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Details

Stereochemistry RACEMIC
Molecular Formula C8H13NS.ClH
Molecular Weight 191.721
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of METHIOPROPAMINE HYDROCHLORIDE

SMILES

Cl.CNC(C)CC1=CC=CS1

InChI

InChIKey=GZPAWYXVXNYUGT-UHFFFAOYSA-N
InChI=1S/C8H13NS.ClH/c1-7(9-2)6-8-4-3-5-10-8;/h3-5,7,9H,6H2,1-2H3;1H

HIDE SMILES / InChI
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

Targets

Primary TargetPharmacologyConditionPotency
Target ID: Q01959
Gene ID: 6531.0
Gene Symbol: SLC6A3
Target Organism: Homo sapiens (Human)
6.05 null [pKi]
Target ID: P23975
Gene ID: 6530.0
Gene Symbol: SLC6A2
Target Organism: Homo sapiens (Human)
6.09 null [pKi]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
The syntheses of 1-(2-thienyl)-2-(methylamino) propane (methiopropamine) and its 3-thienyl isomer for use as reference standards.
2013 Mar
Patents

Patents

Sample Use Guides

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
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
Name Type Language
METHIOPROPAMINE HYDROCHLORIDE
Common Name English
2-THIOPHENEETHANAMINE, N,.ALPHA.-DIMETHYL-, HYDROCHLORIDE
Systematic Name English
NSC-400137
Code English
Code System Code Type Description
FDA UNII
EA29Y978DY
Created by admin on Sat Dec 16 09:27:02 GMT 2023 , Edited by admin on Sat Dec 16 09:27:02 GMT 2023
PRIMARY
CAS
7464-94-0
Created by admin on Sat Dec 16 09:27:02 GMT 2023 , Edited by admin on Sat Dec 16 09:27:02 GMT 2023
PRIMARY
NSC
400137
Created by admin on Sat Dec 16 09:27:02 GMT 2023 , Edited by admin on Sat Dec 16 09:27:02 GMT 2023
PRIMARY
EPA CompTox
DTXSID60332536
Created by admin on Sat Dec 16 09:27:02 GMT 2023 , Edited by admin on Sat Dec 16 09:27:02 GMT 2023
PRIMARY
PUBCHEM
458582
Created by admin on Sat Dec 16 09:27:02 GMT 2023 , Edited by admin on Sat Dec 16 09:27:02 GMT 2023
PRIMARY