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S8010

(±)-Sulpiride

D2 dopamine antagonist, powder

Synonym(s):

(±)-5-(Aminosulfonyl)-N-[(1-ethyl-2-pyrrolidinyl)methyl]-2-methoxybenzamide, (±)-N-1-(Ethylpyrrolidin-2-ylmethyl)-2-methoxy-5-sulfamoylbenzamide

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About This Item

Empirical Formula (Hill Notation):
C15H23N3O4S
CAS Number:
15676-16-1
Molecular Weight:
341.43
NACRES:
NA.77
PubChem Substance ID:
24277933
UNSPSC Code:
12352200
EC Number:
239-753-7
MDL number:
MFCD00055061
Form:
powder
Quality level:
100
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Product Name

(±)-Sulpiride,

form

powder

Quality Level

100

color

white

solubility

45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 8.0 mg/mL, 0.1 M HCl: soluble, H2O: slightly soluble, ethanol: soluble

originator

Sanofi Aventis

storage temp.

2-8°C

SMILES string

CCN1CCCC1CNC(=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)

InChI key

BGRJTUBHPOOWDU-UHFFFAOYSA-N

Gene Information

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

Application

(±)-Sulpiride was used to study the effect of dopamine D2 receptor signaling on calcium channels in rat pituitary melanotropic cells.47

Biochem/physiol Actions

(±)-Sulpiride is a D2 dopamine antagonist and an effective treatment for schizophrenia when used in combination with clozapine, a relatively weak D2-dopaminergic antagonist. It is an antipsychotic agent and also exhibits neuroleptic properties but poorly penetrates the central nervous system.45,46

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.

Preparation Note

Solutions may be stored for several days at 4 °C.

pictograms

Health hazard
GHS08

signalword

Warning

hcodes

H361

Hazard Classifications

Repr. 2

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
078K1550
096K1371
045K1433
104F0453
092K1647

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R Shiloh et al.
The British journal of psychiatry : the journal of mental science, 171, 569-573 (1998-03-31)
We hypothesised that a combined regimen of clozapine, a relatively weak D2-dopaminergic antagonist, and sulpiride, a selective D2 blocker, would demonstrate a greater antipsychotic efficacy by enhancing the D2 blockade of clozapine. Twenty-eight people with schizophrenia, previously unresponsive to typical
Stephen Z Levine et al.
Schizophrenia research, 145(1-3), 125-127 (2013-02-12)
The treatment and measurement of negative symptoms are currently at issue in schizophrenia, but the clinical meaning of symptom severity and change is unclear. To offer a clinically meaningful interpretation of severity and change scores on the Scale for the
J A Keja et al.
The Journal of physiology, 450, 409-435 (1992-05-01)
1. Whole-cell voltage clamp recordings were made from 141 rat pituitary melanotropic cells in short-term, serum-free, primary culture. The effects of the dopamine D2 receptor agonist, LY 171555, on sodium, potassium and barium currents were investigated. 2. Application of 1
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Global Trade Item Number

SKUGTIN
S8010-100G04061832093659
S8010-25G04061836960483