Rivastigmine

Rivastigmine Exelon: a carbamate-derived reversible cholinesterase inhibitor (both butyrylcholinesterase and acetylcholinesterase) that is selective for the central nervous system and is used for the treatment of dementia in ALzheimer disease and Parkinson disease

General

Type : Derivative of Rivastigmine, Stigmine, Carbamate, Drug

Chemical_Nomenclature : S-N-ethyl-3-[(1-dimethyl-amino)ethyl]-N-methyl-phenylcarbamate hydrogentartrate

Canonical SMILES : CCN(C)C(=O)OC1=CC=CC(=C1)C(C)N(C)C

InChI : InChI=1S\/C14H22N2O2\/c1-6-16(5)14(17)18-13-9-7-8-12(10-13)11(2)15(3)4\/h7-11H,6H2,1-5H3 || InChI=1S\/C14H22N2O2\/c1-6-16(5)14(17)18-13-9-7-8-12(10-13)11(2)15(3)4\/h7-11H,6H2,1-5H3\/t11-\/m0\/s1

InChIKey : XSVMFMHYUFZWBK-UHFFFAOYSA-N || XSVMFMHYUFZWBK-NSHDSACASA-N

Other name(s) : carbamoylatine  ||  Exelon  ||  ENA-713  ||  SDZ-212-713  ||  SDZ-ENA-713  ||  SDZ-ENA713  ||  ENA-713~Rivastigmine


MW : 250.34

Formula : C14H22N2O2

CAS_number : 123441-03-2,    129101-54-8

PubChem : 77991,    5077

UniChem : XSVMFMHYUFZWBK-UHFFFAOYSA-N,    XSVMFMHYUFZWBK-NSHDSACASA-N

IUPHAR : 6602

Wikipedia : Rivastigmine

Target

Families : Rivastigmine ligand of proteins in family
ACHE

Structure :
1GQS 1GQR

Protein :
torca-ACHE

References (17)

Title : Molecular Mechanisms of Neurodegeneration: A Focus on Cholinergic Dysfunction and the Therapeutic Potential of Rivastigmine Derivatives - Singh_2026_Curr.Top.Med.Chem__
Author(s) : Singh K , Sethi P , Jain D , Gupta JK , Waqar Z , Singh B , Syed R , Tabish M , Sharma MC
Ref : Curr Top Med Chem , : , 2026
Abstract :
PubMedSearch : Singh_2026_Curr.Top.Med.Chem__
PubMedID: 42152708

Title : Covalent Ligand-AChE Adduct is a Bidirectional Indicator for Either Ligand or AChE: Pesticides as the Case - Zhang_2026_Anal.Chem__
Author(s) : Zhang K , Li T , Li J , Li H , Dong F , Zhao H , Gu X , Song Y
Ref : Analytical Chemistry , : , 2026
Abstract :
PubMedSearch : Zhang_2026_Anal.Chem__
PubMedID: 42275633

Title : Successful resolution of Capgras syndrome with rivastigmine treatment in Lewy body dementia - Sultan_2025_BMJ.Case.Rep_18_
Author(s) : Sultan R , Bouhenni R , Sasse J , Balachandran S
Ref : BMJ Case Rep , 18 : , 2025
Abstract :
PubMedSearch : Sultan_2025_BMJ.Case.Rep_18_
PubMedID: 41224365

Title : Effects of hydromethylthionine mesylate and rivastigmine in a pharmacological mouse model of Alzheimer's disease - Robinson_2025_Behav.Pharmacol__
Author(s) : Robinson L , Bray J , Melis V , Harrington CR , Wischik CM , Riedel G
Ref : Behav Pharmacol , : , 2025
Abstract :
PubMedSearch : Robinson_2025_Behav.Pharmacol__
PubMedID: 41396167

Title : Effects of rivastigmine on gait in patients with neurodegenerative disorders: A systematic review and meta-analysis - Shim_2024_PLoS.One_19_e0310900
Author(s) : Shim SR , Kim JY , Kwon KY , Shin J , Lee Y , Lee SM
Ref : PLoS ONE , 19 :e0310900 , 2024
Abstract :
PubMedSearch : Shim_2024_PLoS.One_19_e0310900
PubMedID: 39666629

Title : Inhibition of human carboxylesterases hCE1 and hiCE by cholinesterase inhibitors - Tsurkan_2013_Chem.Biol.Interact_203_226
Author(s) : Tsurkan LG , Hatfield MJ , Edwards CC , Hyatt JL , Potter PM
Ref : Chemico-Biological Interactions , 203 :226 , 2013
Abstract :
PubMedSearch : Tsurkan_2013_Chem.Biol.Interact_203_226
PubMedID: 23123248

Title : Kinetic and structural studies on the interaction of cholinesterases with the anti-Alzheimer drug rivastigmine - Bar-On_2002_Biochemistry_41_3555
Author(s) : Bar-On P , Millard CB , Harel M , Dvir H , Enz A , Sussman JL , Silman I
Ref : Biochemistry , 41 :3555 , 2002
Abstract :
PubMedSearch : Bar-On_2002_Biochemistry_41_3555
PubMedID: 11888271
Gene_locus related to this paper: torca-ACHE

Title : Alzheimer's disease: seeking new ways to preserve brain function. Interview by Alice V. Luddington - Davis_1999_Geriatrics_54_42
Author(s) : Davis KL
Ref : Geriatrics , 54 :42 , 1999
Abstract :
PubMedSearch : Davis_1999_Geriatrics_54_42
PubMedID: 10024872

Title : Dose-dependent CSF acetylcholinesterase inhibition by SDZ ENA 713 in Alzheimer's disease - Cutler_1998_Acta.Neurol.Scand_97_244
Author(s) : Cutler NR , Polinsky RJ , Sramek JJ , Enz A , Jhee SS , Mancione L , Hourani J , Zolnouni P
Ref : Acta Neurologica Scandinavica , 97 :244 , 1998
Abstract :
PubMedSearch : Cutler_1998_Acta.Neurol.Scand_97_244
PubMedID: 9576639

Title : Disposition of SDZ ENA 713, an acetylcholinesterase inhibitor, in the rabbit - Habucky_1998_Biopharm.Drug.Dispos_19_285
Author(s) : Habucky K , Tse FL
Ref : Biopharmaceutics & Drug Disposition , 19 :285 , 1998
Abstract :
PubMedSearch : Habucky_1998_Biopharm.Drug.Dispos_19_285
PubMedID: 9673779

Title : Clinical pharmacology of rivastigmine: a new-generation acetylcholinesterase inhibitor for the treatment of Alzheimer's disease - Polinsky_1998_Clin.Ther_20_634
Author(s) : Polinsky RJ
Ref : Clin Ther , 20 :634 , 1998
Abstract :
PubMedSearch : Polinsky_1998_Clin.Ther_20_634
PubMedID: 9737824

Title : Invited review: Cholinesterase inhibitors for Alzheimer's disease therapy: from tacrine to future applications - Giacobini_1998_Neurochem.Int_32_413
Author(s) : Giacobini E
Ref : Neurochem Int , 32 :413 , 1998
Abstract :
PubMedSearch : Giacobini_1998_Neurochem.Int_32_413
PubMedID: 9676739

Title : Cerebro-protective effects of ENA713, a novel acetylcholinesterase inhibitor, in closed head injury in the rat - Chen_1998_Brain.Res_784_18
Author(s) : Chen Y , Shohami E , Bass R , Weinstock M
Ref : Brain Research , 784 :18 , 1998
Abstract :
PubMedSearch : Chen_1998_Brain.Res_784_18
PubMedID: 9518537

Title : Rivastigmine, a brain-selective acetylcholinesterase inhibitor, ameliorates cognitive and motor deficits induced by closed-head injury in the mouse - Chen_1998_J.Neurotrauma_15_231
Author(s) : Chen Y , Shohami E , Constantini S , Weinstock M
Ref : Journal of Neurotrauma , 15 :231 , 1998
Abstract :
PubMedSearch : Chen_1998_J.Neurotrauma_15_231
PubMedID: 9555969

Title : Treating Alzheimer's disease.Pharmacologic options now and in the near future - Tariot_1997_Postgrad.Med_101_73
Author(s) : Tariot PN , Schneider L , Porsteinsson AP
Ref : Postgrad Med , 101 :73 , 1997
Abstract :
PubMedSearch : Tariot_1997_Postgrad.Med_101_73
PubMedID: 9194867

Title : Inhibition of acetylcholinesterase modulates the autoregulation of cerebral blood flow and attenuates ischemic brain metabolism in hypertensive rats - Sadoshima_1995_J.Cerebral.Blood.Flow.Metab_15_845
Author(s) : Sadoshima S , Ibayashi S , Fujii K , Nagao T , Sugimori H , Fujishima M
Ref : Journal of Cerebral Blood Flow & Metabolism , 15 :845 , 1995
Abstract :
PubMedSearch : Sadoshima_1995_J.Cerebral.Blood.Flow.Metab_15_845
PubMedID: 7673377

Title : Post-ischemic administration of the acetylcholinesterase inhibitor ENA-713 prevents delayed neuronal death in the gerbil hippocampus - Tanaka_1995_Neurochem.Res_20_663
Author(s) : Tanaka K , Mizukawa K , Ogawa N , Mori A
Ref : Neurochemical Research , 20 :663 , 1995
Abstract :
PubMedSearch : Tanaka_1995_Neurochem.Res_20_663
PubMedID: 756636