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Galanthamine

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CAS:357-70-0
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CAS:357-70-0
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CAS: 357-70-0
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Products Intro: Product Name:Galanthamine
CAS:357-70-0

Lastest Price from Galanthamine manufacturers

  • Galanthamine 357-70-0
  • US $21.50 / mg
  • 2020-08-17
  • CAS:357-70-0
  • Min. Order: 20mg
  • Purity: ≥98%
  • Supply Ability: 1000.00 kgs
  • Galanthamine
  • US $7.00 / kg
  • 2019-07-06
  • CAS: 357-70-0
  • Min. Order: 1kg
  • Purity: 99%
  • Supply Ability: 100KG
Galanthamine Basic information
Physical and Chemical Properties Alkaloids Alzheimer's disease drugs Clinical application Adverse reactions Precautions Hazardous characteristics Uses
Product Name:Galanthamine
Synonyms:GALANTAMINE;GALANTHAMINE;GALANTHAMINE HYDROCHLORIDE;(4as,6r,8as)-4a,5,9,10,11,12-hexahydro-3-methoxy-11-methyl-6h-benzofuro[3a,3,2-ef][2]benzazepin-6-ol;6H-Benzofuro(3a,3,2-ef)(2)benzazepin-6-ol, 4a,5,9,10,11,12-hexahydro-3-methoxy-11-methyl-, (4aS-(4aalpha,6beta,8aR*))-;6h-benzofuro(3a,3,2-ef)(2)benzazepin-6-ol,4a,5,9,10,11,12-hexahydro-3-methox;Galantamin;Jilkon
CAS:357-70-0
MF:C17H21NO3
MW:287.35
EINECS:609-175-3
Product Categories:All Inhibitors;Inhibitors;Chiral Reagents;Heterocycles;API;Intermediates & Fine Chemicals;Pharmaceuticals
Mol File:357-70-0.mol
Galanthamine Structure
Galanthamine Chemical Properties
Melting point 119-1210C
alpha D20 -118.8° (c = 1.378 in ethanol)
Boiling point 429.65°C (rough estimate)
density 1.0662 (rough estimate)
refractive index 1.5022 (estimate)
storage temp. -20°C Freezer
pkapKa 8.32 (Uncertain)
CAS DataBase Reference357-70-0(CAS DataBase Reference)
NIST Chemistry ReferenceGalantamin(357-70-0)
Safety Information
Hazardous Substances Data357-70-0(Hazardous Substances Data)
ToxicityLD50 intraperitoneal in mouse: 10mg/kg
MSDS Information
Galanthamine Usage And Synthesis
Physical and Chemical PropertiesGalanthamine,White or slightly yellow crystalline powder. Odorless, bitter taste. Melting point 127~129 ℃, [α] D20-118.8 ° (ethanol). Soluble in ethanol, acetone, chloroform, insoluble in benzene, ether and water. After reaction with ammonium molybdate solution, water bath, evaporate, sulfuric acid is added ,it turns to blue-green. Use bulbs of Lycoris squamigera Maxim as raw material, under different acidity , extract and refine repeatedly with ethanol and chloroform to obtain the product . It belongs to anti-cholinesterase drugs.It is used for sequelae of infantile paralysis and myasthenia gravis. Medicinal use is its hydrobromide.
AlkaloidsGalanthamine is alkaloid which is extracted from Amaryllidaceae plants Lycoris squamigera Maxim or Lycoris aurea,it is a reversible anti-cholinesterase drug, it is easy for it to go through the blood brain barrier into the brain tissue ,its effect on central nervous system is stronger, it can improve neuromuscular conduction , compared with physostigmine, neostigmine , pyridostigmine , it has wide range of treatment, and low toxicity, muscarinic effects are weak and short-lived. Clinically Galanthamine is used not only for the treatment of myasthenia gravis, polio sequelae resting, but also for children with cerebral palsy, multiple neuritis, radiculitis and sensorimotor disorders caused by nervous system disease or trauma .
Alzheimer's disease drugsAlzheimer's disease (AD) is a primary degenerative disease of the central nervous system, and it is more common in the elderly or pre-senile dementia ,it has a latent onset, course of disease is progressive. AD patients account for 55% of patients with dementia. The prevalence rate is 5% to 8%, the prevalence increases with the increase of age . Cause is unknown.
Cholinergic deficiency plays an important role in the pathogenesis of Alzheimer's disease. Cholinergic system is necessary to maintain the human short-term memory and attention, the cholinergic system dysfunction is associated with certain neuropsychiatric symptoms and behaviors occurring in patients . Cholinesterase inhibitors by inhibiting the degradation of acetylcholine increase the amount of acetylcholine. New evidence suggests that long-term use of cholinesterase inhibitors not only improves cognitive and behavioral disorders, but also may affect the function and survival of neurons. In the current treatment of Alzheimer's disease, cholinesterase inhibitor occupies an important position. Cholinesterase inhibitors have been approved for the treatment of mild to moderate Alzheimer's, such as tetrahydro-amino acridine (tacrine), donepezil (trade name: Aricept), rivaroxaban neostigmine (trade name: Exelon), galanthamine, huperzine.
Galanthamine is the second generation of AchE inhibitors. It sas a dual mechanism of action, which can better stimulate and inhibit AchE, it can increase brain levels of acetylcholine, slow brain cell function loss process. It can significantly improve mild to moderate AD patients' cognitive function, maintain their daily living skills. After oral ,plasma peak time is 2h, T1/2 is 5~6h. It has quick absorption and well tolerance, its improving cognitive effects are stronger than Brooklyn . Oral doses of each 10mg, 3 times a day.
The above information is edited by the chemicalbook of Tian Ye.
Clinical application Galanthamine hydrobromide is used for myasthenia gravis, muscular dystrophy, polio sequelae, children cerebral palsy, sensory or motor disorders caused by neurological disorders , multiple neuritis. The oral dosage form of the drug can be used for memory impairment, mild to moderate Alzheimer's disease.
Oral: it is used for myasthenia gravis, muscular dystrophy, multiple peripheral neuropathy treatment: 1 10mg per time, tid. Children 0.5~1mg/(kg · d), 3 times.
It is used for Alzheimer's disease: initial dose of 1 4mg, bid, for four weeks; maintenance dose of 8mg per time, bid, at least for four weeks; maximum maintenance dose of 1 times 12mg, bid.
Intramuscular or subcutaneous injection: 2.5~10mg/d, children each 0.05~0.1mg/kg, qd, 1 course is 2 to 6 weeks. Poliomyelitis continuous medication 40~50d, the general course of treatment is 20~40d, the start of the second compartment is 30~45d after treatment. After 1 to 2 courses ,if the condition has not been improved, patients should stop the medication. If it is effective ,3 courses can be used. Application of the dose should be small to large, in order to reduce adverse reactions.
Adverse reactions Overdose can lead to bradycardia, dizziness, salivation, and abdominal pain. Atropine confrontation can be used.
Precautions 1. epilepsy, mechanical obstruction, angina pectoris, bradycardia and bronchial asthma patients are disabled.
2. Applications should start from small dose, then it is gradually increased, generally 20 to 40 days for treatment is a course,according to the condition . If one or two courses of treatment are ineffective, it should be suspended.
3. patients with a history of peptic ulcer or using with non-steroidal anti-inflammatory drugs, moderate liver and kidney damage patients, severe heart disease patients should use with caution.
Hazardous characteristicsGalanthamine has a reversible effect on cholinesterase , its pharmacological and toxicological effects are similar to physostigmine and neostigmine , but it has less effect, and its toxicity is also low. Mouse oral LD50 18.7mg/kg; intraperitoneal injection LD506.42mg/kg; intravenous LD505.2mg/kg~8.0mg/kg.
UsesIt is used for neurological diseases and trauma-induced movement disorders, multiple neuritis, ramitis and so on.
Chemical PropertiesOff-White Solid
OriginatorReminyl,Janssen Pharmaceutica Inc.
OccurrenceGalanthamine is a bulb plant found throughout the world.
UsesA selective acetylcholinesterase inhibitor. Useful for the treatment of Alzheimer's disease.
Usessynthetic fluoroquinolone antibiotic agent
DefinitionChEBI: A natural product found in Crinum asiaticum var. sinicum.
Manufacturing Process2 Methods of isolation of galantamine from Narcissus pseudonarcissus bulbs 1. 10 kg air-dried, comminuted bulbs of Narcissus pseudonarcissus "Carlton" is carefully mixed with 400 g sodium carbonate. 23 L dichloroethane is added. The mixture is allowed to stand for 10 h; then the solvent is decanted. The bulbs are once again doused with 23 L dichloroethane which is decanted after 2 to 3 hs. After that, 17 L dichloroethane is added to the bulbs for the third time; however, this is decanted immediately. The mixed dichloroethane extracts are extracted by means of 10% sulfuric acid (2 times 600 ml each; 2 times 300 ml each).
The acidic extracts are mixed and purified from traces of dichloroethane by means of shaking out with diethyl ether. Under stirring and cooling to 15° to 20°C, about 200 ml of a 25% aqueous ammonia solution is then added up to alkaline litmus reaction (the pH is in the range of 7 to 8). Different from the indications in the art, the companion alkaloids do not precipitate. The alkaline solution is saturated with salt and extracted with diethyl ether.
After evaporation of the ether, a negligible residue remains, which is also different from the indications in the art. The pH-value of the aqueous phase is set to about 14 by saturating it with potash. The aqueous phase is repeatedly extracted with diethyl ether. The mixed ether extracts are evaporated to dryness, the remaining galanthamine-containing residue is dissolved in acetone (50 ml). In contrast to the art, there is no precipitate. 350 ml acetone is replenished, 200 g aluminum oxide is added, and stirring is effected for 45 min. The aluminum oxide is filtered off and washed twice with 100 ml acetone each time. The mixed acetone solutions are evaporated to dryness. 1.3 g of an oily residue is obtained which is examined by means of HPLC.
2. 100 kg air-dried, comminuted bulbs of Narcissus pseudonarcissus "Carlton" is carefully mixed with 4 kg of sodium carbonate. The mixture is divided into three equal parts, and each is doused with 15 L special boiling-point gasoline 80/110. The mixtures are allowed to stand for 24 hs. The solvents are each renewed twice, collected, and evaporated to dryness in low vacuum. The extracts are placed in 2% aqueous sulfuric acid and adjusted to a pH of 4 with concentrated aqueous ammonia solution. Five extractions with diethyl ether follow. The aqueous phase is set to a pH of 9 with concentrated ammonia and extracted five times with diethyl ether. These ether fractions are collected, dried with sodium sulfate, and evaporated. 20 g of a slightly yellow, oily residue is obtained, which is recrystallized from hot isopropanol. 10 g of white galanthamine base having a melting point of 129°-130°C is obtained.
Galantamine may be isolated from Galanthus nivalis or G. woronowi bulbs too.
Therapeutic FunctionCholinesterase inhibitor
General DescriptionGalantamine, 4a,5,9,10,11,12-hexahydro-3-methoxy-11-methyl-6H-benzofuro-[3a,3,2,ef][2]-benzazepin-6-ol (Nivalin, Reminyl), is an alkaloid extractedfrom the tuberous plant Leucojum aestivum (L.) belongingto the Amaryllidaceae family and from the bulbs of thedaffodil, Narcissus pseudonarcissus. It is a reversiblecholinesterase inhibitor that appears to have no effect on butyrylcholinesterase.In addition, it acts at allosteric nicotinicsites, further enhancing its cholinergic activity. Galantamineundergoes slow and minor biotransformation with approximately5% to 6% undergoing demethylation. It is primarilyexcreted in the urine.
Galanthamine Preparation Products And Raw materials
Raw materialsAmmonia-->Sodium carbonate-->Sulfuric acid-->Hydrogen bromide
Tag:Galanthamine(357-70-0) Related Product Information
Nimodipine Nifedipine Memantine HCl Zopiclone Galantamine Hydrobromide Galanthamine Hydrogen (4aS,6S,8aS)-4a,5,9,10,11,12-Hexahydro-3-methoxy-11-methyl-6H-benzofuro[3a,3,2-ef][2]benzazepin-6-ol Dihydrogalanthamine 4A,5,9,10,11,12-HEXAHYDRO-3-METHOXY-11-METHYL-6H-BENZOFURO[3A,3,2-EF][2]BENZAZEPIN-6-OL HYDROBROMIDE AKOS 228-20 (4aS,6R,8aS,11R)-4a,5,9,10,11,12-Hexahydro-3-methoxy-11-methyl-6H-benzofuro[3a,3,2-ef][2]benzazepin-6-ol 11-Oxide AKOS 229-01 AKOS 224-01 (-)-Galanthaminyl (-)-Camphanate