HuprineX

Carbobicyclic substructure of huperzine A, with the 4-aminoquinoline substructure of tacrine

General

Type : Derivative of Huperzine, Derivative of Tacrine, Quinoline, Natural_modified

Chemical_Nomenclature : (-)-12-amino-3-chloro-9-ethyl-6,7,10,11-tetrahydro-7,11-methanocycloocta[b]quinoline hydrochloride

Canonical SMILES : CCC1=CC2CC(C1)C3=C(C4=C(C=C(C=C4)Cl)N=C3C2)N

InChI : InChI=1S\/C18H19ClN2\/c1-2-10-5-11-7-12(6-10)17-16(8-11)21-15-9-13(19)3-4-14(15)18(17)20\/h3-5,9,11-12H,2,6-8H2,1H3,(H2,20,21)

InChIKey : QTPHSDHUHXUYFE-UHFFFAOYSA-N

Other name(s) : Rac-huprine H7  ||  Huprine x  ||  CHEMBL143812  ||  3-chloro-9-ethyl-6,7,10,11-tetrahydro-7,11-methanocycloocta[b]quinolin-12-amine  ||  AC1L1GD8  ||  SCHEMBL7115053


MW : 298.81

Formula : C18H19N2Cl

CAS_number :

PubChem : 3632

UniChem : QTPHSDHUHXUYFE-UHFFFAOYSA-N

Target

Families : HuprineX ligand of proteins in family
ACHE

Structure :
1E66

Protein :
torca-ACHE

References (9)

Title : Huprine X Attenuates The Neurotoxicity Induced by Kainic Acid, Especially Brain Inflammation - Relat_2018_Basic.Clin.Pharmacol.Toxicol_122_94
Author(s) : Relat J , Perez B , Camps P , Munoz-Torrero D , Badia A , Victoria Clos M
Ref : Basic Clin Pharmacol Toxicol , 122 :94 , 2018
Abstract :
PubMedSearch : Relat_2018_Basic.Clin.Pharmacol.Toxicol_122_94
PubMedID: 28724203

Title : Huprine X and Huperzine A Improve Cognition and Regulate Some Neurochemical Processes Related with Alzheimer's Disease in Triple Transgenic Mice (3xTg-AD) - Ratia_2013_Neurodegener.Dis_11_129
Author(s) : Ratia M , Gimenez-Llort L , Camps P , Munoz-Torrero D , Perez B , Clos MV , Badia A
Ref : Neurodegener Dis , 11 :129 , 2013
Abstract :
PubMedSearch : Ratia_2013_Neurodegener.Dis_11_129
PubMedID: 22626981

Title : Effect of huprine X on beta-amyloid, synaptophysin and alpha7 neuronal nicotinic acetylcholine receptors in the brain of 3xTg-AD and APPswe transgenic mice - Hedberg_2010_Neurodegener.Dis_7_379
Author(s) : Hedberg MM , Clos MV , Ratia M , Gonzalez D , Lithner CU , Camps P , Munoz-Torrero D , Badia A , Gimenez-Llort L , Nordberg A
Ref : Neurodegener Dis , 7 :379 , 2010
Abstract :
PubMedSearch : Hedberg_2010_Neurodegener.Dis_7_379
PubMedID: 20689242

Title : Nicotinic-receptor potentiator drugs, huprine X and galantamine, increase ACh release by blocking AChE activity but not acting on nicotinic receptors - Roman_2005_Brain.Res_1061_73
Author(s) : Roman S , Badia A , Camps P , Munoz-Torrero D , Clos MV
Ref : Brain Research , 1061 :73 , 2005
Abstract :
PubMedSearch : Roman_2005_Brain.Res_1061_73
PubMedID: 16248990

Title : Potentiation effects of (+\/-)huprine X, a new acetylcholinesterase inhibitor, on nicotinic receptors in rat cortical synaptosomes - Roman_2004_Neuropharmacol_46_95
Author(s) : Roman S , Badia A , Camps P , Clos MV
Ref : Neuropharmacology , 46 :95 , 2004
Abstract :
PubMedSearch : Roman_2004_Neuropharmacol_46_95
PubMedID: 14654101

Title : 3D structure of Torpedo californica acetylcholinesterase complexed with huprine X at 2.1 A resolution: kinetic and molecular dynamic correlates - Dvir_2002_Biochemistry_41_2970
Author(s) : Dvir H , Wong DM , Harel M , Barril X , Orozco M , Luque FJ , Munoz-Torrero D , Camps P , Rosenberry TL , Silman I , Sussman JL
Ref : Biochemistry , 41 :2970 , 2002
Abstract :
PubMedSearch : Dvir_2002_Biochemistry_41_2970
PubMedID: 11863435
Gene_locus related to this paper: torca-ACHE

Title : Interaction of a new potent anticholinesterasic compound (+\/-)huprine X with muscarinic receptors in rat brain - Roman_2002_Neurosci.Lett_325_103
Author(s) : Roman S , Vivas NM , Badia A , Clos MV
Ref : Neuroscience Letters , 325 :103 , 2002
Abstract :
PubMedSearch : Roman_2002_Neurosci.Lett_325_103
PubMedID: 12044632

Title : The pharmacology of novel acetylcholinesterase inhibitors, (+\/-)- huprines Y and X, on the Torpedo electric organ - Ros_2001_Eur.J.Pharmacol_421_77
Author(s) : Ros E , Aleu J , Gomez de Aranda I , Munoz-Torrero D , Camps P , Badia A , Marsal J , Solsona C
Ref : European Journal of Pharmacology , 421 :77 , 2001
Abstract :
PubMedSearch : Ros_2001_Eur.J.Pharmacol_421_77
PubMedID: 11399262

Title : Huprine X is a Novel High-Affinity Inhibitor of Acetylcholinesterase That Is of Interest for Treatment of Alzheimer's Disease - Camps_2000_Mol.Pharmacol_57_409
Author(s) : Camps P , Cusack B , Mallender WD , Achab RE , Morral J , Munoz-Torrero D , Rosenberry TL
Ref : Molecular Pharmacology , 57 :409 , 2000
Abstract :
PubMedSearch : Camps_2000_Mol.Pharmacol_57_409
PubMedID: 10648652