Details
| Stereochemistry | RACEMIC |
| Molecular Formula | C8H13NS |
| Molecular Weight | 155.261 |
| Optical Activity | ( + / - ) |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CNC(C)CC1=CC=CS1
InChI
InChIKey=HPHUWHKFQXTZPS-UHFFFAOYSA-N
InChI=1S/C8H13NS/c1-7(9-2)6-8-4-3-5-10-8/h3-5,7,9H,6H2,1-2H3
| Molecular Formula | C8H13NS |
| Molecular Weight | 155.261 |
| Charge | 0 |
| Count |
|
| Stereochemistry | RACEMIC |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Optical Activity | ( + / - ) |
Methiopropamine (MPA) is a structural analog to methamphetamine and is categorized as a novel psychoactive substance that needs to be controlled. MPA appeared in 2011 and is an analog of methamphetamine, sold as, for example, "Slush Eric" and "Blow." It is reported to have effects similar to those of methamphetamine, but the toxicity in humans is not known. Three fatal cases involving MPA have been reported. MPA functions as a selective norepinephrine-dopamine reuptake inhibitor and displays negligible activity as a serotonin reuptake inhibitor. Experiments on rodents allowed to suggest that repeated injection of MPA provoked certain neuronal changes involving specific, likely D2, dopamine receptor-mediated pathways that contribute to the expression of MPA-induced locomotor sensitization.
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: Q01959 Gene ID: 6531.0 Gene Symbol: SLC6A3 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/23261499 |
6.05 null [pKi] | ||
Target ID: P23975 Gene ID: 6530.0 Gene Symbol: SLC6A2 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/23261499 |
6.09 null [pKi] |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
PubMed
| Title | Date | PubMed |
|---|---|---|
| The expression of methiopropamine-induced locomotor sensitization requires dopamine D2, but not D1, receptor activation in the rat. | 2016-09-15 |
|
| The syntheses of 1-(2-thienyl)-2-(methylamino) propane (methiopropamine) and its 3-thienyl isomer for use as reference standards. | 2013-03 |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/27265782
in rats: In the first experiment, rats were pre-exposed to either saline or one of three different doses of methiopropamine (MPA) (0.2, 1.0, or 5.0mg/kg, IP) with a total of four injections, respectively. After a 2-week withdrawal period, when they were challenged with the same dose of MPA, only the group that was pre-exposed to high dose of MPA (5.0mg/kg) showed sensitized locomotor activity. In the second experiment, all rats were pre-exposed to MPA (5.0mg/kg) only.
Route of Administration:
Intraperitoneal
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/23261499
Curator's Comment: A total of 14 compounds (including methiopropamine) were screened against a total of 49 molecular targets listed in initially in quadruplicate at 10 μM concentration.
Unknown
| Substance Class |
Chemical
Created
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admin
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Edited
Mon Mar 31 22:52:21 GMT 2025
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Mon Mar 31 22:52:21 GMT 2025
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64ON2ETH7I
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Validated (UNII)
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Designer-drugs-Methiopropamine
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admin on Mon Mar 31 22:52:21 GMT 2025 , Edited by admin on Mon Mar 31 22:52:21 GMT 2025
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DEA NO. |
1478
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436156
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Methiopropamine
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801156-47-8
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DTXSID701016914
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64ON2ETH7I
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300000028187
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ACTIVE MOIETY |
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