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CHEBI:31899 - nemonapride
| ChEBI ID | CHEBI:31899 |
| ChEBI Name | nemonapride |
| Stars | |
| 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. |
| Last Modified | 13 August 2021 |
| Formula | C21H26ClN3O2 |
| Net Charge | 0 |
| Average Mass | 387.910 |
| Monoisotopic Mass | 387.17135 |
| Wikipedia |
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| Roles Classification |
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| Biological Roles: | 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. dopaminergic antagonist A drug that binds to but does not activate dopamine receptors, thereby blocking the actions of dopamine or exogenous agonists. |
| Applications: | 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. dopaminergic antagonist A drug that binds to but does not activate dopamine receptors, thereby blocking the actions of dopamine or exogenous agonists. |
| ChEBI Ontology |
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| Outgoing Relation(s) |
| 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 |
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| rac-N-[(2S,3S)-1-benzyl-2-methylpyrrolidin-3-yl]-5-chloro-2-methoxy-4-(methylamino)benzamide |
| INNs | Source |
|---|---|
| nemonapridum | WHO MedNet |
| nemonapride | WHO MedNet |
| némonapride | WHO MedNet |
| nemonaprida | WHO MedNet |
| Synonyms | Source |
|---|---|
| emonapride | ChemIDplus |
| YM 09151-2 | ChemIDplus |
| YM-09151 | ChemIDplus |
| (±)-cis-N-(1-benzyl-2-methylpyrrolidin-3-yl)-5-chloro-2-methoxy-4-methylaminobenzamide | ChemIDplus |
| (±)-cis-N-(1-benzyl-2-methyl-3-pyrrolidinyl)-5-chloro-4-(methylamino)-o-anisamide | ChemIDplus |
| (±)-nemonapride | ChEBI |
| Brand Name | Source |
|---|---|
| Emilace | KEGG DRUG |
| Registry Numbers | Sources |
|---|---|
| Reaxys:5766104 | Reaxys |
| CAS:75272-39-8 | KEGG COMPOUND |
| CAS:75272-39-8 | ChemIDplus |
| Citations |
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