Movatterモバイル変換

2,4,5-Trihydroxymethamphetamine

中文

From Wikipedia, the free encyclopedia

2,4,5-Trihydroxymethamphetamine
Names

Preferred IUPAC name 5-[2-(Methylamino)propyl]benzene-1,2,4-triol
Other names THMA; THM
Identifiers
CAS Number	136706-32-6
3D model (JSmol)	Interactive image
ChemSpider	19983112
PubChem CID	131985
CompTox Dashboard(EPA)	DTXSID50897245
InChI InChI=1S/C10H15NO3/c1-6(11-2)3-7-4-9(13)10(14)5-8(7)12/h4-6,11-14H,3H2,1-2H3/t6-/m0/s1 Key: YTALUFDCWBLHNU-LURJTMIESA-N
SMILES CNC(C)CC1=C(O)C=C(O)C(O)=C1
Properties
Chemical formula	C₁₀H₁₅NO₃
Molar mass	197.234 g·mol⁻¹
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). Infobox references

Chemical compound

2,4,5-Trihydroxymethamphetamine (THMA orTHM) is aneurotoxin and a metabolite ofMDMA. It has structural similarity to the dopamine neurotoxin6-hydroxydopamine, and produces lasting serotonin deficits when administered centrally.^[1]^[2]

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.

v t e Monoaminergic neurotoxins
Dopaminergic	2′-CH₃-MPTP (2′-methyl-MPTP) 2,4,5-THA 2,4,5-THMA 4-MMA 5-S-Cysteinyldopamine 5,6-DHT 6-Hydroxydopa 6-OHDA quinone 6,7-DHT ALDH inhibitors (e.g.,disulfiram,methylmercury) Amphetamine Benomyl Daidzin Dieldrin DOPA quinone DOPAL DOPAL quinone Dopamine Dopamine quinone Fenpropathrin Haloperidol HPP⁺ HPTP Imidazole propionate (ImP) Mancozeb Maneb Mephedrone Methamphetamine Methcathinone Methylone MPP⁺ (cyperquat) MPTP N-Methylnorsalsolinol Norsalsolinol Oxidopamine (6-OHDA) Paraquat Rotenone Salsolinol Ziram
Noradrenergic	2′-NH₂-MPTP (2′-amino-MPTP) 2,4,5-THA 4,5-DHT 5,6-DHT 5,7-DHT 6-Hydroxydopa DOPEGAL DSP-4 MDA (tenamfetamine) Oxidopamine (6-OHDA) Xylamine
Serotonergic	2′-NH₂-MPTP (2′-amino-MPTP) 2,4-DCA 2,4,5-THA 2,4,5-THMA 3-CA 3,4-DCA 4-CAB (α-ethyl-PCA) 4-CMA 4-HO-5-MeO-T 4,5-DHT 5-IAI 5-MAPB 5-MeO-DiPT 5,6-DHT 5,7-DHT 6,7-DHT αET ETAI Fenfluramine Haloperidol HHA (α-methyldopamine) HHMA (α-methylepinine, α,N-dimethyldopamine) HPP⁺ HPTP MBDB MDA (tenamfetamine) MDMA (midomafetamine) Mephedrone Methamphetamine Methylone Norfenfluramine PBA PBMA PCA PCMA PIA TAI
Unsorted	2,5-DDM-DOM 5-HIAL RHPP⁺ RHPTP
See also:Receptor/signaling modulators •Adrenergics •Dopaminergics •Melatonergics •Serotonergics •Monoamine reuptake inhibitors •Monoamine releasing agents •Monoamine metabolism modulators

This article about anamine is astub. You can help Wikipedia byadding missing information.

Thisneurotoxin article is astub. You can help Wikipedia byadding missing information.

Retrieved from "https://en.wikipedia.org/w/index.php?title=2,4,5-Trihydroxymethamphetamine&oldid=1336184294"

Categories:

Hidden categories:

[8]ページ先頭

Movatterモバイル変換

See also

References