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4-Hydroxy-5-methoxytryptamine

From Wikipedia, the free encyclopedia

Pharmaceutical compound
4-Hydroxy-5-methoxytryptamine
Clinical data
Other names4-HO-5-MeO-T; 5-MeO-4-HT
Drug classSerotonergic neurotoxin
Identifiers
  • 3-(2-aminoethyl)-5-methoxy-1H-indol-4-ol
PubChemCID
ChemSpider
Chemical and physical data
FormulaC11H14N2O2
Molar mass206.245 g·mol−1
3D model (JSmol)
  • COC1=C(C2=C(C=C1)NC=C2CCN)O
  • InChI=1S/C11H14N2O2/c1-15-9-3-2-8-10(11(9)14)7(4-5-12)6-13-8/h2-3,6,13-14H,4-5,12H2,1H3
  • Key:OPLJHPODCQWRFI-UHFFFAOYSA-N

4-Hydroxy-5-methoxytryptamine (4-HO-5-MeO-T) is aserotonergic neurotoxin of thetryptamine family.[1][2] It isstructurally related to themonoamine neurotransmitterserotonin (5-hydroxytryptamine; 5-HT).[2][1] The drug is also amonoamine reuptake inhibitor.[2][1] Its analogue4,5-dihydroxytryptamine (4,5-DHT) is also a serotonergic neurotoxin.[2][1] Rapidauto-oxidation of 4-HO-5-MeO-T and 4,5-DHT prevents them from being used as serotonergic neurotoxins inscientific research.[2]

See also

[edit]

References

[edit]
  1. ^abcdHorn AS, Baumgarten HG, Schlosserberger HG (July 1973). "Inhibition of the uptake of 5-hydroxytryptamine, noradrenaline and dopamine into rat brain homogenates by various hydroxylated tryptamines".Journal of Neurochemistry.21 (1):233–236.doi:10.1111/j.1471-4159.1973.tb04242.x.PMID 4720899.
  2. ^abcdeSchlossberger HG (1978). "Synthesis and Chemical Properties of Some Indole Derivatives".Annals of the New York Academy of Sciences.305 (1):25–35.Bibcode:1978NYASA.305...25S.doi:10.1111/j.1749-6632.1978.tb31508.x.ISSN 0077-8923.
Dopaminergic
Noradrenergic
Serotonergic
Unsorted
DATTooltip Dopamine transporter
(DRIsTooltip Dopamine reuptake inhibitors)
NETTooltip Norepinephrine transporter
(NRIsTooltip Norepinephrine reuptake inhibitors)
SERTTooltip Serotonin transporter
(SRIsTooltip Serotonin reuptake inhibitors)
VMATsTooltip Vesicular monoamine transporters
Others
Tryptamines
4-Hydroxytryptamines
andesters/ethers
5-Hydroxy- and
5-methoxytryptamines
N-Acetyltryptamines
α-Alkyltryptamines
Cyclized tryptamines
Isotryptamines
Related compounds
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