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Description: Potent and selective κ opioid receptor agonist; devoid of β-Arrestin-2 recruitment. Also induces differentiation of OPC.
Alternative Names: HY-163277,CS-0998107
Chemical Name: 3-(2-((1-Benzylazetidin-3-yl)(cyclobutylmethyl)amino)ethyl)phenol dihydrochloride
Purity: ≥98% (HPLC)
Biological Activity for PIPE 3297 dihydrochloride
PIPE 3297 dihydrochloride is a potent and selective agonist of κ opioid receptor (KOR). It potently activates G-protein signaling (GTPγS EC50 = 1.1 nM, 91% Emax). It displays 40- and 600- fold selectivity over MOR and DOR respectively.
PIPE 3297 dihydrochloride induces differentiation of oligodendrocyte progenitor cells (OPC) in vitro and in vivo, leading to significant increase of mature oligodendrocytes (OL) in healthy mice and inducing myelination. It also reduces disease score in mouse experimental autoimmune encephalomyelitis (EAE) model. Exhibits low β-arrestin2 recruitment activity, avoding the sedating effects typically associated to other KOR agonists employed in demyelinating diseases.
PIPE 3297 dihydrochloride is brain penetrant and leads to 90% occupancy in CNS in vivo (mouse).
PIPE 3297 exhibits cardiotoxity with 72% hERG inhibition (3 μM) and unstability in liver microsomes.
Technical Data for PIPE 3297 dihydrochloride
| M. Wt | 423.42 |
| Formula | C23H30N2O.2HCl |
| Storage | Store at -20°C |
| Purity | ≥98% (HPLC) |
| PubChem ID | 170836120 |
| InChI Key | GLCDAGVRIMXVNE-UHFFFAOYSA-N |
| Smiles | OC1=CC=CC(CCN(CC2CCC2)C3CN(CC4=CC=CC=C4)C3)=C1.Cl.Cl |
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 PIPE 3297 dihydrochloride
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMSO | 42.34 | 100 | |
| water | 8.47 | 20 |
Preparing Stock Solutions for PIPE 3297 dihydrochloride
The following data is based on the product molecular weight 423.42. 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 | 2.36 mL | 11.81 mL | 23.62 mL |
| 5 mM | 0.47 mL | 2.36 mL | 4.72 mL |
| 10 mM | 0.24 mL | 1.18 mL | 2.36 mL |
| 50 mM | 0.05 mL | 0.24 mL | 0.47 mL |
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Product Datasheets for PIPE 3297 dihydrochloride
References for PIPE 3297 dihydrochloride
References are publications that support the biological activity of the product.
Schrader et al (2024) Identification and in vivo evaluation of myelination agent PIPE-3297, a selective kappa opioid receptor agonist devoid of β-Arrestin-2 recruitment efficacy. ACS Chem.Neurosci. 15 685 PMID: 38265210
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