Galantamine hydrobromide

Base Information

• Chemical Name: Galantamine hydrobromide
• CAS No.: 1953-04-4
• Molecular Formula: BrH*C₁₇H₂₁NO₃
• Molecular Weight: 368.271
• Hs Code.: 29399990
• European Community (EC) Number: 217-780-5,683-244-6
• UNII: 5N4SA4KQX9,MJ4PTD2VVW
• NCI Thesaurus Code: C47546
• RXCUI: 860693
• ChEMBL ID: CHEMBL1555
• Mol file: 1953-04-4.mol

Synonyms:Galantamin;Galantamine;Galanthamine;Galanthamine Hydrobromide;Lycoremine;Nivalin;Nivaline;Razadyne;Reminyl

Chemical Property of Galantamine hydrobromide

Chemical Property:

• Appearance/Colour: white to offf-white powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 256 °C
• Refractive Index: -95 ° (C=1.4, H2O)
• Boiling Point: 439.3 °C at 760 mmHg
• Flash Point: 219.5 °C
• PSA: 41.93000
• LogP: 2.74630
• Storage Temp.: −20°C
• Solubility.: Sparingly soluble in water, very slightly soluble in anhydrous ethanol. It dissolves in dilute solutions of alkali hydroxides.
• Water Solubility.: Soluble in water or DMSO
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 367.07831
• Heavy Atom Count: 22
• Complexity: 440

Purity/Quality:

99% ^*data from raw suppliers

Galanthamine hydrobromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25
• Safety Statements: 45-36/37/39-22

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CN1CCC23C=CC(CC2OC4=C(C=CC(=C34)C1)OC)O.Br
• Isomeric SMILES: CN1CC[C@@]23C=C[C@@H](C[C@@H]2OC4=C(C=CC(=C34)C1)OC)O.Br
• Recent ClinicalTrials: Functional Brain Imaging of Medication Treatment Response in Mild Alzheimer's Disease Patients
• Recent EU Clinical Trials: Comparison of therapeutic strategies with Cholinesterase Inhibitors: stop or still (SOS) trial
• Indications: It is suitable for treatment of benign memory disorders, improving the directed memory, associative learning, image memory, nonsense figure recognition and also portraits recalling capability of the patients. It can also alleviate the symptom of dementia patients and also memory impairment caused by organic brain lesions.
• Drug Interactions: Galantamine hydrobromide can play a potential role on weakening the treatment efficacy of the anti-cholinergic drug. It has synergistic effect in combination with cholinomimetic effectors and other kinds of cholinesterase inhibitors. Combined with cimetidine ketoconazole may increase the bioavailability of the product. Combination with erythromycin can reduce the efficacy of this product. It has been reported that the combination between galantamine hydrobromide with digoxin can cause atrioventricular block
• Uses: It can be used for the treatment of neurological diseases and trauma-induced movement disorders, multiple neuritis, and radiculitis. Cholinesterase inhibitors can reverse the process of scopolamine-induced amnesia. Galantamine hydrobromide (marketed as Reminyl) is one of a group of three drugs for people with Alzheimer's disease called cholinesterase inhibitors. The other two are called donepezil hydrochloride (common brand name Aricept) and rivastigmine (common brand name Exelon). It is a selective acetylcholinesterase inhibitor that for the treatment and prevention of Alzheimer's disease and other diseases resulting from reduced neuronal metabolism.

Technology Process of Galantamine hydrobromide

There total 22 articles about Galantamine hydrobromide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

(-)-narwedine (510-77-0,26601-10-5) → Galantamine hydrobromide (1953-04-4,98125-73-6,193146-85-9)

Guidance literature:

(-)-narwedine; With L-Selectride; In tetrahydrofuran; for 3.5h; Inert atmosphere; Large scale;

With hydrogen bromide; In tetrahydrofuran; ethanol; at 20 ℃; for 0.5h; Large scale;

DOI:10.1021/op990019q

Reference yield: 94.5%

(-)4a,5,9,10,11,12-hexhydro-3-methoxy-11-methyl-6H-benzofuro[3a,3,2-ef][2]benzazepin-6-one (26601-10-5) → Galantamine hydrobromide (1953-04-4,98125-73-6,193146-85-9)

Guidance literature:

(-)4a,5,9,10,11,12-hexhydro-3-methoxy-11-methyl-6H-benzofuro[3a,3,2-ef][2]benzazepin-6-one; With L-Selectride; In tetrahydrofuran; at 20 ℃; for 1h;

With hydrogen bromide; In ethanol; at 0 ℃; pH=1;

Reference yield: 85.4%

Galantamine (357-70-0) → Galantamine hydrobromide (1953-04-4,98125-73-6,193146-85-9)

Guidance literature:

With hydrogen bromide; In methanol; water; at 25 - 30 ℃; for 3h; Product distribution / selectivity;

upstream raw materials:

(-)-narwedine

(-)4a,5,9,10,11,12-hexhydro-3-methoxy-11-methyl-6H-benzofuro[3a,3,2-ef][2]benzazepin-6-one

galantamine

(-)-galantamine tartarate

Downstream raw materials:

Galantamine

(-)-(4aα,6β)-6-chloro-4a-5,9,10,11,12-hexahydro-3-methoxy-11-methyl-6H-benzofuro[3a,3,2-e,f][2]benzazepin

1-hydroxy-2-phenylseleno-3-deoxylycoramine

O-Demethylgalantamine