Drug General Information |
Drug ID |
D0B5OI
|
Former ID |
DNC003316
|
Drug Name |
4-Methoxyamphetamine
|
Drug Type |
Small molecular drug
|
Indication |
Discovery agent
|
Investigative |
[1]
|
Structure |
|
Download
2D MOL
3D MOL
|
Formula |
C10H15NO
|
Canonical SMILES |
CC(CC1=CC=C(C=C1)OC)N
|
InChI |
1S/C10H15NO/c1-8(11)7-9-3-5-10(12-2)6-4-9/h3-6,8H,7,11H2,1-2H3
|
InChIKey |
NEGYEDYHPHMHGK-UHFFFAOYSA-N
|
CAS Number |
CAS 23239-32-9
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PubChem Compound ID |
|
PubChem Substance ID |
91153, 841175, 3249416, 4962210, 7962430, 8172362, 10514619, 11407235, 15194941, 29328496, 29535053, 34673826, 46507471, 50004572, 50113081, 56310714, 57311273, 77832186, 103180329, 103934500, 104311633, 117534770, 117854057, 118384425, 125567154, 125810021, 125812893, 126567610, 128689834, 128741831, 131818658, 134224394, 134351252, 134995452, 135022208, 137005596, 139244038, 143441114, 144024467, 160838603, 160964731, 162118404, 162889075, 163403525, 170539116, 172864323, 179680040, 204427290, 223893594, 226612410
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Target and Pathway |
Target(s) |
Alpha-2A adrenergic receptor |
Target Info |
Agonist |
[1]
|
Synaptic vesicle amine transporter |
Target Info |
Antagonist |
[1]
|
Alpha-1D adrenergic receptor |
Target Info |
Agonist |
[1]
|
Amine oxidase [flavin-containing] B |
Target Info |
Antagonist |
[1]
|
Amine oxidase [flavin-containing] A |
Target Info |
Antagonist |
[1]
|
Sodium-dependent dopamine transporter |
Target Info |
Antagonist |
[1]
|
Alpha-1A adrenergic receptor |
Target Info |
Agonist |
[1]
|
Sodium-dependent serotonin transporter |
Target Info |
Antagonist |
[1]
|
BioCyc Pathway
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Superpathway of tryptophan utilization
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Tryptophan degradation via tryptamine
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Dopamine degradation
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Putrescine degradation III
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Noradrenaline and adrenaline degradationPWY66-401:Superpathway of tryptophan utilization
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Noradrenaline and adrenaline degradation
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Serotonin degradation
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Superpathway of melatonin degradation
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Melatonin degradation II
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KEGG Pathway
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cGMP-PKG signaling pathway
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Neuroactive ligand-receptor interactionhsa04721:Synaptic vesicle cycle
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Serotonergic synapse
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Dopaminergic synapse
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Parkinson's disease
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Cocaine addiction
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Amphetamine addiction
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Alcoholismhsa04020:Calcium signaling pathway
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Neuroactive ligand-receptor interaction
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Adrenergic signaling in cardiomyocytes
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Vascular smooth muscle contraction
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Salivary secretionhsa00260:Glycine, serine and threonine metabolism
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Arginine and proline metabolism
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Histidine metabolism
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Tyrosine metabolism
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Phenylalanine metabolism
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Tryptophan metabolism
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Drug metabolism - cytochrome P450
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Metabolic pathways
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Alcoholismhsa00260:Glycine, serine and threonine metabolism
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Alcoholismhsa04728:Dopaminergic synapse
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AMPK signaling pathway
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Salivary secretionhsa04726:Serotonergic synapse
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NetPath Pathway
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IL2 Signaling PathwayNetPath_16:IL4 Signaling PathwayNetPath_11:TCR Signaling Pathway
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PANTHER Pathway
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Alpha adrenergic receptor signaling pathwayP00001:Adrenaline and noradrenaline biosynthesis
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5HT1 type receptor mediated signaling pathway
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5HT2 type receptor mediated signaling pathway
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5HT3 type receptor mediated signaling pathway
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5HT4 type receptor mediated signaling pathway
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Dopamine receptor mediated signaling pathway
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Nicotine pharmacodynamics pathway
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CCKR signaling map STP00001:Adrenaline and noradrenaline biosynthesis
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5-Hydroxytryptamine degredation
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Dopamine receptor mediated signaling pathwayP00001:Adrenaline and noradrenaline biosynthesis
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Parkinson disease
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Dopamine receptor mediated signaling pathwayP00002:Alpha adrenergic receptor signaling pathwayP04373:5HT1 type receptor mediated signaling pathway
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Pathway Interaction Database
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Alpha-synuclein signalingalphasynuclein_pathway:Alpha-synuclein signaling
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PathWhiz Pathway
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Histidine Metabolism
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Tyrosine Metabolism
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Glycine and Serine Metabolism
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Reactome
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Adrenoceptors
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Adrenaline signalling through Alpha-2 adrenergic receptor
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Adrenaline,noradrenaline inhibits insulin secretion
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G alpha (i) signalling events
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G alpha (z) signalling events
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Surfactant metabolismR-HSA-181430:Norepinephrine Neurotransmitter Release Cycle
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Na+/Cl- dependent neurotransmitter transportersR-HSA-390696:Adrenoceptors
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G alpha (q) signalling events
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G alpha (12/13) signalling eventsR-HSA-181430:Norepinephrine Neurotransmitter Release CycleR-HSA-442660:Na+/Cl- dependent neurotransmitter transportersR-HSA-390696:Adrenoceptors
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G alpha (12/13) signalling events
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WikiPathways
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Monoamine GPCRs
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GPCRs, Class A Rhodopsin-like
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Platelet Aggregation (Plug Formation)
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Integration of energy metabolism
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GPCR ligand binding
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GPCR downstream signalingWP2855:Dopaminergic Neurogenesis
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Synaptic Vesicle Pathway
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Neurotransmitter Release Cycle
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Nicotine Activity on Dopaminergic NeuronsWP58:Monoamine GPCRs
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Calcium Regulation in the Cardiac Cell
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Gastrin-CREB signalling pathway via PKC and MAPK
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GPCR downstream signaling
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GPCRs, OtherWP465:Tryptophan metabolism
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Dopamine metabolism
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Phase 1 - Functionalization of compoundsWP706:SIDS Susceptibility Pathways
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Biogenic Amine Synthesis
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Oxidative Stress
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Phase 1 - Functionalization of compounds
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Neurotransmitter Clearance In The Synaptic Cleft
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Serotonin Transporter ActivityWP727:Monoamine Transport
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NRF2 pathway
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Dopaminergic Neurogenesis
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Parkinsons Disease Pathway
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Transport of glucose and other sugars, bile salts and organic acids, metal ions and amine compounds
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Neurotransmitter Clearance In The Synaptic CleftWP58:Monoamine GPCRs
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Endothelin Pathways
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AMPK SignalingWP727:Monoamine Transport
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SIDS Susceptibility Pathways
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Serotonin Transporter Activity
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References |
REF 1 | Differential behavioural and neurochemical effects of para-methoxyamphetamine and 3,4-methylenedioxymethamphetamine in the rat. Prog Neuropsychopharmacol Biol Psychiatry. 2000 Aug;24(6):955-77. |