Clinical data | |
---|---|
ATC code |
|
Legal status | |
Legal status |
|
Identifiers | |
IUPAC name
| |
CAS Number | |
PubChem CID | |
ChemSpider | |
UNII | |
KEGG | |
CompTox Dashboard (EPA) | |
Chemical and physical data | |
Formula | C10H13NO3 |
Molar mass | 195.218 g·mol |
3D model (JSmol) | |
SMILES
|
3,4-Methylenedioxy-N-hydroxyamphetamine (MDOH, MDH, N-hydroxytenamphetamine) 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. In his book PiHKAL (Phenethylamines i Have Known And Loved), Shulgin listed the dosage range as 100–160 mg, and the duration as approximately 3–6 hours. He describes MDOH as being very psychedelic and producing increased pleasure in beauty and nature. He also mentioned several negative side effects also seen with MDMA ("Ecstasy") such as difficulty urinating and internal dryness.
References
- de Boer D, Bosman I (April 2004). "A new trend in drugs-of-abuse; the 2C-series of phenethylamine designer drugs". Pharmacy World & Science. 26 (2): 110–113. doi:10.1023/b:phar.0000018600.03664.36. PMID 15085947.
- ^ Shulgin A, Shulgin A (September 1991). PiHKAL: A Chemical Love Story. Berkeley, California: Transform Press. ISBN 0-9630096-0-5. OCLC 25627628.
External links
Empathogens/entactogens | |
---|---|
Phenylalkyl- amines (other than cathinones) |
|
Cyclized phenyl- alkylamines | |
Cathinones | |
Tryptamines | |
Chemical classes |
Stimulants | |
---|---|
Adamantanes | |
Adenosine antagonists | |
Alkylamines | |
Ampakines | |
Arylcyclohexylamines | |
Benzazepines | |
Cathinones |
|
Cholinergics |
|
Convulsants | |
Eugeroics | |
Oxazolines | |
Phenethylamines |
|
Phenylmorpholines | |
Piperazines | |
Piperidines |
|
Pyrrolidines | |
Racetams | |
Tropanes |
|
Tryptamines | |
Others |
|
ATC code: N06B |
Monoamine releasing agents | |||||||||||||||
---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
DRAsTooltip Dopamine releasing agents |
| ||||||||||||||
NRAsTooltip Norepinephrine releasing agents |
| ||||||||||||||
SRAsTooltip Serotonin releasing agents |
| ||||||||||||||
Others |
| ||||||||||||||
See also: Receptor/signaling modulators • Monoamine reuptake inhibitors • Adrenergics • Dopaminergics • Serotonergics • Monoamine metabolism modulators • Monoamine neurotoxins |
Phenethylamines | |
---|---|
Phenethylamines |
|
Amphetamines |
|
Phentermines |
|
Cathinones |
|
Phenylisobutylamines | |
Phenylalkylpyrrolidines | |
Catecholamines (and close relatives) |
|
Miscellaneous |
|
This drug article relating to the nervous system is a stub. You can help Misplaced Pages by expanding it. |