bis9-(-)-nor-meptazinol
General
Type : Alkyl linked bis-ligand,Azepane
Chemical_Nomenclature : 3-[(3S)-3-ethyl-1-[9-[(3S)-3-ethyl-3-(3-hydroxyphenyl)azepan-1-yl]nonyl]azepan-3-yl]phenol
Canonical SMILES : CCC1(CCCCN(C1)CCCCCCCCCN2CCCCC(C2)(CC)C3=CC(=CC=C3)O)C4=CC(=CC=C4)O
InChI : InChI=1S\/C37H58N2O2\/c1-3-36(32-18-16-20-34(40)28-32)22-10-14-26-38(30-36)24-12-8-6-5-7-9-13-25-39-27-15-11-23-37(4-2,31-39)33-19-17-21-35(41)29-33\/h16-21,28-29,40-41H,3-15,22-27,30-31H2,1-2H3\/t36-,37-\/m1\/s1
InChIKey : ZZKZUUMHRSWLQQ-FZNHDDJXSA-N
Other name(s) : BM4,BIS-MEP,CHEMBL406645,Bis(9)-(-)-meptazinol,D05QNR,BDBM50373109,N,N'-(1',9'-nonylene)-bis-(-)-nor-MEP
MW : 562.88
Formula : C37H58N2O2
CAS_number :
UniChem : ZZKZUUMHRSWLQQ-FZNHDDJXSA-N
IUPHAR :
Wikipedia :
-nor-meptazinol.gif)
Target
Families : bis9-(-)-nor-meptazinol ligand of proteins in family: ACHE
Stucture : 2W6C AChE in complex with a bis-(-)-nor-meptazinol derivative
Protein : torca-ACHE
References (6)
| Title : Effects of BIS-MEP on Reversing Amyloid Plaque Deposition and Spatial Learning and Memory Impairments in a Mouse Model of beta-Amyloid Peptide- and Ibotenic Acid-Induced Alzheimer's Disease - Wang_2019_Front.Aging.Neurosci_11_3 |
| Author(s) : Wang Y , Xia J , Shen M , Zhou Y , Wu Z , Shi Y , Xu J , Hou L , Zhang R , Qiu Z , Xie Q , Chen H , Zhang Y , Wang H |
| Ref : Front Aging Neurosci , 11 :3 , 2019 |
| Abstract : Wang_2019_Front.Aging.Neurosci_11_3 |
| ESTHER : Wang_2019_Front.Aging.Neurosci_11_3 |
| PubMedSearch : Wang_2019_Front.Aging.Neurosci_11_3 |
| PubMedID: 30723404 |
| Title : Bis(9)-(-)-nor-meptazinol as a novel dual-binding AChEI potently ameliorates scopolamine-induced cognitive deficits in mice - Liu_2013_Pharmacol.Biochem.Behav_104_138 |
| Author(s) : Liu T , Xia Z , Zhang WW , Xu JR , Ge XX , Li J , Cui Y , Qiu ZB , Xu J , Xie Q , Wang H , Chen HZ |
| Ref : Pharmacol Biochem Behav , 104 :138 , 2013 |
| Abstract : Liu_2013_Pharmacol.Biochem.Behav_104_138 |
| ESTHER : Liu_2013_Pharmacol.Biochem.Behav_104_138 |
| PubMedSearch : Liu_2013_Pharmacol.Biochem.Behav_104_138 |
| PubMedID: 23262302 |
| Title : Novel bis-(-)-nor-meptazinol derivatives act as dual binding site AChE inhibitors with metal-complexing property - Zheng_2012_Toxicol.Appl.Pharmacol_264_65 |
| Author(s) : Zheng W , Li J , Qiu Z , Xia Z , Li W , Yu L , Chen H , Chen J , Chen Y , Hu Z , Zhou W , Shao B , Cui Y , Xie Q |
| Ref : Toxicol Appl Pharmacol , 264 :65 , 2012 |
| Abstract : Zheng_2012_Toxicol.Appl.Pharmacol_264_65 |
| ESTHER : Zheng_2012_Toxicol.Appl.Pharmacol_264_65 |
| PubMedSearch : Zheng_2012_Toxicol.Appl.Pharmacol_264_65 |
| PubMedID: 22842334 |
| Title : The crystal structure of a complex of acetylcholinesterase with a bis-(-)-nor-meptazinol derivative reveals disruption of the catalytic triad - Paz_2009_J.Med.Chem_52_2543 |
| Author(s) : Paz A , Xie Q , Greenblatt HM , Fu W , Tang Y , Silman I , Qiu Z , Sussman JL |
| Ref : Journal of Medicinal Chemistry , 52 :2543 , 2009 |
| Abstract : Paz_2009_J.Med.Chem_52_2543 |
| ESTHER : Paz_2009_J.Med.Chem_52_2543 |
| PubMedSearch : Paz_2009_J.Med.Chem_52_2543 |
| PubMedID: 19326912 |
| Gene_locus related to this paper: torca-ACHE |
| Title : Bis-(-)-nor-meptazinols as novel nanomolar cholinesterase inhibitors with high inhibitory potency on amyloid-beta aggregation - Xie_2008_J.Med.Chem_51_2027 |
| Author(s) : Xie Q , Wang H , Xia Z , Lu M , Zhang W , Wang X , Fu W , Tang Y , Sheng W , Li W , Zhou W , Zhu X , Qiu Z , Chen H |
| Ref : Journal of Medicinal Chemistry , 51 :2027 , 2008 |
| Abstract : Xie_2008_J.Med.Chem_51_2027 |
| ESTHER : Xie_2008_J.Med.Chem_51_2027 |
| PubMedSearch : Xie_2008_J.Med.Chem_51_2027 |
| PubMedID: 18333606 |
| Title : Investigation of the binding mode of (-)-meptazinol and bis-meptazinol derivatives on acetylcholinesterase using a molecular docking method - Xie_2006_J.Mol.Model_12_390 |
| Author(s) : Xie Q , Tang Y , Li W , Wang XH , Qiu ZB |
| Ref : J Mol Model , 12 :390 , 2006 |
| Abstract : Xie_2006_J.Mol.Model_12_390 |
| ESTHER : Xie_2006_J.Mol.Model_12_390 |
| PubMedSearch : Xie_2006_J.Mol.Model_12_390 |
| PubMedID: 16404617 |