Date published: 2025-12-18

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(S)-Rivastigmine (CAS 123441-03-2)

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Alternate Names:
Ethylmethylcarbamic Acid 3-[(1S)-1-(Dimethylamino)ethyl]phenyl Ester; Ethylmethylcarbamic Acid 3-[1-(dimethylamino)ethyl]phenyl Ester
Application:
(S)-Rivastigmine is an isomer of Rivastigimine, an acterylcholinesterase inhibitor
CAS Number:
123441-03-2
Molecular Weight:
250.34
Molecular Formula:
C14H22N2O2
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)-Rivastigmine is a potent and selective inhibitor of acetylcholinesterase and butyrylcholinesterase, which are enzymes responsible for the breakdown of acetylcholine in the brain. By inhibiting these enzymes, (S)-Rivastigmine increases the concentration of acetylcholine in the synaptic cleft, leading to enhanced cholinergic neurotransmission. (S)-Rivastigmine′s mechanism of action involves binding to the active site of acetylcholinesterase and butyrylcholinesterase, preventing the hydrolysis of acetylcholine. This results in improved cholinergic function in the brain, which is associated with cognitive processes such as memory, attention, and learning. (S)-Rivastigmine modulates nicotinic receptors, further contributing to its cholinergic effects. (S)-Rivastigmine′s function as an acetylcholinesterase and butyrylcholinesterase inhibitor allows for the modulation of cholinergic neurotransmission, which may have implications for the neurobiology and cognitive function.


(S)-Rivastigmine (CAS 123441-03-2) References

  1. Enantioselective separation of rivastigmine by capillary electrophoresis with cyclodextrines.  |  Lucangioli, SE., et al. 2005. J Chromatogr A. 1081: 31-5. PMID: 16013594
  2. [Synthesis of S-(+)-rivastigmine hydrogentartrate].  |  Feng, J., et al. 2007. Nan Fang Yi Ke Da Xue Xue Bao. 27: 177-80. PMID: 17355930
  3. Chemoenzymatic asymmetric total synthesis of (S)-Rivastigmine using omega-transaminases.  |  Fuchs, M., et al. 2010. Chem Commun (Camb). 46: 5500-2. PMID: 20461261
  4. Disulfonimide-Catalyzed Asymmetric Reduction of N-Alkyl Imines.  |  Wakchaure, VN., et al. 2015. Angew Chem Int Ed Engl. 54: 11852-6. PMID: 26382289
  5. Insights into (S)-rivastigmine inhibition of butyrylcholinesterase (BuChE): Molecular docking and saturation transfer difference NMR (STD-NMR).  |  Bacalhau, P., et al. 2016. Bioorg Chem. 67: 105-9. PMID: 27317888
  6. Synthesis of enantiomerically enriched drug precursors and an insect pheromone via reduction of ketones using commercially available carbonyl reductase screening kit 'Chiralscreen® OH'.  |  Nagai, T., et al. 2018. Bioorg Med Chem. 26: 1304-1313. PMID: 28506583
  7. Synthesis of Enantiomerically Enriched Drug Precursors by Lactobacillus paracasei BD87E6 as a Biocatalyst.  |  Öksüz, S., et al. 2018. Chem Biodivers. 15: e1800028. PMID: 29667758
  8. Direct Asymmetric Reductive Amination for the Synthesis of (S)-Rivastigmine.  |  Gao, G., et al. 2018. Molecules. 23: PMID: 30200331
  9. Stereoselective synthesis of a key chiral intermediate of (S)-Rivastigmine by AKR-GDH recombinant whole cells.  |  Xie, P., et al. 2019. J Biotechnol. 289: 64-70. PMID: 30468819
  10. Iridium-catalyzed diastereoselective amination of alcohols with chiral tert-butanesulfinamide by the use of a borrowing hydrogen methodology.  |  Xi, X., et al. 2019. Org Biomol Chem. 17: 7651-7654. PMID: 31353383

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

(S)-Rivastigmine, 500 mg

sc-472567
500 mg
$300.00