)Ki0.45000.00000.70488.1930AID471669
Sodium-dependent serotonin transporterRattus norvegicus (Norway rat)IC50 (µMol)0.20700.00030.81978.4900AID471630
Sodium-dependent dopamine transporter Homo sapiens (human)IC50 (µMol)3.07300.00071.841946.0000AID471668
[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)
Sodium-dependent noradrenaline transporter Homo sapiens (human)EC50 (µMol)34.67370.082031.0243168.9080AID471673
Sodium-dependent serotonin transporterHomo sapiens (human)EC50 (µMol)182.18310.00112.38838.7000AID471635; AID471638
Sodium-dependent dopamine transporter Homo sapiens (human)EC50 (µMol)22.90870.01250.76681.7000AID471672
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (55)

Processvia Protein(s)Taxonomy
monoamine transportSodium-dependent noradrenaline transporter Homo sapiens (human)
neurotransmitter transportSodium-dependent noradrenaline transporter Homo sapiens (human)
chemical synaptic transmissionSodium-dependent noradrenaline transporter Homo sapiens (human)
response to xenobiotic stimulusSodium-dependent noradrenaline transporter Homo sapiens (human)
response to painSodium-dependent noradrenaline transporter Homo sapiens (human)
norepinephrine uptakeSodium-dependent noradrenaline transporter Homo sapiens (human)
neuron cellular homeostasisSodium-dependent noradrenaline transporter Homo sapiens (human)
amino acid transportSodium-dependent noradrenaline transporter Homo sapiens (human)
norepinephrine transportSodium-dependent noradrenaline transporter Homo sapiens (human)
dopamine uptake involved in synaptic transmissionSodium-dependent noradrenaline transporter Homo sapiens (human)
sodium ion transmembrane transportSodium-dependent noradrenaline transporter Homo sapiens (human)
monoamine transportSodium-dependent serotonin transporterHomo sapiens (human)
response to hypoxiaSodium-dependent serotonin transporterHomo sapiens (human)
neurotransmitter transportSodium-dependent serotonin transporterHomo sapiens (human)
response to nutrientSodium-dependent serotonin transporterHomo sapiens (human)
memorySodium-dependent serotonin transporterHomo sapiens (human)
circadian rhythmSodium-dependent serotonin transporterHomo sapiens (human)
response to xenobiotic stimulusSodium-dependent serotonin transporterHomo sapiens (human)
response to toxic substanceSodium-dependent serotonin transporterHomo sapiens (human)
positive regulation of gene expressionSodium-dependent serotonin transporterHomo sapiens (human)
positive regulation of serotonin secretionSodium-dependent serotonin transporterHomo sapiens (human)
negative regulation of cerebellar granule cell precursor proliferationSodium-dependent serotonin transporterHomo sapiens (human)
negative regulation of synaptic transmission, dopaminergicSodium-dependent serotonin transporterHomo sapiens (human)
response to estradiolSodium-dependent serotonin transporterHomo sapiens (human)
social behaviorSodium-dependent serotonin transporterHomo sapiens (human)
vasoconstrictionSodium-dependent serotonin transporterHomo sapiens (human)
sperm ejaculationSodium-dependent serotonin transporterHomo sapiens (human)
negative regulation of neuron differentiationSodium-dependent serotonin transporterHomo sapiens (human)
positive regulation of cell cycleSodium-dependent serotonin transporterHomo sapiens (human)
negative regulation of organ growthSodium-dependent serotonin transporterHomo sapiens (human)
behavioral response to cocaineSodium-dependent serotonin transporterHomo sapiens (human)
enteric nervous system developmentSodium-dependent serotonin transporterHomo sapiens (human)
brain morphogenesisSodium-dependent serotonin transporterHomo sapiens (human)
serotonin uptakeSodium-dependent serotonin transporterHomo sapiens (human)
membrane depolarizationSodium-dependent serotonin transporterHomo sapiens (human)
platelet aggregationSodium-dependent serotonin transporterHomo sapiens (human)
cellular response to retinoic acidSodium-dependent serotonin transporterHomo sapiens (human)
cellular response to cGMPSodium-dependent serotonin transporterHomo sapiens (human)
regulation of thalamus sizeSodium-dependent serotonin transporterHomo sapiens (human)
conditioned place preferenceSodium-dependent serotonin transporterHomo sapiens (human)
sodium ion transmembrane transportSodium-dependent serotonin transporterHomo sapiens (human)
amino acid transportSodium-dependent serotonin transporterHomo sapiens (human)
monoamine transportSodium-dependent dopamine transporter Homo sapiens (human)
neurotransmitter transportSodium-dependent dopamine transporter Homo sapiens (human)
lactationSodium-dependent dopamine transporter Homo sapiens (human)
sensory perception of smellSodium-dependent dopamine transporter Homo sapiens (human)
locomotory behaviorSodium-dependent dopamine transporter Homo sapiens (human)
response to xenobiotic stimulusSodium-dependent dopamine transporter Homo sapiens (human)
response to iron ionSodium-dependent dopamine transporter Homo sapiens (human)
dopamine transportSodium-dependent dopamine transporter Homo sapiens (human)
adenohypophysis developmentSodium-dependent dopamine transporter Homo sapiens (human)
response to nicotineSodium-dependent dopamine transporter Homo sapiens (human)
positive regulation of multicellular organism growthSodium-dependent dopamine transporter Homo sapiens (human)
regulation of dopamine metabolic processSodium-dependent dopamine transporter Homo sapiens (human)
response to cocaineSodium-dependent dopamine transporter Homo sapiens (human)
dopamine biosynthetic processSodium-dependent dopamine transporter Homo sapiens (human)
dopamine catabolic processSodium-dependent dopamine transporter Homo sapiens (human)
response to ethanolSodium-dependent dopamine transporter Homo sapiens (human)
cognitionSodium-dependent dopamine transporter Homo sapiens (human)
dopamine uptake involved in synaptic transmissionSodium-dependent dopamine transporter Homo sapiens (human)
response to cAMPSodium-dependent dopamine transporter Homo sapiens (human)
norepinephrine uptakeSodium-dependent dopamine transporter Homo sapiens (human)
prepulse inhibitionSodium-dependent dopamine transporter Homo sapiens (human)
dopamine uptakeSodium-dependent dopamine transporter Homo sapiens (human)
hyaloid vascular plexus regressionSodium-dependent dopamine transporter Homo sapiens (human)
amino acid transportSodium-dependent dopamine transporter Homo sapiens (human)
norepinephrine transportSodium-dependent dopamine transporter Homo sapiens (human)
sodium ion transmembrane transportSodium-dependent dopamine transporter Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (28)

Processvia Protein(s)Taxonomy
actin bindingSodium-dependent noradrenaline transporter Homo sapiens (human)
neurotransmitter transmembrane transporter activitySodium-dependent noradrenaline transporter Homo sapiens (human)
neurotransmitter:sodium symporter activitySodium-dependent noradrenaline transporter Homo sapiens (human)
dopamine:sodium symporter activitySodium-dependent noradrenaline transporter Homo sapiens (human)
norepinephrine:sodium symporter activitySodium-dependent noradrenaline transporter Homo sapiens (human)
protein bindingSodium-dependent noradrenaline transporter Homo sapiens (human)
monoamine transmembrane transporter activitySodium-dependent noradrenaline transporter Homo sapiens (human)
alpha-tubulin bindingSodium-dependent noradrenaline transporter Homo sapiens (human)
metal ion bindingSodium-dependent noradrenaline transporter Homo sapiens (human)
beta-tubulin bindingSodium-dependent noradrenaline transporter Homo sapiens (human)
integrin bindingSodium-dependent serotonin transporterHomo sapiens (human)
monoatomic cation channel activitySodium-dependent serotonin transporterHomo sapiens (human)
neurotransmitter transmembrane transporter activitySodium-dependent serotonin transporterHomo sapiens (human)
serotonin:sodium:chloride symporter activitySodium-dependent serotonin transporterHomo sapiens (human)
protein bindingSodium-dependent serotonin transporterHomo sapiens (human)
monoamine transmembrane transporter activitySodium-dependent serotonin transporterHomo sapiens (human)
antiporter activitySodium-dependent serotonin transporterHomo sapiens (human)
syntaxin-1 bindingSodium-dependent serotonin transporterHomo sapiens (human)
cocaine bindingSodium-dependent serotonin transporterHomo sapiens (human)
sodium ion bindingSodium-dependent serotonin transporterHomo sapiens (human)
identical protein bindingSodium-dependent serotonin transporterHomo sapiens (human)
nitric-oxide synthase bindingSodium-dependent serotonin transporterHomo sapiens (human)
actin filament bindingSodium-dependent serotonin transporterHomo sapiens (human)
serotonin bindingSodium-dependent serotonin transporterHomo sapiens (human)
protease bindingSodium-dependent dopamine transporter Homo sapiens (human)
signaling receptor bindingSodium-dependent dopamine transporter Homo sapiens (human)
neurotransmitter transmembrane transporter activitySodium-dependent dopamine transporter Homo sapiens (human)
dopamine:sodium symporter activitySodium-dependent dopamine transporter Homo sapiens (human)
protein bindingSodium-dependent dopamine transporter Homo sapiens (human)
monoamine transmembrane transporter activitySodium-dependent dopamine transporter Homo sapiens (human)
dopamine bindingSodium-dependent dopamine transporter Homo sapiens (human)
amine bindingSodium-dependent dopamine transporter Homo sapiens (human)
protein-containing complex bindingSodium-dependent dopamine transporter Homo sapiens (human)
metal ion bindingSodium-dependent dopamine transporter Homo sapiens (human)
protein phosphatase 2A bindingSodium-dependent dopamine transporter Homo sapiens (human)
heterocyclic compound bindingSodium-dependent dopamine transporter Homo sapiens (human)
norepinephrine:sodium symporter activitySodium-dependent dopamine transporter Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (19)

Processvia Protein(s)Taxonomy
plasma membraneSodium-dependent noradrenaline transporter Homo sapiens (human)
cell surfaceSodium-dependent noradrenaline transporter Homo sapiens (human)
membraneSodium-dependent noradrenaline transporter Homo sapiens (human)
neuronal cell body membraneSodium-dependent noradrenaline transporter Homo sapiens (human)
presynaptic membraneSodium-dependent noradrenaline transporter Homo sapiens (human)
plasma membraneSodium-dependent noradrenaline transporter Homo sapiens (human)
axonSodium-dependent noradrenaline transporter Homo sapiens (human)
plasma membraneSodium-dependent serotonin transporterHomo sapiens (human)
focal adhesionSodium-dependent serotonin transporterHomo sapiens (human)
endosome membraneSodium-dependent serotonin transporterHomo sapiens (human)
endomembrane systemSodium-dependent serotonin transporterHomo sapiens (human)
presynaptic membraneSodium-dependent serotonin transporterHomo sapiens (human)
membrane raftSodium-dependent serotonin transporterHomo sapiens (human)
synapseSodium-dependent serotonin transporterHomo sapiens (human)
postsynaptic membraneSodium-dependent serotonin transporterHomo sapiens (human)
serotonergic synapseSodium-dependent serotonin transporterHomo sapiens (human)
synapseSodium-dependent serotonin transporterHomo sapiens (human)
plasma membraneSodium-dependent serotonin transporterHomo sapiens (human)
neuron projectionSodium-dependent serotonin transporterHomo sapiens (human)
cytoplasmSodium-dependent dopamine transporter Homo sapiens (human)
plasma membraneSodium-dependent dopamine transporter Homo sapiens (human)
cell surfaceSodium-dependent dopamine transporter Homo sapiens (human)
membraneSodium-dependent dopamine transporter Homo sapiens (human)
axonSodium-dependent dopamine transporter Homo sapiens (human)
neuron projectionSodium-dependent dopamine transporter Homo sapiens (human)
neuronal cell bodySodium-dependent dopamine transporter Homo sapiens (human)
axon terminusSodium-dependent dopamine transporter Homo sapiens (human)
membrane raftSodium-dependent dopamine transporter Homo sapiens (human)
postsynaptic membraneSodium-dependent dopamine transporter Homo sapiens (human)
dopaminergic synapseSodium-dependent dopamine transporter Homo sapiens (human)
flotillin complexSodium-dependent dopamine transporter Homo sapiens (human)
axonSodium-dependent dopamine transporter Homo sapiens (human)
presynaptic membraneSodium-dependent dopamine transporter Homo sapiens (human)
plasma membraneSodium-dependent dopamine transporter Homo sapiens (human)
neuronal cell body membraneSodium-dependent dopamine transporter Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (37)

Assay IDTitleYearJournalArticle
AID488691Selectivity ratio of IC50 for SERT to IC50 for NET2010Bioorganic & medicinal chemistry, Jun-01, Volume: 18, Issue:11
Synthesis and in vitro toxicity of 4-MTA, its characteristic clandestine synthesis byproducts and related sulfur substituted alpha-alkylthioamphetamines.
AID488700Cytotoxicity against human SH-SY5Y cells assessed as cell viability after 48 hrs by neutral red assay2010Bioorganic & medicinal chemistry, Jun-01, Volume: 18, Issue:11
Synthesis and in vitro toxicity of 4-MTA, its characteristic clandestine synthesis byproducts and related sulfur substituted alpha-alkylthioamphetamines.
AID395043Inhibition of MAOA in rat brain mitochondria2009Bioorganic & medicinal chemistry, Mar-15, Volume: 17, Issue:6
Naphthylisopropylamine and N-benzylamphetamine derivatives as monoamine oxidase inhibitors.
AID576805Cytotoxicity against human chemoresistant DG75 cells expressing SERT assessed as decrease in cell viability 10 or 50 uM after 72 hrs Alamar blue assay2011Bioorganic & medicinal chemistry, Feb-01, Volume: 19, Issue:3
Synthesis and serotonin transporter activity of 1,3-bis(aryl)-2-nitro-1-propenes as a new class of anticancer agents.
AID488690Selectivity ratio of IC50 for SERT to IC50 for DAT2010Bioorganic & medicinal chemistry, Jun-01, Volume: 18, Issue:11
Synthesis and in vitro toxicity of 4-MTA, its characteristic clandestine synthesis byproducts and related sulfur substituted alpha-alkylthioamphetamines.
AID145706Compound was tested for the ability to inhibit [3H]norepinephrine binding to Norepinephrine transporter in rat synaptosomes1998Journal of medicinal chemistry, Mar-12, Volume: 41, Issue:6
Synthesis and pharmacological evaluation of ring-methylated derivatives of 3,4-(methylenedioxy)amphetamine (MDA).
AID234659selectivity is the ratio between IC50 values of 5-HTand NE1998Journal of medicinal chemistry, Mar-12, Volume: 41, Issue:6
Synthesis and pharmacological evaluation of ring-methylated derivatives of 3,4-(methylenedioxy)amphetamine (MDA).
AID471634Cytotoxicity against human HEK293 cells after 48 hrs by neutral red assay2009European journal of medicinal chemistry, Dec, Volume: 44, Issue:12
Synthesis and serotonin transporter activity of sulphur-substituted alpha-alkyl phenethylamines as a new class of anticancer agents.
AID488695Cytotoxicity against human HEK293 cells assessed as cell viability after 48 hrs by neutral red assay2010Bioorganic & medicinal chemistry, Jun-01, Volume: 18, Issue:11
Synthesis and in vitro toxicity of 4-MTA, its characteristic clandestine synthesis byproducts and related sulfur substituted alpha-alkylthioamphetamines.
AID488698Cytotoxicity against human HEK293 cells over expressing human DAT assessed as cell viability after 48 hrs by neutral red assay2010Bioorganic & medicinal chemistry, Jun-01, Volume: 18, Issue:11
Synthesis and in vitro toxicity of 4-MTA, its characteristic clandestine synthesis byproducts and related sulfur substituted alpha-alkylthioamphetamines.
AID471639Cytotoxicity against human SH-SY5Y cells after 48 hrs by neutral red assay2009European journal of medicinal chemistry, Dec, Volume: 44, Issue:12
Synthesis and serotonin transporter activity of sulphur-substituted alpha-alkyl phenethylamines as a new class of anticancer agents.
AID576811Cytotoxicity against human HEK293 cells assessed as decrease in cell viability after 48 hrs neutral red dye assay2011Bioorganic & medicinal chemistry, Feb-01, Volume: 19, Issue:3
Synthesis and serotonin transporter activity of 1,3-bis(aryl)-2-nitro-1-propenes as a new class of anticancer agents.
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.
AID576803Cytotoxicity against human SH-SY5Y cells expressing human SERT assessed as decrease in cell viability after 48 hrs neutral red dye assay2011Bioorganic & medicinal chemistry, Feb-01, Volume: 19, Issue:3
Synthesis and serotonin transporter activity of 1,3-bis(aryl)-2-nitro-1-propenes as a new class of anticancer agents.
AID471630Inhibition of [3H]5-HT reuptake at rat SERT expressed in HEK293 cells after 2 mins by liquid scintillation counting2009European journal of medicinal chemistry, Dec, Volume: 44, Issue:12
Synthesis and serotonin transporter activity of sulphur-substituted alpha-alkyl phenethylamines as a new class of anticancer agents.
AID471638Induction of human SERT-dependent cytotoxicity in SERT expressing human DG75 cells after 48 hrs by neutral red assay2009European journal of medicinal chemistry, Dec, Volume: 44, Issue:12
Synthesis and serotonin transporter activity of sulphur-substituted alpha-alkyl phenethylamines as a new class of anticancer agents.
AID471670Selectivity ratio of IC50 for DAT in rat brain synaptosome to IC50 for SERT in rat brain synaptosome2009European journal of medicinal chemistry, Dec, Volume: 44, Issue:12
Synthesis and serotonin transporter activity of sulphur-substituted alpha-alkyl phenethylamines as a new class of anticancer agents.
AID471673Induction of human NET-dependent cytotoxicity in NET expressing HEK293 cells after 48 hrs by neutral red assay2009European journal of medicinal chemistry, Dec, Volume: 44, Issue:12
Synthesis and serotonin transporter activity of sulphur-substituted alpha-alkyl phenethylamines as a new class of anticancer agents.
AID471665Inhibition of [3H]5-HT uptake at SERT in rat brain synaptosome2009European journal of medicinal chemistry, Dec, Volume: 44, Issue:12
Synthesis and serotonin transporter activity of sulphur-substituted alpha-alkyl phenethylamines as a new class of anticancer agents.
AID471671Selectivity ratio of IC50 for NET in rat brain synaptosome to IC50 for SERT in rat brain synaptosome2009European journal of medicinal chemistry, Dec, Volume: 44, Issue:12
Synthesis and serotonin transporter activity of sulphur-substituted alpha-alkyl phenethylamines as a new class of anticancer agents.
AID576813Inhibition of [3H]-serotonin reuptake at human SERT expressed in HEK293 cells after 15 to 20 mins by fluorescence neurotransmitter transporter assay2011Bioorganic & medicinal chemistry, Feb-01, Volume: 19, Issue:3
Synthesis and serotonin transporter activity of 1,3-bis(aryl)-2-nitro-1-propenes as a new class of anticancer agents.
AID471635Induction of human SERT-dependent cytotoxicity in SERT expressing HEK293 cells after 48 hrs by neutral red assay2009European journal of medicinal chemistry, Dec, Volume: 44, Issue:12
Synthesis and serotonin transporter activity of sulphur-substituted alpha-alkyl phenethylamines as a new class of anticancer agents.
AID471672Induction of human DAT-dependent cytotoxicity in DAT expressing HEK293 cells after 48 hrs by neutral red assay2009European journal of medicinal chemistry, Dec, Volume: 44, Issue:12
Synthesis and serotonin transporter activity of sulphur-substituted alpha-alkyl phenethylamines as a new class of anticancer agents.
AID471667Inhibition of human noradrenaline transporter2009European journal of medicinal chemistry, Dec, Volume: 44, Issue:12
Synthesis and serotonin transporter activity of sulphur-substituted alpha-alkyl phenethylamines as a new class of anticancer agents.
AID471666Inhibition of [3H]5-HT uptake at SERT2009European journal of medicinal chemistry, Dec, Volume: 44, Issue:12
Synthesis and serotonin transporter activity of sulphur-substituted alpha-alkyl phenethylamines as a new class of anticancer agents.
AID576812Cytotoxicity against human HEK293 cells expressing human SERT assessed as decrease in cell viability after 48 hrs neutral red dye assay2011Bioorganic & medicinal chemistry, Feb-01, Volume: 19, Issue:3
Synthesis and serotonin transporter activity of 1,3-bis(aryl)-2-nitro-1-propenes as a new class of anticancer agents.
AID179206Compound was tested for its ability to inhibit [3H]dopamine uptake in rat synaptosomes1998Journal of medicinal chemistry, Mar-12, Volume: 41, Issue:6
Synthesis and pharmacological evaluation of ring-methylated derivatives of 3,4-(methylenedioxy)amphetamine (MDA).
AID471640Cytotoxicity against human HEK293 cells at 1 uM after 48 hrs by neutral red assay2009European journal of medicinal chemistry, Dec, Volume: 44, Issue:12
Synthesis and serotonin transporter activity of sulphur-substituted alpha-alkyl phenethylamines as a new class of anticancer agents.
AID204225Activity towards Serotonin transporter was determined by the ability to inhibit [3H]5-HT uptake in rat synaptosomes1998Journal of medicinal chemistry, Mar-12, Volume: 41, Issue:6
Synthesis and pharmacological evaluation of ring-methylated derivatives of 3,4-(methylenedioxy)amphetamine (MDA).
AID471668Inhibition of human dopamine transporter2009European journal of medicinal chemistry, Dec, Volume: 44, Issue:12
Synthesis and serotonin transporter activity of sulphur-substituted alpha-alkyl phenethylamines as a new class of anticancer agents.
AID471669Inhibition of [3H]5-HT uptake at human SERT expressed in HEK293 cells after 10 mins by scintillation counting2009European journal of medicinal chemistry, Dec, Volume: 44, Issue:12
Synthesis and serotonin transporter activity of sulphur-substituted alpha-alkyl phenethylamines as a new class of anticancer agents.
AID234658selectivity is the ratio between IC50 values of 5-HTand DA1998Journal of medicinal chemistry, Mar-12, Volume: 41, Issue:6
Synthesis and pharmacological evaluation of ring-methylated derivatives of 3,4-(methylenedioxy)amphetamine (MDA).
AID488697Cytotoxicity against human HEK293 cells over expressing human NET assessed as cell viability after 48 hrs by neutral red assay2010Bioorganic & medicinal chemistry, Jun-01, Volume: 18, Issue:11
Synthesis and in vitro toxicity of 4-MTA, its characteristic clandestine synthesis byproducts and related sulfur substituted alpha-alkylthioamphetamines.
AID471641Induction of human SERT-dependent cytotoxicity in SERT expressing HEK293 cells at 1 uM after 48 hrs by neutral red assay2009European journal of medicinal chemistry, Dec, Volume: 44, Issue:12
Synthesis and serotonin transporter activity of sulphur-substituted alpha-alkyl phenethylamines as a new class of anticancer agents.
AID488699Cytotoxicity against rat PC12 cells assessed as cell viability after 48 hrs by neutral red assay2010Bioorganic & medicinal chemistry, Jun-01, Volume: 18, Issue:11
Synthesis and in vitro toxicity of 4-MTA, its characteristic clandestine synthesis byproducts and related sulfur substituted alpha-alkylthioamphetamines.
AID488696Cytotoxicity against human HEK293 cells over expressing human SERT assessed as cell viability after 48 hrs by neutral red assay2010Bioorganic & medicinal chemistry, Jun-01, Volume: 18, Issue:11
Synthesis and in vitro toxicity of 4-MTA, its characteristic clandestine synthesis byproducts and related sulfur substituted alpha-alkylthioamphetamines.
AID395041Inhibition of MAOB in rat brain mitochondria at 100 uM2009Bioorganic & medicinal chemistry, Mar-15, Volume: 17, Issue:6
Naphthylisopropylamine and N-benzylamphetamine derivatives as monoamine oxidase inhibitors.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (36)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's6 (16.67)18.2507
2000's19 (52.78)29.6817
2010's10 (27.78)24.3611
2020's1 (2.78)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 39.24

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

MetricThis Compound (vs All)
Research Demand Index39.24 (24.57)
Research Supply Index3.66 (2.92)
Research Growth Index4.67 (4.65)
Search Engine Demand Index56.46 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (39.24)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies5 (13.16%)4.05%
Observational0 (0.00%)0.25%
Other33 (86.84%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]