Galantamine Hydrobromide

Galantamine Hydrobromide

Nom du produit Galantamine Hydrobromide
Numéro CAS 1953-04-4
Apparence Poudre cristalline blanche à blanc cassé
Caractéristiques techniques ≥98.0% (HPLC)
Formule moléculaire C17H22BrNO3
Poids moléculaire 368.27 g/mol
Solubilité Soluble in water, ethanol; slightly soluble in acetone
Colis 25 kg fiber drum, inner polyethylene bags

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Galantamine Hydrobromide Structure

Synonymes : 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 hydrobromide, Galanthamine hydrobromide, Lycoremine hydrobromide, Nivalin, Razadyne

Galantamine hydrobromide is a tertiary alkaloid salt derived from the Amaryllidaceae family, structurally characterized by a benzofuro[3a,3,2-ef][2]benzazepine core with a methoxy substituent at C3 and a hydroxyl group at C6. This unique framework distinguishes it from other cholinesterase inhibitors and underpins its dual mechanism of action—both as a reversible acetylcholinesterase inhibitor and a positive allosteric modulator of nicotinic acetylcholine receptors. The hydrobromide salt enhances aqueous solubility and stability, making it the preferred form for pharmaceutical formulations.

Originally isolated from snowdrop (Galanthus woronowii) and daffodil (Narcissus pseudonarcissus) bulbs, galantamine has transitioned from a natural product to a synthetically accessible active pharmaceutical ingredient (API). Today, commercial production relies on optimized semi-synthetic or fully synthetic routes, ensuring high purity and consistent supply. The compound is typically available as a white to off-white crystalline powder, with a purity of ≥98.0% as determined by HPLC. It is freely soluble in water and ethanol, facilitating formulation into oral dosage forms such as tablets, capsules, and oral solutions.

In the pharmaceutical industry, galantamine hydrobromide is primarily indicated for mild to moderate Alzheimer’s disease, where it improves cognitive function and global clinical status. Beyond its established use, ongoing research explores its potential in other neurological conditions, including vascular dementia, schizophrenia, and autism spectrum disorders. Its ability to modulate nicotinic receptors also attracts interest in smoking cessation and alcohol dependence therapies. For B2B customers, LyvBio supplies galantamine hydrobromide under strict quality control, supported by comprehensive documentation and reliable logistics.

Structure chimique et propriétés

Galantamine hydrobromide belongs to the Amaryllidaceae alkaloid class, featuring a fused tetracyclic skeleton that includes a benzofuran ring. The C3 methoxy group and C6 hydroxyl are critical for its interaction with cholinesterase enzymes and nicotinic receptors. The hydrobromide salt form is obtained by reacting the free base with hydrobromic acid, yielding a stable, crystalline solid with a molecular weight of 368.27 g/mol. It exhibits good thermal stability under recommended storage conditions (2–8°C, protected from light and moisture). The compound’s solubility profile supports both immediate-release and sustained-release formulations, and its chiral centers necessitate stereoselective synthesis or resolution to ensure enantiomeric purity.

Mécanisme d'action

  • Acetylcholinesterase inhibition: Galantamine reversibly inhibits acetylcholinesterase, reducing the breakdown of acetylcholine in the synaptic cleft and enhancing cholinergic neurotransmission.
  • Nicotinic receptor modulation: It acts as a positive allosteric modulator at nicotinic acetylcholine receptors, amplifying the response to endogenous acetylcholine and potentially improving synaptic plasticity.
  • Neuroprotection: Preclinical studies suggest galantamine may reduce amyloid-beta aggregation and oxidative stress, though clinical relevance is still under investigation.
  • Effets anti-inflammatoires: Modulation of microglial activity and cytokine release has been observed in experimental models, indicating potential broader neurological benefits.

Spécifications de qualité

Paramètre Spécifications
Assay (HPLC, on dried basis) ≥98,01 TP3T
Identification IR, HPLC retention time conforms to standard
Apparence Poudre cristalline blanche à blanc cassé
Perte au séchage ≤ 0,51 TP3T
Résidu au feu ≤ 0,11 TP3T
Métaux lourds ≤ 10 ppm
Substances apparentées Total impurities ≤1.0%

Approvisionnement et documentation

  • Capacité: Annual production capacity of 5 metric tons, with flexible batch sizes from 1 kg to 500 kg.
  • Délai de livraison: 3 à 5 jours ouvrés (articles en stock)
  • Documentation: COA, MSDS, TDS, and regulatory support (CEP, DMF) provided for each batch.
  • Emballage: fûts en fibre de 25 kg avec double revêtement en polyéthylène, ou conditionnement sur mesure pour les petites quantités.

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