Levosulpiride

This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

Summary

Levosulpiride is indicated to treat dyspepsia, symptoms of Meniere's syndrome, and second line in the treatment of drug-induced nausea and vomiting.

Generic Name
Levosulpiride
DrugBank Accession Number
DB16021
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 341.43
Monoisotopic: 341.140927407
Chemical Formula
C15H23N3O4S
Synonyms
  • Levosulpirida
  • Levosulpiride
  • Levosulpiridum
  • S-(-)-Sulpiride

Pharmacology

Indication

Not Available

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Associated Conditions
Indication TypeIndicationCombined Product DetailsApproval LevelAge GroupPatient CharacteristicsDose Form
Symptomatic treatment ofDizziness•••••••••••••••••••• • •••••• ••••••
Treatment ofDyspepsia•••••••••••••••••••••••• •••••••• •• ••••• ••••••••••••••••• • •••••• ••••••
Symptomatic treatment ofNausea•••••••••••••••••••• • •••••• ••••••
Symptomatic treatment ofNausea and vomiting•••••••••••••••• •••• •••••• •••••••••• ••••••••••••••• • •••••• ••••••
Symptomatic treatment ofTinnitus•••••••••••••••••••• • •••••• ••••••
Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
Not Available
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
DrugInteraction
1,2-BenzodiazepineThe risk or severity of CNS depression can be increased when 1,2-Benzodiazepine is combined with Levosulpiride.
AcetazolamideThe risk or severity of CNS depression can be increased when Acetazolamide is combined with Levosulpiride.
AcetophenazineThe risk or severity of CNS depression can be increased when Acetophenazine is combined with Levosulpiride.
AgomelatineThe risk or severity of CNS depression can be increased when Agomelatine is combined with Levosulpiride.
AlfentanilThe risk or severity of CNS depression can be increased when Alfentanil is combined with Levosulpiride.
Food Interactions
Not Available

Products

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Mixture Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing EndRegionImage
DIMOFLAX® ENZIMATICO TABLETAS RECUBIERTASLevosulpiride (25 mg) + Pancrelipase (150 mg) + Simethicone (80 mg)Tablet, delayed releaseOralC.I. FARMACAPSULAS S.A.S. - PLANTA NO. 22016-12-07Not applicableColombia flag
LEPRIT® ENZIMATICOGRAGEASLevosulpiride (25 mg) + Pancrelipase (150 mg) + Simethicone (80 mg)Tablet, coatedOralMANUFACTURERA MUNDIAL FARMACEUTICA S.A.2010-12-15Not applicableColombia flag

Categories

ATC Codes
N05AL07 — Levosulpiride
Drug Categories
Classification
Not classified
Affected organisms
Not Available

Chemical Identifiers

UNII
JTG7R315LK
CAS number
23672-07-3
InChI Key
BGRJTUBHPOOWDU-NSHDSACASA-N
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)/t11-/m0/s1
IUPAC Name
N-{[(2S)-1-ethylpyrrolidin-2-yl]methyl}-2-methoxy-5-sulfamoylbenzamide
SMILES
CCN1CCC[C@H]1CNC(=O)C1=CC(=CC=C1OC)S(N)(=O)=O

References

General References
  1. AIFA Product Information: LEVOSULPIRIDE FERRER (levosulpiride) oral [Link]
ChemSpider
599749
ChEBI
64119
ChEMBL
CHEMBL267044
ZINC
ZINC000000057008
Wikipedia
Levosulpiride

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
2RecruitingTreatmentDiabetic Macular Edema (DME) / Diabetic Retinopathy (DR)1
2, 3CompletedTreatmentAgitation1
1CompletedBasic ScienceDyspepsia1
Not AvailableCompletedTreatmentDyspepsia / Helicobacter Pylori Infection1

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
FormRouteStrength
Solution / dropsOral
Tablet, delayed releaseOral
SolutionOral2.50 g
TabletOral25.000 mg
SolutionOral2.5 g
SolutionOral25 mg
SolutionOral2500 mg
TabletOral25 mg
Solution / dropsOral25 MG/ML
Tablet, coatedOral
TabletOral2500000 mg
TabletOral100 MG
TabletOral50 MG
Injection, solutionParenteral12.5 MG/ML
Injection, solutionParenteral25 MG/ML
Injection, solutionIntravenous; Parenteral50 MG/2ML
Injection, solutionParenteral25 MG/2ML
Injection, solution25 MG
Prices
Not Available
Patents
Not Available

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.537 mg/mLALOGPS
logP1.2ALOGPS
logP0.22Chemaxon
logS-2.8ALOGPS
pKa (Strongest Acidic)10.24Chemaxon
pKa (Strongest Basic)8.39Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area101.73 Å2Chemaxon
Rotatable Bond Count6Chemaxon
Refractivity88.63 m3·mol-1Chemaxon
Polarizability35.59 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0006-0109000000-a150c1f709f2e19f6fa0
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-0039000000-adfb9cadd09fdd7b1ae4
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0gxy-3639000000-c4c7ffb9d048b60092eb
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-9243000000-a608feb07261558cdc11
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-03ej-6961000000-a257fecdf851e34e633c
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-9020000000-7c7820bb8e6d0ef44d86
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-189.1566692
predicted
DarkChem Lite v0.1.0
[M-H]-168.14336
predicted
DeepCCS 1.0 (2019)
[M+H]+188.7196692
predicted
DarkChem Lite v0.1.0
[M+H]+170.50137
predicted
DeepCCS 1.0 (2019)
[M+Na]+188.8165692
predicted
DarkChem Lite v0.1.0
[M+Na]+177.503
predicted
DeepCCS 1.0 (2019)

Drug created at December 14, 2020 14:09 / Updated at May 05, 2021 20:32