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Ibogaine

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Revision as of 13:08, 26 June 2018 by >Cristobaldelicia (According to Xaver Koenig and Karlheinz Hilber, there have been twelve recorded sudden deaths since 1990. The cited study is under Creative Commons license and should be quoted. Alarmist warning with only reference numbers can be counterproductive. How...)

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Ibogaine can cause life-threatening heart complications.[1]

It is strongly discouraged to use this substance in high doses or for multiple days in a row. Additionally, a trip sitter with proper medical training and equipment must be present. Please see this section for more details.

Summary sheet: Ibogaine
Ibogaine
Chemical Nomenclature
Common names Ibogaine, Endabuse, Iboga
Substitutive name 10-Methoxyibogamine
Systematic name 7-Ethyl-2-methoxy-6,6a,7,8,9,10,12,13-octahydro-5H-6,9-methano-pyrido[1',2':1,2]azepino[4,5-b]indole
Class Membership
Psychoactive class Psychedelic
Chemical class Tryptamine
Routes of Administration

WARNING: Always start with lower doses due to differences between individual body weight, tolerance, metabolism, and personal sensitivity. See responsible use section.



Oral
Dosage
Common 15 - 22 mg/kg of body weight
Strong Strong doses may result in fatal heart complications.
Duration
Onset 30 - 180 minutes
Peak 18 - 36 hours
After effects 24 - 72 hours









DISCLAIMER: PW's dosage information is gathered from users and resources for educational purposes only. It is not a recommendation and should be verified with other sources for accuracy.

Interactions


10-Methoxyibogamine (commonly known as Ibogaine) is a naturally-occurring hallucinogenic indole alkaloid found in some plants of the Apocynaceae family such as Tabernanthe iboga, Voacanga africana and Tabernaemontana undulata plants. According to Xaver Koenig and Karlheinz Hilber, there have been twelve recorded sudden deaths since 1990.[2] It is classed as a psychedelic with dissociative and kappa-opioid properties.

Ibogaine-containing preparations are used for medicinal and ritual purposes within African spiritual traditions of the Bwiti, who claim to have learned it from the Pygmy peoples. Although it was first commonly advertised as having anti-addictive properties in 1962 by Howard Lotsof, its use in the West predates this by at least a century. In France, it was marketed under the trade-name Lambarène and used as a stimulant. Additionally, the U.S. Central Intelligence Agency (CIA) studied the effects of ibogaine in the 1950s.[citation needed]

Ibogaine is obtained either by extraction from the iboga plant or by semi-synthesis from the precursor compound voacangine,[3][4] another plant alkaloid. The total synthesis of ibogaine was described in 1956 and structural elucidation by X-ray crystallography was completed in 1960.[5][6]

Ibogaine is not currently approved for any medical uses in the United States.[7] Preliminary research indicates that it may help with drug addiction;[8] however, there is a lack of data in humans.[9] According toThe anti-addiction drug ibogaine and the heart: a delicate relation Its use has been associated with severe side effects and death.[10] It is used as an alternative medicine treatment for drug addiction in some countries. Its prohibition in other countries has slowed scientific research.[11]

Ibogaine is also used to facilitate psychological introspection and spiritual exploration. Derivatives of ibogaine that lack the substance's psychedelic properties are under development.[12]

Chemistry

Ibogaine or 12-Methoxyibogamine is an indole alkaloid molecule of the tryptamine class. Tryptamines share a core structure comprised of a bicyclic indole heterocycle attached at R3 to an amino group via an ethyl side chain. While ibogaine contains a tryptamine backbone, the structure features substitutions atypical to other hallucinogenic tryptamines.

Ibogaine is substituted at R10 of it's structure with a methoxy group. The location of this substitution is identical to other R5 substituted tryptamines, notably 5-MeO-DMT. The traditional amino attached ethyl chain of tryptamine is incorporated into a seven member nitrogenous azepine ring. The azepine ring is fused to three interlocked cyclohexane rings, attached at the integrated tryptamine nitrogen of azepine and two carbons over. Attached to the fusion of cyclohexane rings is an ethyl chain at R7.

Pharmacology

Further information: Serotonergic psychedelic

Like with most psychedelic tryptamines, ibogaine is thought to act as a 5-HT2A partial agonist. The psychedelic effects are believed to come from ibogaine's binding efficacy at the 5-HT2A receptors. However, the role of these interactions and how they result in the psychedelic experience continues to remain elusive.

Ibogaine is metabolized in the human body into noribogaine. Noribogaine functions as a serotonin reuptake inhibitor. It also acts as a moderate κ-opioid receptor agonist[13] and weak µ-opioid receptor agonist[14] or weak partial agonist.[15] It is possible that the action of ibogaine at the kappa opioid receptor may indeed contribute significantly to the psychoactive effects attributed to ibogaine ingestion. Salvia divinorum is another plant recognized for its strong hallucinogenic properties; it contains the chemical salvinorin A which is also a highly selective kappa opioid agonist.

Both ibogaine and noribogaine have a plasma half-life of around two hours in rats,[16] although the half-life of noribogaine is slightly longer than that of the parent compound. It is proposed that ibogaine is deposited in fat and metabolized into noribogaine as it is released. [17] After ibogaine ingestion in humans, noribogaine shows higher plasma levels than ibogaine and is detected for a longer period than ibogaine.[18] Noribogaine is also more potent than ibogaine in rat drug discrimination assays when tested for the subjective effects of ibogaine.[19]

This compound is also thought to act as an NMDA receptor antagonist. NMDA receptors, a type of glutamate receptor, allow for excitatory electrical signals to pass between neurons in the brain and spinal column; for the signals to pass, the receptor must be open. Dissociatives inactivate the NMDA receptors by blocking them. This disconnection of neurons leads to the general loss of bodily sensation, motor coordination, memory recall and eventually this substance's equivalent of the “K-hole.”

Ki-values in μM[20] (a smaller value demonstrates higher binding affinity)
Receptor Ibogaine Noribogaine
κ-opioid 2.2 0.61
μ-opioid 2.0 0.68
δ-opioid >10 5.2
NMDA 3.1 15
5-HT2A 16 >100
5-HT2C >10 >10
5-HT3 2.6 >100
σ1 2.5 11
σ2 0.4 19

Natural sources

Ibiogaine can be found within a variety of natural sources which are primarily found on the African continent.

The most common of these are listed below.

Tabernaemontana undulata
Tabernanthe iboga
Voacanga africana

Subjective effects

This subjective effects section is a stub.

As such, it is still in progress and may contain incomplete or wrong information.

You can help by expanding or correcting it.

Disclaimer: The effects listed below cite the Subjective Effect Index (SEI), an open research literature based on anecdotal user reports and the personal analyses of PsychonautWiki contributors. As a result, they should be viewed with a healthy degree of skepticism.

It is also worth noting that these effects will not necessarily occur in a predictable or reliable manner, although higher doses are more liable to induce the full spectrum of effects. Likewise, adverse effects become increasingly likely with higher doses and may include addiction, severe injury, or death ☠.

Physical effects

Disconnective effects

Cognitive effects

Multi-sensory effects

Transpersonal effects

Experience reports

There are currently no anecdotal reports which describe the effects of this compound within our experience index. Additional experience reports can be found here:

Toxicity and harm potential

This toxicity and harm potential section is a stub.

As a result, it may contain incomplete or even dangerously wrong information! You can help by expanding upon or correcting it.
Note: Always conduct independent research and use harm reduction practices if using this substance.

Ibogaine is known to cause fatal heart complications at a high rate, such as QT prolongation. It can be taken safely, but only under the supervision of trained medical professionals.

Tolerance and addiction potential

Ibogaine is not habit-forming and the desire to use it can actually decrease with regular consumption. Like with most psychedelics it is most often thought to be self-regulating.

Legality

  • Brazil - On January 14, 2016, Ibogaine was legalized for prescription use.[26]
  • Canada - As of 2009, ibogaine is unregulated.[27][28]
  • Germany - Ibogaine is unregulated, but for medical use it can be regulated by the pharmacy rules (AMG).
  • Mexico - As of 2009, ibogaine is unregulated.[29]
  • New Zealand - Ibogaine was gazetted in 2009 as a non-approved prescription medicine.[30]
  • Norway - Ibogaine is illegal (as are all tryptamine derivatives).[31]
  • Sweden - Ibogaine is schedule I.[32]
  • United Kingdom - It is illegal to produce, supply, or import this drug under the Psychoactive Substance Act, which came into effect on May 26th, 2016.[33]
  • United States - Ibogaine is classified as a Schedule I drug,[34] and is not currently approved for addiction treatment (or any other therapeutic use) because of its hallucinogenic, cardiovascular and possibly neurotoxic side effects, as well as the scarcity of safety and efficacy data in human subjects.[35]

In most other countries it remains unregulated and unlicensed.[36][37]

See also

Research institutions

References

  1. Koenig, X.; Hilber, K. (2015). "The Anti-Addiction Drug Ibogaine and the Heart: A Delicate Relation". Molecules. 20 (2): 2208–2228. doi:10.3390/molecules20022208. ISSN 1420-3049. OCLC 641147188. PMC 4382526Freely accessible. PMID 25642835. 
  2. The Anti-Addiction Drug Ibogaine and the Heart: A Delicate Relation | http://www.mdpi.com/1420-3049/20/2/2208
  3. Chris Jenks: Extracting Ibogaine (YouTube) | https://www.youtube.com/watch?v=4W-GUEHDgFw
  4. Iboga Extraction Manual | http://www.puzzlepiece.org/ibogaine/literature/iboga_extraction_manual.pdf
  5. Crystal and molecular structure of ibogaine: An alkaloid fromStemmadenia galeottiana | http://link.springer.com/article/10.1007%2FBF01181911
  6. The structure of ibogaine | http://scripts.iucr.org/cgi-bin/paper?S0365110X60001369
  7. The Anti-Addiction Drug Ibogaine and the Heart: A Delicate Relation | http://www.mdpi.com/1420-3049/20/2/2208
  8. The Anti-Addiction Drug Ibogaine and the Heart: A Delicate Relation | http://www.mdpi.com/1420-3049/20/2/2208
  9. The ibogaine medical subculture | https://www.ncbi.nlm.nih.gov/pubmed/18029124
  10. The Anti-Addiction Drug Ibogaine and the Heart: A Delicate Relation | http://www.mdpi.com/1420-3049/20/2/2208
  11. The ibogaine medical subculture | https://www.ncbi.nlm.nih.gov/pubmed/18029124
  12. Ibogaine: Can it Cure Addiction Without the Hallucinogenic Trip? | http://www.villagevoice.com/news/ibogaine-can-it-cure-addiction-without-the-hallucinogenic-trip-6437311
  13. Noribogaine is a G-protein biased κ-opioid receptor agonist | https://www.ncbi.nlm.nih.gov/pubmed/26302653
  14. Noribogaine is a G-protein biased κ-opioid receptor agonist | https://www.ncbi.nlm.nih.gov/pubmed/26302653?dopt=Abstract
  15. Effect of Iboga alkaloids on µ-opioid receptor-coupled G protein activation | https://www.ncbi.nlm.nih.gov/pubmed/24204784
  16. In vivo neurobiological effects of ibogaine and its O-desmethyl metabolite, 12-hydroxyibogamine (noribogaine), in rats | https://www.ncbi.nlm.nih.gov/pubmed/11303040
  17. Pharmacokinetic characterization of the indole alkaloid ibogaine in rats | https://www.ncbi.nlm.nih.gov/pubmed/10849889
  18. Ibogaine: complex pharmacokinetics, concerns for safety, and preliminary efficacy measures | https://www.ncbi.nlm.nih.gov/pubmed/11085338
  19. Noribogaine generalization to the ibogaine stimulus: correlation with noribogaine concentration in rat brain | https://www.ncbi.nlm.nih.gov/pubmed/10379526
  20. A contemporary history of ibogaine in the United States and Europe | http://www.sciencedirect.com/science/article/pii/S0099959801560186
  21. Treatment of acute opioid withdrawal with ibogaine | https://www.ncbi.nlm.nih.gov/pubmed/10506904
  22. ibogaine in the treatment of chemical dependence disorders: clinical perspectives | http://www.maps.org/news-letters/v05n3/05316ibo.html
  23. Giannini, A. James (1997). Drugs of Abuse (2 ed.). Practice Management Information Corporation. ISBN 1-57066-053-0.
  24. A clinical study of LSD treatment in alcoholism | https://www.ncbi.nlm.nih.gov/pubmed/5798383
  25. Treatment of acute opioid withdrawal with ibogaine | https://www.ncbi.nlm.nih.gov/pubmed/10506904
  26. https://www.ibogainealliance.org/wp-content/uploads/2016/01/CONSELHO-ESTADUAL-DE-POLI%CC%81TICAS-SOBRE-DROGAS.pdf
  27. http://www.straight.com/article-116274/ibogaine-a-one-way-trip-to-sobriety-pot-head-says
  28. http://laws-lois.justice.gc.ca/eng/acts/C-38.8/
  29. http://www.villagevoice.com/news/ibogaine-can-it-cure-addiction-without-the-hallucinogenic-trip-6437311
  30. http://www.medsafe.govt.nz/profs/class/mccMin03Nov2009.htm
  31. https://lovdata.no/dokument/SF/forskrift/2013-02-14-199
  32. https://lakemedelsverket.se/upload/lvfs/LVFS%201997-12.pdf
  33. Psychoactive Substances Act 2016 (Legislation.gov.uk) | http://www.legislation.gov.uk/ukpga/2016/2/contents/enacted
  34. https://www.deadiversion.usdoj.gov/schedules/orangebook/orangebook.pdf
  35. http://www.drugwarfacts.org/cms/Ibogaine#sthash.sKX0AVkG.acvAqx4Q.dpbs
  36. Can a hallucinogen from Africa cure addiction? | http://www.bbc.com/news/magazine-17666589
  37. The Shaman Will See You Now | http://www.villagevoice.com/news/the-shaman-will-see-you-now-6440113