Systematic (IUPAC) name
Clinical data
Pregnancy cat.  ?
Legal status Uncontrolled (but may be covered under the Federal Analogue Act in the United States and under similar bills in other countries due to its similarity to mescaline and MMDA)
Routes Oral
CAS number 23693-38-1
ATC code None
PubChem CID 90239
ChemSpider 81465 YesY
Chemical data
Formula C10H13NO3 
Mol. mass 195.22 g/mol
SMILES eMolecules & PubChem
 YesY(what is this?)  (verify)

Lophophine, also known as 3-methoxy-4,5-methylenedioxyphenethylamine (MMDPEA; 5-Methoxy-MDPEA), is a psychedelic and entactogen drug of the phenethylamine class. It is the α-demethylated homologue of MMDA, and is also closely related to mescaline.

Alexander Shulgin previously suggested that lophophine may be a natural constituent of Peyote due to it being the only logical chemical intermediate for the biosynthesis of several tetrahydroisoquinolines known to be present in the species. Subsequently, it was indeed shown to be a minor component of both Peyote and San Pedro.[1]

Shulgin reports that lophophine is active in the dosage range of 150-250 mg. He states that at these doses, MMDPEA is very similar to mescaline in action, and that a peaceful elevation of mood, euphoria, enhancement of visual perception, and the generation of closed-eye mental imagery are all present. At dosages above 300 mg, visual distortions that resemble those of standard doses of mescaline are said to begin to appear. Shulgin also notes that in contrast to mescaline, lophophine causes little nausea or vomiting.

See also


  1. ^ Bruhn JG, El-Seedi HR, Stephanson N, Beck O, Shulgin AT (June 2008). "Ecstasy analogues found in cacti". Journal of Psychoactive Drugs 40 (2): 219–22. PMID 18720674. 

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