O-DESMETHYLGALANTHAMINE
O-DESMETHYLGALANTHAMINE Basic information
- Product Name:
- O-DESMETHYLGALANTHAMINE
- Synonyms:
-
- (4aS,6R,8aS)-4a,5,9,10,11,12-Hexahydro-11-Methyl-6H-benzofuro[3a,3,2-ef][2]benzazepine-3,6-diol
- (4aS,8aS)-11-Methyl-4aα,5,9,10,11,12-hexahydro-6H-benzofuro[3a,3,2-ef][2]benzoazepine-3,6β-diol
- (8aS)-5,6,9,10,11,12-Hexahydro-11-methyl-4aαH-benzofuro[3a,3,2-ef][2]benzazepine-3,6β-diol
- 6-O-Demethylgalanthamine
- 10-Methyl-galantham-1-ene-3b,6-diol
- O-Demethyl-galanthamine
- Sanguinine
- 10-Methyl-galantham-1-ene-3,6-diol
- CAS:
- 60755-80-8
- MF:
- C16H19NO3
- MW:
- 273.33
- Product Categories:
-
- Chiral Reagents
- Heterocycles
- Intermediates & Fine Chemicals
- Metabolites & Impurities
- Pharmaceuticals
- Mol File:
- 60755-80-8.mol
O-DESMETHYLGALANTHAMINE Chemical Properties
- Melting point:
- 227-230°C (dec.)
- Boiling point:
- 451.9±45.0 °C(Predicted)
- Density
- 1.37±0.1 g/cm3(Predicted)
- storage temp.
- -20°C Freezer
- solubility
- DMSO: soluble
- form
- A solid
- pka
- 9.39±0.40(Predicted)
- color
- White to off-white
- CAS DataBase Reference
- 60755-80-8
O-DESMETHYLGALANTHAMINE Usage And Synthesis
Chemical Properties
Pale Yellow Powder
Uses
A metabolite of Galanthamine, a selective acetylcholinesterase inhibitor
Uses
A metabolite of Galanthamine (G188500), a selective acetylcholinesterase inhibitor.
Uses
Sanguinine has a more potent acetylcholinesterase inhibitory activity than galanthamine due to an extra hydroxyl group available for potential interaction with acetylcholinesterase. Sanguinine, in turn, is 10-fold more selective than galanthamine for acetylcholinesterase (AChE) vs. butyrylcholinesterase (BuChE). The lack of AChE inhibitory activity of lycoramine and epinorlicoramine could be due to the occurrence of a double bond in ring C, which does not allow these alkaloids to have the same spatial configuration as the active alkaloids of this series.
Definition
ChEBI: Sanguinine is a benzazepine.
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