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Structure of Galanthamine HBr
CAS No.: 1953-04-4
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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
Galanthamine hydrobromide is a natural occuring AchE inhibitor with IC50 value of 410nM and allosteric potentiator at neuronal nAchRs, used for the treatment of cognitive decline in mild to moderate Alzheimer's disease and various other memory impairments.
Synonyms: Galantamine hydrobromide; Galanthamine hydrobromide; NSC 100058
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Batch number can be found on the product's label following the word 'Batch'.
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Search for reports by entering the product batch number.
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Search for reports by entering the product batch number.
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CAS No. : | 1953-04-4 |
Formula : | C17H22BrNO3 |
M.W : | 368.27 |
SMILES Code : | O[C@H]1C=C[C@@]23CCN(C)CC4=CC=C(OC)C(O[C@@]3([H])C1)=C24.Br |
Synonyms : |
Galantamine hydrobromide; Galanthamine hydrobromide; NSC 100058
|
MDL No. : | MFCD00067672 |
InChI Key : | QORVDGQLPPAFRS-XPSHAMGMSA-N |
Pubchem ID : | 121587 |
GHS Pictogram: |
![]() |
Signal Word: | Danger |
Hazard Statements: | H301 |
Precautionary Statements: | P301+P310 |
Class: | 6.1 |
UN#: | 1544 |
Packing Group: | Ⅲ |
Target |
|
In Vitro:
Cell Line
|
Concentration | Treated Time | Description | References |
HT-22 cells | 10 μM | 24 hours | To investigate the effect of galantamine on Mi-sup-induced inflammatory response in HT-22 cells. Galantamine reduced the Mi-sup-induced increase in NF-κB p65 levels and expression of pro-inflammatory cytokines (IL-1β and IL-6). | J Neuroinflammation. 2018 Apr 18;15(1):112 |
BV-2 cells | 10 μM | 24 hours | To investigate the effect of galantamine on LPS-induced inflammatory response in BV-2 cells. Galantamine reduced the LPS-induced increase in NF-κB p65 levels. | J Neuroinflammation. 2018 Apr 18;15(1):112 |
α7 nACh receptors stably expressed in HEK293 cells | 10 nM to 10 μM | 40 s pre-application (60 s for 0.01 μM), followed by 250 ms co-application with ACh | To validate modulatory effects of galanthamine on α7 nACh receptors in HEK293 cells. Results aligned with oocyte experiments, showing no positive modulation and inhibition at high concentrations (100 μM). | Br J Pharmacol. 2018 Jul;175(14):2911-2925 |
RAW 264.7 cells | 10 μmol/L | 24 hours | To investigate the effect of Galanthamine on LPS-induced migration of RAW 264.7 cells, results showed that Galanthamine significantly inhibited LPS-induced cell migration. | Acta Pharm Sin B. 2020 Oct;10(10):1926-1942 |
In Vivo:
Species
|
Animal Model
|
Administration | Dosage | Frequency | Description | References |
Kunming mice | LPS-induced neuroinflammation model | Intraperitoneal injection | 4 mg/kg | Once daily for 14 days | To investigate the effect of galantamine on LPS-induced cognitive impairment and neuroinflammation. Galantamine improved LPS-induced deficits in spatial learning and memory, reduced the expression of CD11b, GFAP, NF-κB p65, and pro-inflammatory cytokines in the hippocampus, and increased the levels of synapse-associated proteins (SYN and PSD-95). | J Neuroinflammation. 2018 Apr 18;15(1):112 |
Wistar rats | Adolescent intermittent ethanol (AIE) exposure model | Intraperitoneal injection | 4 mg/kg | In the prevention study, administered 30 min prior to each gavage, totaling 16 doses; in the restoration study, administered daily for 2 weeks starting from P57 | Galanthamine prevented and reversed AIE-induced neuroimmune signaling and loss of hippocampal neurogenesis. In the prevention study, galantamine pretreatment blocked AIE induction of CCL2, HMGB1, and COX-2, and prevented the reduction in neurogenesis. In the restoration study, galantamine treatment reversed AIE induction of these inflammatory markers and restored neurogenesis. | J Neuroinflammation. 2021 Sep 16;18(1):212 |
Mice | Caerulein-induced acute pancreatitis model | Intraperitoneal injection | 1, 4, or 6 mg/kg body weight | Administered once 1 hour before the first caerulein injection and again 30 minutes after the third injection | Galanthamine significantly attenuated pancreatic histologic injury, reflected by a reduction in serum amylase and pancreatic inflammatory cytokines and an increase in the anti-inflammatory cytokine IL-10 in the serum. These beneficial effects were not altered by bilateral subdiaphragmatic vagotomy, knockout of either choline acetyltransferase-positive T cells or α7nAChR, or administration of the nAChR ganglionic blocker mecamylamine or the more selective α7nAChR antagonist methyllycaconitine. | Mol Med. 2023 Oct 31;29(1):149 |
Mice | Opa1–/– mice and aged WT mice | Oral | 3.28 mg/kg bodyweight/d | Daily for 90 days (Opa1–/– mice) or 18 weeks (aged mice) | RJx-01 (containing Galanthamine) improved muscle function, reduced denervation, decreased inflammatory markers, ameliorated mitochondrial morphology and autophagy, and increased satellite cell content. | JCI Insight. 2023 Aug 8;8(15):e168787 |
Mice | FMF-KI mice (MefvV726A/V726A) | Intraperitoneal injection | 4-12 mg/kg (escalated by 4 mg every 2 weeks) | Twice daily for 8 weeks | To assess the impact of long-term Galanthamine on chronic inflammation in FMF-KI mice. Results demonstrated significant attenuation of splenomegaly, reduced inflammatory cell infiltration (e.g., spleen and subcutaneous air pouch), decreased serum amyloid A (SAA) levels, and improved anemia. Notably, Galanthamine's effects persisted in vagotomized or α7nAChR-KO mice, suggesting a mechanism independent of the classical cholinergic anti-inflammatory pathway. | Mol Med. 2022 Dec 9;28(1):148 |
Sprague-Dawley rats | Cardiac ischemia/reperfusion (I/R) model | Isolated heart perfusion | 5 × 10^-8 M | 30 min ischemia followed by 40 min reperfusion | To investigate the effect of galantamine on cardiac ischemia/reperfusion injury in isolated hearts. Results showed that galantamine treatment significantly improved left ventricular function (LVDP, ±dP/dt, WP) without affecting heart rate. | Mol Med. 2017 Jul;23:120-133 |
Male adult Wistar rats | Experimental model of dementia induced by scopolamine | Intraperitoneal injection | 1 mg/kg | For 9 consecutive days | To evaluate the neuroprotective effects of galantamine in scopolamine-induced dementia in rats. Results showed that galantamine significantly increased brain ACh levels, improved recognition memory and habituation, and restored the cholinergic system influence index. | Antioxidants (Basel). 2022 Feb 12;11(2):374 |
NOD mice | Type 1 diabetes model | Intraperitoneal injection | 1 mg/kg | Daily for 20 weeks | To study the preventive effects of galantamine in type 1 diabetes, results showed that galantamine significantly delayed the onset of hyperglycemia, reduced pancreatic islet inflammation, and decreased serum levels of anti-insulin antibodies. | Mol Med. 2015 Nov;21(1):702-708 |
Clinical Trial:
NCT Number | Conditions | Phases | Recruitment | Completion Date | Locations |
NCT00236574 | Dementia|Alzheimer Disease | PHASE3 | COMPLETED | 2025-11-03 | - |
NCT00297362 | Alzheimer Disease | COMPLETED | 2025-10-05 | - | |
NCT00338117 | Alzheimer's Disease|Dementia | PHASE3 | COMPLETED | 1997-05-01 | - |
NCT00236431 | Dementia|Alzheimer Disease | PHASE3 | COMPLETED | 2025-12-03 | - |
Bio Calculators | ||||
Preparing Stock Solutions | ![]() |
1mg | 5mg | 10mg |
1 mM 5 mM 10 mM |
2.72mL 0.54mL 0.27mL |
13.58mL 2.72mL 1.36mL |
27.15mL 5.43mL 2.72mL |
|
Dissolving Methods |
Please choose the appropriate dissolution scheme according to your animal administration guide.For the following dissolution schemes, clear stock solution should be prepared according to in vitro experiments, and then cosolvent should be added in turn:
in order to ensure the reliability of the experimental results, the clarified stock solution can be properly preserved according to the storage conditions; The working fluid for in vivo experiment is recommended to be prepared now and used on the same day; The percentage shown in front of the following solvent refers to the volume ratio of the solvent in the final solution; If precipitation or precipitation occurs in the preparation process, it can be assisted by heating and/or ultrasound.
|
Tags: Galanthamine | Galantamine | Cholinesterase (ChE) | nAChR | Nicotinic acetylcholine receptors | Alzheimer's Disease (AD) | neurodegenerative | disease | acetylcholinesterase | inhibitor | 1953-04-4 |
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Code | Phrase |
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P304 | IF INHALED: |
P305 | IF IN EYES: |
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P337 | If eye irritation persists: |
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P340 | Remove victim to fresh air and keep at rest in a position comfortable for breathing. |
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P350 | Gently wash with plenty of soap and water. |
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P378 | |
P380 | Evacuate area. |
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P391 | Collect spillage. Hazardous to the aquatic environment |
P301 + P310 | IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. |
P301 + P312 | IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. |
P301 + P330 + P331 | IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. |
P302 + P334 | IF ON SKIN: Immerse in cool water/wrap in wet bandages. |
P302 + P350 | IF ON SKIN: Gently wash with plenty of soap and water. |
P303 + P361 + P353 | IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. |
P304 + P312 | IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell. |
P304 + P340 | IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. |
P304 + P341 | IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing. |
P305 + P351 + P338 | IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. |
P306 + P360 | IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes. |
P307 + P311 | IF exposed: call a POISON CENTER or doctor/physician. |
P308 + P313 | IF exposed or concerned: Get medical advice/attention. |
P309 + P311 | IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician. |
P332 + P313 | IF SKIN irritation occurs: Get medical advice/attention. |
P333 + P313 | IF SKIN irritation or rash occurs: Get medical advice/attention. |
P335 + P334 | Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages. |
P337 + P313 | IF eye irritation persists: Get medical advice/attention. |
P342 + P311 | IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician. |
P370 + P376 | In case of fire: Stop leak if safe to Do so. |
P370 + P378 | In case of fire: |
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Storage | |
Code | Phrase |
P401 | |
P402 | Store in a dry place. |
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P413 | |
P420 | Store away from other materials. |
P422 | |
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P410 + P403 | Protect from sunlight. Store in a well-ventilated place. |
P410 + P412 | Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF. |
P411 + P235 | Keep cool. |
Disposal | |
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Physical hazards | |
Code | Phrase |
H200 | Unstable explosive |
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H228 | Flammable solid |
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H231 | May react explosively even in the absence of air at elevated pressure and/or temperature |
H240 | Heating may cause an explosion |
H241 | Heating may cause a fire or explosion |
H242 | Heating may cause a fire |
H250 | Catches fire spontaneously if exposed to air |
H251 | Self-heating; may catch fire |
H252 | Self-heating in large quantities; may catch fire |
H260 | In contact with water releases flammable gases which may ignite spontaneously |
H261 | In contact with water releases flammable gas |
H270 | May cause or intensify fire; oxidizer |
H271 | May cause fire or explosion; strong oxidizer |
H272 | May intensify fire; oxidizer |
H280 | Contains gas under pressure; may explode if heated |
H281 | Contains refrigerated gas; may cause cryogenic burns or injury |
H290 | May be corrosive to metals |
Health hazards | |
Code | Phrase |
H300 | Fatal if swallowed |
H301 | Toxic if swallowed |
H302 | Harmful if swallowed |
H303 | May be harmful if swallowed |
H304 | May be fatal if swallowed and enters airways |
H305 | May be harmful if swallowed and enters airways |
H310 | Fatal in contact with skin |
H311 | Toxic in contact with skin |
H312 | Harmful in contact with skin |
H313 | May be harmful in contact with skin |
H314 | Causes severe skin burns and eye damage |
H315 | Causes skin irritation |
H316 | Causes mild skin irritation |
H317 | May cause an allergic skin reaction |
H318 | Causes serious eye damage |
H319 | Causes serious eye irritation |
H320 | Causes eye irritation |
H330 | Fatal if inhaled |
H331 | Toxic if inhaled |
H332 | Harmful if inhaled |
H333 | May be harmful if inhaled |
H334 | May cause allergy or asthma symptoms or breathing difficulties if inhaled |
H335 | May cause respiratory irritation |
H336 | May cause drowsiness or dizziness |
H340 | May cause genetic defects |
H341 | Suspected of causing genetic defects |
H350 | May cause cancer |
H351 | Suspected of causing cancer |
H360 | May damage fertility or the unborn child |
H361 | Suspected of damaging fertility or the unborn child |
H361d | Suspected of damaging the unborn child |
H362 | May cause harm to breast-fed children |
H370 | Causes damage to organs |
H371 | May cause damage to organs |
H372 | Causes damage to organs through prolonged or repeated exposure |
H373 | May cause damage to organs through prolonged or repeated exposure |
Environmental hazards | |
Code | Phrase |
H400 | Very toxic to aquatic life |
H401 | Toxic to aquatic life |
H402 | Harmful to aquatic life |
H410 | Very toxic to aquatic life with long-lasting effects |
H411 | Toxic to aquatic life with long-lasting effects |
H412 | Harmful to aquatic life with long-lasting effects |
H413 | May cause long-lasting harmful effects to aquatic life |
H420 | Harms public health and the environment by destroying ozone in the upper atmosphere |
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