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Levosulpiride

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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
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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)
pka
9.98±0.60(Predicted)
form 
Solid
color 
White to Off-White
Merck 
14,8989
InChIKey
BGRJTUBHPOOWDU-NSHDSACASA-N
CAS DataBase Reference
23672-07-3(CAS DataBase Reference)
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Safety Information

RIDADR 
3077
WGK Germany 
3
RTECS 
BZ3400100
HS Code 
29350090
Toxicity
LD50 oral in rabbit: > 1500mg/kg

MSDS

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Levosulpiride Usage And Synthesis

Chemical Properties

White Solid

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

Uses

dopamine receptor antagonists

Uses

Dopamine D2 and D3-receptor antagonist. Antipsychotic; antidepressant; antiemetic.

Definition

ChEBI: 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 Activity

Active 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

storage

Room temperature

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