N1-Phenethylnorcymserine

IC50 value for BuChE: 5 nM and AChE: <30 microM || PEC (-)-N1-phenethylnorcymserine; BNC (-)-N1,n8-bisnorcymserine . BChE selectivity versus AChE (IC50 ratios) human: Cymserine 15-fold, PEC >5000-fold, BNC 110-fold; rat Cymserine 21-fold, PEC >3300-fold, BNC 150-fold

General

Type : Derivative of physostigmine-eserine,Carbamate,Indole

Chemical_Nomenclature :

Canonical SMILES : C1(=CC2=C(C=C1)NC3[C@]2(CCN3CCC4=CC=CC=C4)C)OC(=O)NC5=CC=C(C=C5)C(C)C

InChI : InChI=1S\/C29H33N3O2\/c1-20(2)22-9-11-23(12-10-22)30-28(33)34-24-13-14-26-25(19-24)29(3)16-18-32(27(29)31-26)17-15-21-7-5-4-6-8-21\/h4-14,19-20,27,31H,15-18H2,1-3H3,(H,30,33)\/t27?,29-\/m0\/s1

InChIKey : NPNWTYWEGVFEMF-ACEFPKFPSA-N

Other name(s) : PEC


MW : 455.59

Formula : C29H33N3O2

CAS_number :

PubChem :

UniChem : NPNWTYWEGVFEMF-ACEFPKFPSA-N

IUPHAR :

Wikipedia :

Target

Families : N1-Phenethylnorcymserine ligand of proteins in family: BCHE

Stucture :

Protein :

References (4)

Title : Butyrylcholinesterase inhibitors ameliorate cognitive dysfunction induced by amyloid-beta peptide in mice - Furukawa-Hibi_2011_Behav.Brain.Res_225_222
Author(s) : Furukawa-Hibi Y , Alkam T , Nitta A , Matsuyama A , Mizoguchi H , Suzuki K , Moussaoui S , Yu QS , Greig NH , Nagai T , Yamada K
Ref : Behavioural Brain Research , 225 :222 , 2011
Abstract : Furukawa-Hibi_2011_Behav.Brain.Res_225_222
ESTHER : Furukawa-Hibi_2011_Behav.Brain.Res_225_222
PubMedSearch : Furukawa-Hibi_2011_Behav.Brain.Res_225_222
PubMedID: 21820013

Title : Design, synthesis, evaluation and QSAR analysis of N(1)-substituted norcymserine derivatives as selective butyrylcholinesterase inhibitors - Takahashi_2010_Bioorg.Med.Chem.Lett_20_1718
Author(s) : Takahashi J , Hijikuro I , Kihara T , Murugesh MG , Fuse S , Kunimoto R , Tsumura Y , Akaike A , Niidome T , Okuno Y , Takahashi T , Sugimoto H
Ref : Bioorganic & Medicinal Chemistry Lett , 20 :1718 , 2010
Abstract : Takahashi_2010_Bioorg.Med.Chem.Lett_20_1718
ESTHER : Takahashi_2010_Bioorg.Med.Chem.Lett_20_1718
PubMedSearch : Takahashi_2010_Bioorg.Med.Chem.Lett_20_1718
PubMedID: 20137934

Title : N1phenethyl-norcymserine, a selective butyrylcholinesterase inhibitor, increases acetylcholine release in rat cerebral cortex: a comparison with donepezil and rivastigmine - Cerbai_2007_Eur.J.Pharmacol_572_142
Author(s) : Cerbai F , Giovannini MG , Melani C , Enz A , Pepeu G
Ref : European Journal of Pharmacology , 572 :142 , 2007
Abstract : Cerbai_2007_Eur.J.Pharmacol_572_142
ESTHER : Cerbai_2007_Eur.J.Pharmacol_572_142
PubMedSearch : Cerbai_2007_Eur.J.Pharmacol_572_142
PubMedID: 17643410

Title : Synthesis of novel phenserine-based-selective inhibitors of butyrylcholinesterase for Alzheimer's disease - Yu_1999_J.Med.Chem_42_1855
Author(s) : Yu Q , Holloway HW , Utsuki T , Brossi A , Greig NH
Ref : Journal of Medicinal Chemistry , 42 :1855 , 1999
Abstract : Yu_1999_J.Med.Chem_42_1855
ESTHER : Yu_1999_J.Med.Chem_42_1855
PubMedSearch : Yu_1999_J.Med.Chem_42_1855
PubMedID: 10346939