N-(Hydroxymethyl)ibogaine.
Raoudha Mezghani Jarraya, Amira Bouaziz, Besma Hamdi, Abdelhamid Ben Salah, Mohamed Damak
Acta crystallographica. Section E, Structure reports online August 9, 2008 DOI: 10.1107/s1600536808025324 (opens in new tab)
Study at a glance
AI-extracted from the abstract| Characteristics | Experimental study Peer reviewed |
|---|---|
| Topics | Ibogaine |
| Keywords | Organic synthesis Chemical synthesis Compound synthesis Chemical modification Organic chemistry Ibogaine derivatives Ibogaine analogs Iboga indoles Novel ibogaine compounds N-hydroxymethylibogaine Structural chemistry Crystallography Molecular structure Crystal structure analysis Chemical structure Nmr spectroscopy Nuclear magnetic resonance Analytical chemistry Compound characterization Spectroscopic analysis |
| Citations | 1 |
| Key findings | A new ibogaine derivative, N-(hydroxymethyl)ibogaine, was synthesized and its crystal structure was determined. |
Abstract
16-hydroxy-methyl-12-methoxy-ibogamine), C(21)H(28)N(2)O(2), was prepared by reaction of ibogaine with a formaldehyde-acetic acid solution (pH = 4). The crystal structure of this new product, belonging to the iboga indole family, is stabilized by an inter-molecular O-H⋯N hydrogen bond. The identity of the compound was confirmed by one- and two-dimensional NMR spectroscopic techniques.
Comparable studies
Other experimental studies on ibogaine, most cited first.
| Study | Year | Design | Participants |
|---|---|---|---|
| Ibogaine, a noncompetitive inhibitor of serotonin transport, acts by stabilizing the cytoplasm-facing state of the transporter. In vitro (SERT) | 2007 | Laboratory study | |
| Mechanisms of action of ibogaine and harmaline congeners based on radioligand binding studies. | 1992 | Laboratory study | |
| The mechanistic basis for noncompetitive ibogaine inhibition of serotonin and dopamine transporters. | 2012 | Experimental study | |
| Identification of a primary metabolite of ibogaine that targets serotonin transporters and elevates serotonin. | 1995 | Experimental study | |
| Ibogaine and its congeners are sigma 2 receptor-selective ligands with moderate affinity. | 1995 | Laboratory study |
Citations in the library
Cites 4
- The ibogaine medical subculture. Journal of Ethnopharmacology January 4, 2008
- Interactions between ibogaine, a potential anti-addictive agent, and morphine: an in vivo microdialysis study. European Journal of Pharmacology June 18, 1991
- Differential effects of ibogaine on local cerebral glucose utilization in drug-naive and morphine-dependent rats. Brain Research April 2, 2004
- Structure of ibogaine Acta Crystallographica Section C Crystal Structure Communications November 15, 1992