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CHEBI:64122 - (R)-(+)-sulpiride

ChEBI IDCHEBI:64122
ChEBI Name(R)-(+)-sulpiride
Stars
ASCII Name(R)-(+)-sulpiride
DefinitionAn optically active form of sulpiride having (R)-configuration. The active enantiomer of the racemic drug sulpiride.
Last Modified7 March 2012
SubmitterSteve
DownloadsMolfile
FormulaC15H23N3O4S
Net Charge0
Average Mass341.433
Monoisotopic Mass341.14093
SMILESCCN1CCC[C@@H]1CNC(=O)c1cc(S(N)(=O)=O)ccc1OC
InChIInChI=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)/t11-/m1/s1
InChIKeyBGRJTUBHPOOWDU-LLVKDONJSA-N
Roles Classification
Chemical Roles:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:
dopaminergic antagonist  A drug that binds to but does not activate dopamine receptors, thereby blocking the actions of dopamine or exogenous agonists.
Applications:
antipsychotic agent  Antipsychotic drugs are agents that control agitated psychotic behaviour, alleviate acute psychotic states, reduce psychotic symptoms, and exert a quieting effect.
antidepressant  Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
dopaminergic antagonist  A drug that binds to but does not activate dopamine receptors, thereby blocking the actions of dopamine or exogenous agonists.
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.
ChEBI Ontology
Outgoing Relation(s)
(R)-(+)-sulpiride (CHEBI:64122) is a sulpiride (CHEBI:32168)
(R)-(+)-sulpiride (CHEBI:64122) is enantiomer of (S)-(−)-sulpiride (CHEBI:64119)
Incoming Relation(s)
(S)-(−)-sulpiride (CHEBI:64119) is enantiomer of (R)-(+)-sulpiride (CHEBI:64122)
Synonyms  Source
(R)-sulpirideChEBI
(+)-sulpirideChEBI
(R)-(+)-5-aminosulfonyl-N-[(1-ethyl-2-pyrrolidinyl)methyl]-2-methoxybenzamideChEBI
(R)-(-)-N-[(1-Ethyl-2-pyrrolidinyl)methyl]-5-sulfamoyl-o-anisamideChEBI
Registry NumbersSources
Reaxys:4298776Reaxys
CAS:23756-79-8ChemIDplus