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Mescaline information


Mescaline
Clinical data
Other names3,4,5-Trimethoxyphenethylamine, TMPEA, Peyote
AHFS/Drugs.commescaline
Routes of
administration
Oral, intravenous
ATC code
  • None
Legal status
Legal status
  • AU: S9 (Prohibited substance)
  • BR: Class F2 (Prohibited psychotropics)[1]
  • CA: Schedule III (Except peyote)
  • DE: Anlage I (Authorized scientific use only)
  • UK: Class A (Plants containing mescaline legal)
  • US: Schedule I
  • UN: Psychotropic Schedule I
Pharmacokinetic data
Elimination half-life6 hours
Identifiers
IUPAC name
  • 2-(3,4,5-trimethoxyphenyl)ethanamine
CAS Number
  • 54-04-6 checkY
PubChem CID
  • 4076
ChemSpider
  • 3934 checkY
UNII
  • RHO99102VC
KEGG
  • C06546 checkY
ChEBI
  • CHEBI:28346 checkY
ChEMBL
  • ChEMBL26687 checkY
CompTox Dashboard (EPA)
  • DTXSID80202303 Edit this at Wikidata
ECHA InfoCard100.000.174 Edit this at Wikidata
Chemical and physical data
FormulaC11H17NO3
Molar mass211.261 g·mol−1
3D model (JSmol)
  • Interactive image
Melting point35 to 36 °C (95 to 97 °F)
Boiling point180 °C (356 °F) at 12 mmHg
SMILES
  • O(c1cc(cc(OC)c1OC)CCN)C
InChI
  • InChI=1S/C11H17NO3/c1-13-9-6-8(4-5-12)7-10(14-2)11(9)15-3/h6-7H,4-5,12H2,1-3H3 checkY
  • Key:RHCSKNNOAZULRK-UHFFFAOYSA-N checkY
  (verify)

Mescaline or mescalin (3,4,5-trimethoxyphenethylamine) is a naturally occurring psychedelic protoalkaloid of the substituted phenethylamine class, known for its hallucinogenic effects comparable to those of LSD and psilocybin.

  1. ^ Anvisa (24 July 2023). "RDC Nº 804 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 804 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 25 July 2023). Archived from the original on 27 August 2023. Retrieved 27 August 2023.

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Mescaline

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Mescaline or mescalin (3,4,5-trimethoxyphenethylamine) is a naturally occurring psychedelic protoalkaloid of the substituted phenethylamine class, known...

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Psychoactive cactus

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known to be psychoactive, containing phenethylamine alkaloids such as mescaline. However, the two main ritualistic (folkloric) genera are Echinopsis,...

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The Doors of Perception

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1954, it elaborates on his psychedelic experience under the influence of mescaline in May 1953. Huxley recalls the insights he experienced, ranging from...

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Peyote

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spineless cactus which contains psychoactive alkaloids, particularly mescaline. Peyote is a Spanish word derived from the Nahuatl peyōtl ([ˈpejoːt͡ɬ])...

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Trichocereus macrogonus

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pachanoi. Plants contain varying amounts of the psychoactive alkaloid mescaline. They have been used both ritually and in traditional medicine from pre-Columbian...

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Legal status of psychoactive cactus by country

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Lovdata". "About a drug: Mescaline". NZ Drug Foundation. Retrieved 2020-11-30. FJ, Carod-Artal; CB, Vázquez-Cabrera (2006). "[Mescaline and the San Pedro cactus...

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List of psychoactive plants

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Trichocereus peruvianus), Mescaline 0.0005%–0.12%; Mescaline Echinopsis spachiana (syn. Trichocereus spachianus), Mescaline; Mescaline Echinopsis tacaquirensis...

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Psychedelic drug

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They have had the largest influence on science and culture, and include mescaline, LSD, psilocybin, and DMT. Most psychedelic drugs fall into one of the...

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Echinopsis lageniformis

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contain higher mescaline content than E. pachanoi. In 2010, under its synonym E. scopulicola, it was noted to contain 0.82% mescaline by dry weight in...

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Lophophine

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the α-demethylated homologue of MMDA, and is also closely related to mescaline. Alexander Shulgin originally suggested that lophophine may be a natural...

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Trimethoxyamphetamine

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and TMA-6. The TMAs are analogs of the phenethylamine cactus alkaloid mescaline. The TMAs are substituted amphetamines, however, their mechanism of action...

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Henri Michaux

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Arts). His texts chronicling his psychedelic experiments with LSD and mescaline, which include Miserable Miracle and The Major Ordeals of the Mind and...

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Isomescaline

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lesser-known compound based on a well-known psychedelic drug. It is an isomer of mescaline, as well as an analog of TIM-2, TIM-3, and TIM-4. Isomescaline was first...

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Anhalinine

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be isolated from Lophophora williamsii. It is structurally related to mescaline. Anhalamine Anhalidine Anhalonidine Gigantine Pellotine Taylor, E. P....

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DESOXY

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4-Desoxymescaline, or 4-methyl-3,5-dimethoxyphenethylamine, is a mescaline analogue related to other psychedelic phenethylamines. It is commonly referred...

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Alexander Shulgin

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goals and research, the first of which was brought on by mescaline. "I first explored mescaline in the late '50s ... Three-hundred-fifty to 400 milligrams...

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California sober

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a method of recovery that utilizes classic psychedelics, such as LSD, mescaline, Psilocybin mushrooms, and cannabis to aid in recovery from harmful and...

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Drug

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source of psychedelic mescaline and has probably been used by Native Americans for at least five thousand years. Most mescaline is now obtained from a...

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Psilocybin mushroom

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for cultivation, but allowed for microscopy purposes. Internationally, mescaline, DMT, and psilocin, are Schedule I drugs under the Convention on Psychotropic...

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Form constant

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consciousness. In 1926, Heinrich Klüver systematically studied the effects of mescaline (peyote) on the subjective experiences of its users. In addition to producing...

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Ricky Kasso

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Northport while all four were under the influence of what they believed to be mescaline, but was most likely LSD. The murder became sensational news in New York...

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MKUltra

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such as barbiturates, morphine derivatives, and hallucinogens such as mescaline were employed in experiments conducted on Pole, Czech, Jewish, Soviet...

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Aldous Huxley

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Perception (1954), which interprets his own psychedelic experience with mescaline. In his most famous novel Brave New World (1932) and his final novel Island...

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Cimora

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active ingredient in ayahuasca is DMT, the active ingredient in cimora is mescaline. The use of cimora and the rituals involved have evolved throughout history...

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