Trimethoxyamphetamine
(Redirected from 2,3,5-Trimethoxyamphetamine)
| TMA | |
|---|---|
| Chemical name | 1-(3,4,5-Trimethoxyphenyl)propan-2-amine, 3,4,5-trimethoxyamphetamine |
| Chemical formula | C12H19NO3 |
| Molecular mass | 225.28 g/mol |
| Melting point | 220 – 221 °C (hydrochloride) |
| CAS number | 1082–88–8 |
| SMILES | NC(C)CC1=CC(OC)=C(OC)C(OC)=C1 |
| TMA-2 | |
|---|---|
| Chemical name | 1-(2,4,5-Trimethoxyphenyl)propan-2-amine, 2,4,5-trimethoxyamphetamine |
| Chemical formula | C12H19NO3 |
| Molecular mass | 225.28 g/mol |
| Melting point | 188.5 – 189.5 °C (hydrochloride) |
| CAS number | 1083–09–6 |
| SMILES | NC(C)CC1=C(OC)C=C(OC)C(OC)=C1 |
| TMA-3 | |
|---|---|
| Chemical name | 1-(2,3,4-Trimethoxyphenyl)propan-2-amine, 2,3,4-trimethoxyamphetamine |
| Chemical formula | C12H19NO3 |
| Molecular mass | 225.28 g/mol |
| Melting point | 148 – 149 °C (hydrochloride) |
| CAS number | 1082–23–1 |
| SMILES | NC(C)CC1=CC=C(OC)C(OC)=C1OC |
| TMA-4 | |
|---|---|
| Chemical name | 1-(2,3,5-Trimethoxyphenyl)propan-2-amine, 2,3,5-trimethoxyamphetamine |
| Chemical formula | C12H19NO3 |
| Molecular mass | 225.28 g/mol |
| Melting point | 118 – 119 °C (hydrochloride) |
| CAS number | 23693–14–3 |
| SMILES | NC(C)CC1=CC(OC)=CC(OC)=C1OC |
| TMA-5 | |
|---|---|
| Chemical name | 1-(2,3,6-Trimethoxyphenyl)propan-2-amine, 2,3,6-trimethoxyamphetamine |
| Chemical formula | C12H19NO3 |
| Molecular mass | 225.28 g/mol |
| Melting point | 124 – 125 °C (hydrochloride) |
| CAS number | 20513–16–0 |
| SMILES | NC(C)CC1=C(OC)C=CC(OC)=C1OC |
| TMA-6 | |
|---|---|
| Chemical name | 1-(2,4,6-Trimethoxyphenyl)propan-2-amine, 2,4,6-trimethoxyamphetamine |
| Chemical formula | CxHxNxOx |
| Chemical formula | C12H19NO3 |
| Molecular mass | 225.28 g/mol |
| Melting point | 207 – 208 °C (hydrochloride) |
| CAS number | 15402–79–6 |
| SMILES | NC(C)CC1=C(OC)C=C(OC)C=C1OC |
TMAs, also known as trimethoxyamphetamines, are a family of isomeric psychedelic hallucinogenic drugs. There exist six different TMAs that differ only in the position of the three methoxy groups: TMA, TMA-1, TMA-2, TMA-3, TMA-4, TMA-5, and TMA-6. The TMAs are analogs of the phenethylamine cactus alkaloid mescalin. The TMAs are substituted amphetamines, however, their action does not resemple that of the unsubstituted compound amphetamine, which is a stimulant and not a psychedelic. Several TMAs were first synthesized by the chemist Alexander Shulgin. Synthesis data as well as human activity data has been published in the book PIHKAL.
Properties
| Compound | Pattern | Dose | Duration |
|---|---|---|---|
| TMA | 3,4,5 | 100 – 250 mg | 6 – 8 h |
| TMA-2 | 2,4,5 | 20 – 40 mg | 8 – 12 h |
| TMA-3 | 2,3,4 | > 100 mg | unknown |
| TMA-4 | 2,3,5 | 80 mg | ~ 6 h |
| TMA-5 | 2,3,6 | ≥ 30 mg | 8 – 10 h |
| TMA-6 | 2,4,6 | 25 – 50 mg | 12 – 16 h |
See also
External links
Categories: Hallucinogenic phenethylamines | Amphetamines