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Submit Review(±)-PPCC oxalate
Description: Selective sigma (σ) agonist (σ1> σ2)
Chemical Name: (1R,2S)-rel-2-[(4-Hydroxy-4-phenyl-1-piperidinyl)methyl]-1-(4-methylphenyl)-cyclopropanecarboxylic acid methyl ester oxalate
Purity: ≥99% (HPLC)
Biological Activity for (±)-PPCC oxalate
(±)-PPCC oxalate is a 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.
Compound Libraries for (±)-PPCC oxalate
(±)-PPCC oxalate is also offered as part of the Tocriscreen Antiviral Library. Find out more about compound libraries available from Tocris.
Technical Data for (±)-PPCC oxalate
| M. Wt | 469.53 |
| Formula | C24H29NO3.C2H2O4 |
| Storage | Store at +4°C |
| Purity | ≥99% (HPLC) |
| CAS Number | 1781628-91-8 |
| 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 for (±)-PPCC oxalate
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMSO | 46.95 | 100 | |
| ethanol | 4.7 | 10 |
Preparing Stock Solutions for (±)-PPCC oxalate
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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Product Datasheets for (±)-PPCC oxalate
References for (±)-PPCC oxalate
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
If you know of a relevant reference for (±)-PPCC oxalate, please let us know.
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Keywords: (±)-PPCC oxalate, (±)-PPCC oxalate supplier, selective, sigma, receptor, agonists, ligand, sigma2, sigma1, Sigma1, Receptors, 3870, Tocris Bioscience
6 Citations for (±)-PPCC oxalate
Citations are publications that use Tocris products. Selected citations for (±)-PPCC oxalate include:
María et al (2020) The ALS-related ς1R E102Q Mutant Eludes Ligand Control and Exhibits Anomalous Response to Calcium. Int J Mol Sci 21 PMID: 33020464
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
María et al (2022) αN-Acetyl β-Endorphin Is an Endogenous Ligand of ς1Rs That Regulates Mu-Opioid Receptor Signaling by Exchanging G Proteins for ς2Rs in ς1R Oligomers. Int J Mol Sci 24 PMID: 36614024
Do you know of a great paper that uses (±)-PPCC oxalate from Tocris? Please let us know.
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