CHEBI:31899 - nemonapride

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ChEBI Name nemonapride
ChEBI ID CHEBI:31899
Definition A racemate composed of (2S,3S)- and (2R,3R)-enantiomers of nemonapride. Highly potent dopamine D2-like receptor antagonist; selective over D1-like receptors (Ki values are 0.1 and 740 nM for D2-like and D1-like receptors respectively). Also potent 5-HT1A receptor agonist (IC50 = 34 nM) and has affinity for sigma receptors.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C21H26ClN3O2
Net Charge 0
Average Mass 387.910
Monoisotopic Mass 387.17135
Roles Classification
Biological Role(s): dopaminergic antagonist
A drug that binds to but does not activate dopamine receptors, thereby blocking the actions of dopamine or exogenous agonists.
serotonergic agonist
An agent that has an affinity for serotonin receptors and is able to mimic the effects of serotonin by stimulating the physiologic activity at the cell receptors. Serotonin agonists are used as antidepressants, anxiolytics, and in the treatment of migraine disorders.
Application(s): dopaminergic antagonist
A drug that binds to but does not activate dopamine receptors, thereby blocking the actions of dopamine or exogenous agonists.
serotonergic agonist
An agent that has an affinity for serotonin receptors and is able to mimic the effects of serotonin by stimulating the physiologic activity at the cell receptors. Serotonin agonists are used as antidepressants, anxiolytics, and in the treatment of migraine disorders.
second generation antipsychotic
Antipsychotic drugs which can have different modes of action but which tend to be less likely than first generation antipsychotics to cause extrapyramidal motor control disabilities such as body rigidity or Parkinson's disease-type movements.
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ChEBI Ontology
Outgoing nemonapride (CHEBI:31899) has part (2R,3R)-nemonapride (CHEBI:64219)
nemonapride (CHEBI:31899) has part (2S,3S)-nemonapride (CHEBI:64218)
nemonapride (CHEBI:31899) has role dopaminergic antagonist (CHEBI:48561)
nemonapride (CHEBI:31899) has role second generation antipsychotic (CHEBI:65191)
nemonapride (CHEBI:31899) has role serotonergic agonist (CHEBI:35941)
nemonapride (CHEBI:31899) is a racemate (CHEBI:60911)
IUPAC Name
rac-N-[(2S,3S)-1-benzyl-2-methylpyrrolidin-3-yl]-5-chloro-2-methoxy-4-(methylamino)benzamide
INNs Sources
nemonaprida WHO MedNet
némonapride WHO MedNet
nemonapride WHO MedNet
nemonapridum WHO MedNet
Synonyms Sources
(±)-cis-N-(1-benzyl-2-methyl-3-pyrrolidinyl)-5-chloro-4-(methylamino)-o-anisamide ChemIDplus
(±)-cis-N-(1-benzyl-2-methylpyrrolidin-3-yl)-5-chloro-2-methoxy-4-methylaminobenzamide ChemIDplus
(±)-nemonapride ChEBI
emonapride ChemIDplus
rac-nemonapride ChEBI
racemic nemonapride ChEBI
YM 09151-2 ChemIDplus
YM-09151 ChemIDplus
Brand Name Source
Emilace KEGG DRUG
Manual Xrefs Databases
1895 DrugCentral
C12915 KEGG COMPOUND
D01468 KEGG DRUG
EP1273301 Patent
Nemonapride Wikipedia
US5811547 Patent
View more database links
Registry Numbers Types Sources
5766104 Reaxys Registry Number Reaxys
75272-39-8 CAS Registry Number KEGG COMPOUND
75272-39-8 CAS Registry Number ChemIDplus
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Last Modified
13 August 2021