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I7003

Sigma-Aldrich

Ibogaine hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C20H26N2O · HCl
CAS Number:
5934-55-4
Molecular Weight:
346.89
EC Number:
227-687-1
MDL number:
MFCD00167426
UNSPSC Code:
12352200

drug control

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

solubility

H2O: soluble
methanol: soluble

application(s)

forensics and toxicology

SMILES string

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

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Biochem/physiol Actions

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

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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 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
B J Vilner et al.
The Journal of pharmacology and experimental therapeutics, 292(3), 900-911 (2000-02-25)
Human SK-N-SH neuroblastoma cells expressed sigma-1 and sigma-2 receptors with similar pharmacological profiles to those of rodent-derived tissues, although sigma-2 receptors exhibited some affinity differences that might suggest heterogeneity or species differences. Structurally diverse sigma ligands produced two types of
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