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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
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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

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

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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
BCCP2980
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)
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