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词条 Lophophine
释义

  1. See also

  2. References

  3. External links

{{Drugbox
| verifiedrevid = 415683864
| IUPAC_name = 2-(7-methoxy-1,3-benzodioxol-5-yl)ethanamine
| image = Lophophine.png
| tradename =
| pregnancy_category = ?
| 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_of_administration = Oral
| bioavailability =
| metabolism =
| elimination_half-life =
| excretion =
| CAS_number_Ref = {{cascite|correct|??}}
| CAS_number = 23693-38-1
| ATC_prefix = none
| ATC_suffix =
| PubChem = 90239
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 81465
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 159620
| C=10 | H=13 | N=1 | O=3
| molecular_weight = 195.22 g/mol
| smiles = O1c2cc(cc(OC)c2OC1)CCN
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C10H13NO3/c1-12-8-4-7(2-3-11)5-9-10(8)14-6-13-9/h4-5H,2-3,6,11H2,1H3
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = ORXQUAPZHKCCAX-UHFFFAOYSA-N
}}

Lophophine (MMDPEA, 3-methoxy-4,5-methylenedioxyphenethylamine) is a putative psychedelic and entactogen drug of the methylenedioxyphenethylamine 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|date=September 2012}}

See also

  • Mescaline
  • MDPEA

References

1. ^A. Shulgin and A. Shulgin (1991). Pihkal, pp.701-702, Transform Press, Berkeley.
2. ^{{cite journal |vauthors=Bruhn JG, El-Seedi HR, Stephanson N, Beck O, Shulgin AT | title = Ecstasy analogues found in cacti | journal = Journal of Psychoactive Drugs | volume = 40 | issue = 2 | pages = 219–22 |date=June 2008 | pmid = 18720674 | doi = 10.1080/02791072.2008.10400635| url = | citeseerx = 10.1.1.689.4014 }}

External links

  • PiHKAL: #95 Lophophine: 3-Methoxy-4,5-methylenedioxyphenethylamine
  • Psychotomimetic Drugs: Structure-Activity Relationships
  • Mescaline: The Chemistry and Pharmacology of its Analogues
{{Hallucinogens}}{{Entactogens}}{{Monoamine releasing agents}}{{Serotonin receptor modulators}}{{Phenethylamines}}{{PiHKAL}}

6 : Benzodioxoles|Phenethylamines|Phenol ethers|Psychedelic phenethylamines|Serotonin receptor agonists|Phenethylamine alkaloids

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