Caproctamine

antagonist presynaptic muscarinic acetylcholine M2 autoreceptors

General

Type : Multitarget, Alkyl linked bis-ligand, Muscarinic antagonist

Chemical_Nomenclature : 6-[(2-methoxyphenyl)methyl-methylamino]-N-[8-[6-[(2-methoxyphenyl)methyl-methylamino]hexanoyl-methylamino]octyl]-N-methylhexanamide

Canonical SMILES : CN(CCCCCC(=O)N(C)CCCCCCCCN(C)C(=O)CCCCCN(C)CC1=CC=CC=C1OC)CC2=CC=CC=C2OC

InChI : InChI=1S\/C40H66N4O4\/c1-41(33-35-23-15-17-25-37(35)47-5)29-19-11-13-27-39(45)43(3)31-21-9-7-8-10-22-32-44(4)40(46)28-14-12-20-30-42(2)34-36-24-16-18-26-38(36)48-6\/h15-18,23-26H,7-14,19-22,27-34H2,1-6H3

InChIKey : HDAQKLAKMZNBQB-UHFFFAOYSA-N

Other name(s) : CHEMBL11805  ||  SCHEMBL18398791  ||  BDBM50067482  ||  N,N''''-(octane-1,8-diyl)bis(6-((2-methoxybenzyl)(methyl)amino)-N-methylhexanamide)


MW : 667.0

Formula : C40H66N4O4

CAS_number :

PubChem : 10055202

UniChem : HDAQKLAKMZNBQB-UHFFFAOYSA-N

Target

Families : Caproctamine ligand of proteins in family
ACHE

Protein :
human-ACHE

References (7)

Title : MTDL design strategy in the context of Alzheimer's disease: from lipocrine to memoquin and beyond - Bolognesi_2009_Curr.Pharm.Des_15_601
Author(s) : Bolognesi ML , Rosini M , Andrisano V , Bartolini M , Minarini A , Tumiatti V , Melchiorre C
Ref : Curr Pharm Des , 15 :601 , 2009
Abstract :
PubMedSearch : Bolognesi_2009_Curr.Pharm.Des_15_601
PubMedID: 19199985

Title : Propidium-based polyamine ligands as potent inhibitors of acetylcholinesterase and acetylcholinesterase-induced amyloid-beta aggregation - Bolognesi_2005_J.Med.Chem_48_24
Author(s) : Bolognesi ML , Andrisano V , Bartolini M , Banzi R , Melchiorre C
Ref : Journal of Medicinal Chemistry , 48 :24 , 2005
Abstract :
PubMedSearch : Bolognesi_2005_J.Med.Chem_48_24
PubMedID: 15633997

Title : Structure-activity relationships of acetylcholinesterase noncovalent inhibitors based on a polyamine backbone. 3. Effect of replacing the inner polymethylene chain with cyclic moieties - Tumiatti_2004_J.Med.Chem_47_6490
Author(s) : Tumiatti V , Andrisano V , Banzi R , Bartolini M , Minarini A , Rosini M , Melchiorre C
Ref : Journal of Medicinal Chemistry , 47 :6490 , 2004
Abstract :
PubMedSearch : Tumiatti_2004_J.Med.Chem_47_6490
PubMedID: 15588084

Title : Polymethylene tetraamine backbone as template for the development of biologically active polyamines - Melchiorre_2003_Med.Res.Rev_23_200
Author(s) : Melchiorre C , Antonello A , Banzi R , Bolognesi ML , Minarini A , Rosini M , Tumiatti V
Ref : Med Res Rev , 23 :200 , 2003
Abstract :
PubMedSearch : Melchiorre_2003_Med.Res.Rev_23_200
PubMedID: 12500289

Title : Structure-activity relationships of acetylcholinesterase noncovalent inhibitors based on a polyamine backbone. 2. Role of the substituents on the phenyl ring and nitrogen atoms of caproctamine - Tumiatti_2003_J.Med.Chem_46_954
Author(s) : Tumiatti V , Rosini M , Bartolini M , Cavalli A , Marucci G , Andrisano V , Angeli P , Banzi R , Minarini A , Recanatini M , Melchiorre C
Ref : Journal of Medicinal Chemistry , 46 :954 , 2003
Abstract :
PubMedSearch : Tumiatti_2003_J.Med.Chem_46_954
PubMedID: 12620072

Title : Determination of the dissociation constants (pKa) of basic acetylcholinesterase inhibitors by reversed-phase liquid chromatography - Bartolini_2002_J.Chromatogr.A_958_59
Author(s) : Bartolini M , Bertucci C , Gotti R , Tumiatti V , Cavalli A , Recanatini M , Andrisano V
Ref : Journal of Chromatography A , 958 :59 , 2002
Abstract :
PubMedSearch : Bartolini_2002_J.Chromatogr.A_958_59
PubMedID: 12134831

Title : Hexahydrochromeno[4,3-b]pyrrole derivatives as acetylcholinesterase inhibitors - Bolognesi_2001_J.Med.Chem_44_105
Author(s) : Bolognesi ML , Andrisano V , Bartolini M , Minarini A , Rosini M , Tumiatti V , Melchiorre C
Ref : Journal of Medicinal Chemistry , 44 :105 , 2001
Abstract :
PubMedSearch : Bolognesi_2001_J.Med.Chem_44_105
PubMedID: 11141093