Chemistry:Scaline
A scaline, also known as a substituted mescaline analogue and typically but not always a 4-substituted 3,5-dimethoxyphenethylamine, is an analogue of the phenethylamine serotonergic psychedelic mescaline (3,4,5-trimethoxyphenethylamine).[1][2][3][4][5][6][7]
Other related compounds include the 2C (4-substituted 2,5-dimethoxyphenethylamine) and DOx (4-substituted 2,5-dimethoxyamphetamine) compounds as well as 3,4,5-trimethoxyamphetamine (TMA) and other 4-substituted 3,5-dimethoxyamphetamines (3C drugs).[1][2][3][4] They are also mescaline analogues, but the 2C and DOx drugs have a methoxy group at the 2 position instead of the 3 position of the phenyl ring, while TMA is an amphetamine rather than a phenethylamine.[1][2][3][4]
The pharmacology of mescaline analogues has been studied.[8][9][10] Mescaline analogues, or 4-substituted 3,5-dimethoxyphenethylamines specifically, tend to be much less potent than the 2C and DOx drugs.[1][3][2] This relates to the fact that the 2,4,5-substitution pattern tends to be optimal in terms of receptor affinity and potency.[1][11] However, mescaline analogues are frequently much more potent than mescaline.[1][3]
Substituted mescaline analogues have been extensively characterized by Alexander Shulgin and described in his books such as PiHKAL (Phenethylamines I Have Known and Loved)[6] and The Shulgin Index, Volume One: Psychedelic Phenethylamines and Related Compounds[7] as well as in his literature reviews.[1][3][4][5] They have also been studied by David E. Nichols[12][13][14] and Daniel Trachsel,[15][8][10] among other researchers.
Use and effects
| Compound | Chemical name | Dose | Duration | |
|---|---|---|---|---|
| β,β-Dideuteromescaline (β-D) | 3,4,5-Trimethoxy-β,β-dideuterophenethylamine | 200–400 mg | 12 hours | |
| 4-Desoxymescaline (DESOXY) | 4-Methyl-3,5-dimethoxyphenethylamine | 40–120 mg | 6–8 hours | |
| 4-O-Desmethylmescaline (DESMETHYL) | 4-Hydroxy-3,5-dimethoxyphenethylamine | Unknown | Unknown | |
| 4-Trideuteromescaline (4-D) | 4-Trideuteromethoxy-3,5-dimethoxyphenethylamine | 200–400 mg | 12 hours | |
| Allylescaline (AL) | 4-Allyloxy-3,5-dimethoxyphenethylamine | 20–35 mg | 8–12 hours | |
| Asymbescaline (ASB) | 3,4-Diethoxy-5-methoxyphenethylamine | 200–280 mg | 10–15 hours | |
| Benzscaline (BZ) | 4-Benzyloxy-3,5-dimethoxyphenethylamine | Unknown | Unknown | |
| Biscaline (BI) | 4-Phenyl-3,5-dimethoxyphenethylamine | Unknown | Unknown | |
| Buscaline (B) | 4-Butoxy-3,5-dimethoxyphenethylamine | >150 mg | Several hours | |
| Cyclopropylmescaline (CPM) | 4-Cyclopropylmethoxy-3,5-dimethoxyphenethylamine | 60–80 mg | 12–18 hours | |
| Cycloproscaline (CP) | 4-Cyclopropoxy-3,5-dimethoxyphenethylamine | ≥60 mg | ≥6 hours | |
| Difluoroescaline (DFE) | 4-(2,2-Difluoroethoxy)-3,5-dimethoxyphenethylamine | 40–80 mg | 6–12 hours | |
| Difluoroisoproscaline (DFIP) | 4-(1,3-Difluoroisopropoxy)-3,5-dimethoxyphenethylamine | Unknown | Unknown | |
| Difluoromescaline (DFM) | 4-Difluoromethoxy-3,5-dimethoxyphenethylamine | 50–100 mg | 12–18 hours | |
| Escaline (E) | 4-Ethoxy-3,5-dimethoxyphenethylamine | 40–60 mg | 8–12 hours | |
| Fluoroescaline (FE) | 4-(2-Fluoroethoxy)-3,5-dimethoxyphenethylamine | ≥75 mg | ~6 hours | |
| Fluoroisoproscaline (FIP) | 4-(1-Fluoroisopropoxy)-3,5-dimethoxyphenethylamine | Unknown | Unknown | |
| Fluoromescaline (FM) | 4-Fluoromethoxy-3,5-dimethoxyphenethylamine | Unknown | Unknown | |
| Fluoroproscaline (FP) | 4-(3-Fluoropropoxy)-3,5-dimethoxyphenethylamine | 60–150 mg | 3–5 hours | |
| Isobuscaline (IB) | 4-Isobutoxy-3,5-dimethoxyphenethylamine | 60–100 mg | 10–14 hours | |
| Isomescaline (IM) | 2,3,4-Trimethoxyphenethylamine | >400 mg | Unknown | |
| Isoproscaline (IP) | 4-Isopropoxy-3,5-dimethoxyphenethylamine | 40–80 mg | 10–16 hours | |
| Mescaline (M) | 3,4,5-Trimethoxyphenethylamine | 200–400 (50–800) mg | 10–12 (6–14) hours | |
| Metadifluoromescaline (MDFM) | 3-(Difluoromethoxy)-4,5-dimethoxyphenylethylamine | ≥85 mg | ~8 hours | |
| Metatrifluoromescaline (MTFM) | 3,4-Dimethoxy-5-(trifluoromethoxy)phenethylamine | Unknown | Unknown | |
| Metaescaline (ME) | 3-Ethoxy-4,5-dimethoxyphenethylamine | 200–350 mg | 8–12 hours | |
| Metaproscaline (MP) | 3,4-Dimethoxy-5-propoxyphenethylamine | >240 mg | Unknown | |
| Methallylescaline (MAL) | 4-Methallyloxy-3,5-dimethoxyphenethylamine | 40–65 mg | 12–16 hours | |
| Phenescaline (PE) | 4-Phenethyloxy-3,5-dimethoxyphenethylamine | >150 mg | Unknown | |
| Phescaline (PH) | 4-Phenoxy-3,5-dimethoxyphenethylamine | Unknown | Unknown | |
| Propynylscaline | 4-Propynyloxy-3,5-dimethoxyphenethylamine | ≥80 mg | 8–12 hours | |
| Proscaline (P) | 4-Propoxy-3,5-dimethoxyphenethylamine | 30–60 mg | 8–12 hours | |
| sec-Buscaline (SBU) | 4-sec-Butoxy-3,5-dimethoxyphenethylamine | Unknown | Unknown | |
| Symbescaline (SB) | 4-Methoxy-3,5-diethoxyphenethylamine | >240 mg | Unknown | |
| tert-Buscaline (TBU) | 4-tert-Butoxy-3,5-dimethoxyphenethylamine | Unknown | Unknown | |
| Thioasymbescaline (TASB) | 3-Ethoxy-4-ethylthio-5-methoxyphenethylamine | 60–100 mg | 10–15 hours | |
| Thiobuscaline (TB) | 4-Butylthio-3,5-dimethoxyphenethylamine | 60–120 mg | ~8 hours | |
| Thioescaline (TE) | 4-Ethylthio-3,5-dimethoxyphenethylamine | 20–30 mg | 9–12 hours | |
| Thioisomescaline (TIM) | 2,3-Dimethoxy-4-methylthiophenethylamine | >240 mg | Unknown | |
| Thiomescaline (TM) | 4-Methylthio-3,5-dimethoxyphenethylamine | 20–40 mg | 10–15 hours | |
| Thiometaescaline (TME) | 3-Ethoxy-4-methylthio-5-methoxyphenethylamine | 60–100 mg | 10–15 hours | |
| Thioproscaline (TP) | 4-Propylthio-3,5-dimethoxyphenethylamine | 20–25 mg | 10–15 hours | |
| Thiosymbescaline (TSB) | 4-Methylthio-3,5-diethoxyphenethylamine | >240 mg | Unknown | |
| Thiotrescaline (T-TRIS) | 4-Ethylthio-3,5-diethoxyphenethylamine | >200 mg | Unknown | |
| Trescaline (TRIS) | 3,4,5-Triethoxyphenethylamine | >240 mg | Unknown | |
| Trifluoroescaline (TFE) | 4-(2,2,2-Trifluoroethoxy)-3,5-dimethoxyphenethylamine | 35–65 mg | 12–18 hours | |
| Trifluoroisoproscaline (TFIP) | 4-(1,1,1-Trifluoroisopropoxy)-3,5-dimethoxyphenethylamine | Unknown | Unknown | |
| Trifluoromescaline (TFM) | 4-(Trifluoromethoxy)-3,5-dimethoxyphenethylamine | 15–40 mg | 14–24 hours | |
| Trifluoroproscaline (TFP) | 4-(3,3,3-Trifluoropropoxy)-3,5-dimethoxyphenethylamine | ≥60 mg | Unknown | |
| Viscaline (V) | 4-Vinyl-3,5-dimethoxyphenethylamine | Unknown | Unknown | |
| Refs: [1][3][16][7][17][18][15][19][8] | ||||
Interactions
Pharmacology
Pharmacodynamics
| Compound | 5-HT1A | 5-HT1B | 5-HT1D | 5-HT1E | 5-HT2A | 5-HT2B | 5-HT2C | 5-HT3 | 5-HT5A | 5-HT6 | 5-HT7 |
|---|---|---|---|---|---|---|---|---|---|---|---|
| Mescaline | – | – | 794 | – | 1,950 | 398 | – | – | – | – | – |
| Escaline | – | – | 724 | – | – | 148 | 1,950 | – | – | – | – |
| Isoproscaline | – | – | 4,790 | – | 2,750 | 263 | 2,510 | – | – | – | – |
| Cyclopropylmescaline | – | – | – | – | – | 234 | 955 | – | – | – | – |
| Allylescaline | – | – | – | 490 | 2,450 | 245 | 1,320 | – | – | – | – |
| Methallylescaline | – | – | 2,750 | – | 955 | 110 | 324 | – | – | – | – |
Society and culture
Legal status
Canada
Mescaline and 3,4,5-trimethoxyamphetamine (TMA) are the only scalines (and derivatives) that are controlled substances in Canada as of 2025.[21]
List of scalines
4-Substituted
- Allylescaline (AL) (4-allyloxy-3,5-dimethoxyphenethylamine)
- Amylescaline (4-n-amyloxy-3,5-dimethoxyphenethylamine)
- Benzscaline (BZ) (4-benzyloxy-3,5-dimethoxyphenethylamine)
- Biscaline (4-phenyl-3,5-dimethoxyphenethylamine)
- Buscaline (B) (4-butoxy-3,5-dimethoxyphenethylamine)
- Cyclopropylmescaline (CPM) (4-cyclopropylmethoxy-3,5-dimethoxyphenethylamine)
- Cycloproscaline (CP) (4-cyclopropoxy-3,5-dimethoxyphenethylamine)
- 4-Desmethylmescaline (DESMETHYL) (4-hydroxy-3,5-dimethoxyphenethylamine)
- 4-Desoxymescaline (4-methyl-3,5-dimethoxyphenethylamine)
- Difluoroescaline (DFE) (multiple forms)
- Difluoroisoproscaline (DFIP) (multiple forms)
- Difluoromescaline (DFM) (4-difluoromethoxy-3,5-dimethoxyphenethylamine)
- Escaline (E) (4-ethoxy-3,5-dimethoxyphenethylamine)
- Fluoroescaline (FE) (multiple forms)
- Fluoromescaline (FM) (4-fluoromethoxy-3,5-dimethoxyphenethylamine)
- Fluoroproscaline (FP) (multiple forms)
- Hexylescaline (4-n-hexyloxy-3,5-dimethoxyphenethylamine)
- Isobuscaline (IB) (4-isobutoxy-3,5-dimethoxyphenethylamine)
- Isoproscaline (IP) (4-isopropoxy-3,5-dimethoxyphenethylamine)
- Methallylescaline (MAL) (4-methylallyloxy-3,5-dimethoxyphenethylamine)
- Phenescaline (4-phenylethoxy-3,5-dimethoxyphenethylamine)
- Propynylscaline (4-propynyloxy-3,5-dimethoxyphenethylamine)
- Proscaline (P) (4-propoxy-3,5-dimethoxyphenethylamine)
- Septylescaline (4-n-heptyloxy-3,5-dimethoxyphenethylamine)
- 4-Thiobuscaline (4-TB) (4-butylthio-3,5-dimethoxyphenethylamine)
- 4-Thioescaline (4-TE) (4-ethylthio-3,5-dimethoxyphenethylamine)
- 4-Thiomescaline (4-TM) (4-methylthio-3,5-dimethoxyphenethylamine)
- 4-Thioproscaline (4-TP) (4-propylthio-3,5-dimethoxyphenethylamine)
- Trifluoroescaline (TFE) (multiple forms)
- Trifluoromescaline (TFM) (4-trifluoromethoxy-3,5-dimethoxyphenethylamine)
- Trifluoroproscaline (TFP) (multiple forms)
- Viscaline (4-vinyl-3,5-dimethoxyphenethylamine)
3- or 5-Extended
- Asymbescaline (ASB) (3,4-diethoxy-5-methoxyphenethylamine)
- Metadifluoromescaline (MDFM) (3,4-dimethoxy-5-difluoromethoxyphenethylamine)
- Metaescaline (ME) (3-ethoxy-4,5-dimethoxyphenethylamine)
- Metaproscaline (MP) (3,4-dimethoxy-5-propoxyphenethylamine)
- Symbescaline (SB) (4-methoxy-3,5-diethoxyphenethylamine)
- 4-Thioasymbescaline (4-TASB) (4-ethylthio-3-ethoxy-5-methoxyphenethylamine)
- 4-Thiometaescaline (4-TME) (4-methylthio-3-ethoxy-5-methoxyphenethylamine)
- 4-Thiosymbescaline (4-TSB) (4-methylthio-3,5-diethoxyphenethylamine)
- 4-Thiotrescaline (4-T-TRIS; 4-thiotrisescaline) (4-ethylthio-3,5-diethoxyphenethylamine)
- Trescaline (TRIS; trisescaline) (3,4,5-triethoxyphenethylamine)
3- or 5-Replaced
- 3-Desmethylmescaline (3-DESMETHYL) (3,4-dimethoxy-5-hydroxyphenethylamine)
- 3-Thioasymbescaline (3-TASB) (3-ethylthio-4-ethoxy-5-methoxyphenethylamine)
- 5-Thioasymbescaline (5-TASB) (3,4-diethoxy-5-methylthiophenethylamine)
- 3-Thioescaline (3-TE) (3-methoxy-4-ethoxy-5-methylthiophenethylamine)
- 3-Thiomescaline (3-TM) (3,4-dimethoxy-5-methylthiophenethylamine)
- 3-Thiometaescaline (3-TME) (3-ethylthio-4,5-dimethoxyphenethylamine)
- 5-Thiometaescaline (5-TME) (3-ethoxy-4-methoxy-5-methylthiophenethylamine)
- 3-Thiosymbescaline (3-TSB) (3-ethoxy-4-methoxy-5-ethylthiophenethylamine)
- 3-Thiotrescaline (3-T-TRIS; 3-thiotrisescaline) (3,4-diethoxy-5-ethylthiophenethylamine)
- 3,4,5-Trideoxymescaline (TMePEA) (3,4,5-trimethylphenethylamine)
2- or 6-Substituted
- 2-Bromo-6-chloromescaline (2-bromo-6-chloro-3,4,5-trimethoxyphenethylamine)
- 2-Bromo-6-methylmescaline (2-bromo-6-methyl-3,4,5-trimethoxyphenethylamine)
- 2-Bromomescaline (2-bromo-3,4,5-trimethoxyphenethylamine)
- 2-Chloromescaline (2-chloro-3,4,5-trimethoxyphenethylamine)
- 2-Iodomescaline (2-iodo-3,4,5-trimethoxyphenethylamine)
- 2-Methylmescaline (2-methyl-3,4,5-trimethoxyphenethylamine)
- 2,6-Dibromomescaline (2,6-dibromo-3,4,5-trimethoxyphenethylamine)
- 2,6-Dichloromescaline (2,6-dichloro-3,4,5-trimethoxyphenethylamine)
- 2,6-Dimethylmescaline (2,6-dimethyl-3,4,5-trimethoxyphenethylamine)
- 2,3,4,5,6-Pentamethoxyphenethylamine (PeMPEA; 2,6-dimethoxymescaline)
- 2,3,4,5-Tetramethoxyphenethylamine (TeMPEA; TeMPEA-1; 2-methoxymescaline)
N-Substituted
- N-Acetylmescaline (N-acetyl-3,4,5-trimethoxyphenethylamine)
- N-Formylmescaline (N-formyl-3,4,5-trimethoxyphenethylamine)
- N,N-Diformylmescaline (N,N-diformyl-3,4,5-trimethoxyphenethylamine)
- N-Methylmescaline (M-M) (N-methyl-3,4,5-trimethoxyphenethylamine)
- M-NDEPA (N-diethylaminocarbonylethyl-3,4,5-trimethoxyamphetamine)
- NBOMe-escaline (N-(2-methoxybenzyl)-4-ethoxy-3,5-dimethoxyphenethylamine)
- NBOMe-mescaline (N-(2-methoxybenzyl)-3,4,5-trimethoxyphenethylamine)
- Trichocereine (MM-M) (N,N-dimethylmescaline; N,N-dimethyl-3,4,5-trimethoxyphenethylamine)
α- or β-Substituted
- BOM (β,3,4,5-tetramethoxyphenethylamine; β-methoxymescaline)
- α-Ethylmescaline (AEM) (α-ethyl-3,4,5-trimethoxyphenethylamine)
- β-HOM (3,4,5-trimethoxy-β-hydroxyphenethylamine; β-hydroxymescaline)
- 3,4,5-Trimethoxyamphetamine (3,4,5-TMA; TMA; TMA-1; α-methylmescaline)
Cyclized
- Bromojimscaline (1-(7-bromo-4,5,6-trimethoxy-2,3-dihydro-1H-inden-1-yl)methanamine)
- Bromotomscaline (1-(5-bromo-2,3,4-trimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl)methanamine)
- DEMPDHPCA-M (DEMPDHPCA-mescaline; N,N-diethyl-1-methyl-5-(3,4,5-trimethoxyphenyl)-1,2,3,6-tetrahydropyridine-3-carboxamide)
- Flyscaline (mescaline-FLY)
- Jimscaline (1-(4,5,6-trimethoxy-2,3-dihydro-1H-inden-1-yl)methylamine)
- Tomscaline (1-(2,3,4-trimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl)methylamine)
Other compounds
- 4-D (4-trideuteromescaline; 4-trideuteromethoxy-3,5-methoxyphenethylamine)
- 3,5-Dimethoxyphenethylamine (3,5-DMPEA; 4-desmethoxymescaline)
- Beta-D (β-D; β-dideuteromescaline) (3,4,5-trimethoxy-β-dideuterophenethylamine; β-dideuteromescaline)
- Isomescaline (IM) (2,3,4-trimethoxyphenethylamine)
- Lophophine (2C-MMDA; 5-methoxy-MDPEA; MMDPEA; 3-methoxy-4,5-methylenedioxyphenethylamine)
- 2-Thioisomescaline (2-TIM) (2-methylthio-3,4-dimethoxyphenethylamine)
- 3-Thioisomescaline (3-TIM) (3-methylthio-2,4-dimethoxyphenethylamine)
- 4-Thioisomescaline (4-TIM) (4-methylthio-2,4-dimethoxyphenethylamine)
See also
- Substituted methoxyphenethylamine
- 3C (psychedelics) (4-substituted 3,5-dimethoxyamphetamines)
- PiHKAL (Phenethylamines I Have Known and Loved)
- The Shulgin Index, Volume One: Psychedelic Phenethylamines and Related Compounds
References
- ↑ 1.0 1.1 1.2 1.3 1.4 1.5 1.6 1.7 "Basic Pharmacology and Effects". Hallucinogens: A Forensic Drug Handbook. Forensic Drug Handbook Series. Elsevier Science. 2003. pp. 67–137. ISBN 978-0-12-433951-4. https://citeseerx.ist.psu.edu/document?repid=rep1&type=pdf&doi=6bb3a7499da8e9852b39cd4db16891147c83f5c6. Retrieved 1 February 2025.
- ↑ 2.0 2.1 2.2 2.3 "Mescaline analogs: substitutions at the 4-position". NIDA Res Monogr (22): 27–37. 1978. PMID 101882. https://archives.nida.nih.gov/sites/default/files/monograph22.pdf#page=38.
- ↑ 3.0 3.1 3.2 3.3 3.4 3.5 3.6 "Structure-activity relationships of the classic hallucinogens and their analogs". NIDA Res Monogr 146: 74–91. 1994. PMID 8742795. https://archives.nida.nih.gov/sites/default/files/monograph146.pdf#page=79.
- ↑ 4.0 4.1 4.2 4.3 Shulgin, Alexander T. (1978). "Psychotomimetic Drugs: Structure-Activity Relationships". Stimulants. Boston, MA: Springer US. pp. 243–333. doi:10.1007/978-1-4757-0510-2_6. ISBN 978-1-4757-0512-6. https://bitnest.netfirms.com/external/10.1007/978-1-4757-0510-2_6.
- ↑ 5.0 5.1 "Mescaline: the chemistry and pharmacology of its analogs". Lloydia 36 (1): 46–58. March 1973. PMID 4576313. https://bitnest.netfirms.com/external/Lloydia/36.1.46.
- ↑ 6.0 6.1 Alexander T. Shulgin; Ann Shulgin (1991). PiHKAL: A Chemical Love Story (1st ed.). Berkeley, CA: Transform Press. ISBN 978-0-9630096-0-9. OCLC 25627628. https://books.google.com/books?id=O8AdHBGybpcC.
- ↑ 7.0 7.1 7.2 The Shulgin Index, Volume One: Psychedelic Phenethylamines and Related Compounds. 1. Berkeley, CA: Transform Press. 2011. ISBN 978-0-9630096-3-0. OCLC 709667010.
- ↑ 8.0 8.1 8.2 "Receptor Interaction Profiles of 4-Alkoxy-3,5-Dimethoxy-Phenethylamines (Mescaline Derivatives) and Related Amphetamines". Front Pharmacol 12. 2021. doi:10.3389/fphar.2021.794254. PMID 35222010.
- ↑ "Comparison of the behavioral effects of mescaline analogs using the head twitch response in mice". J Psychopharmacol 33 (3): 406–414. March 2019. doi:10.1177/0269881119826610. PMID 30789291.
- ↑ 10.0 10.1 "Supplementum 276: Abstracts of the 8th Annual Spring Congress of the Swiss Society of General Internal Medicine: P181. New Mescaline Derivatives: Profiling of Scalines' Potency and Affinity on Different Serotonin Receptor Subtypes". Swiss Medical Weekly 154 (5): 138S. 21 May 2024. doi:10.57187/s.3896. ISSN 1424-3997.
- ↑ "1-[4-(3-Phenylalkyl)phenyl-2-aminopropanes as 5-HT(2A) partial agonists"]. Journal of Medicinal Chemistry 43 (16): 3074–3084. August 2000. doi:10.1021/jm9906062. PMID 10956215. https://citeseerx.ist.psu.edu/document?repid=rep1&type=pdf&doi=ad45346022bb7e6e1bec1fbfbcca3bcb60b13058.
- ↑ "Lipophilicity and serotonin agonist activity in a series of 4-substituted mescaline analogues". J Med Chem 20 (2): 299–301. February 1977. doi:10.1021/jm00212a022. PMID 836502.
- ↑ "Dihydrobenzofuran analogues of hallucinogens. 4. Mescaline derivatives". J Med Chem 40 (19): 2997–3008. September 1997. doi:10.1021/jm970219x. PMID 9301661.
- ↑ "C-(4,5,6-trimethoxyindan-1-yl)methanamine: a mescaline analogue designed using a homology model of the 5-HT2A receptor". J Med Chem 49 (14): 4269–4274. July 2006. doi:10.1021/jm060272y. PMID 16821786.
- ↑ 15.0 15.1 Trachsel, D.; Lehmann, D.; Enzensperger, C. (2013) (in de). Phenethylamine: von der Struktur zur Funktion. Nachtschatten-Science (1 ed.). Solothurn: Nachtschatten-Verlag. ISBN 978-3-03788-700-4. OCLC 858805226. https://books.google.com/books?id=-Us1kgEACAAJ. Retrieved 31 January 2025.
- ↑ Shulgin, Alexander; Shulgin, Ann (September 1991). PiHKAL: A Chemical Love Story. Berkeley, California: Transform Press. ISBN 0-9630096-0-5. OCLC 25627628. http://www.erowid.org/library/books_online/pihkal/pihkal.shtml.
- ↑ Halberstadt, Adam L.; Chatha, Muhammad; Klein, Adam K.; Wallach, Jason; Brandt, Simon D. (May 2020). "Correlation between the potency of hallucinogens in the mouse head-twitch response assay and their behavioral and subjective effects in other species". Neuropharmacology 167. doi:10.1016/j.neuropharm.2019.107933. PMID 31917152. PMC 9191653. http://usdbiology.com/cliff/Courses/Advanced%20Seminars%20in%20Neuroendocrinology/Serotonergic%20Psychedelics%2020/Halberstadt%2020%20Neuropharm%20potency%20of%20hallucinogens%20%20head-twitch.pdf. "Table 4 Human potency data for selected hallucinogens. [...]".
- ↑ "Fluorine in psychedelic phenethylamines". Drug Test Anal 4 (7–8): 577–590. 2012. doi:10.1002/dta.413. PMID 22374819. https://citeseerx.ist.psu.edu/document?repid=rep1&type=pdf&doi=c7b41be36b1f580a264a752521d151e6e2d9409d.
- ↑ "Monoamine Transporter and Receptor Interaction Profiles in Vitro Predict Reported Human Doses of Novel Psychoactive Stimulants and Psychedelics". Int J Neuropsychopharmacol 21 (10): 926–931. October 2018. doi:10.1093/ijnp/pyy047. PMID 29850881.
- ↑ "The polypharmacology of psychedelics reveals multiple targets for potential therapeutics". Neuron 113 (19): 3129–3142.e9. July 2025. doi:10.1016/j.neuron.2025.06.012. PMID 40683247. https://www.cell.com/cms/10.1016/j.neuron.2025.06.012/attachment/7d8365fe-51f3-4a28-bf40-9999bec837f6/mmc11.pdf.
- ↑ "Controlled Drugs and Substances Act". https://laws-lois.justice.gc.ca/eng/acts/c-38.8/FullText.html.
External links
