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S8010

Sigma-Aldrich

(±)-Sulpiride

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Synonym(s):
(±)-5-(Aminosulfonyl)-N-[(1-ethyl-2-pyrrolidinyl)methyl]-2-methoxybenzamide, (±)-N-1-(Ethylpyrrolidin-2-ylmethyl)-2-methoxy-5-sulfamoylbenzamide
Empirical Formula (Hill Notation):
C15H23N3O4S
CAS Number:
Molecular Weight:
341.43
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77

form

powder

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

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This Item
SML2741S7771U103
(±)-Sulpiride

Sigma-Aldrich

S8010

(±)-Sulpiride

(S)-(−)-Sulpiride ≥98% (titration)

Sigma-Aldrich

S7771

(S)-(−)-Sulpiride

U-69593 solid

Sigma-Aldrich

U103

U-69593

color

white

color

white to beige

color

-

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

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

originator

Sanofi Aventis

originator

-

originator

Sanofi Aventis

originator

-

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

2-8°C

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

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.

Reconstitution

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

Pictograms

Health hazard

Signal Word

Warning

Hazard Statements

Hazard Classifications

Repr. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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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
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
Giuseppina De Simone et al.
Journal of medicinal chemistry, 49(18), 5544-5551 (2006-09-01)
An approach for designing bioreductive, hypoxia-activatable carbonic anhydrase (CA, EC 4.2.1.1) inhibitors targeting the tumor-associated isoforms is reported. Sulfonamides incorporating 3,3'-dithiodipropionamide/2,2'-dithiodibenzamido moieties were prepared and reduced enzymatically/chemically in conditions present in hypoxic tumors, leading to thiols. The X-ray crystal structure
Erin M Leonard et al.
International journal of molecular sciences, 21(15) (2020-08-06)
Dopamine (DA) is a well-studied neurochemical in the mammalian carotid body (CB), a chemosensory organ involved in O2 and CO2/H+ homeostasis. DA released from receptor (type I) cells during chemostimulation is predominantly inhibitory, acting via pre- and post-synaptic dopamine D2

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