Key Documents

(±)-Sulpiride

Name: (±)-Sulpiride
Brand: SIGMA

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

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Properties

Product Name

(±)-Sulpiride,

form

powder

Quality Segment

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)

Description

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.

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This Item	SML2741	S7771	U103
Sigma-Aldrich S8010 (±)-Sulpiride	Sigma-Aldrich SML2741 Sultopride hydrochloride	Sigma-Aldrich S7771 (S)-(−)-Sulpiride	Sigma-Aldrich U103 U-69593
form powder	form powder	form -	form solid
Quality Level 100	Quality Level 100	Quality Level 100	Quality Level 100
storage temp. 2-8°C	storage temp. −20°C	storage temp. 2-8°C	storage temp. 2-8°C
solubility 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 8.0 mg/mL, H₂O: slightly soluble, ethanol: soluble, 0.1 M HCl: soluble	solubility H₂O: 2 mg/mL, clear	solubility -	solubility 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 10 mg/mL, 0.1 M HCl: >40 mg/mL, ethanol: >40 mg/mL, 0.1 M NaOH: insoluble, H₂O: insoluble
color white	color white to beige	color -	color white
Gene Information human ... CA1(759), CA2(760), CA4(762), CA5A(763), CA5B(11238), CA9(768), DRD2(1813)	Gene Information -	Gene Information human ... DRD2(1813), DRD3(1814) rat ... Adra1a(29412), Drd2(24318), Drd3(29238), Htr1a(24473), Htr2a(29595)	Gene Information human ... OPRD1(4985), OPRK1(4986), OPRM1(4988) mouse ... Oprk1(18387) rat ... Oprd1(24613), Oprk1(29335), Oprm1(25601)

pictograms

GHS08

signalword

Warning

hcodes

H361

pcodes

P201 - P202 - P280 - P308 + P313 - P405 - P501

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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