An alkaloid with AChE inhibitory and nAChR potentiating activities
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Galantamine (hydrobromide)

Item No. 35247

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(4aS,6R,8aS)-4a,5,9,10,11,12-hexahydro-3-methoxy-11-methyl-6H-benzofuro[3a,3,2-ef][2]benzazepin-6-ol, monohydrobromide
CAS Number
1953-04-4
Synonyms
  • Galanthamine
  • NSC 100058
Molecular Formula
C17H21NO3 • HBr
Formula Weight
368.3
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: insolDMSO: insolEthanol: insolPBS (pH 7.2): 2 mg/ml
SMILES
COC1=C2C3=C(C=C1)CN(C)CC[C@@]34[C@@](C[C@H](C=C4)O)([H])O2.Br
InChi Code
InChI=1S/C17H21NO3.BrH/c1-18-8-7-17-6-5-12(19)9-14(17)21-16-13(20-2)4-3-11(10-18)15(16)17;/h3-6,12,14,19H,7-10H2,1-2H3;1H/t12-,14-,17-;/m0./s1
InChi Key
QORVDGQLPPAFRS-XPSHAMGMSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Cayman Chemical
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    Product Description

    Galantamine is an alkaloid that has been found in Galanthus and has acetylcholinesterase (AChE) inhibitory and nicotinic acetylcholine receptor (nAChR) potentiating activities.1,2,3 It selectively inhibits AChE over butyrylcholinesterase (BChE; IC50s = 636 and 8,404 nM, respectively).2 Galantamine (0.5 µM) potentiates ACh-induced currents in HEK293 cells expressing human α4β2 subunit-containing nAChRs. In vivo, galantamine (1.3 mg/kg per day) decreases escape latency and path length in the Morris water maze in the APP23 transgenic mouse model of Alzheimer’s disease.4 Formulations containing galantamine have been used in the treatment of Alzheimer’s disease.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Harvey, A.L. The pharmacology of galanthamine and its analogues. Pharmacol. Ther. 68(1), 113-128 (1995).

    2. Rook, Y., Schmidtke, K.U., Gaube, F., et al. Bivalent β-carbolines as potential multitarget anti-Alzheimer agents. J. Med. Chem. 53(9), 3611-3617 (2010).

    3. Samochocki, M., Zerlin, M., Jostock, R., et al. Galantamine is an allosterically potentiating ligand of the human α4/β2 nAChR. Acta Neurol. Scand. Suppl. 176, 68-73 (2000).

    4. Van Dam, D., and De Deyn, P.P. Cognitive evaluation of disease-modifying efficacy of galantamine and memantine in the APP23 model. Eur. Neuropsychopharmacol. 16(1), 59-69 (2006).