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 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
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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