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Ursprungszeugnis (CoO)/Analysenzertifikate (CoA)

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H7149

(±)-6-Hydroxy-3,4-methylenedioxymethamphetamine

Name: (±)-6-Hydroxy-3,4-methylenedioxymethamphetamine
Brand: SIGMA

Synonym(e):

6-Hydroxy-MDMA

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About This Item

Empirische Formel (Hill-System):

C₁₁H₁₅NO₃

CAS-Nummer:

138808-79-4

Molekulargewicht:

209.24

MDL-Nummer:

MFCD00171438

UNSPSC-Code:

12352200

PubChem Substanz-ID:

329815241

Arzneimittelkontrolle

regulated under CDSA - not available from Sigma-Aldrich Canada

Lagertemp.

2-8°C

SMILES String

CNC(C)Cc1cc2OCOc2cc1O

InChI

1S/C11H15NO3/c1-7(12-2)3-8-4-10-11(5-9(8)13)15-6-14-10/h4-5,7,12-13H,3,6H2,1-2H3

InChIKey

RQQIIXFYTHWFKW-UHFFFAOYSA-N

Biochem./physiol. Wirkung

A metabolite of MDMA

Piktogramme

GHS06

Signalwort

Danger

H-Sätze

H300 + H310 + H330

P-Sätze

P260 - P262 - P264 - P280 - P302 + P352 + P310 - P304 + P340 + P310

Gefahreneinstufungen

Acute Tox. 2 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral

Lagerklassenschlüssel

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

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Analysenzertifikate (COA)

Suchen Sie nach Analysenzertifikate (COA), indem Sie die Lot-/Chargennummer des Produkts eingeben. Lot- und Chargennummern sind auf dem Produktetikett hinter den Wörtern ‘Lot’ oder ‘Batch’ (Lot oder Charge) zu finden.

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Lim, H.K. and Foltz, R.L.

Biomedical Mass Spectrometry, 20, 677-677 (1991)

Long-term alteration in the central monoaminergic systems of the rat by 2,4,5-trihydroxyamphetamine but not by 2-hydroxy-4,5-methylenedioxymethamphetamine or 2-hydroxy-4,5-methylenedioxyamphetamine.

I Elayan et al.

European journal of pharmacology, 221(2-3), 281-288 (1992-10-20)

The long-term effects of three metabolites of 3,4-methylenedioxymethamphetamine (MDMA) on the central monoaminergic systems of the rat were examined. Seven days after the intracerebroventricular administration of 0.25 and 0.5 mumol 2,4,5-trihydroxyamphetamine, hippocampal tryptophan hydroxylase (TPH) activity was reduced to 5

Disposition of methylenedioxymethamphetamine and three metabolites in the brains of different rat strains and their possible roles in acute serotonin depletion.

T Chu et al.

Biochemical pharmacology, 51(6), 789-796 (1996-03-22)

3,4-Methylenedioxymethamphetamine (MDMA) affects both dopamine and serotonin (5-HT) systems. One of its acute actions is to cause a reversible fall in steady-state brain 5-HT concentrations. To investigate the chemical basis of this acute effect, the brain levels of the parent

The neurotoxic effects of methylenedioxymethamphetamine (MDMA) and its metabolites on rat brain spheroids in culture.

T M Walker et al.

Cell biology and toxicology, 15(3), 137-142 (1999-12-02)

Rat whole-brain spheroids were used to assess the intrinsic neurotoxicity of methylenedioxy-methamphetamine (MDMA, Ecstasy) and two of its metabolites, dihydroxymethamphetamine (DHMA) and 6-hydroxy-MDMA (6-OH MDMA). Exposure of brain spheroids to MDMA or the metabolite 6-OH MDMA (up to 500 micromol/L)

In vivo formation of aromatic hydroxylated metabolites of 3,4-(methylenedioxy)methamphetamine in the rat: identification by ion trap tandem mass spectrometric (MS/MS and MS/MS/MS) techniques.

H K Lim et al.

Biological mass spectrometry, 20(11), 677-686 (1991-11-01)

Aromatic hydroxylation has been established as a pathway for the in vivo metabolism of 3,4-(methylenedioxy)methamphetamine (MDMA) in the rat. Hydroxylation occurred at positions 2, 5 and 6 of the 3,4-methylenedioxyphenyl ring, but is favored at the 6 position. All three

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