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Merck

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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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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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

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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Levosulpiride: a review of its clinical use in psychiatry.
Mucci A, et al.
Pharmacological Research, 31(2), 95-101 (1995)
Type 1 (insulin-dependent) diabetes mellitus and gastric emptying: role of blood glucose concentration and dopamine D2 receptors.
P Melga et al.
Diabetes, nutrition & metabolism, 17(1), 62-65 (2004-05-28)
Raúl León-Barúa et al.
Revista de gastroenterologia del Peru : organo oficial de la Sociedad de Gastroenterologia del Peru, 28(3), 267-269 (2008-10-30)
We expose, this time, our ideas and findings on the etiopathogenesis, diagnosis and treatment of the dyspeptic syndrome.
F Demarosi et al.
Minerva stomatologica, 56(1-2), 21-26 (2007-02-09)
This paper evaluated the efficacy of the systemic administration of levosulpiride, an antipsychotic and antidepressant drug, in the management of burning mouth syndrome. Forty-four subjects suffering from idiopathic burning mouth syndrome were enrolled in the study. Patients underwent a thorough
Eun Hee Ahn et al.
BMB reports, 44(5), 329-334 (2011-05-28)
Many proteins with poor transduction efficiency were reported to be delivered to cells by fusion with protein transduction domains (PTDs). In this study, we investigated the effect of levosulpiride on the transduction of PEP-1 ribosomal protein S3 (PEP-1-rpS3), and examined
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