2,4,5-Trihydroxymethamphetamine
(Redirected from Trihydroxymethamphetamine)
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| Names | |
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| Preferred IUPAC name
5-[2-(Methylamino)propyl]benzene-1,2,4-triol | |
| Other names
THMA; THM | |
| Identifiers | |
3D model (JSmol) |
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| ChemSpider | |
PubChem CID |
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| UNII | |
CompTox Dashboard (EPA) |
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| Properties | |
| C10H15NO3 | |
| Molar mass | 197.234 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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2,4,5-Trihydroxymethamphetamine (THMA-2 or THM) is a neurotoxin and a metabolite of MDMA. It has structural similarity to the dopamine neurotoxin 6-hydroxydopamine, and produces lasting serotonin deficits when administered centrally.[1][2]
See also
[edit]- 2,4,5-Trihydroxyamphetamine (THA)
- 3,4-Dihydroxyamphetamine (HHA; α-methyldopamine)
- 3,4-Dihydroxymethamphetamine (HHMA; α-methylepinine)
- 4-Hydroxy-3-methoxyamphetamine (HMA)
- 4-Hydroxy-3-methoxymethamphetamine (HMMA)
- Methyl-TMA-2 (N-methyl-2,4,5-trimethoxyamphetamine)
References
[edit]- ↑ Ikram Elayan; James W. Gibb; Glen R. Hanson; Rodger L. Foltza; Heng Keang Lima; Michel Johnson (1992). "Long-term alteration in the central monoaminergic systems of the rat by 2,4,5-trihydroxyamphetamine but not by 2-hydroxy-4,5-methylenedioxymethamphetamine or2-hydroxy-4,5-methylenedioxyamphetamine". European Journal of Pharmacology. 221 (2–3): 281–288. doi:10.1016/0014-2999(92)90714-F. PMID 1358654.
- ↑ Anne Neudörffer; Melanie Mueller; Claire-Marie Martinez; Annis Mechan; Una McCann; George A. Ricaurte; Martine Largeron (2011). "Synthesis and Neurotoxicity Profile of 2,4,5-Trihydroxymethamphetamine and its 6-(N-Acetylcystein-S-yl) Conjugate". Chem Res Toxicol. 24 (6): 968–978. doi:10.1021/tx2001459. PMC 3124246. PMID 21557581.
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