Galantamine
Galantamine structure
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Common Name | Galantamine | ||
|---|---|---|---|---|
| CAS Number | 357-70-0 | Molecular Weight | 287.353 | |
| Density | 1.3±0.1 g/cm3 | Boiling Point | 439.3±45.0 °C at 760 mmHg | |
| Molecular Formula | C17H21NO3 | Melting Point | 119-121ºC | |
| MSDS | N/A | Flash Point | 219.5±28.7 °C | |
Use of GalantamineGalanthamine is a potent acetylcholinesterase (AChE) inhibitor with an IC50 of 500 nM. |
This table lists Chinese names, IUPAC names and various aliases of this chemical substance.
| Name | galanthamine |
|---|---|
| Synonym | More Synonyms |
This table contains bioactivity, target information and biological‑assay experimental data of this compound.
| Description | Galanthamine is a potent acetylcholinesterase (AChE) inhibitor with an IC50 of 500 nM. |
|---|---|
| Related Catalog | |
| Target |
IC50: 0.5 μM (AChE)[1] |
| In Vitro | Galanthamine inhibits AChE and BChE with IC50 of 0.5 and 8.5 μM[1]. Galanthamine acts as a positive allosteric modulator (PAM) of human α4β2 AChRs expressed in permanently transfected HEK 293 cells. Galanthamine increases the response of (α4β2)2α5 AChRs to 1 μM ACh by up to 220% with very low concerntration(EC50=0.25 nM). Only small potentiation (20%) of either α4β2 or (α4β2)2β3 AChRs is detected using FLEXstation assays. Galanthamine at concentrations of 1 μM and above inhibits all three AChR subtypes[2]. |
| In Vivo | Acute administration of Galantamine (0.3-3 mg/kg, i.p.) increases IGF2 mRNA levels in the hippocampus, but not in the prefrontal cortex, in time- and dose-dependent manner. Galantamine (3 mg/kg, i.p.) causes a transient increase in fibroblast growth factor 2 mRNA levels and a decrease in brain-derived neurotrophic factor mRNA levels in the hippocampus, while it does not affect the mRNA levels of other neurotrophic/growth factors. The Galantamine-induced increase in the hippocampal IGF2 mRNA levels is blocked by Mecamylamine, a nonselective nicotinic acetylcholine (ACh) receptor (nAChR) antagonist, and Methyllycaconitine, a selective α7 nAChR antagonist, but not by Telenzepine, a preferential M1muscarinic ACh receptor antagonist. Moreover, the selective α7 nAChR agonist PHA-543613 increasea the IGF2 mRNA levels, while Donepezil, an acetylcholinesterase inhibitor, does not. Galantamine also increases hippocampal IGF2 protein, which is blocked by Methyllycaconitine[2]. |
| Animal Admin | Mice[2] Eight-week-old male ddY mice are housed in cages (24 cm×17 cm×12 cm) in each group of five to six animals under controlled environmental conditions (22±1°C; 12:12-h light-dark cycle, lights on at 0800 hours, food and water ad libitum) for 1 week before use in the experiments. 453 mice are used in total and in single use for each purpose. The following drugs are used: mecamylamine, methyllycaconitine, oxotremorine, and telenzepine, and Galantamine, Donepezil, and PHA-543613. All drugs are dissolved in saline (0.9 % solution of NaCl). Drugs are administered in a volume of 10 mL/kg intraperitoneally (i.p.) (Galantamine, Donepezil, Mecamylamine, Methyllycaconitine, Oxotremorine) or subcutaneously (s.c.) (PHA-543613, Telenzepine). |
| References |
This table shows physicochemical parameters including melting point, boiling point, density, solubility and optical rotation. Missing data is marked as N/A.
| Density | 1.3±0.1 g/cm3 |
|---|---|
| Boiling Point | 439.3±45.0 °C at 760 mmHg |
| Melting Point | 119-121ºC |
| Molecular Formula | C17H21NO3 |
| Molecular Weight | 287.353 |
| Flash Point | 219.5±28.7 °C |
| Exact Mass | 287.152130 |
| PSA | 41.93000 |
| LogP | 1.75 |
| Vapour Pressure | 0.0±1.1 mmHg at 25°C |
| Index of Refraction | 1.636 |
| InChIKey | ASUTZQLVASHGKV-JDFRZJQESA-N |
| SMILES | COc1ccc2c3c1OC1CC(O)C=CC31CCN(C)C2 |
| Storage condition | -20°C Freezer |
This table summarizes toxicological test data, acute & chronic toxicity and ecological hazard parameters for this chemical.
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATAACUTE TOXICITY DATA
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This table covers safety warnings, protective measures, incompatible substances and disposal guidelines for this compound.
| Hazard Codes | Xi |
|---|---|
| HS Code | 2942000000 |
This table presents publicly reported synthetic routes, reaction conditions, reactants and product information of the compound.
This table lists upstream starting materials and downstream derivative products related to this chemical.
| Precursor 10 | |
|---|---|
| DownStream 7 | |
CAS#:510-77-0
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CAS#:1953-04-4![(2S,5R)-5-benzyl-2-(3,5-dibenzyloxy-4-methoxyphenyl)-3-[2-(4-hydroxyphenyl)ethyl]imidazolidin-4-one Structure](https://image.chemsrc.com/caspic/029/722499-71-0.png)
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CAS#:722499-74-3![(4aS,8aS,13R,14aR)-13-benzyl-3-methoxy-6,12-dioxo-14-(2,2,2-trifluoroacetyl)-4a,5,9,10,12,13,14,14a-octahydro-6H-benzo[2,3]benzofuro[4,3-cd]imidazo[1,2-a]azepin-2-yl trifluoromethanesulfonate Structure](https://image.chemsrc.com/caspic/360/722499-80-1.png)
CAS#:722499-80-1![(2R,11bR)-2-benzyl-8,10-bis(benzyloxy)-9-methoxy-1-(2,2,2-trifluoroacetyl)-1,5,6,11b-tetrahydrospiro[benzo[c]imidazo[1,2-a]azepine-7,1'-cyclohexane]-2',5'-diene-3,4'(2H)-dione Structure](https://image.chemsrc.com/caspic/453/722499-73-2.png)
CAS#:722499-73-2![(2S,5R)-5-benzyl-2-(3,5-dibenzyloxy-4-methoxyphenyl)-3-[2-(4-hydroxyphenyl)ethyl]-1-(2,2,2-trifluoroacetyl)imidazolidin-4-one Structure](https://image.chemsrc.com/caspic/491/722499-72-1.png)
CAS#:722499-72-1
CAS#:60755-80-8
CAS#:41303-74-6
CAS#:134332-50-6
CAS#:138963-44-7This table shows customs‑related data including HS‑code, tariff and regulatory conditions for import and export.
| HS Code | 2942000000 |
|---|
This table collects all English aliases, systematic names and CAS‑related synonyms of the compound.
| MFCD00867189 |
| 3,4-Dihydrogalanthamine |
| Galantamine |
| Nivalin |
| Lycoremine |
| Galantamine Hydrobromide |
| (4aS,6R,8aS)-4a,5,9,10,11,12-Hexahydro-3-methoxy-11-methyl-6H-benzofuro[3a,3,2-ef][2]benzazepin-6-ol |
| Galanthamine |
This section contains frequently‑asked‑questions about this compound, including basic parameters, properties, storage conditions and corresponding answers.
| Q: What are the storage conditions for galanthamine? |
| A: Storage conditions for galanthamine: -20°C Freezer. |
| Q: What English synonyms does galanthamine have? |
| A: English synonyms of galanthamine: MFCD00867189, 3,4-Dihydrogalanthamine, Galantamine, Nivalin, Lycoremine, Galantamine Hydrobromide, (4aS,6R,8aS)-4a,5,9,10,11,12-Hexahydro-3-methoxy-11-methyl-6H-benzofuro[3a,3,2-ef][2]benzazepin-6-ol, Galanthamine. |
| Q: What is the melting point of galanthamine? |
| A: Melting point of galanthamine is 119-121ºC. |
| Q: What is the molecular weight of galanthamine? |
| A: Molecular weight of galanthamine is 287.353. |
| Q: What is the polar surface area (PSA) of galanthamine? |
| A: Polar surface area (PSA) of galanthamine is 41.93000. |
| Q: What is the molecular formula of galanthamine? |
| A: Molecular formula of galanthamine is C17H21NO3. |
| Q: What is the boiling point of galanthamine? |
| A: Boiling point of galanthamine is 439.3±45.0 °C at 760 mmHg. |
| Q: What is the SMILES notation of galanthamine? |
| A: SMILES notation of galanthamine is COc1ccc2c3c1OC1CC(O)C=CC31CCN(C)C2. |
| Q: What are the uses of galanthamine? |
| A: Main uses of galanthamine: Galanthamine is a potent acetylcholinesterase (AChE) inhibitor with an IC50 of 500 nM. |
| Q: What are the downstream products of galanthamine? |
| A: Related downstream products(CAS) of galanthamine: 60755-80-8;41303-74-6;357-70-0;510-77-0;134332-50-6;138963-44-7;1953-04-4. |
This table lists manufacturers and suppliers of this compound, including vendor names and product supply reference information.
| Shanghai Nianxing Industrial Co., Ltd |
| Dayang Chem (Hangzhou) Co., Ltd. |
| Henan Tianfu Chemical Co., Ltd. |