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Merck
CN

H161

(±)-N-Hydroxy-3,4-methylenedioxyamphetamine

analytical standard

Synonym(s):

(±)-N-Hydroxy MDA

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About This Item

Empirical Formula (Hill Notation):
C10H13NO3
CAS Number:
114562-59-3
Molecular Weight:
195.22
NACRES:
NA.24
PubChem Substance ID:
329815172
UNSPSC Code:
41116107
MDL number:
MFCD00274047

Key Documents

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Product Name

(±)-N-Hydroxy-3,4-methylenedioxyamphetamine, analytical standard

InChI

1S/C10H13NO3/c1-7(11-12)4-8-2-3-9-10(5-8)14-6-13-9/h2-3,5,7,11-12H,4,6H2,1H3

SMILES string

CC(Cc1ccc2OCOc2c1)NO

InChI key

FNDCTJYFKOQGTL-UHFFFAOYSA-N

grade

analytical standard

drug control

USDEA Schedule I; Home Office Schedule 1; stupéfiant (France); kontrollierte Droge in Deutschland; regulated under CDSA - not available from Sigma-Aldrich Canada; psicótropo (Spain); Decreto Lei 15/93: Tabela IA (Portugal); Pszichotróp anyag / Psychotropic Substance (Hungary), 78/2022. (XII. 28.) BM rendelet
kontrollierte Droge in Deutschland

Quality Level

200

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

forensics and toxicology
pharmaceutical (small molecule)
veterinary

format

neat

Application

(±)-N-Hydroxy-3,4-methylenedioxyamphetamine may be used as a reference standard in the determination of N-hydroxy-3,4-methylenedioxyamphetamine in biological samples using ultra-performance liquid chromatography coupled with tandem mass spectrometry (UPLC-MS-MS).
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

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

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral

Storage Class

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

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

监管及禁止进口产品
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M Shimamine et al.
Eisei Shikenjo hokoku. Bulletin of National Institute of Hygienic Sciences, (111)(111), 66-74 (1993-01-01)
The reference standards of N-Ethyl methylenedioxyamphetamine, N-Hydroxy methylenedioxy-amphetamine, Mecloqualone, 4-Methylaminorex. Phendimetrazine and Phenmetrazine were chemically prepared from commercial chemicals. Their purities determined by HPLC were more than 99.8%. The standard spectra and chromatograms of the standards such as TLC, UV
R A Glennon et al.
Pharmacology, biochemistry, and behavior, 33(4), 909-912 (1989-08-01)
Tests of stimulus generalization were conducted using rats trained to discriminate 1.5 mg/kg of N-monomethyl-1-(3,4-methylenedioxyphenyl)-2-aminopropane HCl (MDMA) from saline in order to determine if two structurally related analogs (MDE and N-OH MDA) would produce similar stimulus effects. The MDMA-stimulus (MDMA
Ruri Kikura-Hanajiri et al.
Forensic science international, 198(1-3), 62-69 (2010-03-20)
An N-hydroxy analogue of 3,4-methylendioxymethamphetamine (MDMA), N-hydroxy MDMA (N-OH MDMA), has recently been distributed as a new designer drug in some drug markets. Very little data is available to the metabolic and pharmacological properties of N-OH MDMA, although it has
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
W R Ravis et al.
Life sciences, 54(26), PL519-PL524 (1994-01-01)
The metabolism and disposition of N-hydroxy-3,4-methylenedioxyamphetamine (N-OH MDA) was studied by utilizing rat liver slices as well as by intravenous pharmacokinetic studies in rats. In the liver slice experiments, N-OH MDA (16 micrograms/ml) was incubated with rat liver slices and
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