Ibogamine

Ibogamine

Systematic (IUPAC) name
[6R-(6α,6aβ,7β,9α)]-7-ethyl-6,6a,7,8,9,10,12,13-octahydro-6,9-methano-5H-pyrido[1',2':1,2]azepino[4,5-b]indole
Identifiers
CAS Number	481-87-8
ATC code	None
PubChem	CID 100217
ChemSpider	90568
ChEBI	CHEBI:5853
Chemical data
Formula	C19H24N2
Molar mass	280.41 g/mol
InChI InChI=1S/C19H24N2/c1-2-13-9-12-10-16-18-15(7-8-21(11-12)19(13)16)14-5-3-4-6-17(14)20-18/h3-6,12-13,16,19-20H,2,7-11H2,1H3/t12-,13+,16+,19+/m1/s1 Key:LRLCVRYKAFDXKU-YGOSVGOTSA-N
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Ibogamine is an alkaloid found in Tabernanthe iboga.^[1][2]

Basic research related to how addiction affects the brain has used this chemical.^[3]

Ibogamine persistently reduced the self-administration of cocaine and morphine in rats.^[4]

See also

• Coronaridine
• Ibogaine
• Tabernanthine
• Voacangine

References

1. Bartlett, M. F.; Dickel, D. F.; Taylor, W. I. (1958). "The Alkaloids of Tabernanthe iboga. Part IV.1 The Structures of Ibogamine, Ibogaine, Tabernanthine and Voacangine - Journal of the American Chemical Society (ACS Publications)". Journal of the American Chemical Society 80 (1): 126–136. doi:10.1021/ja01534a036.
2. Kuehne, Martin E.; Reider, Paul J. (1985). "A synthesis of ibogamine - The Journal of Organic Chemistry (ACS Publications)". The Journal of Organic Chemistry 50 (9): 1464–1467. doi:10.1021/jo00209a020.
3. Levi MS, Borne RF (October 2002). "A review of chemical agents in the pharmacotherapy of addiction". Curr. Med. Chem. 9 (20): 1807–18. doi:10.2174/0929867023368980. PMID 12369879.
4. Glick SD, Kuehne ME, Raucci J, Wilson TE, Larson D, Keller RW Jr, Carlson JN (September 1994). "Effects of iboga alkaloids on morphine and cocaine self-administration in rats: relationship to tremorigenic effects and to effects on dopamine release in nucleus accumbens and striatum.". Brain Res. 657 (1-2): 14–22. doi:10.1016/0006-8993(94)90948-2. PMID 7820611.