| Summary sheet: TMA |
| TMA | |||||||||||||||||||||||
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| Chemical Nomenclature | |||||||||||||||||||||||
| Common names | TMA, TMA-1, mescalamphetamine, α-Methylmescalin, AMM, EA-1319 | ||||||||||||||||||||||
| Substitutive name | 3,4,5-Trimethoxyamphetamine | ||||||||||||||||||||||
| Systematic name | 1-(3,4,5-Trimethoxyphenyl)propan-2-amine | ||||||||||||||||||||||
| Class Membership | |||||||||||||||||||||||
| Psychoactive class | Psychedelic / Stimulant | ||||||||||||||||||||||
| Chemical class | Amphetamine | ||||||||||||||||||||||
| Routes of Administration | |||||||||||||||||||||||
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3,4,5-Trimethoxyamphetamine (also known officially as TMA or also referred to as TMA-1) is a synthethic psychedelic substance that produces a mixture of psychedelic, entactogenic and stimulant effects when administered. It is a member of the amphetamine class of compounds and a member of the TMA-x family of trimethoxylated amphetamines which also include compounds such as TMA-2 and TMA-6.
TMA first appeared in 1947.[1] It was the first synthethic psychedelic to be produced. It further found use in military chemical warfare studies but was abandonned without reports of the study being published[2]
TMA is the amphetamine homologue of mescaline, with it being closely related, its effects are said to be quite less profound and vastly more netural and bland in its nature when compared with mescaline.
In modern times, TMA is used as an obscure recreational drug and a occasional entheogen. It is rarely sold on the streets and is almost exclusively obtainable as a grey area research chemical through the use of online vendors.
Depending on the dose, this substance can produce unpredictable effects such as a strong body load, muscle tension and overstimulation. It is recommended to use harm reduction practises when choosing to use this substance.
Chemistry
TMA, or 3,4,5-trimethoxyamphetamine, is a molecule of the substituted amphetamine class. Amphetamines are substituted phenethylamines, being comprised of a phenyl ring bound to an amino (NH2) group through an ethyl chain and a methyl group bound to the alpha carbon Rα. TMA contains methoxy functional groups CH3O- attached to carbons R3, R4 and R5 of the amphetamine backbone.[3]
It is therefore the alpha-methylated homolog of mescaline.
Pharmacology
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This pharmacology section is incomplete. You can help by adding to it. |
TMA's psychedelic effects 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
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This subjective effects section is a stub. As such, it is still in progress and may contain incomplete or wrong information. You can help by expanding or correcting it. |
Disclaimer: The effects listed below cite the Subjective Effect Index (SEI), an open research literature based on anecdotal user reports and the personal analyses of PsychonautWiki contributors. As a result, they should be viewed with a healthy degree of skepticism.
It is also worth noting that these effects will not necessarily occur in a predictable or reliable manner, although higher doses are more liable to induce the full spectrum of effects. Likewise, adverse effects become increasingly likely with higher doses and may include addiction, severe injury, or death ☠.
Physical effects 
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- Stimulation - In terms of its effects on the physical energy levels of the user, TMA is usually considered to be moderately to extremely stimulating at levels which do not become overwhelming, resulting in a shakiness and unsteadiness of the hands but encouraging one to move around, run, dance, climb and generally engage in physical activities. In comparison, other more commonly used psychedelics such as psilocin are generally sedating and relaxed.
- Spontaneous bodily sensations - The "body high" of TMA is manifested as somewhat intense in comparison to most classical psychedelics such as LSD and mescaline. The sensation itself can be described as a constantly present yet somewhat mild energetic pins and needles sensation that encompasses a person’s entire body. It is usually felt over every square inch of the skin, but occasionally manifests itself in the form of a continuously shifting tingling sensation that travels up and down the body in spontaneous waves.
- Tactile enhancement - Feelings of enhanced tactile sensation are consistently present at moderate levels throughout most TMA trips.
- Nausea - Mild to extreme nausea is reported when consumed in moderate to high dosages and either passes once the person has vomited or gradually fades by itself as the peak sets in.
- Vasoconstriction - This effect is usually only present at higher dosages, but can be particularly uncomfortable.
- Bodily control enhancement
- Pupil dilation[4]
- Increased blood pressure[4]
- Increased heart rate[4]
- Increased perspiration[4]
- Muscle tension
Visual effects 
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The visual effects of TMA are mild in comparison to other psychedelics and usually consist of slight patterning and color enhancement.
Enhancements
Distortions
- Drifting (melting, flowing, breathing and morphing) - In comparison to other psychedelics, this effect can be described as highly detailed, slow and smooth in motion, static in appearance and unrealistic/cartoon-like in style.
- Tracers
- After images
- Symmetrical texture repetition
- Colour shifting
- Diffraction
Cognitive effects 
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The cognitive effects of TMA are described as mental stimulation along with undertones of mild intoxication that can increase the connectivity and rate of conceptual thinking without being overwhelming. Generally, the headspace is not considered as deep or euphoric/pleasant but lays closer to TMA-2 or MAL but easier to handle.
The total sum of these cognitive components regardless of the setting generally includes:
- Empathy, affection, and sociability enhancement - This component is consistently manifested only in the context of social settings in which one is within the company of others. These feelings of sociability, love and empathy are weaker and sharper than those found on substances such as MDMA and 2C-B, but still can elevate one's mood.[4]
- Analysis enhancement
- Thought acceleration
- Time distortion
- Novelty enhancement
- Immersion enhancement
- Conceptual thinking
- Thought connectivity
- Emotion enhancement
- Increased music appreciation
- Personal bias suppression
- Memory suppression
- Ego death - While ego death is technically possible with this substance it would require very high dosages which can become physically dangerous.
- Wakefulness
- Increased libido
Auditory effects 
Experience reports
Anecdotal reports which describe the effects of this compound within our experience index include:
Additional experience reports can be found here:
Toxicity and harm potential
Toxicity studies in humans have showed that excessive TMA doses induced hostility and manic states in users.[4]
The toxicity and long-term health effects of recreational TMA use do not seem to have been studied in any scientific context and the exact toxic dose is unknown. This is because TMA has very little history of human usage. Anecdotal evidence from people within the psychonaut community who have tried TMA suggest that there are no negative health effects attributed to simply trying the drug by itself at low to moderate doses and using it very sparingly (but nothing can be completely guaranteed). Independent research should always be done to ensure that a combination of two or more substances is safe before consumption.
Tolerance and addiction potential
TMA is not habit-forming and the desire to use it can actually decrease with use. It is most often self-regulating.
Tolerance to the effects of TMA are built almost immediately after ingestion. After that, it takes about 3 days for the tolerance to be reduced to half and 7 days to be back at baseline (in the absence of further consumption). TMA presents cross-tolerance with all psychedelics, meaning that after the consumption of TMA all psychedelics will have a reduced effect.
Legal status
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This legality section is a stub. As such, it may contain incomplete or wrong information. You can help by expanding it. |
- Switzerland: TMA is a controlled substance specifically named as an isomer of TMA-2 and TMA-6, both under Verzeichnis D.[5]
- United Kingdom: TMA is a controlled Class A drug under the Misuse of Drugs Act 1977 and is covered by the generic definition (TMA is a positional isomer of the UN controlled drug TMA-2).[citation needed]
See also
External links
Discussion
References
- ↑ Hey, P., Quart. J. Pharm. Pharmacol., 20, 129 (1947)
- ↑ https://www.erowid.org/library//books_online/pihkal/pihkal157.shtml
- ↑ https://isomerdesign.com/PiHKAL/explore.php?domain=pk&id=157&name=TMA.
- ↑ 4.0 4.1 4.2 4.3 4.4 4.5 https://erowid.org/archive/rhodium/chemistry/tma.shulgin.html
- ↑ "Verordnung des EDI über die Verzeichnisse der Betäubungsmittel, psychotropen Stoffe, Vorläuferstoffe und Hilfschemikalien" (in German). Bundeskanzlei [Federal Chancellery of Switzerland]. Retrieved January 1, 2020.