5,7-Dihydroxytryptamine

Last updated
5,7-Dihydroxytryptamine
5,7-Dihydroxytryptamine.svg
Names
Preferred IUPAC name
3-(2-Aminoethyl)-1H-indole-5,7-diol
Other names
5,7-Dihydroxytryptamine
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.045.977 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 250-591-6
PubChem CID
UNII
  • InChI=1S/C10H12N2O2/c11-2-1-6-5-12-10-8(6)3-7(13)4-9(10)14/h3-5,12-14H,1-2,11H2 Yes check.svgY
    Key: LXWHQTNFZDTKBH-UHFFFAOYSA-N Yes check.svgY
  • InChI=1/C10H12N2O2/c11-2-1-6-5-12-10-8(6)3-7(13)4-9(10)14/h3-5,12-14H,1-2,11H2
    Key: LXWHQTNFZDTKBH-UHFFFAOYAC
  • Oc1cc2c(c(O)c1)[nH]cc2CCN
Properties
C10H12N2O2
Molar mass 192.214 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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5,7-Dihydroxytryptamine (5,7-DHT) is a monoaminergic neurotoxin [1] [2] used in scientific research to decrease concentrations of serotonin in the brain. The mechanism behind this effect is not well understood, but it is speculated to selectively destroy serotonergic neurons, in a manner similar to the dopaminergic neurotoxicity of 6-hydroxydopamine (6-OHDA). What is known is that this compound is in fact not selective in depleting serotonin content, but also depletes norepinephrine. To selectively deplete serotonin stores, it is commonly administered in conjunction with desmethylimipramine (desipramine), [3] which inhibits the norepinephrine transporter.

See also

References

  1. ↑ Cairncross, KD; Cox, B; Forster, C; Wren, A (1977). "The ability of local injection of 6-OHDA, 5,6-DHT and 5,7-DHT into the olfactory bulbs to mimic the effects of bilateral bulbectomy in the rat proceedings". British Journal of Pharmacology . 61 (1): 145P –146P. doi:10.1111/j.1476-5381.1977.tb09748.x. PMC   1667625 . PMID   912193.
  2. ↑ Liu, J; Chu, YX; Zhang, QJ; Wang, S; Feng, J; Li, Q (2007). "5,7-dihydroxytryptamine lesion of the dorsal raphe nucleus alters neuronal activity of the subthalamic nucleus in normal and 6-hydroxydopamine-lesioned rats". Brain Research. 1149: 216–22. doi:10.1016/j.brainres.2007.02.052. PMID   17376410. S2CID   46596561.
  3. ↑ Martin-Iverson, M.T., Leclere, J.F. and Fibiger, H.C., Cholinergic-dopaminergic interactions and the mechanisms of action of antidepressants, European Journal of Pharmacology, 94 (1983) 193–201.



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