2-Methoxyethyl-18-methoxycoronaridinate

Chemical compound 451563087 2-Methoxyethyl-18-methoxycoronaridinate.svg 225px skin-invert-image ME-18-MC 3D.png bg-transparent 200px correct CAS 556811-82-6 10070278 correct chemspider 9212214 24 32 2 4 COCCOC(=O)C12CC(C4)CN(C2C4CCOC)CCc5c1[nH]c3ccccc35 correct chemspider 1S/C24H32N2O4/c1-28-10-8-17-13-16-14-24(23(27)30-12-11-29-2)21-19(7-9-26(15-16)22(17)24)18-5-3-4-6-20(18)25-21/h3-6,16-17,22,25H,7-15H2,1-2H3/t16-,17+,22+,24-/m1/s1 correct chemspider OLFXZBDPKBSIPG-JIQZGXBJSA-N (−)-2-Methoxyethyl-18-methoxycoronaridinate (ME-18-MC) is a second generation synthetic derivative of ibogaine developed by the research team led by the pharmacologist Stanley D. Glick from the Albany Medical College and the chemist Martin E. Kuehne from the University of Vermont. Glick SD, Kuehne ME University of Vermont Ibogamine congeners US 6211360 3 April 2001 In animal studies it has shown similar efficacy to the related compound 18-methoxycoronaridine (18-MC) at reducing self-administration of morphine and methamphetamine but with higher potency by weight, showing anti-addictive effects at the equivalent of half the minimum effective dose of 18-MC. Similarly to 18-MC itself, ME-18-MC acts primarily as a selective α3β4 nicotinic acetylcholine antagonist, although it has a slightly stronger effect than 18-MC as an NMDA antagonist, and its effects on opioid receptors are weaker than those of 18-MC at all except the kappa opioid receptor, at which it has slightly higher affinity than 18-MC. Kuehne ME, He L, Jokiel PA, Pace CJ, Fleck MW, Maisonneuve IM, Glick SD, Bidlack JM 6 Synthesis and biological evaluation of 18-methoxycoronaridine congeners. Potential antiaddiction agents Journal of Medicinal Chemistry 46 13 2716–30 June 2003 12801235 10.1021/jm020562o Pace CJ, Glick SD, Maisonneuve IM, He LW, Jokiel PA, Kuehne ME, Fleck MW Novel iboga alkaloid congeners block nicotinic receptors and reduce drug self-administration European Journal of Pharmacology 492 2–3 159–67 May 2004 15178360 10.1016/j.ejphar.2004.03.062 See also 18-Methylaminocoronaridine 18-Methoxycoronaridine Coronaridine Ibogaine Noribogaine Voacangine References Category:Anti-addictive drugs Category:Drug rehabilitation Category:Tabernanthe iboga Category:Nicotinic antagonists Category:Heterocyclic compounds with 5 rings Category:Glycol esters Category:Methoxy compounds Category:Indoles