An alkaloid and active metabolite of galantamine
Technical Support & Resources

Information provided in the product description is from published literature. Due to the nature of scientific experimentation, your results (e.g., selectivity and effective concentrations) or specific application for this product may differ. If you have questions about how this product fits your application, please contact our technical support staff.

Visit our FAQ

Contact Us

Toll Free Phone (USA and Canada Only): (888) 526-5351
Direct Phone: (734) 975-3888

Request Technical Support

Technical Support Request

To streamline the process attach the appropriate questionnaire to your inquiry.

Download IHC QuestionnaireDownload WB Questionnaire

View Our Privacy Statement for details on how we use and protect your data. In addition, this site is protected by hCaptcha and its Privacy Policy and Terms of Service apply.

N-desmethyl Galantamine

Item No. 35074

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(4aS,6R,8aS)-4a,5,9,10,11,12-hexahydro-3-methoxy-6H-benzofuro[3a,3,2-ef][2]benzazepin-6-ol
CAS Number
41303-74-6
Synonyms
  • N-Demethylgalanthamine
  • Norgalantamine
  • Norgalanthamine
Molecular Formula
C16H19NO3
Formula Weight
273.3
Purity
≥90%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Acetonitrile: Slightly soluble: 0.1-1 mg/mLDMSO: SolubleDMSO: soluble
SMILES
COC1=C2C3=C(C=C1)CNCC[C@@]34[C@@](C[C@H](C=C4)O)([H])O2
InChi Code
InChI=1S/C16H19NO3/c1-19-12-3-2-10-9-17-7-6-16-5-4-11(18)8-13(16)20-15(12)14(10)16/h2-5,11,13,17-18H,6-9H2,1H3/t11-,13-,16-/m0/s1
InChi Key
AIXQQSTVOSFSMO-RBOXIYTFSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Recommended Products

Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

Download most recent Certificate of Analysis for this product

    1 mg

    $62

    Add

    5 mg

    $214

    Add

    10 mg

    $334

    Add
    Cayman Chemical
    Visit Our Cancer Resource Center
    Find Tools & Resources to Study the Hallmarks of Cancer
    • Cancer cell signaling & regulation
    • Cancer metabolism
    • Tumor microenvironment
    EXPLORE NOW
    Product Description

    N-desmethyl Galantamine is an alkaloid that has been found in C. asiaticum and is an active metabolite of galantamine (Item No. 17559).1,2,3,4,5 It inhibits acetylcholinesterase (AChE; IC50 = 0.23 µM) and currents induced by ACh (Item No. 23829) by 64.8% in Xenopus oocytes expressing human α7 nicotinic acetylcholine receptors (nAChRs) when used at a concentration of 100 µM.2 N-desmethyl Galantamine is cytotoxic to MOLT-4 acute lymphoblastic leukemia cells and LMTK alveolar fibroblasts (IC50s = 0.6 and 0.5 µg/ml, respectively).4 It decreases disease severity in a mouse model of acute liver injury induced by carbon tetrachloride when administered at doses of 1 and 10 mg/kg.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kobayashi, S., Ishikawa, H., Kihara, M., et al. Isolation of N-demethylgalanthamine from the bulbs of Crinum asiaticum L. var. japanicum Baker (Amaryllidaceae). Chem. Pharm. Bull. 24(10), 2553-2555 (1976).

    2. Kowal, N.M., Indurthi, D.C., Ahring, P.K., et al. Novel approach for the search for chemical scaffolds with activity at both acetylcholinesterase and the α7 nicotinic acetylcholine receptor: A perspective on scaffolds with dual activity for the treatment of neurodegenerative disorders. Molecules 24(3), 446 (2019).

    3. Maláková, J., Nobilis, M., Svoboda, Z., et al. High-performance liquid chromatographic method with UV photodiode-array, fluorescence and mass spectrometric detection for simultaneous determination of galantamine and its phase I metabolites in biological samples. J. Chromatogr. B. Analyt. Technol. Biomed. Life Sci. 853(1-2), 265-274 (2007).

    4. Weniger, B., Italiano, L., Beck, J.-P., et al. Cytotoxic activity of amaryllidaceae alkaloids. Planta Med. 61(1), 77-79 (1995).

    5. Yang, N., Ko, M., Ahn, M., et al. Hepatoprotective effects of norgalanthamine on carbon tetrachloride induced-hepatotoxicity in mice. Drug Chem. Toxicol. 46(1), 144-154 (2021).