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Chemical Compound Review

Anabaseine     3-(3,4,5,6-tetrahydropyridin- 2-yl)pyridine

Synonyms: SureCN261062, AG-A-96241, LS-44635, CTK8F7764, ZINC14722833, ...
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Disease relevance of Anabaseine


High impact information on Anabaseine

  • The loss of inhibition was reversed by acute treatment with either nicotine or the selective alpha 7 nicotinic agonist 3-(2,4)-dimethoxybenzylidine anabaseine (DMXB; GTS21) [3].
  • Compared with anabaseine and the other derivatives, DMAC was the most potent at displacing 125I-alpha-bungarotoxin binding (putative alpha 7) and the least potent at displacing [3H]cytisine binding (putative alpha 4 beta 2) to brain membranes [4].
  • While anabaseine has significant activity with muscle-type and neuronal alpha 3 beta 4 and alpha 4 beta 2 receptors, benzylidene anabaseine (BA) derivatives have high selectivity for the alpha 7 receptor subtype [5].
  • Upregulation of [(125)I]-alpha-Bgt binding sites by nicotine or 3,[(4-dimethylamino) cinnamylidene] anabaseine maleate (DMAC) was insensitive to these agents [6].
  • Anabaseine, nicotine and anabasine were nearly equipotent on sympathetic (PC12) receptors, although parasympathetic (myenteric plexus) receptors were much more sensitive to anabaseine and nicotine but less sensitive to anabasine [7].

Biological context of Anabaseine


Associations of Anabaseine with other chemical compounds


Gene context of Anabaseine

  • Nicotine, cytisine (an alpha4beta2 agonist), and 3-(2,4)-dimethoxybenzylidene anabaseine (DMXB, an alpha7 agonist) did not reduce fluorescence intensity when these agents were added to the beta-sheet-formed Abeta [10].

Analytical, diagnostic and therapeutic context of Anabaseine

  • Anabaseine was significantly more toxic in the mouse bioassay than S-anabasine (27-fold) and R-anabasine (18-fold) [2].


  1. The vagus nerve and nicotinic receptors modulate experimental pancreatitis severity in mice. van Westerloo, D.J., Giebelen, I.A., Florquin, S., Bruno, M.J., Larosa, G.J., Ulloa, L., Tracey, K.J., van der Poll, T. Gastroenterology (2006) [Pubmed]
  2. Relative toxicities and neuromuscular nicotinic receptor agonistic potencies of anabasine enantiomers and anabaseine. Lee, S.T., Wildeboer, K., Panter, K.E., Kem, W.R., Gardner, D.R., Molyneux, R.J., Chang, C.W., Soti, F., Pfister, J.A. Neurotoxicology and teratology. (2006) [Pubmed]
  3. Selective alpha 7 nicotinic receptor stimulation normalizes chronic cocaine-induced loss of hippocampal sensory inhibition in C3H mice. Stevens, K.E., Kem, W.R., Freedman, R. Biol. Psychiatry (1999) [Pubmed]
  4. Characterization of a series of anabaseine-derived compounds reveals that the 3-(4)-dimethylaminocinnamylidine derivative is a selective agonist at neuronal nicotinic alpha 7/125I-alpha-bungarotoxin receptor subtypes. de Fiebre, C.M., Meyer, E.M., Henry, J.C., Muraskin, S.I., Kem, W.R., Papke, R.L. Mol. Pharmacol. (1995) [Pubmed]
  5. Effects at a distance in alpha 7 nAChR selective agonists: benzylidene substitutions that regulate potency and efficacy. Papke, R.L., Meyer, E.M., Lavieri, S., Bollampally, S.R., Papke, T.A., Horenstein, N.A., Itoh, Y., Porter Papke, J.K. Neuropharmacology (2004) [Pubmed]
  6. Differential effects of chronic drug treatment on alpha3* and alpha7 nicotinic receptor binding sites, in hippocampal neurones and SH-SY5Y cells. Ridley, D.L., Rogers, A., Wonnacott, S. Br. J. Pharmacol. (2001) [Pubmed]
  7. Anabaseine is a potent agonist on muscle and neuronal alpha-bungarotoxin-sensitive nicotinic receptors. Kem, W.R., Mahnir, V.M., Papke, R.L., Lingle, C.J. J. Pharmacol. Exp. Ther. (1997) [Pubmed]
  8. Intragastric DMXB-A, an alpha7 nicotinic agonist, improves deficient sensory inhibition in DBA/2 mice. Simosky, J.K., Stevens, K.E., Kem, W.R., Freedman, R. Biol. Psychiatry (2001) [Pubmed]
  9. Alzheimer's drug design based upon an invertebrate toxin (anabaseine) which is a potent nicotinic receptor agonist. Kem, W.R. Invert. Neurosci. (1997) [Pubmed]
  10. Effects of nicotinic receptor agonists on beta-amyloid beta-sheet formation. Kihara, T., Shimohama, S., Akaike, A. Jpn. J. Pharmacol. (1999) [Pubmed]
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