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M8750

Sigma-Aldrich

(+)-Methamphetamine hydrochloride

Synonym(s):

d-Desoxyephedrine hydrochloride, d-N,α-Dimethylphenethylamine hydrochloride, Methylamphetamine hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C10H15N · HCl
CAS Number:
51-57-0
Molecular Weight:
185.69
EC Number:
200-106-9
MDL number:
MFCD00056130
UNSPSC Code:
12352116
PubChem Substance ID:
24897282
NACRES:
NA.77

drug control

USDEA Schedule II; Home Office Schedule 2; stupéfiant (France); kontrollierte Droge in Deutschland; regulated under CDSA - not available from Sigma-Aldrich Canada; psicótropo (Spain); Decreto Lei 15/93: Tabela IIB (Portugal)

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

solubility

H2O: soluble
ethanol: soluble

application(s)

forensics and toxicology
pharmaceutical (small molecule)
veterinary

originator

Teva

SMILES string

Cl[H].CN[C@@H](C)Cc1ccccc1

InChI

1S/C10H15N.ClH/c1-9(11-2)8-10-6-4-3-5-7-10;/h3-7,9,11H,8H2,1-2H3;1H/t9-;/m0./s1

InChI key

TWXDDNPPQUTEOV-FVGYRXGTSA-N

Gene Information

human ... SLC6A2(6530) , SLC6A3(6531) , SLC6A4(6532)

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Biochem/physiol Actions

Sympathomimetic with more potent central effects than amphetamine. It is transported into terminals via the monoamine transporters and induces release of dopamine, norepinephrine, epinephrine, and serotonin. Dopamine release is important for the addictive properties of methamphetamine while norepinephrine and epinephrine release are important for the cardiovascular effects. Serotonin neurotoxin.

Features and Benefits

This compound was developed by Teva. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Other Notes

2024 CiteAb Award Winner for Supplier Succeeding in Parkinson′s Research

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H300,H336

Precautionary Statements

P301 + P310 + P330

Hazard Classifications

Acute Tox. 2 Oral - STOT SE 3

Target Organs

Central nervous system

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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G J Rivière et al.
The Journal of pharmacology and experimental therapeutics, 291(3), 1220-1226 (1999-11-24)
The purpose of these studies was to better understand the behavioral effects and pharmacokinetics of an i.v. bolus dose of (+)-methamphetamine [(+)-METH] in a rat model of (+)-METH abuse. We characterized the behavioral effects after increasing (+)-METH doses (0.1, 0.3
Kaveh Shahveisi et al.
Pharmacology, biochemistry, and behavior, 185, 172759-172759 (2019-08-16)
Susceptibility to interference can be a result of memory retrieval and reconsolidation. Given the fact that addiction develops through the neural mechanisms of learning and memory, it would not be surprising that a consolidated drug reward memory may also be
Noémie Cresto et al.
International journal of molecular sciences, 22(13) (2021-07-03)
Alpha-synuclein (α-syn) and leucine-rich repeat kinase 2 (LRRK2) play crucial roles in Parkinson's disease (PD). They may functionally interact to induce the degeneration of dopaminergic (DA) neurons via mechanisms that are not yet fully understood. We previously showed that the
Shaolin Yang et al.
Addiction biology, 20(1), 69-79 (2013-08-06)
(1) H magnetic resonance spectroscopy has demonstrated alterations in several neurometabolites in methamphetamine (METH)-dependent individuals in brain regions implicated in addiction. Yet, it is unclear whether these neurochemicals return to homeostatic levels after an individual abstains from drug use, a
Betina González et al.
Neuropharmacology, 87, 188-197 (2014-02-18)
Chronic use of methamphetamine (METH) leads to long-lasting cognitive dysfunction in humans and in animal models. Modafinil is a wake-promoting compound approved for the treatment of sleeping disorders. It is also prescribed off label to treat METH dependence. In the
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