Lophophine

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Lophophine
Lophophine.png
Systematic (IUPAC) name
2-(7-methoxy-1,3-benzodioxol-5-yl)ethanamine
Clinical data
Pregnancy cat.
  •  ?
Legal status
Routes Oral
Identifiers
CAS number 23693-38-1 YesY
ATC code None
PubChem CID 90239
ChemSpider 81465 YesY
ChEMBL CHEMBL159620 YesY
Chemical data
Formula C10H13NO3 
Mol. mass 195.22 g/mol
 YesY (what is this?)  (verify)

Lophophine (MMDPEA, 3-methoxy-4,5-methylenedioxyphenethylamine) is a putative 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 originally suggested that lophophine may be a natural constituent of peyote (Lophophora williamsii) due to it being the only logical chemical intermediate for the biosynthesis of several tetrahydroisoquinolines known to be present in this cactus species.[1] Subsequently, lophophine was indeed shown to be a minor component of both peyote and San Pedro cactus.[2]

Shulgin reports that lophophine is active in the dosage range of 150–250 mg. He states that at these doses, lophophine has some similarity to mescaline in action, in producing a peaceful elevation of mood, euphoria, and mild enhancement of visual perception, but without the generation of closed-eye mental imagery. Shulgin also notes that (in contrast to mescaline), lophophine causes no nausea.[1]

At dosages above 300 mg, visual distortions that resemble those of standard doses of mescaline are said to begin to appear .[citation needed]

See also[edit]

References[edit]

  1. ^ a b A. Shulgin and A. Shulgin (1991). Pihkal, pp.701-702, Transform Press, Berkeley.
  2. ^ 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. doi:10.1080/02791072.2008.10400635. PMID 18720674. 

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