sulpiride (CHEBI:32168)

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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

Average Mass

341.42600

Monoisotopic Mass

341.14093

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
Chemical Role(s):	Bronsted base A molecular entity capable of accepting a hydron from a donor (Bronsted acid). (via organic amino compound )

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.

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

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

Last Modified

22 February 2017