Noribogaine

Source: Wikipedia, the free encyclopedia.
Noribogaine
Clinical data
Other names12-Hydroxyibogamine; Ibogamin-12-ol; O-desmethylibogaine; (-)-Noribogaine;
Legal status
Legal status
  • AU: S4 (Prescription only)
  • US: Unscheduled (but still a Schedule I analogue due to being a main metabolite of C-I ibogaine)
Identifiers
  • (1R,15R,17S,18S)-17-ethyl-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4(9),5,7-tetraen-7-ol
JSmol)
  • CC[C@H]1C[C@@H]2C[C@@H]3[C@H]1N(C2)CCC4=C3NC5=C4C=C(C=C5)O
  • InChI=1S/C19H24N2O/c1-2-12-7-11-8-16-18-14(5-6-21(10-11)19(12)16)15-9-13(22)3-4-17(15)20-18/h3-4,9,11-12,16,19-20,22H,2,5-8,10H2,1H3/t11-,12+,16+,19+/m1/s1 checkY
  • Key:RAUCDOKTMDOIPF-RYRUWHOVSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Noribogaine (actually O-desmethylibogaine), or 12-hydroxyibogamine, is the principal

antiaddictive effects of ibogaine-containing plant extracts, such as Tabernanthe iboga.[1][2][3][4]

Pharmacology

Noribogaine is a potent serotonin reuptake inhibitor,[5] but does not affect the reuptake of dopamine.[6] Unlike ibogaine, noribogaine does not bind to the sigma-2 receptor.[7][8] Similarly to ibogaine, noribogaine acts as a weak NMDA receptor antagonist and binds to opioid receptors.[9] It has greater affinity for each of the opioid receptors than does ibogaine.[10]

Noribogaine is a

arrhythmias and sudden cardiac arrest.[12]

κ-Opioid receptor

Noribogaine has been determined to act as a

β-arrestin pathway.[13] Moreover, due to its very low efficacy on the β-arrestin pathway, noribogaine blocked dynorphin A activation of the pathway (IC50 = 1 μM) and hence functioned as an antagonist of it.[13]

The β-arrestin pathway is thought to be responsible for the

anhedonic effects that are typical of them.[13]

See also

References