(S)-(-)-Sulpiride

Name: ( S )-(-)-Sulpiride
Brand: Tocris Bioscience
SKU: 0895
Rating: 5 (1 reviews)

Catalog # 0895

Citations (21)

(1)

COA / SDS

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Key Product Details

Description:	Standard selective D₂-like antagonist
Chemical Name:	(S)-(-)-5-Aminosulfonyl-N-[(1-ethyl-2-pyrrolidinyl)methyl]-2-methoxybenzamide
Purity:	≥99% (HPLC)
Molecular Weight:	341.42

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Biological Activity

(S)-(-)-Sulpiride is an active enantiomer. Selective D₂-like dopamine antagonist (K_i values are ~ 0.015, ~ 0.013, 1, ~ 45 and ~ 77 μM at D₂, D₃, D₄, D₁ and D₅ receptors respectively).

Racemate also available.

Compound Libraries

(S)-(-)-Sulpiride is also offered as part of the Tocriscreen 2.0 Max. Find out more about compound libraries available from Tocris.

Technical Data

M. Wt	341.42
Formula	C₁₅H₂₃N₃O₄S
Storage	Store at RT
Purity	≥99% (HPLC)
CAS Number	23672-07-3
PubChem ID	688272
InChi Key	BGRJTUBHPOOWDU-NSHDSACASA-N
Smiles	NS(C1=CC(C(NC[C@]2([H])CCCN2CC)=O)=C(OC)C=C1)(=O)=O

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
	ethanol	3.41	10 with gentle warming
	DMSO	34.14	100

Preparing Stock Solutions

The following data is based on the product molecular weight 341.42.

Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	2.93 mL	14.64 mL	29.29 mL
5 mM	0.59 mL	2.93 mL	5.86 mL
10 mM	0.29 mL	1.46 mL	2.93 mL
50 mM	0.06 mL	0.29 mL	0.59 mL

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References

References are publications that support the biological activity of the product.

Seeman and Van Tol DA receptor pharmacology. TiPS 1994 PMID: 7940991
Seeman and Van Tol DA D₄ receptors bind inactive (+)-aporphines, suggesting neuroleptic role. Sulpiride not stereoselective. Eur.J.Pharmacol. 1993 PMID: 8097160

Citations for (<em>S</em>)-(-)-Sulpiride (21)

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Citations are publications that use Bio-Techne products. Selected citations for (S)-(-)-Sulpiride include:

Pedersen et al. (2021) A novel luminescence-based-β-arrestin recruitment assay for unmodified receptors. J Biol Chem. 296:100503
PMID: 33684444
Dorst et al. (2020) Polysynaptic inhibition between striatal cholinergic interneurons shapes their network activity patterns in a dopamine-dependent manner. Nat Commun. 11:5113
PMID: 33037215
Beas et al. (2018) The locus coeruleus drives disinhibition in the midline thalamus via a dopaminergic mechanism. Nat Neurosci. 21:963
PMID: 29915192
Dai et al. (2018) Selective blockade of spinal D2DR by levo-corydalmine attenuates MOR tolerance via suppressing PI3K/Akt-MAPK signaling in a MOR-dependent manner. Exp Mol Med. 50:148
PMID: 30429454
Shin et al. (2015) Muscarinic regulation of DA and glutamate transmission in the nucleus accumbens. J Clin Invest. 112:8124
PMID: 26080439
Kim et al. (2015) Spinal DArgic projections control the transition to pathological pain plasticity via a D1/D5-mediated mechanism. J Neurophysiol. 35:6307
PMID: 25904784
Ma et al. (2015) Agonist and antagonist effects of aripipr. on D₂-like receptors controlling rat brain DA synthesis depend on the DArgic tone. Int J Neuropsychopharmacol. 18
PMID: 25522390
Jensen (2015) Effects of DA D2-Like Receptor Antagonists on Light Responses of Ganglion Cells in Wild-Type and P23H Rat Retinas. PLoS One. 10:e0146154
PMID: 26717015
Brzosko et al. (2015) Retroactive modulation of spike timing-dependent plasticity by DA. Elife. 4
PMID: 26516682
Marcott et al. (2014) Phasic DA release drives rapid activation of striatal D2-receptors. Neuron. 84:164
PMID: 25242218
Dragicevic et al. (2014) Cav1.3 channels control D2-autoreceptor responses via NCS-1 in substantia nigra DA neurons. J Neurosci. 137:2287
PMID: 24934288
Cilz et al. (2014) DArgic modulation of GABAergic transmission in the entorhinal cortex: concerted roles of α1 adrenoreceptors, inward rectifier K⁺, and T-type Ca²⁺ channels. Cereb Cortex. 24:3195
PMID: 23843440
Lim et al. (2014) A leptin-mediated central mechanism in analgesia-enhanced opioid reward in rats. J Neurosci. 34:9779
PMID: 25031415
Baca et al. (2013) Gene-environment interactions affect long-term depression (LTD) through changes in DA receptor affinity in Snap25 deficient mice. Brain Res. 1532:85
PMID: 23939223
Ishima et al. (2012) Neurite outgrowth mediated by the heat shock protein Hsp90α: a novel target for the antipsychotic drug aripipr. Transl Psychiatry. 2:e170
PMID: 23047241
Kurita et al. (2012) HDAC2 regulates atypical antipsychotic responses through the modulation of mGlu2 promoter activity. Nat Neurosci. 15:1245
PMID: 22864611
Chuhma et al. (2009) DA neuron glutamate cotransmission: frequency-dependent modulation in the mesoventromedial projection. Neuroscience. 164:1068
PMID: 19729052
Costa et al. (2008) Electrophysiology and pharmacology of striatal neuronal dysfunction induced by mitochondrial complex I inhibition. J Neurosci. 28:8040
PMID: 18685029
Maher and Westbrook (2008) Co-transmission of DA and GABA in periglomerular cells. Proc Natl Acad Sci U S A. 99:1559
PMID: 18216231
Wang et al. (2006) DArgic control of corticostriatal long-term synaptic depression in medium spiny neurons is mediated by cholinergic interneurons. Neuron. 50:443
PMID: 16675398
Yang et al. (2004) Inhibition of ATP-sensitive potassium channels by halope. Br J Pharmacol. 143:960
PMID: 15533888

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Selective block of dopamine receptors

Name: Sergiy Sylantyev

Species: Human

Cell Line/Tissue: Stem cell - derived neurons

(S)‐sulpiride (Sul) was in use to block D2 dopamine receptors and thus prevent D2-mediated suppression of NMDA receptors response. The compound worked as expected, generating a discernible increase of amplitudes of NMDA-receptor – mediated evoked post-synaptic potentials in cultured dopamine neurons when applied with SCH‐23390 (see illustration). No problem with dissolution in DMSO for 10 mM stock.

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