Jump to content

Ibogamine

From Wikipedia, the free encyclopedia

This is an old revision of this page, as edited by Machinexa (talk | contribs) at 07:56, 8 July 2020 (→‎Pharmacology: (maybe invitro)). The present address (URL) is a permanent link to this revision, which may differ significantly from the current revision.

Ibogamine
Skeletal formula of ibogamine
Ball-and-stick model of the ibogamine molecule
Clinical data
ATC code
  • none
Identifiers
  • [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
CAS Number
PubChem CID
ChemSpider
ChEBI
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC19H24N2
Molar mass280.415 g·mol−1
  • 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 checkY
  • Key:LRLCVRYKAFDXKU-YGOSVGOTSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Ibogamine is an anti-convulsant,anti-addictive CNS stimulant alkaloid found in Tabernanthe iboga and Crepe Jasmine(Tabernaemontana divaricata).[1][2][3][4] Basic research related to how addiction affects the brain has used this chemical.[5]

Ibogamine persistently reduced the self-administration of cocaine and morphine in rats.[6]. The same study found that Ibogamine (40mg/kg) and Coronaridine (40mg/kg) did not produce "any tremor effects in rats that differ significantly from saline control". While the related alkaloids Ibogaine(20-40 mg/kg), harmaline (10-40 mg/kg) and desethylcoronaridine (10-40 mg/kg) were "obviously tremorgenic".[6]

Pharmacology

It blocked nicotinic acetylcholine receptor at neuromuscular junction.It also blocks kappa receptor,N-Methyl-D-Asparate receptor. It also has effect on serotonin sites.[7]It also inhibits acetycholinestearase and butrylcholinestearase[8]

See also

References

  1. ^ http://medind.nic.in/iby/t08/i4/ibyt08i4p317.pdf
  2. ^ 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. 80 (1): 126–136. doi:10.1021/ja01534a036.
  3. ^ Kuehne, Martin E.; Reider, Paul J. (1985). "A synthesis of ibogamine". The Journal of Organic Chemistry. 50 (9): 1464–1467. doi:10.1021/jo00209a020.
  4. ^ http://www.ijrrjournal.com/IJRR_Vol.6_Issue.8_Aug2019/IJRR0067.pdf
  5. ^ 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.
  6. ^ a b 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.
  7. ^ https://www.thefreelibrary.com/Ethnobotany+%26+ethnopharmacology+of+Tabernaemontana+divaricata.-a0181406119
  8. ^ "Annals of the Brazilian Academy of Sciences" (PDF).