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Merck

S7771

(S)-(−)-Sulpiride

≥98% (titration)

Synonym(s):

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

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5 G

PLN 399.00

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PLN 739.00

PLN 399.00

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About This Item

Empirical Formula (Hill Notation):
C15H23N3O4S
CAS Number:
23672-07-3
Molecular Weight:
341.43
NACRES:
NA.77
PubChem Substance ID:
24278709
UNSPSC Code:
12352200
MDL number:
MFCD00055220

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Product Name

(S)-(−)-Sulpiride, ≥98% (titration)

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

assay

≥98% (titration)

mp

183-186 °C (lit.)

originator

Sanofi Aventis

storage temp.

2-8°C

Quality Level

100

Gene Information

human ... DRD2(1813), DRD3(1814)
rat ... Adra1a(29412), Drd2(24318), Drd3(29238), Htr1a(24473), Htr2a(29595)

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1 of 4

This Item
34002S8010SML2741
(S)-(−)-Sulpiride ≥98% (titration)

Sigma-Aldrich

S7771

(S)-(−)-Sulpiride

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

Supelco

34002

(S)-(−)-Sulpiride

(±)-Sulpiride

Sigma-Aldrich

S8010

(±)-Sulpiride

Sultopride hydrochloride ≥98% (HPLC)

Sigma-Aldrich

SML2741

Sultopride hydrochloride

assay

≥98% (titration)

assay

-

assay

-

assay

≥98% (HPLC)

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

storage temp.

2-8°C

storage temp.

-

storage temp.

2-8°C

storage temp.

−20°C

originator

Sanofi Aventis

originator

-

originator

Sanofi Aventis

originator

-

mp

183-186 °C (lit.)

mp

183-186 °C (lit.)

mp

-

mp

-

Gene Information

human ... DRD2(1813), DRD3(1814)
rat ... Adra1a(29412), Drd2(24318), Drd3(29238), Htr1a(24473), Htr2a(29595)

Gene Information

-

Gene Information

human ... CA1(759), CA2(760), CA4(762), CA5A(763), CA5B(11238), CA9(768), DRD2(1813)

Gene Information

-

Application

(S)-(−)-Sulpiride was used to study the effect of dopamine D2 receptor function on activation of KCNQ potassium channels10 and on depression-like behavior in ovariectomized female rats.11

Biochem/physiol Actions

(S)-(−)-Sulpiride or Levosulpiride blocks the inhibitory enteric D2 receptors (neuronal and muscular). It has prokinetic activity and is effective in the treatment of functional dyspepsia and gastroparesis in insulin-dependent diabetes mellitus patients.7,8 Since dopamine controls human sexual function, (S)-(−)-Sulpiride is reportedly effective in treatment of erectile dysfunctions.9
D2 dopamine receptor antagonist; antipsychotic.

Features and Benefits

This compound was developed by Sanofi Aventis. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF7962V
BCCJ3622
BCCG1240
BCCG0931
BCCB8318

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Takuya Hikima et al.
Cell reports, 35(1), 108951-108951 (2021-04-08)
Somatodendritic dopamine (DA) release from midbrain DA neurons activates D2 autoreceptors on these cells to regulate their activity. However, the source of autoregulatory DA remains controversial. Here, we test the hypothesis that D2 autoreceptors on a given DA neuron in
M Tonini et al.
Digestive and liver disease : official journal of the Italian Society of Gastroenterology and the Italian Association for the Study of the Liver, 35(4), 244-250 (2003-06-13)
The dopamine D2 receptor antagonist levosulpiride is a substituted benzamide derivative, whose gastrokinetic properties are exploited clinically for the management of functional dyspepsia. However, for other benzamide derivatives, such as cisapride and mosapride, agonism towards serotonin 5-HT4 receptors is considered
Jong Sam Baik et al.
Movement disorders : official journal of the Movement Disorder Society, 23(5), 746-748 (2008-01-11)
We describe three patients who presented with 4 to 5 Hz tremors of the suprahyoid region of the neck. Two developed their tremors in association with levosulpiride treatment. When they opened their mouths, the neck tremors disappeared; no tongue tremors
P Melga et al.
Diabetes care, 20(1), 55-58 (1997-01-01)
We evaluated the effect of chronic administration of levosulpiride, a prokinetic drug that is a selective antagonist for D2 dopamine receptors, on the glycemic control of IDDM subjects. The study was performed on 40 long-standing IDDM subjects with clinical signs
W Hauber et al.
Behavioural brain research, 106(1-2), 143-150 (1999-12-14)
In the present study, the involvement of dopamine D1 and D2 receptors in the dorsal globus pallidus (GP) in motor control was investigated in rats. Results show that bilateral microinfusions of the dopamine D1 receptor antagonist SCH23390 or the dopamine
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