Levosulpiride

Levosulpiride
  • CAS No.:23672-07-3

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  1. This product is a chemical product/pharmaceutical intermediate. It is not a drug, an active pharmaceutical ingredient (API), or a pharmaceutical-grade material. It has not been granted a drug approval number or a Chemical Drug Substance Approval Notice, has not passed drug-related review and approval, and is not manufactured, tested, or released in accordance with pharmaceutical GMP.
  2. This product is intended solely for non-clinical research, process development, quality studies, further chemical processing, or chemical synthesis. It must not be used in drug-product manufacturing, clinical trials, clinical diagnosis, or administration to humans or animals, or be sold, used as an input, submitted for regulatory filing, or released as an API or pharmaceutical material.
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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 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

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