Structure via PubChem · Public domain (PubChem)
lophophine
Sign in to saveAlso known as MMDPEA
Lophophine, also known as 2C-MMDA-1, 5-methoxy-MDPEA, or 3-methoxy-4,5-methylenedioxyphenethylamine (MMDPEA or MMDPEA-1), is a psychedelic drug of the methylenedioxyphenethylamine family. It is the α-demethylated homologue of MMDA, and is also closely related to mescaline (3,4,5-trimethoxyphenethylamine) and MDPEA. Lophophine has been encountered as a novel designer drug.
In the Vinony graph
Within Vinony's link graph, lophophine is referenced by 2,556 other articles, and connects out to 2C-G, tryptamines and lysergic acid diethylamide.
Vinony files it under Chemical pages without DrugBank identifier, Designer drugs and Drugs not assigned an ATC code.
Its subject is documented across 6 Wikipedia language editions.
Chemical data
- Formula
- C10H13NO3
- Molecular weight
- 195.21 g/mol
- IUPAC name
- 2-(7-methoxy-1,3-benzodioxol-5-yl)ethanamine
- SMILES
- COC1=CC(=CC2=C1OCO2)CCN
- InChIKey
- ORXQUAPZHKCCAX-UHFFFAOYSA-N
- XLogP
- 1.2
- Polar surface area
- 53.7 Ų
- H-bond donors
- 1
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 195.09
Show 3 more facts
- Commons category
- Lophophine
- chemical formula
- C₁₀H₁₃NO₃
- canonical SMILES
- COC1=CC(=CC2=C1OCO2)CCN
Sources (2)
via Wikidata · CC0
~3 min read
Encyclopedic overview
14 sectionsContents
- Use and effects
- Interactions
- Chemistry
- Synthesis
- Analogues
- Natural occurrence
- History
- Society and culture
- Legal status
- Canada
- United States
- See also
- References
- External links
Lophophine, also known as 2C-MMDA-1, 5-methoxy-MDPEA, or 3-methoxy-4,5-methylenedioxyphenethylamine (MMDPEA or MMDPEA-1), is a psychedelic drug of the methylenedioxyphenethylamine family. It is the α-demethylated homologue of MMDA, and is also closely related to mescaline (3,4,5-trimethoxyphenethylamine) and MDPEA. Lophophine has been encountered as a novel designer drug.
==Use and effects== Alexander Shulgin reported in PiHKAL (Phenethylamines I Have Known and Loved) and other publications that lophophine is active in the dose range of 150 to 250mg orally. 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. He estimated that it was about twice the potency of mescaline.
Excerpted from Wikipedia’s “lophophine” article, available under the CC BY-SA 4.0 licence.