PRE-084

PRE-084 Property

Boiling point:

446.6±40.0 °C(Predicted)

Density 

1.103±0.06 g/cm3(Predicted)

storage temp. 

Store at RT

solubility 

H₂O: ≤24 mg/mL

form 

solid

pka

5.99±0.10(Predicted)

color 

White

Water Solubility 

H2O: ≤24mg/mL

Stability:

Stable for 1 year from date of purchase as supplied. Solutions in DMSO or distilled water may be stored at -20°C for up to 3 months.

Safety

WGK Germany 

3

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

PRE-084 Chemical Properties,Usage,Production

Description

PRE084 (138847-85-8) is an agonist of the σ receptor with selectivity for the σ1 subtype?(IC50’s: σ1 = 2.2nM, σ2 = 13091nM).1?PRE-084 has demonstrated neuroprotective/restorative effects in brain injury2,3?and neurodegenerative conditions4-7.

Definition

ChEBI: 1-phenyl-1-cyclohexanecarboxylic acid 2-(4-morpholinyl)ethyl ester is a member of morpholines.

Biological Activity

High affinity, selective σ 1 agonist (K i values are 2.2 and 13091 nM for σ 1 and σ 2 receptors respectively). Selective over PCP receptors (IC 50 > 100000 nM) and several other receptor systems. Produces antiamnesic and antitussive effects in vivo .

Biochem/physiol Actions

PRE-084 is a potent and highly selective σ1 opioid receptor agonist. It offers neuroprotection upon embolic stroke.

storage

Store at RT

References

[1] T P SU. Sigma compounds derived from phencyclidine: identification of PRE-084, a new, selective sigma ligand.[J]. Journal of Pharmacology and Experimental Therapeutics, 1991, 259 2: 543-550.
[2] E. GRIESMAIER . Neuroprotective effects of the sigma-1 receptor ligand PRE-084 against excitotoxic perinatal brain injury in newborn mice[J]. Experimental Neurology, 2012, 237 2: Pages 388-395. DOI:10.1016/j.expneurol.2012.06.030
[3] HUI DONG. Sigma-1 Receptor Modulates Neuroinflammation After Traumatic Brain Injury.[J]. Cellular and Molecular Neurobiology, 2016, 36 5: 639-645. DOI:10.1007/s10571-015-0244-0
[4] M.-S. GUZMÁN-LENIS  C. C  X Navarro. Selective sigma receptor agonist 2-(4-morpholinethyl)1-phenylcyclohexanecarboxylate (PRE084) promotes neuroprotection and neurite elongation through protein kinase C (PKC) signaling on motoneurons[J]. Neuroscience, 2009, 162 1: Pages 31-38. DOI:10.1016/j.neuroscience.2009.03.067
[5] A HYRSKYLUOTO. Sigma-1 receptor agonist PRE084 is protective against mutant huntingtin-induced cell degeneration: involvement of calpastatin and the NF-κB pathway[J]. Cell Death & Disease, 2013, 4 5: e646-e646. DOI:10.1038/cddis.2013.170
[6] VERONICA FRANCARDO. Pharmacological stimulation of sigma-1 receptors has neurorestorative effects in experimental parkinsonism.[J]. Brain, 2014, 137 Pt 7: 1998-2014. DOI:10.1093/brain/awu107
[7] RENZO MANCUSO . Sigma-1R Agonist Improves Motor Function and Motoneuron Survival in ALS Mice[J]. Neurotherapeutics, 2012, 9 4: Pages 814-826. DOI:10.1007/s13311-012-0140-y