CHEBI:32168 - sulpiride

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ChEBI Name sulpiride
ChEBI ID CHEBI:32168
Definition A member of the class of benzamides obtained from formal condensation between the carboxy group of 2-methoxy-5-sulfamoylbenzoic acid and the primary amino group of (1-ethylpyrrolidin-2-yl)methylamine.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C15H23N3O4S
Net Charge 0
Average Mass 341.42600
Monoisotopic Mass 341.141
InChI InChI=1S/C15H23N3O4S/c1-3-18-8-4-5-11(18)10-17-15(19)13-9-12(23(16,20)21)6-7-14(13)22-2/h6-7,9,11H,3-5,8,10H2,1-2H3,(H,17,19)(H2,16,20,21)
InChIKey BGRJTUBHPOOWDU-UHFFFAOYSA-N
SMILES CCN1CCCC1CNC(=O)c1cc(ccc1OC)S(N)(=O)=O
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.
Application(s): antidepressant
Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
antiemetic
A drug used to prevent nausea or vomiting. An antiemetic may act by a wide range of mechanisms: it might affect the medullary control centres (the vomiting centre and the chemoreceptive trigger zone) or affect the peripheral receptors.
antipsychotic agent
Antipsychotic drugs are agents that control agitated psychotic behaviour, alleviate acute psychotic states, reduce psychotic symptoms, and exert a quieting effect.
dopaminergic antagonist
A drug that binds to but does not activate dopamine receptors, thereby blocking the actions of dopamine or exogenous agonists.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing sulpiride (CHEBI:32168) has role antidepressant (CHEBI:35469)
sulpiride (CHEBI:32168) has role antiemetic (CHEBI:50919)
sulpiride (CHEBI:32168) has role antipsychotic agent (CHEBI:35476)
sulpiride (CHEBI:32168) has role dopaminergic antagonist (CHEBI:48561)
sulpiride (CHEBI:32168) is a N-alkylpyrrolidine (CHEBI:46775)
sulpiride (CHEBI:32168) is a benzamides (CHEBI:22702)
sulpiride (CHEBI:32168) is a sulfonamide (CHEBI:35358)
Incoming (R)-(+)-sulpiride (CHEBI:64122) is a sulpiride (CHEBI:32168)
(S)-(−)-sulpiride (CHEBI:64119) is a sulpiride (CHEBI:32168)
IUPAC Name
N-[(1-ethylpyrrolidin-2-yl)methyl]-2-methoxy-5-sulfamoylbenzamide
INNs Sources
sulpirida DrugBank
sulpiride KEGG DRUG
sulpiridum DrugBank
Synonyms Sources
(±)-sulpiride NIST Chemistry WebBook
5-(Aminosulfonyl)-N-((1-ethyl-2-pyrrolidinyl)methyl)-2-methoxybenzamide ChemIDplus
N-((1-Ethyl-2-pyrrolidinyl)methyl)-2-methoxy-5-sulfamoylbenzamide ChemIDplus
N-((1-Ethyl-2-pyrrolidinyl)methyl)-5-sulfamoyl-o-anisamide ChemIDplus
Sulpirid DrugBank
Sulpyrid DrugBank
Database Links Databases
2537 DrugCentral
D01226 KEGG DRUG
DB00391 DrugBank
DE2903891 Patent
LSM-5080 LINCS
Sulpiride Wikipedia
US3342826 Patent
View more database links
Registry Numbers Types Sources
15676-16-1 CAS Registry Number ChemIDplus
15676-16-1 CAS Registry Number KEGG DRUG
15676-16-1 CAS Registry Number NIST Chemistry WebBook
494008 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
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Last Modified
22 February 2017