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Description

Methallylescaline Also known as:

  • 2-[3,5-Dimethoxy-4-(2-methyl-allyloxy)-phenyl]-ethylamine
  • 2-{3,5-Dimethoxy-4-[(2-methyl-2-propen-1-yl)oxy]phenyl}ethanamin[German][ACD/IUPAC Name]
  • 2-{3,5-Dimethoxy-4-[(2-methyl-2-propen-1-yl)oxy]phenyl}ethanamine[ACD/IUPAC Name]
  • 2-{3,5-Diméthoxy-4-[(2-méthyl-2-propén-1-yl)oxy]phényl}éthanamine[French][ACD/IUPAC Name]
  • 2-{3,5-dimethoxy-4-[(2-methylprop-2-en-1-yl)oxy]phenyl}ethanamine[ACD/IUPAC Name]
  • 4-methallyloxy-3,5-dimethoxyphenethylamine
  • Benzeneethanamine, 3,5-dimethoxy-4-[(2-methyl-2-propen-1-yl)oxy]-[ACD/Index Name]
  • 2-[3,5-Dimethoxy-4-(2-methyl-allyloxy)-phenyl]-ethylamine HCl
  • 2-{3,5-Dimethoxy-4-[(2-methylprop-2-en-1-yl)oxy]phenyl}ethan-1-amine
  • '207740-41-8
  • 3,5-Dimethoxy-4-[(2-methyl-2-propen-1-yl)oxy]benzeneethanamine
  • Methallylescaline HCl
  • MFCD12870972

Mescaline analogue first synthesised by Alexander Shulgin, derived from and less potent than allylescaline. A psychedelic phenethylamine which causes stimulation, euphoria and hallucinatory experiences.

Summary

It is reported to produce hallucinogenic and stimulant effects comparable to that of other mescaline analogs (e. g. allylescaline, proscaline, and escaline) when administered.

The effects of methallylescaline were first described by Alexander Shulgin in his book PiHKAL: A Chemical Love Story. He lists the dosage range as 40mg to 60mg orally and describes the duration of action to be 8 - 12 hours. Very little data exists about the pharmacological properties, metabolism, and toxicity of methallylescaline, and it has little history of human usage.

It is highly advised to use harm reduction practices if using this substance.

Chemistry

Methallylescaline contains two methoxy functional groups (CH3O-) which are attached to carbons R3 and R5 of the phenyl ring. Methallylescaline is substituted at R4 with a methallyloxy chain.

This three carbon chain consists of a R2 methyl substituted allyl group with a double bond on the terminal carbon.

This chain is connected to the phenyl ring at R4 through an ether (oxygen) bridge.

Common NameMethallylescaline
Systematic nameMethallylescaline
FormulaC_{14}H_{21}NO_{3}
SMILESCC(=C)COc1c(cc(cc1OC)CCN)OC
Std. InChiInChI=1S/C14H21NO3/c1-10(2)9-18-14-12(16-3)7-11(5-6-15)8-13(14)17-4/h7-8H,1,5-6,9,15H2,2-4H3
Std. InChiKeyFOXJFBFFGULACD-UHFFFAOYSA-N
Avg. Mass251.3214 Da
Molecular Weight251.3214
Monoisotopic Mass251.152145 Da
Nominal Mass251
ChemSpider ID21106346

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Dose Chart

Oral
Threshold10-15mg
Low15-25mg
Common25-40mg
Heavy40mg+

Duration Chart

Methallylescaline Duration Data
Onset20-60 minutes
Duration6-12 hours
After-effects3-5 hours

Legal Status

  • Germany: Methallylescaline is controlled under the NpSG (New Psychoactive Substances Act) as of November 26, 2016. Production and import with the aim to place it on the market, administration to another person and trading is punishable. Possession is illegal but not penalized.
  • United Kingdom: Methallylescaline is illegal to produce, supply, or import under the Psychoactive Substance Act, which came into effect on May 26th, 2016.
  • United States: Methallylescaline is unscheduled in the United States, but may be considered an analogue of mescaline under the Federal Analogue Act.

    • Sources

    References

    1. #99 MAL: Methallylescaline; 3,5-Dimethoxy-4-methallyloxyphenethylamine (PiHKAL) | http://isomerdesign.com/PiHKAL/read.php?id=99&domain=pk |
    2. "Gesetz zur Bekämpfung der Verbreitung neuer psychoaktiver Stoffe" (PDF) (in German). Bundesanzeiger Verlag. Retrieved December 10, 2019.
    3. "Anlage NpSG" (in German). Bundesministerium der Justiz und für Verbraucherschutz. Retrieved December 10, 2019.
    4. "§ 4 NpSG" (in German). Bundesministerium der Justiz und für Verbraucherschutz. Retrieved December 10, 2019.
    5. Psychoactive Substances Act 2016 (Legislation.gov.uk) | http://www.legislation.gov.uk/ukpga/2016/2/contents/enacted

    Information made possible with:

    1. PsychonautWiki is a community-driven online encyclopedia that aims to document the field of psychonautics in a comprehensive, scientifically-grounded manner.
    2. Erowid is a non-profit educational & harm-reduction resource with 60 thousand pages of online information about psychoactive drugs
    3. PubChem National Center for Bio Informatics
    4. Chemspider is a free chemical structure database providing fast access to over 34 million structures, properties and associated information.
    5. Wikipedia

    Additional APIs were used to construct this information. Thanks to ChemSpider, NCBI, PubChem etc.

    Data is constantly updated so please check back later to see if there is any more available information on this substance.