(-)-Galantamine
Also known as galanthamine, Galantamine, (-)-Galanthamine
Key facts
What buyers check first

What is (-)-Galantamine?
Plain description, key identifiers and synonyms
Galanthamine is a benzazepine alkaloid isolated from certain species of daffodils. It has a role as an EC 3.1.1.8 (cholinesterase) inhibitor, a cholinergic drug, an EC 3.1.1.7 (acetylcholinesterase) inhibitor, an antidote to curare poisoning and a plant metabolite. It is an organic heterotetracyclic compound, a benzazepine alkaloid, a benzazepine alkaloid fundamental parent and a tertiary amino compound. It is a conjugate base of a galanthamine(1+).
Identifiers
Registry numbers, names and line notations, tap to copy
- 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
- CAS number
- 357-70-0 CAS number cross-checkedOther or deprecated CAS: 1008759-59-8, 23173-12-8
- EC number
- 609-175-3
- Molecular formula
- C17H21NO3
- UNII
- 0D3Q044KCA, 1T835Z585R
- MDL number
- MFCD00867189
- InChIKey
- ASUTZQLVASHGKV-JDFRZJQESA-N
- InChI
- InChI=1S/C17H21NO3/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/t12-,14-,17-/m0/s1
- Canonical SMILES
- COc1ccc2c3c1OC1CC(O)C=CC31CCN(C)C2
- Isomeric SMILES
- CN1CC[C@@]23C=C[C@@H](C[C@@H]2OC4=C(C=CC(=C34)C1)OC)O
Synonyms
- galanthamine
- Galantamine
- (-)-Galanthamine
- Lycoremine
- Galantamina
- Reminyl
- Galanthaminum
- Galantaminum
- (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
- (4aS,6R,8aS)-4a,5,9,10,11,12-Hexahydro-3-methoxy-11-methyl-6H-benzofuro(3a,3,2-ef)(2)benzazepin-6-ol
- Reminyl XL
- (4aS,6R,8aS)-4a,5,9,10,11,12-Hexahydro-3-methoxy-11-methyl-6H-benzofuro[3a,3,2-ef][2]benzazepin-6-ol
- Galzemic xl
- Lotprosin xl
- Consion xl
- Gatalin xl
- Gazylan xl
- Luventa xl
- Zeebral xl
- Acumor xl
- Elmino xl
- Galsya xl
- (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
- 6H-Benzofuro(3a,3,2-ef)(2)benzazepin-6-ol, 4a,5,9,10,11,12-hexahydro-3-methoxy-11-methyl-
- Lycoremin
Show all 36 synonymsShow fewer synonyms
- Jilkon
- (+/-)-Galantamine
- Bodamine
- (+/-)-Galanthamine
- Reminyl (TN)
- Galantamine, (+/-)-
- Galanthamine, (+/-)-
- (4aS,6R,8aS)-3-Methoxy-11-methyl-5,6,9,10,11,12-hexahydro-4aH-benzo[2,3]benzofuro[4,3-cd]azepin-6-ol
- GNT
- (1S,12S,14R)-9-methoxy-4-methyl-11-oxa-4-azatetracyclo[8.6.1.0^{1,12}.0^{6,17}]heptadeca-6,8,10(17),15-tetraen-14-ol
- 6H-Benzofuro(3a,3,2-ef)(2)benzazepin-6-ol, 4a,5,9,10,11,12-hexahydro-3-methoxy-11-methyl-, (4aR,6S,8aR)-rel-
Physical and chemical properties
Measured values and descriptors computed from the structure
Physical and chemical properties
Measured values, check the supplier specification for your grade
| Appearance | Crystals from benzeneexp.Measured value |
|---|---|
| Melting point | 126 to 127exp.Measured value |
| Solubility | Crystals from water, decomposition 256-257 ยฐC. Sparingly sol in cold, more sol in hot water. Very sparingly sol in alcohol, acetone. /Hydrochloride/exp.Measured value |
Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.
Computed descriptors
Calculated from the structure, useful for screening and formulation
| Molecular weight | 287.36 g/molcalc.Computed value |
|---|---|
| Exact mass | 287.1521 Dacalc.Computed value |
| LogP (octanol/water) | 1.85calc.Computed value |
| Topological polar surface area | 41.93 ร
ยฒcalc.Computed value |
| Hydrogen bond donors | 1calc.Computed value |
| Hydrogen bond acceptors | 4calc.Computed value |
| Rotatable bonds | 1calc.Computed value |
| Heavy atoms | 21calc.Computed value |
| Rings | 4calc.Computed value |
| Aromatic rings | 1calc.Computed value |
| Fraction sp3 carbons | 0.53calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 3calc.Computed value |
| Lipinski rule of five | Passes (0 violations)calc.Computed value |
Calculated for screening. Confirm critical figures with the supplier.
Murcko scaffold
The ring system that remains when every side chain is removed
Safety and hazards
GHS classification summary, not a safety data sheet
Hazard statements
- H301 + H331Toxic if swallowed. Toxic if inhaled.
- H301Toxic if swallowed.
- H315Causes skin irritation.
- H317May cause an allergic skin reaction.
- H319Causes serious eye irritation.
- H331Toxic if inhaled.
- H373May cause damage to organs through prolonged or repeated exposure.
- H400Very toxic to aquatic life.
- H410Very toxic to aquatic life with long lasting effects.
Precautionary statements (25)
- P260Do not breathe dust, fume, gas, mist, vapours or spray.
- P261Avoid breathing dust, fume, gas, mist, vapours or spray.
- P264Wash skin thoroughly after handling.
- P264 + P265Wash skin thoroughly after handling. Do not touch eyes.
- P270Do not eat, drink or smoke when using this product.
- P271Use only outdoors or in a well-ventilated area.
- P272Contaminated work clothing should not be allowed out of the workplace.
- P273Avoid release to the environment.
- P280Wear protective gloves, protective clothing, eye protection and face protection.
- P301 + P316If swallowed: Get emergency medical help immediately.
- P302 + P352If on skin: Wash with plenty of water.
- P304 + P340If inhaled: Remove person to fresh air and keep comfortable for breathing.
- P305 + P351 + P338If in eyes: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
- P316Get emergency medical help immediately.
- P319Get medical help if you feel unwell.
- P321Specific treatment (see supplemental first aid instructions on the label).
- P330Rinse mouth.
- P332 + P317If skin irritation occurs: Get medical help.
- P333 + P317If skin irritation or rash occurs: Get medical help.
- P337 + P317If eye irritation persists: Get medical help.
- P362 + P364Take off contaminated clothing. And wash it before reuse.
- P391Collect spillage.
- P403 + P233Store in a well-ventilated place. Keep container tightly closed.
- P405Store locked up.
- P501Dispose of contents and container in accordance with local regulations.
GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.
Full safety data and first aid(-)-Galantamine suppliers
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- ChinaUnclaimed profile(-)-GalantamineGrade, purity and minimum order on requestPrice on request
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- India, Ahmedabad ManufacturerUnclaimed profile(-)-GalantamineGrade, purity and minimum order on requestPrice on request
- Taiwan, Tainan City ManufacturerUnclaimed profile(-)-GalantamineGrade, purity and minimum order on requestPrice on request
- India, Ranipet ManufacturerUnclaimed profileGalantamineGrade, purity and minimum order on requestPrice on request
- India, Tiruvallur ManufacturerUnclaimed profileGalantamineGrade, purity and minimum order on requestPrice on request
- ChinaUnclaimed profile(-)-GalantamineGrade, purity and minimum order on requestPrice on request
- India, MumbaiUnclaimed profile(-)-GalantamineGrade, purity and minimum order on requestPrice on request
- China, GuangzhouUnclaimed profileGalanthamineGrade, purity and minimum order on requestPrice on request
- India ManufacturerUnclaimed profile(-)-GalantamineGrade, purity and minimum order on requestPrice on request
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Where suppliers are based
84 suppliers in 16 countries
- United States28
- China21
- India9
- Germany4
- United Kingdom4
- Canada3
- and 10 more countries
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(-)-Galantamine price
Indicative price range per kg from live supplier offers
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Uses and applications
What the substance is used for, by industry and function
Therapeutic category: Cholinesterase inhibitor.
Drugs that affect the Nicotine system in the brain are currently the focus of very active research. Some clinicians use the currently available acetylcholinesterase inhibitors (Donepezil (Aricept), rivastigmine (Exelon) and galantamine (Reminyl) to treat ADHD in those cases where stimulants and antidepressants fail or worsen other concurrent conditions, such as bipolar disorder. The evidence in favor of this approach is still very limited.
Galantamine is indicated for the treatment of mild to moderate dementia of the Alzheimer's type. / Included in US product labeling/.
Long been in use in Austria for treatment of indications such as facial neuralgia and residual polymyelitis paralysis.
Use classes: Pharmaceuticals.
Industries and functions
Pharmacological actions
- Cholinesterase Inhibitors
- Nootropic Agents
- Parasympathomimetics
Roles
- anti-HIV agent
- anti-obesity agent
- antidepressant
- antidote
- antidote to curare poisoning
- antimicrobial agent
- antipsychotic agent
- antiviral agent
- anxiolytic drug
- cardiovascular drug
- central nervous system depressant
- central nervous system drug
- cholinergic drug
- enzyme inhibitor
- eukaryotic metabolite
- metabolite
- neurotransmitter agent
- nootropic agent
- pharmaceutical
- plant metabolite
- protective agent
- psychotropic drug
- tranquilizing drug
- vasoconstrictor agent
Pharmacology
Galantamine is a Cholinesterase Inhibitor. The mechanism of action of galantamine is as a Cholinesterase Inhibitor.
How it is made
Originally isolated from the Caucasian snowdrop (Galanthus wrornowii VEL)
Regulatory status
Inventories, regulations and trade controls that list this substance
Health and food
- EU Cosmetics Regulation Annex II, prohibited in cosmeticsName: Galantamine (INN), Ref no: 193, Annex ref: II/193
- Active ingredient in FDA approved drug labels
HS code and trade data
Customs classification and reported world trade statistics
Global trade
World import and export statistics for the HS code (-)-Galantamine is traded under.
Alkaloids of vegetal origin, other than cocaine, ecgonine, salts, esters and other derivatives, not elsewhereโฆ
- Switzerland * partner reported25.3%
- Germany21.4%
- India * partner reported14.9%
- United States20.9%
- Germany14.7%
- Italy14.6%
* Partner reported figures, a lower bound.
The HS code shown for (-)-Galantamine is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about (-)-Galantamine, based on the data on this page
What is (-)-Galantamine?
What is the CAS number of (-)-Galantamine?
What is the molecular formula and weight of (-)-Galantamine?
What is (-)-Galantamine used for?
Is (-)-Galantamine hazardous?
What is the HS code of (-)-Galantamine?
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Guides for buyers
Practical guides that help when you source, ship or handle (-)-Galantamine
- Guide, SafetyHow to read a safety data sheet in 10 minutesA section by section method to pull the essentials out of any 16 section SDS: identity, hazards, composition, storage, PPE, properties, transport and emergency measures.Read
- Guide, SafetyGHS pictograms, signal words and hazard statements explainedA practical guide to the nine GHS pictograms, the signal words Danger and Warning, H and P statements, and how to read a chemical label in seconds.Read
- Article, QualityPharma grades explained: IP vs BP vs USP vs EPWhat the Indian, British, US and European pharmacopoeias are, how their monographs differ, what multi grade claims mean and why a grade alone does not make a product fit for medicines.Read
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