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Merck
CN

34002

(S)-(−)-Sulpiride

VETRANAL®, analytical standard

Synonym(s):

(S)-5-Aminosulfonyl-N-[(1-ethyl-2-pyrrolidinyl)methyl]-2-methoxybenzamide, Levosulpiride

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About This Item

Empirical Formula (Hill Notation):
C15H23N3O4S
CAS Number:
23672-07-3
Molecular Weight:
341.43
NACRES:
NA.24
PubChem Substance ID:
329754747
UNSPSC Code:
41116107
MDL number:
MFCD00055220

Key Documents

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Product Name

(S)-(−)-Sulpiride, VETRANAL®, analytical standard

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

SMILES string

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

InChI key

BGRJTUBHPOOWDU-NSHDSACASA-N

grade

analytical standard

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

Quality Level

100

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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.

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.

Legal Information

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

Storage Class

10 - Combustible liquids

wgk

WGK 3

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCJ3448
BCBZ3297
BCBV3287

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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)
Pharmacotoxicological aspects of levosulpiride.
Rossi F and Forgione A
Pharmacological Research, 31(2), 81-94 (1995)
Levosulpiride: a review of its clinical use in psychiatry.
Mucci A, et al.
Pharmacological Research, 31(2), 95-101 (1995)
Improvement and validation of a liquid chromatographic method for the determination of levosulpiride in human serum and urine.
Cho Y-H and Lee B-Y
Journal of Chromatography. B, Biomedical Sciences and Applications, 976(2), 243-251 (2003)
Jin-Hee Park et al.
Biomedical chromatography : BMC, 23(12), 1350-1356 (2009-06-03)
A rapid and validated method for analysis of levosulpiride in human plasma using liquid chromatography coupled to tandem mass spectrometry was developed. Levosulpiride and tiapride (IS, internal standard) were extracted from alkalized plasma samples with ethylacetate and separation by RP-HPLC.
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