Clinical data | |
---|---|
ATC code |
|
Legal status | |
Legal status |
|
Identifiers | |
| |
CAS Number | |
PubChem CID | |
ChemSpider | |
UNII | |
KEGG | |
CompTox Dashboard ( EPA) | |
Chemical and physical data | |
Formula | C10H13NO3 |
Molar mass | 195.218 g·mol−1 |
3D model ( JSmol) | |
|
3,4-Methylenedioxy-N-hydroxyamphetamine (MDOH, MDH, N-hydroxytenamphetamine) is an entactogen, psychedelic, and stimulant of the phenethylamine and amphetamine chemical classes. [1] It is the N- hydroxy homologue of MDA, and the N- desmethyl homologue of MDHMA. MDOH was first synthesized and assayed by Alexander Shulgin. [2] 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. [2] He describes MDOH as being very psychedelic and producing increased pleasure in beauty and nature. [2] He also mentioned several negative side effects also seen with MDMA ("Ecstasy") such as difficulty urinating and internal dryness. [2]
Phenylalkyl- amines (other than cathinones) |
|
---|---|
Cyclized
phenyl- alkylamines | |
Cathinones | |
Tryptamines | |
Chemical classes |
Adamantanes | |
---|---|
Adenosine antagonists | |
Alkylamines | |
Ampakines | |
Arylcyclohexylamines | |
Benzazepines | |
Cathinones |
|
Cholinergics |
|
Convulsants | |
Eugeroics | |
Oxazolines | |
Phenethylamines |
|
Phenylmorpholines | |
Piperazines | |
Piperidines |
|
Pyrrolidines | |
Racetams | |
Tropanes |
|
Tryptamines | |
Others |
|
DRAsTooltip Dopamine releasing agents |
| ||||||||||||||
---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
NRAsTooltip Norepinephrine releasing agents |
| ||||||||||||||
SRAsTooltip Serotonin releasing agents |
| ||||||||||||||
Others |
| ||||||||||||||
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 Wikipedia by expanding it. |
Clinical data | |
---|---|
ATC code |
|
Legal status | |
Legal status |
|
Identifiers | |
| |
CAS Number | |
PubChem CID | |
ChemSpider | |
UNII | |
KEGG | |
CompTox Dashboard ( EPA) | |
Chemical and physical data | |
Formula | C10H13NO3 |
Molar mass | 195.218 g·mol−1 |
3D model ( JSmol) | |
|
3,4-Methylenedioxy-N-hydroxyamphetamine (MDOH, MDH, N-hydroxytenamphetamine) is an entactogen, psychedelic, and stimulant of the phenethylamine and amphetamine chemical classes. [1] It is the N- hydroxy homologue of MDA, and the N- desmethyl homologue of MDHMA. MDOH was first synthesized and assayed by Alexander Shulgin. [2] 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. [2] He describes MDOH as being very psychedelic and producing increased pleasure in beauty and nature. [2] He also mentioned several negative side effects also seen with MDMA ("Ecstasy") such as difficulty urinating and internal dryness. [2]
Phenylalkyl- amines (other than cathinones) |
|
---|---|
Cyclized
phenyl- alkylamines | |
Cathinones | |
Tryptamines | |
Chemical classes |
Psychedelics ( 5-HT2A agonists) |
| ||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
Dissociatives ( NMDAR antagonists) |
| ||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
Deliriants ( mAChR antagonists) |
| ||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
Others |
|
Adamantanes | |
---|---|
Adenosine antagonists | |
Alkylamines | |
Ampakines | |
Arylcyclohexylamines | |
Benzazepines | |
Cathinones |
|
Cholinergics |
|
Convulsants | |
Eugeroics | |
Oxazolines | |
Phenethylamines |
|
Phenylmorpholines | |
Piperazines | |
Piperidines |
|
Pyrrolidines | |
Racetams | |
Tropanes |
|
Tryptamines | |
Others |
|
DRAsTooltip Dopamine releasing agents |
| ||||||||||||||
---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
NRAsTooltip Norepinephrine releasing agents |
| ||||||||||||||
SRAsTooltip Serotonin releasing agents |
| ||||||||||||||
Others |
| ||||||||||||||
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 Wikipedia by expanding it. |