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Merck
CN

I7003

Ibogaine hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C20H26N2O · HCl
CAS Number:
Molecular Weight:
346.89
UNSPSC Code:
12352200
EC Number:
227-687-1
MDL number:
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SMILES string

Cl.CCC1CC2CC3C1N(CCc4c3[nH]c5ccc(OC)cc45)C2

drug control

USDEA Schedule I; regulated under CDSA - not available from Sigma-Aldrich Canada

solubility

H2O: soluble, methanol: soluble

application(s)

forensics and toxicology

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Biochem/physiol Actions

CNS stimulant and hallucinogen; anti-convulsant.
Ibogaine is a central nervous system stimulant and hallucinogen that has been reported to be a σ2 agonist, a noncompetitive NMDA receptor antagonist at the phencyclidine site and an enhancer of purinergic muscle contractions. It is also a competitive inhibitor of serotonin and dopamine transport. It is an anti-convulsant and has anti-addictive properties against cocaine and heroin.

Preparation Note

Alkaloid isolated from the African shrub, Tabernanthe iboga.

pictograms

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Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Regulatory Information

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Y Itzhak et al.
Annals of the New York Academy of Sciences, 844, 245-251 (1998-07-21)
Although the alkaloid ibogaine is a potent hallucinogenic agent some indications suggest that it may be useful for the treatment of opioid and cocaine addiction. The neurochemical mechanism(s) underlying ibogaine effects remain unclear. In the present study we investigated the
S D Glick et al.
Annals of the New York Academy of Sciences, 909, 88-103 (2000-07-27)
Ibogaine, one of several alkaloids found in the root bark of the African shrub Tabernanthe iboga, has been claimed to be effective in treating multiple forms of drug abuse. Problems associated with side effects of ibogaine have spawned a search
M B Leal et al.
Neurochemical research, 25(8), 1083-1087 (2000-10-31)
Ibogaine, a putative antiaddictive drug, is remarkable in its apparent ability to downgrade withdrawal symptoms and drug craving for extended periods of time after a single dose. Ibogaine acts as a non-competitive NMDA receptor antagonist, while NMDA has been implicated
M K Mundey et al.
British journal of pharmacology, 129(8), 1561-1568 (2000-04-26)
Ibogaine and 18-methoxycoronaridine are naturally occurring alkaloids reported to possess antiaddictive properties in several models of drug dependence. We have examined their effect at mu-opioid receptors regulating neurogenic contractions of several smooth muscle preparations and also against spontaneous contractions of
K K Szumlinski et al.
Pharmacology, biochemistry, and behavior, 63(3), 457-464 (1999-07-27)
Pretreatment (19 h) with the putative antiaddictive agent, ibogaine, has been shown previously to potentiate cocaine-induced locomotion in rats. The present study demonstrates that the magnitude of this effect of ibogaine is dependent on the previous cocaine history of the

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