Product

Levosulpiride

CAS No.：23672-07-3

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

Safety Information

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

MSDS Information

Provider	Language
SigmaAldrich	English

Levosulpiride Usage And Synthesis

Chemical Properties	White Solid
Uses	dopamine receptor antagonists
Uses	Dopamine 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
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

Levosulpiride Preparation Products And Raw materials

Raw materials

Ethanol-->Sodium hydroxide-->Lithium Aluminum Hydride-->L-Proline-->L(+)-Tartaric acid-->Methyl benzoate-->2-(Aminomethyl)-1-ethylpyrrolidine-->Sulpiride-->(S)-2-(Aminomethyl)-1-ethylpyrrolidine

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