Structure via PubChem · Public domain (PubChem)
galantamine
Sign in to saveAlso known as galanthamine
Galantamine is a type of acetylcholinesterase inhibitor. It is an alkaloid extracted from the bulbs and flowers of Galanthus nivalis (common snowdrop), Galanthus caucasicus (Caucasian snowdrop), Galanthus woronowii (Voronov's snowdrop), and other members of the family Amaryllidaceae, such as Narcissus (daffodil), Leucojum aestivum (snowflake), and Lycoris including Lycoris radiata (red spider lily). It can also be produced synthetically.
Key facts
- Drug.Watchedfields
- changed
- Drug.caption2
- 3D representation of a galantamine molecule
- Drug.class
- Acetylcholinesterase inhibitor
- Drug.verifiedrevid
- 461118063
- Drug.image
- Galantamine.svg
- Drug.image_class
- skin-invert-image
- Drug.caption
- Molecular structure of galantamine
- Drug.image2
- Galantamine_3D_Ball-and-Stick.png
- Drug.image_class2
- bg-transparent
- Drug.width2
- 276
- Drug.tradename
- Razadyne, others
- Drug.MedlinePlus
- a699058
- Drug.DailyMedID
- Razadyne
- Drug.pregnancy_AU
- B1
- Drug.metabolism
- Liver partially CYP450:CYP2D6/3A4 substrate
- Drug.elimination_half life
- 7 hours
- Drug.excretion
- Kidney (95%, of which 32% unchanged), fecal (5%)
- Drug.IUPHAR_ligand
- 6693
via Wikipedia infobox
Chemical data
- Formula
- C17H21NO3
- Molecular weight
- 287.35 g/mol
- IUPAC name
- (1S,12S,14R)-9-methoxy-4-methyl-11-oxa-4-azatetracyclo[8.6.1.01,12.06,17]heptadeca-6(17),7,9,15-tetraen-14-ol
- SMILES
- CN1CC[C@@]23C=C[C@@H](C[C@@H]2OC4=C(C=CC(=C34)C1)OC)O
- InChIKey
- ASUTZQLVASHGKV-JDFRZJQESA-N
- XLogP
- 1.8
- Polar surface area
- 41.9 Ų
- H-bond donors
- 1
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Research
2,977 papers- Galantamine for dementia due to Alzheimer's disease and mild cognitive impairment.The Cochrane database of systematic reviews · 2024
- Galantamine beyond Alzheimer's disease-a fact or artefact?CNS spectrums · 2022
- Galantamine-Memantine combination in the treatment of Alzheimer's disease and beyond.Psychiatry research · 2020
- Galantamine in Alzheimer's disease.Expert review of neurotherapeutics · 2008
- Galantamine ameliorates experimental pancreatitis.Molecular medicine (Cambridge, Mass.) · 2023
via PubMed
Wikidata facts
- Mass
- 287.152
Show 6 more facts
- chemical formula
- C₁₇H₂₁NO₃
- NCI Thesaurus ID
- C65797
- canonical SMILES
- CN1CCC23C=CC(CC2OC4=C(C=CC(=C34)C1)OC)O
- defined daily dose
- 16
- isomeric SMILES
- COC1=C2O[C@H]3C[C@@H](O)C=C[C@]34CCN(C)CC(C=C1)=C24
- Commons category
- Galantamine
via Wikidata · CC0
~13 min read
Article
14 sectionsContents
- Medical uses
- Alzheimer's disease
- Side effects
- Pharmacology
- Pharmacokinetics
- Metabolism
- Drug interactions
- Extraction and synthesis
- Research
- Organophosphate poisoning
- Autism
- Anesthesia
- Oneirogen
- References
Galantamine is a type of acetylcholinesterase inhibitor. It is an alkaloid extracted from the bulbs and flowers of Galanthus nivalis (common snowdrop), Galanthus caucasicus (Caucasian snowdrop), Galanthus woronowii (Voronov's snowdrop), and other members of the family Amaryllidaceae, such as Narcissus (daffodil), Leucojum aestivum (snowflake), and Lycoris including Lycoris radiata (red spider lily). It can also be produced synthetically.
Galantamine is used clinically for treating early-stage Alzheimer's disease and memory impairments, although it has had limited success with the more advanced condition of dementia.