Escaline

Escaline

Escaline

Psychoactive Research chemicals are new synthetic substances that are structurally similar to the original drug, while being functional analogs. Research on the effects of, and treatment for, abuse of these drugs is limited due to the fact that they’re fairly new and have avoided mainstream notice. Research chemicals do not have a lot of human consumption data, and thus harm-reduction and special care should be taken if choosing to ingest them.

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Description

Escaline

Also known as:

  • 2-(4-Ethoxy-3,5-dimethoxyphenyl)ethanamin[German][ACD/IUPAC Name]
  • 2-(4-Ethoxy-3,5-dimethoxyphenyl)ethanamine[ACD/IUPAC Name]
  • 2-(4-Éthoxy-3,5-diméthoxyphényl)éthanamine[French][ACD/IUPAC Name]
  • 3,5-Dimethoxy-4 ethoxyphenylethylamine
  • Benzeneethanamine, 4-ethoxy-3,5-dimethoxy-[ACD/Index Name]
  • Q13F1C1N8I
  • 2-(4-ETHOXY-3,5-DIMETHOXYPHENYL)ETHAN-1-AMINE
  • 2-(4-Ethoxy-3,5-dimethoxy-phenyl)-ethylamine
  • Ethylamine, 3,5-dimethoxy-4-ethoxyphenyl-
  • MFCD01727071
  • UNII:Q13F1C1N8I

First synthesised in the 50s, this uncommon drug was reexamined by David Nichols in the 1990s. It is an analogue of mescaline which is roughly six times more potent, and is thus a powerful psychedelic phenethylamine. Subjective effects may include stimulation and hallucinations.

Summary

It is a closely related structural analog of mescaline with which it shares many common properties. Escaline was first synthesized and reported in the scientific literature by Benington, et al. , in 1954, but was later re-examined in the laboratory of David E.

Nichols who prepared a series of mescaline analogues, including proscaline, jimscaline, isoproscaline, and others. The effects of escaline were first described by Alexander Shulgin in his book PiHKAL: A Chemical Love Story. He lists the dosage range as 40 mg to 60 mg orally and describes the duration of action to be 8–12 hours.

Shulgin states that escaline “differs from mescaline in that the onset of action is quicker (within the first hour) and there is no nausea noted, but otherwise the time course, and much of the qualitative content, is quite similar. ”

History

Chemistry

Escaline

Escaline

Escaline contains two methoxy functional groups CH3O- which are attached to carbons R3 and R5 as well as an additional ethoxy group at carbon R4 of the phenyl ring.

Escaline is the 4-ethoxy analog of mescaline.

Common NameEscaline
Systematic nameEscaline
FormulaC_{12}H_{19}NO_{3}
SMILESCCOc1c(cc(cc1OC)CCN)OC
Std. InChiInChI=1S/C12H19NO3/c1-4-16-12-10(14-2)7-9(5-6-13)8-11(12)15-3/h7-8H,4-6,13H2,1-3H3
Std. InChiKeyRHOGRSKNWDNCDN-UHFFFAOYSA-N
Avg. Mass225.2842 Da
Molecular Weight225.2842
Monoisotopic Mass225.13649 Da
Nominal Mass225
ChemSpider ID35053

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Dosing Guide

Oral
Threshold20-30mg
Light30-45mg
Common45-60mg
Strong60mg+

Duration

Escaline Duration Data
Onset1.5-2 hours
Duration8-12 hours
After-effects3-5 hours

Interactions and Synergies

There are no existing interaction or synergy data for this drug.

General Information

Experiences
Oral
Vaporization
Come up
Dosage
EffectsEuphoria, empathy, insight, brightened colour, Closed/Open eye visuals, enhanced tactile sensation, mental/physical stimulation, decreased appetite, pupil dilation, restlessness, change in perception, ego softening, sweating/chills, muscle tension, confusion, insomnia.
After Effects
Avoid
Warning
Risks
Test Kits
Marguis Test Result
Tolerance
Detection
Half-life
Advice
Note
Note 2:
Note 3:

Effects

Pharmacological Effects

Escaline’s agonist activity at the serotonin 5-HT2A receptor is known to be 5-8 times greater than that of mescaline. The effects of this compound are believed to come from its efficacy at the 5-HT2A receptor as a partial agonist. However, the role of these interactions and how they result in the psychedelic experience continues to remain elusive.

Subjective Effects

Physical Effects

The negative physical side effects are more intense in comparison to mescaline, resulting in a more synthetic and unnatural feel.

Psychological Effects

Although typical psychedelic cognitive effects are apparent on escaline, they are less insightful and shorter lasting when compared to those found on other classical psychedelics like mescaline, magic mushrooms or LSD.

Visual Effects

Enhancements

Distortions

Geometry

Hallucinatory states

Auditory Effects

Sensory Effects

Transpersonal Effects

Legal Status


References

  1. www.erowid.org/library/books_online/pihkal/pihkal072.shtml | #72 E; ESCALINE
  2. https://www.erowid.org/archive/rhodium/chemistry/shulgin.pea.sar.hop.html | Psychotomimetic Drugs: Structure-Activity Relationships
  3. http://www.ncbi.nlm.nih.gov/pubmed/18666267 | Structure-activity relationships of phenylalkylamines as agonist ligands for 5-HT(2A) receptors.
  4. https://www.erowid.org/archive/rhodium/chemistry/shulgin.pea.sar.hop.html | Psychotomimetic Drugs: Structure-Activity Relationships
  5. Talaie, H., Panahandeh, R., Fayaznouri, M. R., Asadi, Z., & Abdollahi, M. (2009). Dose-independent occurrence of seizure with tramadol. Journal of medical toxicology, 5(2), 63-67. doi:10.1007/BF03161089
  6. "Gesetz zur Bekämpfung der Verbreitung neuer psychoaktiver Stoffe" (PDF) (in German). Bundesanzeiger Verlag. Retrieved December 10, 2019.
  7. "Anlage NpSG" (in German). Bundesministerium der Justiz und für Verbraucherschutz. Retrieved December 10, 2019.
  8. "§ 4 NpSG" (in German). Bundesministerium der Justiz und für Verbraucherschutz. Retrieved December 10, 2019.
  9. Psychoactive Substances Act 2016 (Legislation.gov.uk) | http://www.legislation.gov.uk/ukpga/2016/2/contents/enacted

Sources

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 for 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.