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M3404

(±)-p-Methoxyamphetamine hydrochloride

Name: (±)-<I>p</I>-Methoxyamphetamine hydrochloride
Brand: SIGMA

Synonym(s):

PMA hydrochloride

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About This Item

Empirical Formula (Hill Notation):

C₁₀H₁₅NO · HCl

CAS Number:

52740-56-4

Molecular Weight:

201.69

UNSPSC Code:

12352200

PubChem Substance ID:

24896840

MDL number:

MFCD00051431

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drug control

USDEA Schedule I; Home Office Schedule 1; stupéfiant (France); kontrollierte Droge in Deutschland; regulated under CDSA - not available from Sigma-Aldrich Canada, kontrollierte Droge in Deutschland

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

application(s)

forensics and toxicology
veterinary

SMILES string

Cl.COc1ccc(CC(C)N)cc1

Biochem/physiol Actions

CNS stimulant and hallucinogen; more potent transport inhibitor and releaser of serotonin than of dopamine.

Legal Information

German
Dieses Produkt fällt unter das Betäubungsmittelgesetz (BtMG). Für eine Bestellung dieses Produktes ist eine Erlaubnis nach § 3 BtMG zwingend erforderlich, es sei denn, es greift eine Ausnahme von der Erlaubnispflicht nach § 4 oder § 26 BtMG.

English
This product is subject to the German Narcotics Act. A permit under Section 3 of the German Narcotics Act is mandatory for ordering this product unless an exemption from the permit requirement under Section 4 or Section 26 of the German Narcotics Act applies.

pictograms

GHS06

signalword

Danger

hcodes

H301

pcodes

P301 + P310

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Regulatory Information

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4-Ethoxyamphetamine: effects on intracranial self-stimulation and in vitro uptake and release of 3H-dopamine and 3H-serotonin in the brains of rats.

K M Hegadoren et al.

Journal of psychiatry & neuroscience : JPN, 19(1), 57-62 (1994-01-01)

Experiments were conducted to compare the effects of 4-ethoxyamphetamine, a novel "designer" amphetamine, with (+)-amphetamine and an earlier "designer" amphetamine, 4-methoxyamphetamine, on rats. (+)-Amphetamine significantly decreased frequency threshold measures in an intracranial self-stimulation (ICSS) procedure using medial forebrain bundle electrodes

Interactions of amphetamine analogs with human liver CYP2D6.

D Wu et al.

Biochemical pharmacology, 53(11), 1605-1612 (1997-06-01)

The interaction of fifteen amphetamine analogs with the genetically polymorphic enzyme CYP2D6 was examined. All fourteen phenylisopropylamines tested were competitive inhibitors of CYP2D6 in human liver microsomes. The presence of a methylenedioxy group in the 3,4-positions of both amphetamine (Ki

In vivo analysis of serotonin clearance in rat hippocampus reveals that repeated administration of p-methoxyamphetamine (PMA), but not 3,4-methylenedioxymethamphetamine (MDMA), leads to long-lasting deficits in serotonin transporter function.

Paul D Callaghan et al.

Journal of neurochemistry, 100(3), 617-627 (2006-12-22)

p-Methoxyamphetamine (PMA) has been implicated in fatalities as a result of 'ecstasy' (MDMA) overdose worldwide. Like MDMA, acute effects are associated with marked changes in serotonergic neurotransmission, but the long-term effects of PMA are poorly understood. The aim of this

The effect of amphetamine analogs on cleaved microtubule-associated protein-tau formation in the rat brain.

M M W Straiko et al.

Neuroscience, 144(1), 223-231 (2006-11-07)

The present study quantified the cleaved form of the microtubule-associated protein tau (cleaved MAP-tau, C-tau), a previously demonstrated marker of CNS toxicity, following the administration of monoamine-depleting regimens of the psychostimulant drugs amphetamine (AMPH), methamphetamine (METH), +/-3,4-methylenedioxymethamphetamine (MDMA), or para-methoxyamphetamine

Trafficking properties and activity regulation of the neuronal glycine transporter GLYT2 by protein kinase C.

Amparo Fornés et al.

The Biochemical journal, 412(3), 495-506 (2008-03-18)

The neuronal glycine transporter GLYT2 controls the availability of the neurotransmitter in glycinergic synapses, and the modulation of its function may influence synaptic transmission. The active transporter is located in membrane rafts and reaches the cell surface through intracellular trafficking.

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