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Levosulpiride

Dopamine antagonist medication From Wikipedia, the free encyclopedia

Levosulpiride

Levosulpiride, sold under the brand names Dislep and Sulpepta among others, is a dopamine antagonist medication which is used in the treatment of psychotic disorders like schizophrenia, major depressive disorder, nausea and vomiting, and gastroparesis.[1][2][3][4] It is taken by mouth.

Quick Facts Clinical data, Trade names ...
Levosulpiride
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Clinical data
Trade namesDislep, Sulpepta, others
Other namesL-Sulpiride; S-(–)-Sulpiride; RV-12309
Routes of
administration		Oral
ATC code
Identifiers
  • N-[[(2S)-1-ethylpyrrolidin-2-yl]methyl]-2-methoxy-5-sulfamoylbenzamide
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC15H23N3O4S
Molar mass341.43 g·mol−1
3D model (JSmol)
  • CCN1CCC[C@H]1CNC(=O)C2=C(C=CC(=C2)S(=O)(=O)N)OC
  • 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)/t11-/m0/s1
  • Key:BGRJTUBHPOOWDU-NSHDSACASA-N
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It is a selective antagonist of the dopamine D2 receptor and an agonist of the serotonin 5-HT4 receptor.[4][5] Chemically, it is a benzamide and the (S)-(−)-enantiomer of sulpiride.[4]

Levosulpiride is marketed widely throughout the world, including in Europe, South Korea, Latin America, India, and Pakistan.[2] It is not available in the United States or the United Kingdom.[2]

Medical uses

Levosulpiride is used in the treatment of:[3][1]

Levosulpiride is not currently licensed for treatment of premature ejaculation in the United Kingdom or other European countries.[8]

Side effects

Side effects of levosulpiride include amenorrhea, gynecomastia, galactorrhea, changes in libido, and neuroleptic malignant syndrome.[9] In the United States, as of 2013 only one case of adverse reaction to levosulpiride had been recorded on the FDA Adverse Event Reporting System Database.[8] A case of rapid-onset resistant dystonia caused by low-dose levosulpiride was reported in India.[10]

Pharmacology

Pharmacodynamics

Levosulpiride is a selective dopamine D2 receptor antagonist.[4] The drug has also been found to act as a moderate agonist of the serotonin 5-HT4 receptor.[5] It is said to have antipsychotic, antidepressant, antiemetic, and gastroprokinetic effects.[4]

Chemistry

Levosulpiride is a substituted benzamide derivative.[4] It is the levorotatory enantiomer of sulpiride.[4] Other benzamide derivatives include amisulpride, metoclopramide, tiapride, sultopride, and veralipride, among others.

References

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