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(S)-(−)-Sulpiride

VETRANAL®, analytical standard

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Synonym(s):
(S)-5-Aminosulfonyl-N-[(1-ethyl-2-pyrrolidinyl)methyl]-2-methoxybenzamide, Levosulpiride
Empirical Formula (Hill Notation):
C15H23N3O4S
CAS Number:
23672-07-3
Molecular Weight:
341.43
MDL number:
MFCD00055220
UNSPSC Code:
41116107
PubChem Substance ID:
329754747
NACRES:
NA.24

grade

analytical standard

Quality Level

100

product line

VETRANAL®

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

mp

183-186 °C (lit.)

application(s)

forensics and toxicology
pharmaceutical (small molecule)

format

neat

SMILES string

CCN1CCC[C@H]1CNC(=O)c2cc(ccc2OC)S(N)(=O)=O

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

InChI key

BGRJTUBHPOOWDU-NSHDSACASA-N

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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.

Application

(S)-(−)-Sulpiride may be used as an analytical reference standard for the determination of the drug, in biological samples using hydrophilic interaction liquid chromatography−tandem mass spectrometry (HILIC−MS/MS) and reversed-phase high-performance liquid chromatography with fluorescence detection (HPLC-FD).
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Biochem/physiol Actions

D2 dopamine receptor antagonist; antipsychotic.

Legal Information

VETRANAL is a registered trademark of Merck KGaA, Darmstadt, Germany

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Levosulpiride: a review of its clinical use in psychiatry.
Mucci A, et al.
Pharmacological Research, 31(2), 95-101 (1995)
Pharmacotoxicological aspects of levosulpiride.
Rossi F and Forgione A
Pharmacological Research, 31(2), 81-94 (1995)
Hydrophilic interaction liquid chromatography-tandem mass spectrometry for the determination of levosulpiride in human plasma.
Paek BI, et al.
Journal of Chromatography. B, Biomedical Sciences and Applications, 809(2), 345-350 (2004)
In Bok Paek et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 809(2), 345-350 (2004-08-19)
A rapid, sensitive and selective hydrophilic interaction liquid chromatography-tandem mass spectrometric (HILIC-MS/MS) method for the determination of levosulpiride in human plasma was developed. Levosulpiride and internal standard, tiapride were extracted from human plasma with ethyl acetate at pH 11 and
Hae-Won Shin et al.
Movement disorders : official journal of the Movement Disorder Society, 24(15), 2249-2253 (2009-10-02)
Levosulpiride is a substituted benzamide that is widely used for the management of dyspepsia and emesis. However, little is known about levosulpiride-induced movement disorders (LIM). The aim of this study was to investigate the clinical characteristics of patients with LIM.
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