Date published: 2025-12-5

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(S)-Anabasine (CAS 494-52-0)

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Alternate Names:
(−)-Anabasine
Application:
(S)-Anabasine is An agonist to the Nicotinic receptor
CAS Number:
494-52-0
Molecular Weight:
162.23
Molecular Formula:
C10H14N2
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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(S)-Anabasine, a chiral alkaloid found in the Nicotiana genus, predominantly found in tobacco and related plants, exhibits a fascinating profile as a ligand with a high affinity for nicotinic acetylcholine receptors (nAChRs). This compound′s stereochemistry, denoted by the (S)-prefix, plays a role in its interaction with nAChRs, facilitating research into the structural and functional dynamics of these receptor systems. As a structural analog of nicotine, (S)-Anabasine serves as a pivotal tool in neurobiological studies, aiding in the elucidation of the mechanisms underlying nAChR-mediated signal transduction pathways. Its ability to bind selectively to various nAChR subtypes has propelled its use in dissecting the roles of these receptors in neurophysiological processes. The specificity and efficacy of (S)-Anabasine in modulating nAChR activity enables researchers to explore the fundamental aspects of nicotinic receptor pharmacology, including receptor desensitization, ion channel kinetics, and the receptor′s role in synaptic transmission. This has broader implications for understanding the neurochemical basis of cognitive functions and neuroplasticity, thereby advancing the field of neuropharmacology and contributing to the development of novel research methodologies.


(S)-Anabasine (CAS 494-52-0) References

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  2. Relative toxicities and neuromuscular nicotinic receptor agonistic potencies of anabasine enantiomers and anabaseine.  |  Lee, ST., et al. 2006. Neurotoxicol Teratol. 28: 220-8. PMID: 16488116
  3. Nicotiana glauca (tree tobacco) intoxication--two cases in one family.  |  Furer, V., et al. 2011. J Med Toxicol. 7: 47-51. PMID: 20652661
  4. InCl3-catalyzed allylic Friedel-Crafts reactions toward the stereocontrolled synthesis of 1,2,3,4-tetrahydroquinolines.  |  Giera, DS. and Schneider, C. 2010. Org Lett. 12: 4884-7. PMID: 20879793
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  7. Conformational properties of chiral tobacco alkaloids by DFT calculations and vibrational circular dichroism: (-)-S-anabasine.  |  Rodríguez Ortega, PG., et al. 2015. J Mol Graph Model. 60: 169-79. PMID: 26059478
  8. Activation and Desensitization of Peripheral Muscle and Neuronal Nicotinic Acetylcholine Receptors by Selected, Naturally-Occurring Pyridine Alkaloids.  |  Green, BT., et al. 2016. Toxins (Basel). 8: PMID: 27384586
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Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

(S)-Anabasine, 100 mg

sc-212875
100 mg
$670.00