Lophophine

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Lophophine
IUPAC name	2-(7-Methoxy-benzo[1,3]dioxol-5-yl)-ethylamine
Other names	3-Methoxy-4,5-methylenedioxyphenethylamine 2-(7-Methoxy-1,3-benzodioxol-5-yl)ethanamine
Identifiers
CAS number	[1484-85-1]
SMILES	NCCc1cc2OCOc2c(c1)OC
Properties
Molecular formula	C10H13NO3
Molar mass	211.258 g/mol
Melting point	164-164.5 °C (hydrochloride)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references

Lophophine, homomyristicylamine, (r 3-methoxy-4,5-methylendioxyphenethylamine is an homologue of MMDA. It is also related to mescaline and Alexander Shulgin suggests it could be a natural component in the peyote cactus because it is the only logical chemical intermediate for the biosynthesis of several of tetrahydroisoquinolines known to be present in the cactus. Lophophine produces hallucinogenic, psychedelic, and entheogenic effects that are similar to mescaline.

Contents 1 Chemistry 2 Effects 3 Pharmacology 4 Dangers 5 Legality 6 See also 7 External links

[edit] Chemistry

Lophophine is in a class of compounds commonly known as phenethylamines, and the full chemical name is 2-(7-methoxy-1,3-benzodioxol-5-yl)ethanamine.

[edit] Effects

Little is known about the psychopharmacological effects of lophophine, but it does appear to have qualitative and quantitative effects that resemble mescaline. Shulgin reports in Mescaline: The Chemistry and Pharmacology of its Analogs that lophophine is active at 150-250 mg. He states at these dosages that the action of this base is quite similar to that of mescaline; there is a peaceful elevation of mood, euphoria, enhancement of visual perception, and the generation of eyes-closed imagery. At dosages above 300 mg, visual distortions that resemble those of mescaline begin to appear. He also notes that in contrast to mescaline, little nausea is produced from lophophine ingestion.

[edit] Pharmacology

The mechanism that produces the hallucinogenic and entheogenic effects of lophophine is unknown. Although structure-activity relationships mean that it is likely to be caused by 5-HT2A receptor agonism - similar to other psychedelic drugs such as LSD and mescaline.

[edit] Dangers

The toxicity of lophophine is not known.

[edit] Legality

Lophophine is unscheduled and unregulated in the United States, however because of its close similarity in structure and effects to MDA and MMDA, possession and sale of lophophine may be subject to prosecution under the Federal Analog Act.

[edit] See also

• MMDA
• Peyote
• PiHKAL

[edit] External links

• Lophophine entry in PiHKAL
• Psychotomimetic Drugs: Structure-Activity Relationships.
• Mescaline: The Chemistry and Pharmacology of its Analogs.

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