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CHEBI:8874 - rivastigmine

Default Structure
ChEBI IDCHEBI:8874
ChEBI Namerivastigmine
Stars
DefinitionA carbamate ester obtained by formal condensation of the carboxy group of ethyl(methyl)carbamic acid with the phenolic OH group of 3-[(1S)-1-(dimethylamino)ethyl]phenol. A reversible cholinesterase inhibitor.
Last Modified22 February 2017
DownloadsMolfile
FormulaC14H22N2O2
Net Charge0
Average Mass250.342
Monoisotopic Mass250.16813
SMILESCCN(C)C(=O)Oc1cccc([C@H](C)N(C)C)c1
InChIInChI=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
InChIKeyXSVMFMHYUFZWBK-NSHDSACASA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
cholinergic drug  Any drug used for its actions on cholinergic systems. Included here are agonists and antagonists, drugs that affect the life cycle of acetylcholine, and drugs that affect the survival of cholinergic neurons.
EC 3.1.1.8 (cholinesterase) inhibitor  An EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of cholinesterase (EC 3.1.1.8).
Applications:
cholinergic drug  Any drug used for its actions on cholinergic systems. Included here are agonists and antagonists, drugs that affect the life cycle of acetylcholine, and drugs that affect the survival of cholinergic neurons.
antiparkinson drug  A drug used in the treatment of Parkinson's disease.
anxiolytic drug  Anxiolytic drugs are agents that alleviate anxiety, tension, and anxiety disorders, promote sedation, and have a calming effect without affecting clarity of consciousness or neurologic conditions.
antidepressant  Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
neuroprotective agent  Any compound that can be used for the treatment of neurodegenerative disorders.
antipsychotic agent  Antipsychotic drugs are agents that control agitated psychotic behaviour, alleviate acute psychotic states, reduce psychotic symptoms, and exert a quieting effect.
ChEBI Ontology
Outgoing Relation(s)
rivastigmine (CHEBI:8874) has role antidepressant (CHEBI:35469)
rivastigmine (CHEBI:8874) has role antiparkinson drug (CHEBI:48407)
rivastigmine (CHEBI:8874) has role antipsychotic agent (CHEBI:35476)
rivastigmine (CHEBI:8874) has role anxiolytic drug (CHEBI:35474)
rivastigmine (CHEBI:8874) has role cholinergic drug (CHEBI:38323)
rivastigmine (CHEBI:8874) has role EC 3.1.1.8 (cholinesterase) inhibitor (CHEBI:37733)
rivastigmine (CHEBI:8874) has role neuroprotective agent (CHEBI:63726)
rivastigmine (CHEBI:8874) is a carbamate ester (CHEBI:23003)
rivastigmine (CHEBI:8874) is a tertiary amino compound (CHEBI:50996)
rivastigmine (CHEBI:8874) is conjugate base of rivastigmine(1+) (CHEBI:64363)
Incoming Relation(s)
rivastigmine(1+) (CHEBI:64363) is conjugate acid of rivastigmine (CHEBI:8874)
IUPAC Name 
3-[(1S)-1-(dimethylamino)ethyl]phenyl ethyl(methyl)carbamate
INNs  Source
rivastigminaWHO MedNet
rivastigmineKEGG DRUG
Synonyms  Source
ENA-713ChEMBL
ENA-713DChEMBL
m-((S)-1-(Dimethylamino)ethyl)phenyl ethylmethylcarbamateChemIDplus
ONO-2540ChEMBL
(S)-3-(1-(Dimethylamino)ethyl)phenyl ethylmethylcarbamateChemIDplus
SDZ-212-713ChEMBL
Brand Name  Source
Rivastigmine 3m health care ltdChEMBL
Manual XrefsDatabases
2392DrugCentral
C11766KEGG COMPOUND
D03822KEGG DRUG
DB00989DrugBank
DE3805744Patent
EP1980552Patent
EP2233465Patent
LSM-5280LINCS
RivastigmineWikipedia
US2008255383Patent
US2009298817Patent
US5602176Patent
Registry NumbersSources
Reaxys:7875788Reaxys
CAS:123441-03-2ChemIDplus
CAS:123441-03-2KEGG COMPOUND
Citations