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G1660

Sigma-Aldrich

Galanthamine hydrobromide from Lycoris sp.

≥94% (HPLC)

Synonym(s):

Galantamine hydrobromide

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About This Item

Empirical Formula (Hill Notation):
C17H21NO3 · HBr
CAS Number:
1953-04-4
Molecular Weight:
368.27
EC Number:
217-780-5
MDL number:
MFCD00067672
UNSPSC Code:
12352116
PubChem Substance ID:
24895074
NACRES:
NA.32

biological source

plant (Ungeria victoris)

Quality Level

100

Assay

≥94% (HPLC)

form

powder

mp

270 °C

solubility

DMSO: soluble 10 mg/mL, clear, colorless
water: soluble 20 mg/mL, clear, colorless

storage temp.

−20°C

SMILES string

Br[H].COc1ccc2CN(C)CC[C@@]34C=C[C@H](O)C[C@@H]3Oc1c24

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

Gene Information

human ... ACHE(43)

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General description

Galanthamine hydrobromide is a derivative of galanthamine, which is an anticholinestrase alkaloid derived from genus Lycoris (Amaryllidaceae) or snowdrop. This compound is used for the treatment of Alzheimer′s disease (AD).

Application

Galanthamine hydrobromide from Lycoris sp. has been used-
  • as an AChE (acetylcholinesterase) inhibitor and positive control in acetylcholinesterase assay performed to determine the activity of AChE
  • as a positive control in the screening of AChE inhibitors
  • as a positive control in AChE inhibitory assay performed to determine the AChE-inhibitory activities of pyrithione and related sulfur-containing pyridine N-oxides

Biochem/physiol Actions

Cholinesterase inhibitor; reverses scopolamine-induced amnesia; antimyasthenic.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301

Precautionary Statements

P301 + P310

Hazard Classifications

Acute Tox. 3 Oral

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Petra Krejčová et al.
Journal of ethnopharmacology, 154(1), 176-182 (2014-04-12)
Persian shallot (Allium stipitatum) is a bulbous plant native to Turkey, Iran and Central Asia. It is frequently used in folk medicine for the treatment of a variety of disorders, including inflammation and stress. Antiinflammatory and neurological activities of pyrithione
Bin Hao et al.
Molecules (Basel, Switzerland), 18(3), 2458-2468 (2013-02-27)
Phytochemical investigation of the 80% ethanol extract of the bulbs of Lycoris radiata resulted in the isolation of five new Amaryllidaceae alkaloids: (+)-5,6-dehydrolycorine (1), (+)-3α,6β-diacetyl-bulbispermine (2), (+)-3α-hydroxy-6β-acetyl- bulbispermine (3), (+)-8,9-methylenedioxylhomolycorine-N-oxide (5), and 5,6-dihydro-5- methyl-2-hydroxyphenanthridine (7), together with two known compounds
Muhammad Ayaz et al.
BMC complementary and alternative medicine, 14, 145-145 (2014-06-03)
We investigated Polygonum hydropiper L. (P. hydropiper) for phenolic contents, antioxidant, anticholinesterase activities, in an attempt to rationalize its use in neurological disorders. Plant crude extract (Ph.Cr), its subsequent fractions: n-hexane (Ph.Hex), chloroform (Ph.Chf), ethyl acetate (Ph.EtAc), n-Butanol (Ph.Bt), aqueous
Elena Simoni et al.
Journal of medicinal chemistry, 55(22), 9708-9721 (2012-10-05)
Herein we report on a novel series of multitargeted compounds obtained by linking together galantamine and memantine. The compounds were designed by taking advantage of the crystal structures of acetylcholinesterase (AChE) in complex with galantamine derivatives. Sixteen novel derivatives were
Kenia L Vanzolini et al.
Journal of medicinal chemistry, 56(5), 2038-2044 (2013-01-22)
The use of immobilized capillary enzyme reactors (ICERs) for online ligand screening has been adopted as a new technique for high-throughput screening (HTS). In this work, the selected target was the enzyme acetylcholinesterase (AChE), and the AChE-ICERs produced were used
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