Levosulpiride

Levosulpiride Basic information
Product Name:Levosulpiride
Synonyms:(s)-(-)-n-((1-ethyl-2-pyrrolidinyl)methyl)-5-sulfamoyl-o-anisamide;(s)-(-)-o-anisamid;(S)-N-[(1-Ethylpyrrolidin-2-yl)methyl]-2-methoxy-5-sulfamoylbenzamide;China (S)-(-)-Sulpiride;Levosulpiride, (S)-5-Aminosulfonyl-N-[(1-ethyl-2-pyrrolidinyl)methyl]-2-methoxybenzamide;S-(-)-Sulpiride,Levobren,Levopraid;(s)-(-)-n-((1-ethyl-2-pyrrolidinyl)methyl)-5-sulfamoyl-o-anisamide 5-(aminosulfonyl)-n-((1-ethyl-2-pyrrolidinyl)methyl)-2-methoxy-benzamid ( s-(-)-benzamid;rv-12309 s-(-)-n-(1-ethyl-2-pyrrolidinomethyl)-2-methoxy-5-sulfamoylebenzamide
CAS:23672-07-3
MF:C15H23N3O4S
MW:341.43
EINECS:233-599-4
Product Categories:Dopamine receptor;API;Aromatics;Heterocycles;Intermediates & Fine Chemicals;Other APIs;Pharmaceuticals;Sulfur & Selenium Compounds;Chiral Reagents
Mol File:23672-07-3.mol
Levosulpiride Structure
Levosulpiride Chemical Properties
Melting point 183-186 °C(lit.)
density 1.236±0.06 g/cm3(Predicted)
storage temp. 2-8°C
solubility DMF (Slightly), DMSO (Slightly), Methanol (Slightly)
pka9.98±0.60(Predicted)
form neat
color White to Off-White
Merck 14,8989
InChIKeyBGRJTUBHPOOWDU-NSHDSACASA-N
CAS DataBase Reference23672-07-3(CAS DataBase Reference)
Safety Information
RIDADR 3077
WGK Germany 3
RTECS BZ3400100
HS Code 29350090
ToxicityLD50 oral in rabbit: > 1500mg/kg
MSDS Information
ProviderLanguage
SigmaAldrich English
Levosulpiride Usage And Synthesis
Chemical PropertiesWhite Solid
Usesdopamine receptor antagonists
UsesDopamine D2 and D3-receptor antagonist. Antipsychotic; antidepressant; antiemetic.
Uses(S)-(?)-Sulpiride was used to study the effect of dopamine D2 receptor function on activation of KCNQ potassium channels10 and on depression-like behavior in ovariectomized female rats.11
DefinitionChEBI: An optically active form of sulpiride having (S)-configuration. The active enantiomer of the racemic drug sulpiride. Selective D2-like dopamine antagonist (Ki values are ~ 0.015. ~ 0.013, 1, ~ 45 and ~ 77 muM at D2, D3, D4, 1 and D5 receptors respectively).
General Description(S)-(?)-Sulpiride is a levorotatory enantiomer of sulpiride, which shows greater central antidopaminergic activity, antiemetic and antidyspeptic effects. It is also used as a therapeutic drug for the treatment of depression and somatoform disorders.
Biological ActivityActive enantiomer. Selective D 2 -like dopamine antagonist (K i values are ~ 0.015. ~ 0.013, 1, ~ 45 and ~ 77 μ M at D 2 , D 3 , D 4 , D 1 and D 5 receptors respectively).
Biochem/physiol Actions(S)-(?)-Sulpiride or Levosulpiride blocks the inhibitory enteric D2 receptors (neuronal and muscular). It has prokinetic activity and is effective in the treatment of functional dyspepsia and gastroparesis in insulin-dependent diabetes mellitus patients.7,8 Since dopamine controls human sexual function, (S)-(?)-Sulpiride is reportedly effective in treatment of erectile dysfunctions.9
storageRoom temperature
Chlorantraniliprole Methyl Phenol, 2-((pentylamino)methyl)- 4-Hydroxybenzenesulfonamide Bensulfuron methyl Parathion-methyl l-Forms: levosulpiride Levosulpiride Kresoxim-methyl Benzamide Thiophanate-methyl Amisulpride SULPIRIDE, (-)-[METHOXY-3H]- Methyl acrylate Methyl acetate Methyl bromide METSULFURON METHYL CHEMBRDG-BB 4022338

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