Bis-galanthamine

bis-ligand used to increase AChE inhibition here the compound 6c is represented 10 methylenes linker . The most potent compound described

General

Type : Derivative of Galanthamine, Alkaloid, Alkyl linked bis-ligand, Benzazepin, Azepane, Natural_modified

Chemical_Nomenclature : 6H-benzofuro[3a,3,2-ef][2]benzazepinium, 4a,5,9,10-tetrahydro-6-hydroxy-3-methoxy-11-[10-[(4aS,6R,8aS)-4a,5,9,10-tetrahydro-6-hydroxy-3-methoxy-6H-benzofuro[3a,3,2-ef][2]benzazepin-11(12H)-yl]decyl]-, bromide, (6R,8aS)- (1:1)

Canonical SMILES : COC1=C2C3=C(CN(CCC34C=CC(CC4O2)O)CCCCCCCCCC[N+]5=CC6=C7C(=C(C=C6)OC)OC8C7(CC5)C=CC(C8)O)C=C1.[Br-]

InChI : InChI=1S\/C42H55N2O6.BrH\/c1-47-33-13-11-29-27-43(23-19-41-17-15-31(45)25-35(41)49-39(33)37(29)41)21-9-7-5-3-4-6-8-10-22-44-24-20-42-18-16-32(46)26-36(42)50-40-34(48-2)14-12-30(28-44)38(40)42\;\/h11-18,27,31-32,35-36,45-46H,3-10,19-26,28H2,1-2H3\;1H\/q+1\;\/p-1\/t31-,32-,35?,36-,41-,42-\;\/m0.\/s1

InChIKey : QAMUMNIFAYGMCP-PQXBOIAPSA-M

Other name(s) : CHEMBL415545  ||  (6R,8aS)-6-Hydroxy-11-{10-[(4aS,6R,8aS)-6-hydroxy-3-methoxy-5,6,9,10-tetrahydro-4aH-[1]benzofuro[3a,3,2-ef][2]benzazepin-11(12H)-yl]decyl}-3-methoxy-5,6,9,10-tetrahydro-4aH-[1]benzofuro[3a,3,2-ef][2]b enzazepin-11-ium bromide


MW : 763.81

Formula : C42H56N2O6 Br

CAS_number :

PubChem : 44372540

UniChem : QAMUMNIFAYGMCP-PQXBOIAPSA-M

Target

Families : Bis-galanthamine ligand of proteins in family
ACHE

References (2)

Title : Galanthamine as bis-functional ligand for the acetylcholinesterase - Luttmann_2002_J.Mol.Model.(Online)_8_208
Author(s) : Luttmann E , Linnemann E , Fels G
Ref : J Mol Model (Online) , 8 :208 , 2002
Abstract :
PubMedSearch : Luttmann_2002_J.Mol.Model.(Online)_8_208
PubMedID: 12140604

Title : Potent acetylcholinesterase inhibitors: design, synthesis and structure-activity relationships of alkylene linked bis-galanthamine and galanthamine-galanthaminium salts - Guillou_2000_Bioorg.Med.Chem.Lett_10_637
Author(s) : Guillou C , Mary A , Renko DZ , Gras E , Thal C
Ref : Bioorganic & Medicinal Chemistry Lett , 10 :637 , 2000
Abstract :
PubMedSearch : Guillou_2000_Bioorg.Med.Chem.Lett_10_637
PubMedID: 10762042