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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:
Molecular Weight:
341.43
NACRES:
NA.24
PubChem Substance ID:
UNSPSC Code:
41116107
MDL number:
Technical Service
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grade

analytical standard

Quality Level

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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Levosulpiride: a review of its clinical use in psychiatry.
Mucci A, et al.
Pharmacological Research, 31(2), 95-101 (1995)
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.
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)