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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
Structure of METHIOPROPAMINE

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

HIDE SMILES / InChI

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

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
The expression of methiopropamine-induced locomotor sensitization requires dopamine D2, but not D1, receptor activation in the rat.
2016 Sep 15
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
Substance Class Chemical
Created
by admin
on Sat Dec 16 09:51:28 UTC 2023
Edited
by admin
on Sat Dec 16 09:51:28 UTC 2023
Record UNII
64ON2ETH7I
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
METHIOPROPAMINE
Common Name English
2-THIOPHENEETHYLAMINE, N,.ALPHA.-DIMETHYL-
Systematic Name English
1-(THIOPHEN-2-YL)-2-METHYLAMINOPROPANE
Systematic Name English
DEA NO. 1478
Code English
N-methyl-1-(thiophen-2-yl)propane-2-amine
Systematic Name English
2-METHIOPROPAMINE
Common Name English
N-METHYL-1-THIOPHEN-2-YLPROPAN-2-AMINE
Systematic Name English
SYNTHACAINE COMPONENT METHIOPROPAMINE
Brand Name English
Classification Tree Code System Code
WIKIPEDIA Designer-drugs-Methiopropamine
Created by admin on Sat Dec 16 09:51:29 UTC 2023 , Edited by admin on Sat Dec 16 09:51:29 UTC 2023
DEA NO. 1478
Created by admin on Sat Dec 16 09:51:29 UTC 2023 , Edited by admin on Sat Dec 16 09:51:29 UTC 2023
Code System Code Type Description
PUBCHEM
436156
Created by admin on Sat Dec 16 09:51:29 UTC 2023 , Edited by admin on Sat Dec 16 09:51:29 UTC 2023
PRIMARY
WIKIPEDIA
Methiopropamine
Created by admin on Sat Dec 16 09:51:29 UTC 2023 , Edited by admin on Sat Dec 16 09:51:29 UTC 2023
PRIMARY
CAS
801156-47-8
Created by admin on Sat Dec 16 09:51:29 UTC 2023 , Edited by admin on Sat Dec 16 09:51:29 UTC 2023
PRIMARY
FDA UNII
64ON2ETH7I
Created by admin on Sat Dec 16 09:51:29 UTC 2023 , Edited by admin on Sat Dec 16 09:51:29 UTC 2023
PRIMARY
SMS_ID
300000028187
Created by admin on Sat Dec 16 09:51:29 UTC 2023 , Edited by admin on Sat Dec 16 09:51:29 UTC 2023
PRIMARY
EPA CompTox
DTXSID70101691
Created by admin on Sat Dec 16 09:51:29 UTC 2023 , Edited by admin on Sat Dec 16 09:51:29 UTC 2023
PRIMARY
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SALT/SOLVATE -> PARENT
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