MDOH

Details

Stereochemistry	RACEMIC
Molecular Formula	C10H13NO3
Molecular Weight	195.2151
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

SMILES

CC(CC1=CC2=C(OCO2)C=C1)NO

InChI

InChIKey=FNDCTJYFKOQGTL-UHFFFAOYSA-N

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

HIDE SMILES / InChI

Molecular Formula	C10H13NO3
Molecular Weight	195.2151
Charge	0
Count	MOL RATIO 1 MOL RATIO (average)

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	0
Optical Activity	( + / - )

Approval Year

Targets

Targets

Primary Target	Pharmacology	Condition	Potency
Serotonin 2a (5-HT2a) receptor 231	Agonist 2,678

PubMed

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Title	Date	PubMed
Comparative potencies of 3,4-methylenedioxymethamphetamine (MDMA) analogues as inhibitors of [3H]noradrenaline and [3H]5-HT transport in mammalian cell lines.	2007 Dec	17891159
Degradation of N-hydroxy-3,4-methylenedioxymethamphetamine in aqueous solution and its prevention.	2009 Dec 15	19853392
Determination of a new designer drug, N-hydroxy-3,4-methylenedioxymethamphetamine and its metabolites in rats using ultra-performance liquid chromatography-tandem mass spectrometry.	2010 May 20	20299167

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Patents

Substance Class	Chemical
Record UNII	SJE1T2B1A7
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

MDOH

Common Name

English

1,3-BENZODIOXOLE-5-ETHANAMINE, N-HYDROXY-.ALPHA.-METHYL-

Systematic Name

English

MDH (PSYCHEDELIC)

Common Name

English

N-HYDROXYTENAMPHETAMINE

Common Name

English

N-HYDROXY MDA

Common Name

English

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Classification Tree

Code System

Code

PiHKAL

WIKIPEDIA

PiHKAL

Empathogens

WIKIPEDIA

Designer-drugs-Methylenedioxyhydroxyamphetamine

Sec. 1308.11 Schedule I.

DEA NO.

7402

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Code System

Code

Type

Description

CAS

74698-47-8

PRIMARY

INCB IDS CODE

PN 005

PRIMARY

EPA CompTox

DTXSID30860972

PRIMARY

FDA UNII

SJE1T2B1A7

PRIMARY

WIKIPEDIA

Methylenedioxyhydroxyamphetamine

PRIMARY

3,4-Methylenedioxy-N-hydroxyamphetamine (MDOH, MDH) is an entactogen, psychedelic, and stimulant of the phenethylamine and amphetamine chemical classes. It is the N-hydroxy homologue of MDA, and the N-desmethyl homologue of MDHMA. MDOH was first synthesized and assayed by Alexander Shulgin.

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Type

Details