(±)-PPCC oxalate

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Cat.No. 3870 - (±)-PPCC oxalate | C24H29NO3.C2H2O4 | CAS No. 932736-91-9
Description: Selective sigma (σ) agonist (σ1> σ2)
Chemical Name: (S*,R*)-2-[(4-Hydroxy-4-phenyl-1-piperidinyl)methyl]-1-(4-methylphenyl)-cyclopropanecarboxylic acid methyl ester
Purity: ≥99% (HPLC)
Datasheet
Citations (4)
Reviews
Literature

Biological Activity

Selective sigma (σ) receptor ligand. Displays high affinity for σ1; also binds at σ2 sites (Ki = 1.5 nM and 50.8 nM respectively). Selective over a range of receptor types including dopaminergic and muscarinic receptors, DAT and SERT.

Technical Data

M. Wt 469.53
Formula C24H29NO3.C2H2O4
Storage Store at +4°C
Purity ≥99% (HPLC)
CAS Number 932736-91-9
PubChem ID 90488889
InChI Key IGJDSEGFEVKASG-KLELIYFTSA-N
Smiles CC(C=C3)=CC=C3[C@@]1(C(OC)=O)C[C@@H]1CN2CCC(C4=CC=CC=C4)(O)CC2.CC(C=C7)=CC=C7[C@]5([C@](OC)=O)C[C@H]5CN6CCC(C8=CC=CC=C8)(O)CC6.O=C(O)C(O)=O.O=C(O)C(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 Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 46.95 100
ethanol 4.7 10

Preparing Stock Solutions

The following data is based on the product molecular weight 469.53. 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 2.13 mL 10.65 mL 21.3 mL
5 mM 0.43 mL 2.13 mL 4.26 mL
10 mM 0.21 mL 1.06 mL 2.13 mL
50 mM 0.04 mL 0.21 mL 0.43 mL

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References

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

Prezzavento et al (2007) Novel sigma receptor ligands: synthesis and biological profile. J.Med.Chem. 50 951 PMID: 17328523

Prezzavento et al (2008) A new sigma ligand, (±)-PPCC, antagonizes kappa opioid receptor-mediated antinociceptive effect. Life Sci. 82 549 PMID: 18261749

Antonini et al (2009) Anti-amnesic properties of (±)-PPCC, a novel sigma receptor ligand, on cognitive dysfunction induced by selective cholinergic lesion in rats. J.Neurochem. 109 744 PMID: 19245662


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Keywords: (±)-PPCC oxalate, (±)-PPCC oxalate supplier, selective, sigma, receptor, agonists, ligand, sigma2, sigma1, Sigma1, Receptors, 3870, Tocris Bioscience

4 Citations for (±)-PPCC oxalate

Citations are publications that use Tocris products. Selected citations for (±)-PPCC oxalate include:

Malik et al (2015) The effects of σ (σ1) receptor-selective ligands on muscarinic receptor antagonist-induced cognitive deficits in mice. J Biol Chem 172 2519 PMID: 25573298

Rodríguez-Muñoz et al (2018) Fenfluramine diminishes NMDA receptor-mediated seizures via its mixed activity at serotonin 5HT2A and type 1 sigma receptors. Oncotarget 9 23373 PMID: 29805740

Rodríguez-Muñoz et al (2018) Cannabidiol enhances MOR antinociception, diminishes NMDA-mediated seizures and reduces stroke damage via the sigma 1 receptor. Mol Brain 11 51 PMID: 30223868

Sánchez-Blázquez et al (2018) Sigma 1 Receptor Antagonists Inhibit Manic-Like Behaviors in Two Congenital Strains of Mice. Int J Neuropsychopharmacol 21 938 PMID: 29860313


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Literature in this Area

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